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Wailea Home Search

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34 Maluaka Pl Unit Unit 9, Kihei image
34 Maluaka Pl Unit Unit 9, Kihei $36,900,000

This stunning contemporary estate spans 6,517 square feet of refined luxury, featuring five spacious bedrooms and five and a half beautifully appointed bathrooms. Designe...

  • ACTIVE Status
  • 5 Beds
  • 6 Baths
  • 410387 MLS
  • Fee Simple Tenure
Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

162 W Ikea Kai Pl, Kihei image
162 W Ikea Kai Pl, Kihei $3,150,000

Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exceptionally designed 4 bedroom, 2.5 bathroom home in the prestigious Wailea Kialoa comm...

  • ACTIVE Status
  • 4 Beds
  • 3 Baths
  • 410371 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

18 Maluaka Pl Unit Unit 1, Kihei image
18 Maluaka Pl Unit Unit 1, Kihei $34,000,000 ▼

Discover a rare chance to create your legacy in Maluaka Estates, an intimate, private gated enclave of only 13 custom estates in the heart of Makena. Just moments from th...

  • ACTIVE Status
  • 4 Beds
  • 6 Baths
  • 410368 MLS
  • Fee Simple Tenure
Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

3950 Kalai Waa St Unit R102, Kihei image
3950 Kalai Waa St Unit R102, Kihei — Wailea Fairway Villas $1,295,000

Welcome to this beautiful 2-bedroom, 2-bathroom condo at Wailea Fairway Villas, offered fully furnished and move-in ready. Enjoy breathtaking ocean views and spectacular ...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 410367 MLS
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3600 Wailea Alanui Dr Unit 2010, Kihei image
3600 Wailea Alanui Dr Unit 2010, Kihei — Wailea Elua Ii $2,995,000

Wailea Elua Unit 2010 presents an exceptional opportunity to own in one of Wailea's most coveted beachfront communities. Ideally positioned on the second floor, this 2 be...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 410363 MLS
  • Wailea Elua Ii Bldg.
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(W)

Listing courtesy of Island Sotheby's International Realty(W).

67 Wailea Gateway Pl Unit 6-103, Kihei image
67 Wailea Gateway Pl Unit 6-103, Kihei — Keala O Wailea $1,680,000

Discover one of Wailea's rarest offerings ; a beautifully appointed ground-floor residence that pairs effortless access with exceptional views. This stunning 2-bedroom co...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 410361 MLS
  • Keala O Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3100 Wailea Alanui Dr Unit 17, Kihei image
3100 Wailea Alanui Dr Unit 17, Kihei — Papali Wailea $4,795,000

Where do timeless design, ultimate privacy, and panoramic ocean vistas all converge in Wailea? Welcome to Papali #17. Perfectly positioned in the community’s premier loca...

  • ACTIVE Status
  • 3 Beds
  • 4 Baths
  • 410334 MLS
  • Papali Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

5050 Makena Rd, Kihei image
5050 Makena Rd, Kihei $29,900,000

Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtakin...

  • ACTIVE Status
  • 5 Beds
  • 6 Baths
  • 407766 MLS
  • Fee Simple Tenure
Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

5412 Makena Alanui Rd Unit 102/KV-3B, Kihei image
5412 Makena Alanui Rd Unit 102/KV-3B, Kihei — Makena Beach Club & Residences $12,500,000

Brand New Luxury Unit - Welcome to your new home, a spacious ground floor, 4-bedroom, 4.5-bathroom unit spanning 3,625 sq ft, nestled within Makena Beach Club and Residen...

  • ACTIVE Status
  • 4 Beds
  • 5 Baths
  • 407694 MLS
  • Makena Beach Club & Residences Bldg.
  • Fee Simple Tenure
Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

208 Holomoana Way Unit 14B, Kihei image
208 Holomoana Way Unit 14B, Kihei — Makalii At Wailea $3,695,000

Makali’i Magnificence! Premium top row position with unbelievable Ocean and Outer Island views! Makali’i #14B is arguably the best location in the community with expansiv...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 410261 MLS
  • Makalii At Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3950 Kalai Waa St Unit S-202, Kihei image
3950 Kalai Waa St Unit S-202, Kihei — Wailea Fairway Villas $1,079,000

Discover epic island living at an incredible value in the Wailea Resort. Wailea Fairway Villas S202 is one of the best view locations in the community, capturing breathta...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 410253 MLS
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

139 Waaula Way, Kihei image
139 Waaula Way, Kihei $2,499,000

Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, thi...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 410251 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3919 Waakaula Pl, Kihei image
3919 Waakaula Pl, Kihei $3,750,000

Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedro...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 410226 MLS
  • Fee Simple Tenure
Courtesy of Century 21 Island Homes

Listing courtesy of Century 21 Island Homes.

10 Wailea Ekolu Pl Unit 1706, Kihei image
10 Wailea Ekolu Pl Unit 1706, Kihei — Wailea Ekolu $1,575,000

The Ultimate Ocean View You’ve Been Waiting For at Wailea Ekolu #1706! Enjoy upper floor privacy with absolutely amazing ocean and outer island views from this recently r...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 410202 MLS
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

363 Kai Malu Pl Unit 56B, Kihei image
363 Kai Malu Pl Unit 56B, Kihei — Kai Malu $2,250,000 ▼

Step into this elegant residence, and be met with a magnified view of the ocean! With high end furnishings and window coverings included, flex space downstairs bedroom/of...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 410198 MLS
  • Kai Malu Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

4000 Wailea Alanui Dr Unit 101, Kihei image
4000 Wailea Alanui Dr Unit 101, Kihei — Wailea Point I Ii Iii $13,900,000

Level One oceanfront at Wailea Point — Hawaii's finest residential condominium, nestled between Wailea Beach and Polo Beach on Maui's coveted Gold Coast. 3,820 SF · 4 bed...

  • ACTIVE Status
  • 4 Beds
  • 4 Baths
  • 410182 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Engel & Volkers Maui

Listing courtesy of Engel & Volkers Maui.

30 Kai Malu Dr Unit 201, Kihei image
30 Kai Malu Dr Unit 201, Kihei — La'i Loa $3,895,000

The one you’ve been waiting for at La’i Loa! Pride of ownership shines in this premier 3 bedroom, 3 bath villa, set in the most coveted location of the community. Villa 4...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 410170 MLS
  • La'i Loa Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

4000 Wailea Alanui Dr Unit 1203, Kihei image
4000 Wailea Alanui Dr Unit 1203, Kihei — Wailea Point I Ii Iii $4,500,000

Experience direct oceanfront, front-row living at Residence 1203 in Wailea Point, offering breathtaking, unobstructed ocean views, spectacular year-round sunsets, and fro...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 410129 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

3236 Pikai Way, Kihei image
3236 Pikai Way, Kihei $2,395,000

Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of...

  • ACTIVE Status
  • 4 Beds
  • 3 Baths
  • 410122 MLS
  • Fee Simple Tenure
Courtesy of Kokua Realty LLC

Listing courtesy of Kokua Realty LLC.

39 Hoawaa Way, Kihei image
39 Hoawaa Way, Kihei $3,500,000

Every once in a long while, a home feels less like a property and more like a discovery. Rebuilt from studs in 2019, this better than new single level, no steps Wailea re...

  • ACTIVE Status
  • 3 Beds
  • 2 Baths
  • 410112 MLS
  • Fee Simple Tenure
Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

160 Manalo St, Kihei image
160 Manalo St, Kihei $1,450,000

Can't find what you're looking for? Take advantage of this rare corner lot to build your dream Maui home ! Located near the center of the prestigious Wailea Golf Vistas g...

  • ACTIVE Status
  • 410084 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

155 Wailea Ike Pl Unit 30, Kihei image
155 Wailea Ike Pl Unit 30, Kihei — Grand Champions $1,150,000

Secluded location, extensive upgrades, amazing price! Welcome to Grand Champions #30, a top-floor corner 2-bedroom, 2-bath Tennis Villa with a lock-off option, offering o...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 410048 MLS
  • Grand Champions Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3300 Wailea Alanui Dr Unit 38A, Kihei image
3300 Wailea Alanui Dr Unit 38A, Kihei — Wailea Ekahi Iii $1,840,000

Rarely does an opportunity like this come along at Wailea Ekahi. This beautifully positioned downstairs 1-bedroom, 2-bathroom villa enjoys stunning ocean views and sits i...

  • ACTIVE Status
  • 1 Beds
  • 2 Baths
  • 409934 MLS
  • Wailea Ekahi Iii Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

78 Kai Malu Dr Unit 101 (14A), Kihei image
78 Kai Malu Dr Unit 101 (14A), Kihei — La'i Loa $3,878,000

La'i Loa: Where Elevated Design Meets the Spirit of Wailea THIS UNIT IS AVAILABLE TO VIEW FOR PRIVATE SHOWINGS ONLY! There are homes that offer a view, and there are h...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 409909 MLS
  • La'i Loa Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

390 Pualoa Nani Pl, Kihei image
390 Pualoa Nani Pl, Kihei $3,895,000

Nestled within the prestigious Wailea Pualani community, 390 Pualoa Nani Place offers the essence of luxury island living with privacy, elegance, and the relaxed sophisti...

  • ACTIVE Status
  • 4 Beds
  • 4 Baths
  • 409908 MLS
  • Fee Simple Tenure
Courtesy of Engel & Volkers Maui

Listing courtesy of Engel & Volkers Maui.

10 Wailea Ekolu Pl Unit 1204, Kihei image
10 Wailea Ekolu Pl Unit 1204, Kihei — Wailea Ekolu $1,199,000

Whether you're seeking a high-performing vacation rental, a lock-and-leave second home, or a comfortable full-time residence, Wailea Ekolu #1204 offers exceptional value ...

  • ACTIVE Status
  • 1 Beds
  • 2 Baths
  • 409776 MLS
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3300 Wailea Alanui Dr Unit 17A, Kihei image
3300 Wailea Alanui Dr Unit 17A, Kihei — Wailea Ekahi I $1,350,000

This beautifully appointed 1-bedroom, 2-bathroom condo offers serene ocean views from a private, quiet location within Wailea Ekahi. Wailea Ekahi #17A features an invitin...

  • ACTIVE Status
  • 1 Beds
  • 2 Baths
  • 409758 MLS
  • Wailea Ekahi I Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

155 Wailea Ike Pl Unit 74, Kihei image
155 Wailea Ike Pl Unit 74, Kihei — Grand Champions $750,000

Immerse yourself in the essence of Hawaiian paradise at Grand Champions Villa Unit 74, a desired top-floor gem perfectly situated in the uppermost section of the complex....

  • ACTIVE Status
  • 1 Beds
  • 2 Baths
  • 409715 MLS
  • Grand Champions Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

66 Kai La Pl Unit 22A, Kihei image
66 Kai La Pl Unit 22A, Kihei — Kai Malu $2,395,000

Welcome to one of Maui's best kept secrets. This exceptional Kai Malu residence offers gorgeous ocean views from the primary suite and both lanais. The home is offered fu...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 409708 MLS
  • Kai Malu Bldg.
  • Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

Makena Rd, Kihei image
Makena Rd, Kihei $3,500,000

A rare and extraordinary opportunity in coveted Makena awaits. Just steps from world famous Makena Beach (Big Beach). This exceptional vacant lot spans approximately 28,...

  • ACTIVE Status
  • 409689 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

24 Kai Malu Unit 3-A, Kihei image
24 Kai Malu Unit 3-A, Kihei — La'i Loa $2,550,000

Experience elevated island living in this beautifully appointed condominium at Lai Loa Wailea, one of South Maui’s newest luxury communities. Purchased new in 2024, this ...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 409670 MLS
  • La'i Loa Bldg.
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(W)

Listing courtesy of Island Sotheby's International Realty(W).

78 Kai Malu Dr Unit 202 (14D), Kihei image
78 Kai Malu Dr Unit 202 (14D), Kihei — La'i Loa $2,875,000

Experience elevated island living at La‘i Loa Wailea, Wailea’s newest luxury condominium development, in this beautiful 2-bedroom, 2-bath 1,374 sq. ft. residence offering...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 409643 MLS
  • La'i Loa Bldg.
  • Fee Simple Tenure
Courtesy of Polaris Pacific

Listing courtesy of Polaris Pacific.

230 E Panana Pl, Kihei image
230 E Panana Pl, Kihei $2,848,000

A private Wailea Kialoa retreat, where chic island elegance meets effortless living. This custom single-level 3-bedroom, 3.5-bath residence offers an open and thoughtfull...

  • ACTIVE Status
  • 3 Beds
  • 4 Baths
  • 409610 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

115 Kai La Pl Unit 36A, Kihei image
115 Kai La Pl Unit 36A, Kihei — Kai Malu $2,489,000

Experience luxury living at 115 Kai La Place, Kai Malu Maui. This beautifully remodeled furnished 3 bedroom, 2.5-bath residence features a primary suite on the first floo...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 409574 MLS
  • Kai Malu Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

59 Wailea Gateway Pl Unit 4-101, Kihei image
59 Wailea Gateway Pl Unit 4-101, Kihei — Keala O Wailea $2,995,000

Welcome to modern Hawaiian luxury at Keala o Wailea Unit 4-101. This rare 3-bedroom, 2-bathroom residence offers effortless single-level living with absolutely no stairs...

  • ACTIVE Status
  • 3 Beds
  • 2 Baths
  • 409559 MLS
  • Keala O Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3950 Kalai Waa St Unit C102, Kihei image
3950 Kalai Waa St Unit C102, Kihei — Wailea Fairway Villas $998,000 ▼

$1179.49 HOA fees Located in Wailea, this quiet and serene ground-level 2- bedroom, 2 bath condo is within walking distance of the beach and close to many convenient sh...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 409538 MLS
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of Nathalie Mullinix Rlty Universal Inc

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

3200 Wailea Alanui Dr Unit 1509, Kihei image
3200 Wailea Alanui Dr Unit 1509, Kihei — Palms At Wailea I $1,395,000

Experience the beauty of Wailea resort living from this well-positioned "C" model at the Palms at Wailea. Unit 1509 offers 1,242 square feet of interior living space comp...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 409516 MLS
  • Palms At Wailea I Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

100 Poailani Pl Unit 29, Kihei image
100 Poailani Pl Unit 29, Kihei $2,695,000

Also listed as Condo MLS# 409467. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level resi...

  • ACTIVE Status
  • 4 Beds
  • 4 Baths
  • 409490 MLS
  • Fee Simple Tenure
Courtesy of McEntire Realty

Listing courtesy of McEntire Realty.

10 Wailea Ekolu Pl Unit 1206, Kihei image
10 Wailea Ekolu Pl Unit 1206, Kihei — Wailea Ekolu $1,475,000

Ocean, Molokini, and Wailea Blue Golf Course views set the tone from the moment you arrive. This 2-bedroom, 2-bath Wailea Ekolu condo offers a quiet, private setting tuck...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 409483 MLS
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

100 Poailani Pl Unit 29, Kihei image
100 Poailani Pl Unit 29, Kihei — Kanani Wailea $2,695,000

Also listed as Residential MLS# 409490. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-leve...

  • ACTIVE Status
  • 4 Beds
  • 4 Baths
  • 409467 MLS
  • Kanani Wailea Bldg.
  • Fee Simple Tenure
Courtesy of McEntire Realty

Listing courtesy of McEntire Realty.

3950 Kalai Waa St Unit U202, Kihei image
3950 Kalai Waa St Unit U202, Kihei — Wailea Fairway Villas $999,500

Best Value in Wailea! Come fall in love with this beautifully remodeled Wailea Fairway Villas second floor unit. Attention to detail is evident throughout from the abunda...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 409449 MLS
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of Berkshire Hathaway Maui Prop-W

Listing courtesy of Berkshire Hathaway Maui Prop-W.

4000 Wailea Alanui Dr Unit 802 & 804, Kihei image
4000 Wailea Alanui Dr Unit 802 & 804, Kihei — Wailea Point I Ii Iii $8,740,000

Wailea Point Residence 802 & 804 is an exquisite, rare, double residence featuring 5 bedrooms and 6 full bathrooms. Enjoy unobstructed panoramic ocean and sunset views fr...

  • ACTIVE Status
  • 5 Beds
  • 6 Baths
  • 409447 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

3300 Wailea Alanui Dr Unit 37C, Kihei image
3300 Wailea Alanui Dr Unit 37C, Kihei — Wailea Ekahi I $1,075,000 ▼

Wailea Ekahi 37C is a beautifully updated ground-floor 1 bed / 2 bath condo in the highly desirable oceanfront Wailea Ekahi community. The 2019 remodel includes granite c...

  • ACTIVE Status
  • 1 Beds
  • 2 Baths
  • 409422 MLS
  • Wailea Ekahi I Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

4000 Wailea Alanui Dr Unit 2101, Kihei image
4000 Wailea Alanui Dr Unit 2101, Kihei — Wailea Point I Ii Iii $3,300,000

Wailea Point 2101 is a rare, single-level residence featuring 2 bedrooms and 3 bathrooms with the convenience of no-stair entry. Enjoy breathtaking ocean and garden views...

  • ACTIVE Status
  • 2 Beds
  • 3 Baths
  • 409393 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

137 Holomoana Way Unit 4A, Kihei image
137 Holomoana Way Unit 4A, Kihei — Makalii At Wailea $2,900,000

Ocean view residence at Makali'i at Wailea, offered fully furnished with a custom modern interior package. This thoughtfully designed home features contemporary finishes,...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 409389 MLS
  • Makalii At Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Island Sotheby's Int'l Rlty(W)

Listing courtesy of Island Sotheby's Int'l Rlty(W).

3300 Wailea Alanui Dr Unit 25C, Kihei image
3300 Wailea Alanui Dr Unit 25C, Kihei — Wailea Ekahi I $1,100,000

This charming, private ground-floor 1-bedroom, 1-bathroom end-unit is flooded with natural light and has been meticulously maintained. From the spacious living area, kitc...

  • ACTIVE Status
  • 1 Beds
  • 1 Baths
  • 409361 MLS
  • Wailea Ekahi I Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3381 E Lani Ikena Way, Kihei image
3381 E Lani Ikena Way, Kihei $1,149,000 ▼

Vacant canvas located in one of Maui's most desirable neighborhoods in Wailea. Large 10,890 square foot lot with plans to build a custom 3100 sq ft family oriented home ...

  • ACTIVE Status
  • 409305 MLS
  • Fee Simple Tenure
Courtesy of Pacific Shores Realty

Listing courtesy of Pacific Shores Realty.

3386 E Lani Ikena Way, Kihei image
3386 E Lani Ikena Way, Kihei $1,995,000 ▼

Set within the prestigious Wailea Pualani Estates, this 3-bedroom, 2.5-bath residence with an additional office/media room offers refined island living with a seamless in...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 409250 MLS
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

209 Holokahiki Ln Unit 103, Kihei image
209 Holokahiki Ln Unit 103, Kihei — Makalii At Wailea $2,495,000

Welcome to Makalii one of Wailea’s newest luxury residences known for its mid-century modern design. This spectacular condominium (7C) is located on the upper row and is ...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 409233 MLS
  • Makalii At Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

155 Wailea Ike Pl Unit 10, Kihei image
155 Wailea Ike Pl Unit 10, Kihei — Grand Champions $1,025,000

Welcome to your serene escape in the heart of paradise! Grand Champions unit #10 is a 2-bedroom, 2-bath condominium with a lock off option creating multiple living or ren...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 409215 MLS
  • Grand Champions Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

60 Kai Malu Dr Unit 201 (11C), Kihei image
60 Kai Malu Dr Unit 201 (11C), Kihei — La'i Loa $2,875,000

The One You’ve Been Waiting For! This pristine, second floor 2 Bedroom 2 Bath unit in Wailea’s Newest Development has it all. This premium location provides you with amaz...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 409212 MLS
  • La'i Loa Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3550 Wailea Alanui Dr Unit 801 (F2), Kihei image
3550 Wailea Alanui Dr Unit 801 (F2), Kihei — Andaz Residences $11,745,000 ▼

Andaz Residences Unit 801 (F2) offers a rare opportunity to own one of the coveted private villas at the Andaz Maui Wailea Resort. Ownership combines the privacy of an oc...

  • ACTIVE Status
  • 3 Beds
  • 4 Baths
  • 409204 MLS
  • Andaz Residences Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3200 Wailea Alanui Dr Unit 1207, Kihei image
3200 Wailea Alanui Dr Unit 1207, Kihei — Palms At Wailea I $1,575,000

Discover the perfect blend of comfort, style, and location at Palms at Wailea #1207. This beautifully updated 2-bedroom, 2-bath ground-level condominium enjoys a prime po...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 409160 MLS
  • Palms At Wailea I Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3600 Wailea Alanui Dr Unit 2012, Kihei image
3600 Wailea Alanui Dr Unit 2012, Kihei — Wailea Elua I A $2,950,000

Welcome to Wailea Elua, an exclusive oceanfront, hotel-zoned vacation rental set atop a lush greenbelt in prestigious Wailea. Spanning 24 acres of tropical paradise, this...

  • ACTIVE Status
  • 1 Beds
  • 2 Baths
  • 409117 MLS
  • Wailea Elua I A Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3950 Kalai Waa St Unit Y-202, Kihei image
3950 Kalai Waa St Unit Y-202, Kihei — Wailea Fairway Villas $1,189,000

Stunning 2-bedroom, 2-bath upper-level furnished unit with beautiful ocean/sunset and golf course views. Remodeled in 2014, features include new window treatments, tile, ...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 409105 MLS
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

63 Wailea Gateway Pl Unit 5103, Kihei image
63 Wailea Gateway Pl Unit 5103, Kihei — Keala O Wailea $2,100,000 ▼

Keala O Wailea 5-103 offers panoramic Pacific Ocean views from one of Wailea's premier hillside communities. This single-level 2-bedroom, 2-bathroom residence spans appro...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 408944 MLS
  • Keala O Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

197 Holokahiki Ln Unit 8A, Kihei image
197 Holokahiki Ln Unit 8A, Kihei — Makalii At Wailea $2,750,000 ▼

Experience modern island living at Makalii 8A, a 3-bed, 3-bath contemporary townhome tucked away in a quiet corner of the complex, featuring refined new construction in t...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 408910 MLS
  • Makalii At Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

4584 Makena Rd, Kihei image
4584 Makena Rd, Kihei $9,000,000

Over an acre of direct beachfront in Makena is an exceptional rarity — and 4584 Makena Road stands as one of the most compelling value opportunities along Maui's coastlin...

  • ACTIVE Status
  • 2 Beds
  • 4 Baths
  • 408876 MLS
  • Fee Simple Tenure
Courtesy of Island Sotheby's Int'l Rlty(W)

Listing courtesy of Island Sotheby's Int'l Rlty(W).

10 Wailea Ekolu Pl Unit 203, Kihei image
10 Wailea Ekolu Pl Unit 203, Kihei — Wailea Ekolu $1,335,000 ▼

Perfectly positioned in Wailea Ekolu! The incredible ground floor 2 Bedroom 2 Bath Vacation Rental in the Heart of Wailea you’ve been waiting for is here. Located in Buil...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 408874 MLS
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

21 Kiloa St Unit O-4, Kihei image
21 Kiloa St Unit O-4, Kihei — Hoolei $4,650,000 ▼

E Komo Mai and welcome to Ho'olei 21-4, an elegant 3 bed, 3.5 bath townhome located in the heart of Wailea, Maui. This Hotel Zoned property boasts wonderful ocean views a...

  • ACTIVE Status
  • 3 Beds
  • 4 Baths
  • 408839 MLS
  • Hoolei Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3600 Wailea Alanui Dr Unit 704, Kihei image
3600 Wailea Alanui Dr Unit 704, Kihei — Wailea Elua I A $3,250,000 ▼

Finally, a top-floor unit at Elua Village with a garage. Enjoy the rare combination of a preferred floor plan, ocean view, expansive lanai, and a private garage that is j...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 408831 MLS
  • Wailea Elua I A Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Vacation Rentals

Listing courtesy of Wailea Vacation Rentals.

339 Kai Malu Pl Unit 58B, Kihei image
339 Kai Malu Pl Unit 58B, Kihei — Kai Malu $2,195,000 ▼

Incredible 2021 pricing for this DREAM LOCATION at pet friendly KAI MALU with this RARE Developer Unit! Breathtaking views - this is Kai Malu at its best. Beautifully ap...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 408760 MLS
  • Kai Malu Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

244 Holomoana Way Unit 17B, Kihei image
244 Holomoana Way Unit 17B, Kihei — Makalii At Wailea $3,279,000 ▼

Makalii at Wailea 17B is a standout villa commanding the premier ocean-view position in the entire development, offering unobstructed, sweeping vistas of the Pacific, Mol...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 408701 MLS
  • Makalii At Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3150 Wailea Alanui Dr Unit 3507, Kihei image
3150 Wailea Alanui Dr Unit 3507, Kihei — Wailea Palms $1,399,000 ▼

Wailea Palms 3507 is an exquisitely remodeled 2-bedroom, 2-bathroom residence offering serene ocean views and a lush tropical backdrop. Tucked away in a secluded, private...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 408641 MLS
  • Wailea Palms Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

4000 Wailea Alanui Dr Unit 3404, Kihei image
4000 Wailea Alanui Dr Unit 3404, Kihei — Wailea Point I Ii Iii $2,795,000 ▼

You Deserve To Own & Experience Your Oceanfront Paradise Today! Unit 3404 is a delightful 2 bedroom, 2 bathroom upper-level, privately located, & meticulously maintained ...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 408567 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

3943 Wailea Ekolu Pl, Kihei image
3943 Wailea Ekolu Pl, Kihei $4,895,000 ▼

A TIMELESS, light-filled OCEAN VIEW residence designed for indoor/outdoor Maui living, this ELEGANT 3-bedroom plus office (possible 4th bedroom) & add'l den, 4-bath home ...

  • ACTIVE Status
  • 3 Beds
  • 4 Baths
  • 408559 MLS
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

3977 Wailea Ekolu Pl, Kihei image
3977 Wailea Ekolu Pl, Kihei $6,950,000 ▼

This exclusive opportunity is uniquely situated on a lot like no other, overlooking the 11th green of the Wailea Blue Course and positioned near the Four Seasons and Hote...

  • ACTIVE Status
  • 4 Beds
  • 6 Baths
  • 408558 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3378 E Lani Ikena Way, Kihei image
3378 E Lani Ikena Way, Kihei $4,095,000 ▼

The newly completed Wailea estate blends contemporary design with Maui’s natural beauty. Ocean-view living with seamless indoor-outdoor flow, abundant natural light, and ...

  • ACTIVE Status
  • 4 Beds
  • 5 Baths
  • 408523 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3142 Waiea Pl, Kihei image
3142 Waiea Pl, Kihei $2,500,000 ▼

Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a uniqu...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 408470 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

10 Wailea Ekolu Pl Unit 1603, Kihei image
10 Wailea Ekolu Pl Unit 1603, Kihei — Wailea Ekolu $1,250,000 ▼

Relax and Enjoy Ultimate Privacy! Enter your new Wailea place of peace, serenity and tranquility. This 2 Bedroom 2 Bath Vacation Rental Condo has been beautifully renovat...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 408354 MLS
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

5171 Makena Rd Unit Lot 7, Kihei image
5171 Makena Rd Unit Lot 7, Kihei $3,500,000

Set on approximately ±0.5 acres (20,573 sq ft), this exceptional gated property offers unobstructed ocean views in one of South Maui’s most coveted locations—directly acr...

  • ACTIVE Status
  • 408307 MLS
  • Fee Simple Tenure
Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

3800 Wailea Alanui Blvd Unit K-208, Kihei image
3800 Wailea Alanui Blvd Unit K-208, Kihei — Wailea Beach Villas $6,350,000

Where the ocean whispers at your doorstep & refined luxury defines every detail, Wailea Beach Villas K-208 presents a rare chance to own a Premier Beachfront retreat with...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 408319 MLS
  • Wailea Beach Villas Bldg.
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

3800 Wailea Alanui Dr Unit PH-303, Kihei image
3800 Wailea Alanui Dr Unit PH-303, Kihei — Wailea Beach Villas $5,500,000

SUNSETS WITH ALOHA . . . . Original Owner| First Time Ever on the Market| Never Rented| Immaculate Condition| Fully Furnished| 3 Bedroom Suites| 3 Full Bathrooms. WBV Pen...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 408288 MLS
  • Wailea Beach Villas Bldg.
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

184 Lolowaa Pl, Kihei image
184 Lolowaa Pl, Kihei $10,995,000

NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . The most exciting new luxury release to hit the market. A brand new single-level oceanview smart h...

  • ACTIVE Status
  • 4 Beds
  • 5 Baths
  • 408267 MLS
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

7191 Makena Rd, Kihei image
7191 Makena Rd, Kihei $37,000,000

MAKENA RANCH -160 ACRES OF OCEANVIEW LEGACY LAND Offered at $37 Million I Fee Simple Makena Ranch encompasses approximately 160 acres across 13 agricultural-zoned parce...

  • ACTIVE Status
  • 408242 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

81 Makakehau St Unit Apt H-2, Kihei image
81 Makakehau St Unit Apt H-2, Kihei — Hoolei $4,999,999 ▼

Discover luxury resort living in this exceptional ocean-view Villa located within the prestigious gated community of Ho'olei in Wailea. It is ideally positioned near worl...

  • ACTIVE Status
  • 3 Beds
  • 4 Baths
  • 408222 MLS
  • Hoolei Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3600 Wailea Alanui Dr Unit 2109, Kihei image
3600 Wailea Alanui Dr Unit 2109, Kihei — Wailea Elua Ii $3,200,000

Wailea Elua beachfront estate on the famed Ulua Beach with endless ocean vistas. Spacious, quiet and private - this upgraded Wailea Elua gem is located at the top of this...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 408202 MLS
  • Wailea Elua Ii Bldg.
  • Fee Simple Tenure
Courtesy of Century 21 Island Homes

Listing courtesy of Century 21 Island Homes.

3150 Wailea Alanui Dr Unit 3202, Kihei image
3150 Wailea Alanui Dr Unit 3202, Kihei — Wailea Palms $1,800,000 ▼

Wailea Palms #3202 boasts a private location in the complex overlooking meticulously manicured lawn, gardens and putting green where one can enjoy splendid sunsets, perfe...

  • ACTIVE Status
  • 2 Beds
  • 3 Baths
  • 408184 MLS
  • Wailea Palms Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

4000 Wailea Alanui Dr Unit 2904, Kihei image
4000 Wailea Alanui Dr Unit 2904, Kihei — Wailea Point I Ii Iii $4,495,000

Wailea Point Beach Condo 2904 is designed for comfort and relaxation. Wailea Point! South Maui's most elegant, luxurious, and private community. This premier oceanfront...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 408086 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(P)

Listing courtesy of Coldwell Banker Island Prop(P).

10 Wailea Ekolu Pl Unit 105, Kihei image
10 Wailea Ekolu Pl Unit 105, Kihei — Wailea Ekolu $1,475,000 ▼

Welcome to Wailea Ekolu 105. Easy access to this beautifully remodeled luxury ground floor 2B/2B unit. Condo enjoys the luxury of panoramic ocean and outer island views f...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 407940 MLS
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3800 Wailea Alanui Blvd Unit PH-209, Kihei image
3800 Wailea Alanui Blvd Unit PH-209, Kihei — Wailea Beach Villas $5,750,000

Welcome to Wailea Beach Villas Penthouse 209, one of Wailea’s most prestigious gated, Hotel-Zoned beachfront communities. This spacious 3 Bedroom, 3 Bathroom + DEN (confi...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 407859 MLS
  • Wailea Beach Villas Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

161 Wailea Ike Pl Unit C-203, Kihei image
161 Wailea Ike Pl Unit C-203, Kihei — Wailea Town Center $1,675,000 ▼

AMAZING OPPORTUNITY!!! Where the Ocean Becomes Your Backdrop and Wailea Becomes Your Everyday. Wailea Town Center C-203 is a rare offering, including dedicated garage, bl...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 407834 MLS
  • Wailea Town Center Bldg.
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

4000 Wailea Alanui Dr Unit 502, Kihei image
4000 Wailea Alanui Dr Unit 502, Kihei — Wailea Point I Ii Iii $8,900,000

Positioned in the coveted front row of Wailea Point, Residence 502 sits just 75 feet from the surveyed shoreline, offering commanding southwest-facing views of Molokini C...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 407830 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

4000 Wailea Alanui Dr Unit 1602, Kihei image
4000 Wailea Alanui Dr Unit 1602, Kihei — Wailea Point I Ii Iii $13,900,000

FABULOUS world class Wailea Point “double” unit with a MOST DYNAMIC ocean & beach front location. Perhaps the finest condominium residence in Hawaii, no expense was spar...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 407829 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

4000 Wailea Alanui Dr Unit 1202/1204, Kihei image
4000 Wailea Alanui Dr Unit 1202/1204, Kihei — Wailea Point I Ii Iii $13,495,000 ▼

A 'WORK OF ART’. A 'LEGACY PROPERTY'. An ‘Equity Location’. A luxurious marriage of two Wailea Point oceanfront units at Maui's finest Condominium Project! When a lifelon...

  • ACTIVE Status
  • 4 Beds
  • 6 Baths
  • 407692 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

28 Kai La Pl Unit 19A, Kihei image
28 Kai La Pl Unit 19A, Kihei — Kai Malu $1,950,000 ▼

Meticulously maintained 3 bedroom 2.5 bathroom Ocean and Mountain View Kai Malu unit with new plush carpets upstairs, luxury vinyl floors downstairs, beautiful epoxy two ...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 407569 MLS
  • Kai Malu Bldg.
  • Fee Simple Tenure
Courtesy of Berkshire Hathaway Maui Prop-W

Listing courtesy of Berkshire Hathaway Maui Prop-W.

3200 Wailea Alanui Dr Unit 1605, Kihei image
3200 Wailea Alanui Dr Unit 1605, Kihei — Palms At Wailea I $1,275,000 ▼

Discover Unbeatable Wailea Value Experience the perfect blend of affordability and luxury in the prestigious Palms at Wailea. This inviting, turnkey furnished, ground-lev...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 407528 MLS
  • Palms At Wailea I Bldg.
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(W)

Listing courtesy of Island Sotheby's International Realty(W).

3800 Wailea Alanui Blvd Unit PH511, Kihei image
3800 Wailea Alanui Blvd Unit PH511, Kihei — Wailea Beach Villas $5,395,000 ▼

Welcome to this stunning top-floor oceanfront residence in the exclusive Penthouse building at Wailea Beach Villas. This tranquil 2-bedroom, 2-bath villa offers over 2,00...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 407499 MLS
  • Wailea Beach Villas Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

4000 Wailea Alanui Dr Unit 1904, Kihei image
4000 Wailea Alanui Dr Unit 1904, Kihei — Wailea Point I Ii Iii $2,998,000 ▼

From the moment you enter Wailea Point 1904, the world seems to pause. Before you lies a sea of liquid blue: waves shimmering under the sun, clouds drifting like silk acr...

  • ACTIVE Status
  • 3 Beds
  • 2 Baths
  • 407495 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

3800 Wailea Alanui Dr Unit B-101, Kihei image
3800 Wailea Alanui Dr Unit B-101, Kihei — Wailea Beach Villas $14,990,000

THE BEACHFRONT VILLA - A once in a generation oceanfront sanctuary! The sophisticated remodel completed in January 2025 transformed the B-101 front row Villa into one of ...

  • ACTIVE Status
  • 3 Beds
  • 4 Baths
  • 407472 MLS
  • Wailea Beach Villas Bldg.
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

155 Wailea Ike Pl Unit 111, Kihei image
155 Wailea Ike Pl Unit 111, Kihei — Grand Champions $949,900 ▼

Discover Grand Champions 111, a beautifully updated 2-bedroom, 2-bath condominium in the heart of Wailea. This spacious and fully furnished unit offers an inviting open f...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 407428 MLS
  • Grand Champions Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

53 Waikai St, Kihei image
53 Waikai St, Kihei $1,875,000 ▼

Motivated Seller — Unbeatable Wailea Value Steps from Keawakapu Beach! The seller is highly motivated, presenting an extraordinary opportunity to secure a beautifully upg...

  • ACTIVE Status
  • 4 Beds
  • 3 Baths
  • 407427 MLS
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

24 Kai Malu Dr Unit 102 (3B), Kihei image
24 Kai Malu Dr Unit 102 (3B), Kihei — La'i Loa $3,589,000 ▼

La’i Loa Luxury with Outstanding Ocean View! Wailea’s Newest Development and your golden opportunity to have it all is here! This gorgeous Turnkey Residence in La’i Loa c...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 407355 MLS
  • La'i Loa Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

139 Kai La Pl Unit 35B, Kihei image
139 Kai La Pl Unit 35B, Kihei — Kai Malu $2,095,000 ▼

Welcome to 139 Kai La Place at Kai Malu -- a 3-bedroom, 2.5 bath townhouse beautifully upgraded with new (2025) wide-plank vinyl flooring, new carpeting, and more! Owner...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 407317 MLS
  • Kai Malu Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3600 Wailea Alanui Dr Unit 803, Kihei image
3600 Wailea Alanui Dr Unit 803, Kihei — Wailea Elua Ii $4,975,000 ▼

Truly one of Wailea's pinnacle properties, Wailea Elua 803 defines single-level luxury living, with a full-scale remodel encompassing the finest in surfaces and amenities...

  • ACTIVE Status
  • 3 Beds
  • 2 Baths
  • 407249 MLS
  • Wailea Elua Ii Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ki

Listing courtesy of Keller Williams Realty Maui-Ki.

4000 Wailea Alanui Dr Unit 2802, Kihei image
4000 Wailea Alanui Dr Unit 2802, Kihei — Wailea Point I Ii Iii $4,900,000 ▼

An absolutely exquisite property in every way, Residence 2802 at Wailea Point boasts a fabulous location with breathtaking ocean, island, beach and coastal views facing i...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 407132 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

3200 Wailea Alanui Dr Unit 304, Kihei image
3200 Wailea Alanui Dr Unit 304, Kihei — Palms At Wailea I $1,550,000

If you’re looking for the ultimate Maui property, this is it! This luxury top-floor condo at the highly sought-after Palms at Wailea puts you just steps from the spectacu...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 407095 MLS
  • Palms At Wailea I Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

155 Wailea Ike Pl Unit 78, Kihei image
155 Wailea Ike Pl Unit 78, Kihei — Grand Champions $1,349,000 ▼

Stunning ocean view, overlooking the Wailea Blue Golf Course, this gem is beautifully positioned in one of Wailea’s most sought-after resort communities—Grand Champions. ...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 407047 MLS
  • Grand Champions Bldg.
  • Fee Simple Tenure
Courtesy of Romvari Realty Ltd

Listing courtesy of Romvari Realty Ltd.

210 E Panana Pl, Kihei image
210 E Panana Pl, Kihei $2,995,000 ▼

Located in the desirable gated community of Wailea Kialoa, this 4-bedroom, 3-bathroom home offers convenient access to everything you could want. It's just a short stroll...

  • ACTIVE Status
  • 4 Beds
  • 3 Baths
  • 407000 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3200 Wailea Alanui Dr Unit 2001, Kihei image
3200 Wailea Alanui Dr Unit 2001, Kihei — Palms At Wailea I $1,449,000 ▼

Wailea’s Best Kept Secret! Discover the perfect blend of privacy, comfort, and resort living in this rarely available Wailea townhome. Designed to live like a single-fam...

  • ACTIVE Status
  • 2 Beds
  • 3 Baths
  • 406940 MLS
  • Palms At Wailea I Bldg.
  • Fee Simple Tenure
Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

19 Kai La Pl Unit 43B, Kihei image
19 Kai La Pl Unit 43B, Kihei — Kai Malu $1,995,000 ▼

Welcome to Kai Malu 43B, beautifully remodeled in 2024, this 3-bedroom, 2.5-bathroom home offers unparalleled privacy, a spacious outdoor area and breathtaking views of ...

  • ACTIVE Status
  • 3 Beds
  • 3 Baths
  • 406843 MLS
  • Kai Malu Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3300 Wailea Alanui Dr Unit 41B, Kihei image
3300 Wailea Alanui Dr Unit 41B, Kihei — Wailea Ekahi Iii $1,245,000 ▼

Located in the heart of Wailea, this beautifully maintained 1-bedroom, 2-bathroom ground-floor unit offers the perfect blend of comfort, privacy, and convenience. Situate...

  • ACTIVE Status
  • 1 Beds
  • 2 Baths
  • 406424 MLS
  • Wailea Ekahi Iii Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ki

Listing courtesy of Keller Williams Realty Maui-Ki.

14 Halapa Pl, Kihei image
14 Halapa Pl, Kihei $11,998,000

Perched atop the exclusive and private enclave of The Ridge at Wailea, this extraordinary Guy Dreier-designed residence is a rare expression of contemporary architecture ...

  • ACTIVE Status
  • 4 Beds
  • 5 Baths
  • 406282 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

10 Wailea Ekolu Pl Unit 1008, Kihei image
10 Wailea Ekolu Pl Unit 1008, Kihei — Wailea Ekolu $1,525,000 ▼

Wailea Ekolu #1008 offers the pinnacle of Wailea living—an immaculate upstairs 2-bedroom, 2-bathroom condo with panoramic ocean views. This spacious, end-unit residence f...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 405937 MLS
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

19 Malukai Ln Unit 4, Kihei image
19 Malukai Ln Unit 4, Kihei $14,750,000 ▼

Step into a world of refined elegance and beachfront luxury in Maluhia at Wailea—a sanctuary within Wailea’s most exclusive beachfront enclave. Tucked behind the gates of...

  • ACTIVE Status
  • 4 Beds
  • 5 Baths
  • 405257 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3200 Wailea Alanui Dr Unit 1505, Kihei image
3200 Wailea Alanui Dr Unit 1505, Kihei — Palms At Wailea I $1,449,000 ▼

Experience breathtaking ocean views and unforgettable sunsets from the comfort of your private lanai. This exceptional ground-floor villa is nestled in a highly sought-af...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 404349 MLS
  • Palms At Wailea I Bldg.
  • Fee Simple Tenure
Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

155 Wailea Ike Pl Unit 140, Kihei image
155 Wailea Ike Pl Unit 140, Kihei — Grand Champions $1,045,000 ▼

This lovely remodeled and cared for 2 bedroom/2 bathroom Grand Champions unit speaks of Hawaiiana and is being sold 'Turn Key' Furnished. Unit #140 is upper-level with va...

  • ACTIVE Status
  • 2 Beds
  • 2 Baths
  • 403638 MLS
  • Grand Champions Bldg.
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

7595 Makena Rd, Kihei image
7595 Makena Rd, Kihei $23,000,000 ▼

Nestled along the prestigious Makena coastline, 7595 Makena Road represents the pinnacle of contemporary Hawaiian luxury living. This extraordinary residence stands as a ...

  • ACTIVE Status
  • 4 Beds
  • 5 Baths
  • 402062 MLS
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

4000 Wailea Alanui Dr Unit 2502, Kihei image
4000 Wailea Alanui Dr Unit 2502, Kihei — Wailea Point I Ii Iii $4,300,000 ▼

OUTSTANDING VALUE for one of Wailea Point's most FABULOUS VIEW UNITS. This is the highly sought after Upper Level D plan, Wailea Point’s second largest standard floor pla...

  • ACTIVE Status
  • 3 Beds
  • 4 Baths
  • 401515 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

4000 Wailea Alanui Dr Unit 801, Kihei image
4000 Wailea Alanui Dr Unit 801, Kihei — Wailea Point I Ii Iii $4,150,000 ▼

Revel in luxury from an expansive and private oceanfront condo with the best amenities in its class. The spacious, elegant, and bright two-story residence offers a large ...

  • ACTIVE Status
  • 3 Beds
  • 4 Baths
  • 400755 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

Wailea

Welcome to Wailea—the crown jewel of South Maui and arguably the most prestigious master-planned resort community in the world. When you drive into Wailea, the landscape shifts. The roads become wider and more manicured, the bougainvillea blooms a little brighter, and the sense of arrival is absolute. This is where the world’s most discerning travelers and investors come to find their sanctuary.

When you begin exploring Wailea Real Estate, you'll quickly realize that you aren't just looking at properties; you are looking at a highly curated way of life. At Maui.RealEstate, we recognize that the pursuit of Luxury Wailea Real Estate is about securing a lifestyle and a financial legacy. Navigating this market requires more than just a search bar; it requires a partner who understands the nuances of individual gated communities, the history of land ownership, and the evolving regulations of the 2026 marketplace. Whether you are seeking a penthouse with unobstructed Pacific views or a custom estate on the fairway, our team is here to ensure your Wailea journey is as seamless as a sunset over Molokini.

 

Wailea Homes for Sale

Wailea Home Values

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Living in Wailea

Welcome to South Maui’s Signature Coastal Community

Wailea is a 1,500-acre master-planned community that serves as a blueprint for luxury tropical living. Unlike other resort areas that can feel transient, Wailea has a deeply rooted residential soul. It was designed to harmonize with the natural contours of the South Maui coastline, ensuring that almost every property enjoys a piece of the "Wailea Blue"—that specific, deep azure of the Pacific that contrasts so perfectly with the golden sands.

The lifestyle here is defined by ease. Because the area is self-contained, you live in a world of "and." You can have high-end fine dining and wild, untouched coastal trails. You can have championship golf and some of the best snorkeling in the islands. The microclimate is one of Wailea’s greatest assets; sitting in the "rain shadow" of Haleakalā, it enjoys more sunny days than almost any other residential area on Maui, cooled by the gentle trade winds that keep the afternoons perfect for the beach or the links.

Why Wailea is a Smart Play: The 2026 Investment Case

In the luxury real estate market of 2026, savvy investors are looking for two things: stability and scarcity. Wailea offers both in spades. While other markets may fluctuate based on global economic shifts, Wailea has historically acted as a "safe harbor" for capital.

1. Brand Recognition and Resale Value

Wailea is a global brand. Just as investors look to Beverly Hills, Aspen, or St. Barts, they look to Wailea. This global recognition ensures a perpetual pool of buyers. Even in 2026, where luxury buyers have become more selective, the demand for Wailea properties remains constant. When you buy here, you are buying into an asset class that has shown remarkable resilience and long-term appreciation.

2. Zoning Certainty and Short-Term Rental Protection

In light of recent Maui County legislation, Wailea stands out because much of it is located within the Hotel/Resort Zone. This provides a layer of protection for owners who wish to utilize their properties as high-end vacation rentals. In a market where rental regulations are tightening elsewhere, the ability to generate short-term income in Wailea is a massive value-add that continues to drive property prices.

3. The "Finite Resource" Factor

Wailea is nearly built out. There are very few remaining "raw" parcels of land. In real estate, when supply is capped and demand is global, the result is upward pressure on value. Investing in Wailea in 2026 is about securing a piece of a finite resource before the "gate" closes on new development.

The Real Estate Landscape: From Beachfront Condos to Fairway Estates

Wailea’s residential inventory is diverse, offering something for every type of luxury buyer. Understanding the "vibe" of each neighborhood is essential:

  • Oceanfront & Beachfront Condominiums: These are the most sought-after properties in Hawaii. If you are browsing Wailea condos for sale, complexes like Wailea Elua, Wailea Ekahi, and Wailea Point offer immediate access to the sand. Wailea Point, in particular, is known for its high-level security and terraced architecture that provides maximum privacy and panoramic views.
  • Luxury Villa Communities: For those who want the space of a house with the convenience of a condo, Ho'olei and Wailea Beach Villas are the gold standard. These properties feature attached garages, private elevators, and high-end summer kitchens, making them perfect for families who want a "lock-and-leave" lifestyle.
  • Gated Single-Family Enclaves: Neighborhoods like Wailea Golf Estates, Wailea Highlands, and Wailea Kialoa offer architectural grandeur and absolute privacy. Many of these homes are situated directly on the fairways of the Wailea Blue or Gold courses, offering a peaceful, green backdrop that extends into the ocean.
  • Modern Developments: Newer additions like La’i Loa and Makali’i have brought a fresh, contemporary aesthetic to Wailea, featuring floor-to-ceiling glass, sustainable materials, and "clean-line" design that appeals to the modern luxury buyer.

Beaches and Outdoor Adventures: Your Private Playground

In Wailea, the "outdoor lifestyle" isn't a marketing slogan; it’s a daily reality. The community is built around a series of five distinct crescent beaches, each connected by the Wailea Beach Path—a 1.5-mile paved trail that is the heartbeat of the community.

  • Wailea Beach: Consistently ranked as one of the best beaches in the world. Its wide, sandy bottom and calm waters make it ideal for swimming and stand-up paddling. It is bordered by the Four Seasons and the Grand Wailea, giving it a high-energy, sophisticated resort feel.
  • Ulua & Mokapu Beaches: These sister beaches are a favorite for locals and residents. Ulua offers some of the best "shore entry" snorkeling and scuba diving in South Maui, with a vibrant reef that is home to sea turtles, octopuses, and a kaleidoscope of tropical fish.
  • Polo Beach: Located at the southern end of the resort, Polo Beach is quieter and offers a sense of seclusion. It’s the perfect spot for a morning yoga session or a sunset picnic.
  • Keawakapu Beach: While technically bordering Kihei and Wailea, Keawakapu is where many Wailea residents go for long, uninterrupted walks. It is one of the longest sandy stretches on the south shore and is home to some of the island’s most expensive beachfront residences.
  • Marine Life & Whales: From December to April, the waters off Wailea become a sanctuary for Humpback Whales. It is common to see mothers and calves breaching just offshore while you enjoy breakfast on your lanai.

Golf, Wellness, and Resort-Level Amenities

Wailea was designed for the active sophisticated traveler. The amenities here are simply unparalleled in the state of Hawaii.

  • The Wailea Golf Club: Featuring three distinct courses—the Gold, Emerald, and Blue. The Gold is the "rugged" championship course with historic lava rock walls; the Emerald is the "lush" course with tropical foliage and lake views; and the Blue is the "classic" resort course that meanders through the heart of Wailea.
  • The Wailea Tennis & Pickleball Club: Rated as one of the top tennis facilities in the country, it offers 11 courts (including stadium seating) and a thriving pickleball community with daily clinics, round-robins, and private instruction.
  • World-Class Spas: Living in Wailea gives you access to the world’s best wellness sanctuaries. From the Spa Grande at the Grand Wailea to the Awili Spa at the Andaz, you have access to hydrotherapy, traditional Hawaiian lomi-lomi massage, and cutting-edge aesthetic treatments just minutes from your door.
  • The Wailea Beach Path: More than just a sidewalk, this path is where the community meets. Whether it’s an early morning jog or a slow sunset stroll, the path offers a front-row seat to the beauty of the Pacific.

Shopping, Dining, and Everyday Convenience

Wailea offers a level of convenience that makes it a highly livable primary residence. You don't have to leave the resort to find world-class amenities.

  • The Shops at Wailea: This is the premier shopping destination on Maui. It features luxury brands like Gucci, Louis Vuitton, and Prada, alongside local favorites like Island Gourmet Markets (the ultimate spot for high-end groceries and prepared foods).
  • The Culinary Scene: Wailea is a foodie’s paradise. You can dine at Spago by Wolfgang Puck, enjoy world-class sushi at Morimoto Maui, or have a relaxed, farm-to-table lunch at Monkeypod Kitchen. The variety ranges from poolside casual to five-star formal.
  • Wailea Gateway & Wailea Village: These smaller centers offer essential services, including boutiques, art galleries, and professional offices. You can find everything from a high-end dentist to a boutique fitness studio within the Wailea boundaries.

Family-Friendly Living and Quality Schools

While Wailea is often associated with retirees and second-home owners, it is an increasingly popular choice for families who want a safe, active environment for their children.

  • Education Access: Public schools for the area include Kamali‘i Elementary in Kihei, known for its strong community support. For private education, Wailea families often choose Seabury Hall or Montessori School of Maui Upcountry, both of which are accessible via a 25–30 minute drive.
  • Youth Activities: Between the junior golf programs at the Wailea Golf Club, tennis academies, and the safe, swimmable beaches, children in Wailea grow up with the ocean as their playground.
  • Safety & Security: Most residential neighborhoods in Wailea are gated and feature 24-hour security patrols, providing peace of mind for families and seasonal residents alike.

Connected yet Secluded: Proximity to Maui’s Highlights

  • Kahului Airport (OGG): A scenic 25–30 minute drive away.
  • Kihei Town: Just 5 minutes north, offering additional grocery stores (Safeway, Foodland), local boutiques, and the "Bermuda Triangle" of nightlife and casual dining.
  • Ma‘alaea Harbor: 20 minutes away for snorkeling trips to Molokini or sunset catamaran sails.
  • Upcountry Maui: 35 minutes to the cooler climates of Kula and Makawao for hiking and farm-to-table tours.
  • Health Services: Wailea is home to several high-end medical clinics and urgent care centers, with the main Maui Memorial Medical Center located 30 minutes away in Wailuku.

Real Estate Market Overview and Property Styles for 2026

As we navigate 2026, the Wailea market has reached a new level of sophistication. Within the sector of Luxury Wailea Real Estate, buyers are no longer just looking for a "vacation home"; they are looking for "Residential Resorts."

  • High-Tech Integration: New luxury listings in Wailea now feature advanced smart-home systems, including AI-driven climate control and high-capacity battery storage (Tesla Powerwalls) to manage the abundant South Maui sunshine.
  • Sustainability: Energy efficiency has become a major selling point. Properties with LEED certification or extensive solar arrays are commanding a premium.
  • The "Turn-Key" Demand: In 2026, there is a massive premium on homes that are "renovated and ready." With the cost of labor and materials remaining high, buyers are willing to pay significantly more for a property that doesn't require a two-year construction project.
  • HOA Management: Wailea is known for its well-capitalized Homeowners Associations. This is a critical factor for investors; buying into a community with strong reserves and a clear maintenance plan ensures the long-term protection of your asset.

Why Buyers Choose Wailea: The Strategic Choice

Ultimately, people choose Wailea because it represents the "Best of the Best." It is a community that has been curated over decades to provide a specific level of excellence. Whether it’s the way the grass is cut along the median or the way the security guard greets you at the gate, everything in Wailea is designed to make you feel like you are exactly where you are supposed to be.

For the investor, it’s a smart move. For the family, it’s a legacy. For the retiree, it’s a reward. Wailea is the rare place where the lifestyle you’ve dreamed of matches the financial sense you’ve worked for.

Smart Steps for Exploring Wailea Homes for Sale

  • Define Your Use Case: Are you looking for a full-time residence, a seasonal retreat, or a high-performing investment property? This will dictate which neighborhoods we focus on.
  • Understand the Fees: Wailea properties often come with both neighborhood-specific HOA fees and a master Wailea Community Association (WCA) fee. We provide clear, transparent breakdowns of these costs so there are no surprises.
  • Review the Title: In a market as established as Wailea, reviewing title reports and CC&Rs is essential. Our team handles the heavy lifting of due diligence.
  • Access the "Whisper" Market: Many of Wailea’s most prestigious properties never hit the public MLS. As local experts, we have access to off-market opportunities that give our clients a competitive edge.

Begin Your Wailea Journey

The Wailea lifestyle is calling. From the first tee at the Gold Course to the last light of a Pacific sunset, the rhythm of life here is both peaceful and exhilarating. Whether you are drawn by the oceanfront condos, the fairway estates, or the world-class amenities, Wailea Real Estate offers the ultimate expression of Maui living.

Wailea Real Estate Market

Stay informed on the latest trends in the Wailea real estate market. As local Wailea experts, we know the area's homes, condos, and neighborhoods inside and out—and can help you make the best decisions whether you're buying or selling in today’s market. Contact us for questions or to request more detailed market statistics.

Explore Maui Areas & Neighborhoods

Discover the best places to live on Maui from world-class beach resorts and golf communities to charming Upcountry retreats. Explore each region and its unique neighborhoods to find the perfect fit for your Maui lifestyle and real estate goals.

West Maui

  • Lahaina
  • Kaanapali
  • Kapalua

South Maui

  • Kihei
  • Wailea
  • Makena
  • Maalaea

Central Maui

  • Wailuku
  • Kahului

Upcountry Maui

  • Kula
  • Makawao
  • Pukalani

North Shore

  • Paia
  • Haiku

East Maui

  • Hana

Maui Neighborhoods

Explore Maui's full spectrum of neighborhoods—from sun-soaked beachfront communities and quiet harbor villages to cool Upcountry enclaves and remote East Maui hideaways. Each pocket of the island carries its own character, climate, and real estate mix, so browse the complete list below to discover the neighborhood that best matches your lifestyle, budget, and investment goals.

  • Akolea
  • Alahele
  • Ali'i Beach Condominium
  • Anuhea
  • Auhana
  • Awalau Store
  • Azeka's
  • Below Kula Lodge
  • Below Ulupalakuaranchstor
  • Big Beach Makena
  • Central Kihei
  • Charley Young
  • Charlie Young Beach
  • Charlie Youngs
  • Cliffs At Kahakulo
  • Cooke Rd/Hapapa
  • Cooke/Hapapa Road
  • Cottages At Kehalani
  • Country Club Estate
  • Crater Road
  • Door Of Faith
  • East Kuiaha
  • Fairways
  • Five Corners
  • Giggle Hill
  • Grand Fairways
  • Greens
  • Hailiimaile
  • Hailiimale
  • Halama
  • Hale Kilohana
  • Hale Piilani
  • Haliimaie
  • Haliimaile
  • Halliimaile
  • Hamakualoa
  • Hamoa Beach
  • Hanawana
  • Haneo'o
  • Happy Valley
  • Harbor Lights
  • Harbor View
  • Haumana
  • Heleuma Place
  • Hibiscus Acres
  • Highlands
  • Hillside Of Kaanapali
  • Hohokowai
  • Hokulani
  • Holokai
  • Honokala
  • Honokowai
  • Honolua Ridge
  • Honu Alahele
  • Honua Gardens Condominium
  • Honua Kai
  • Hoolawa Point
  • HoOlea Terrace
  • Hoonanea At Lahaina
  • Huelo
  • Hui Road F
  • Iao Parkside
  • Iao Valley
  • Iliahi
  • Ilima
  • International Colony Club
  • Islands
  • Jaws
  • Ka Ono Ulu
  • Ka'ono'ulu
  • Kaahumanu
  • Kaan Hillside
  • Kaeleku
  • Kahakuloa
  • Kahana
  • Kahoma
  • Kahumanu
  • Kai Malu At Wailea
  • Kailua
  • Kaimana
  • Kaimanu Estates
  • Kaiola Oceanside
  • Kalama
  • Kalepolepo
  • Kalepolepoe
  • Kamalani
  • Kamalii Alayna
  • Kamani
  • Kamaole
  • Kanani Wailea
  • Kapalani Estates
  • Kauaula
  • Kauhale Nani
  • Kauhikoa
  • Kaupo
  • Ke Alii
  • Keala Hills
  • Kealahou Farm Lots
  • Kealaloa
  • Kealohilani
  • Keawakapu
  • Keawe
  • Keawekapu
  • Kehalani
  • Kehalano
  • Kelawea
  • Kenolio
  • Keokea
  • Keonekai
  • Kilhana Ridge
  • Kilohana
  • Kipahulu
  • Koa
  • Koki / Hamoa
  • Kokomo
  • Kolohala
  • Komo Ohia
  • Kua'aina Mauka
  • Kualono
  • Kuau
  • Kuiaha-Pauwela
  • Kulalani
  • Kulamalu
  • Kulamanu
  • Lahainaluna
  • Lahainatown
  • Lanikeha
  • Launiopoko
  • Launiupoko
  • Legends
  • Lilikoi Farm Lots
  • Lipoa
  • Lower Hogback
  • Lower Kimo
  • Lower Kula
  • Lower Main
  • Lower Nahiku
  • Lower Olinda
  • Lower Piiholo
  • Lower Ulumalu Peahi
  • Luana Gardens
  • Mahana Estates
  • Mahanalua Nui
  • Mahinahina
  • Mai Poina Oe
  • Makaalae
  • Makai Heights
  • Makila
  • Malaihi Road
  • Maliko Bay
  • Maliko Gulch
  • Maluhia Country Ranches
  • Manalua Nui
  • Manawai
  • Manawainui
  • Maui
  • Maunaleo
  • Maunaolu
  • Meadowlands
  • Milo Court At Kehalani
  • Moana Estates
  • Morihara Store
  • Mu'olea
  • Na Hoku At Maui Lani
  • Nahiku
  • Nanea
  • Napili
  • Napilihau
  • Naui Nui Golf Course
  • Near Copp Road
  • Near Kula 200
  • Near Makawao Ranch Acres
  • New Traditions
  • New Wailuku Heights
  • North Holokai
  • North Kaanapali Beach
  • North Kihei
  • North Shore Village
  • Ocean View Estates
  • Oceanview Estates
  • Ocena View Estates
  • Off Laie Road
  • Ohia
  • Old Sand Hills
  • Old Sandhills
  • Old Wailuku Heights
  • Olena
  • Olinda
  • Olowalu
  • Omaopio
  • One Palauea Bay
  • Opana Point
  • Original Sand Hills Area
  • Pacific Terrace
  • Pakukalo
  • Parkways
  • Paukukalo
  • Pauwela
  • Pauwella Haiku
  • Peahi
  • Piiholo
  • Piilani
  • Pineapple Hill
  • Pires Place
  • Plantation Est Phase Ii
  • Plantation Estates
  • Plantation Ests Phase Ii
  • Po'olenalena
  • Polipoli
  • Portion/Grant 121
  • Puamana Nui
  • Puk Sup
  • Pulehuiki
  • Puunoa
  • Puuohala Village
  • Puuomalei
  • Puuone
  • Rice Camp
  • Rice Park
  • River Road
  • S Kihei
  • Sand Hills
  • Sandhills
  • Seabury
  • Skill Village
  • South Kaanapali Resort
  • South Kihei
  • South Lahaina
  • Spreckelsville
  • Sprecklesville
  • Sugar Beach
  • Sugar Cove
  • Sunnyside
  • Tesoro Gas Station
  • The Cottages At Kehalani
  • The Grand Fairways North
  • The Greens
  • The Island
  • The Islands
  • The Legends
  • The Parkways
  • The Pinnacle At Kaanapali
  • The Summit
  • The Vintage At Ka'anapali
  • Thousand Peaks
  • Traditions
  • Twin Falls
  • Ukumehame
  • Ulaino
  • Ulumalu
  • Ulupalakua
  • Upland Estates
  • Upper Awalau
  • Upper Hog Back Road
  • Upper Kimo
  • Upper Kokomo
  • Upper Kula
  • Upper Piiholo
  • Uptown Wailuku
  • Villas At Kehalani
  • Wahikuli
  • Wai Wai Paa
  • Waiale Road
  • Waiehu
  • Waihee
  • Waikaou Gardens
  • Waikapu
  • Waileakialoa
  • Wailua
  • Wailuku0
  • Waiohonu
  • Waiohuli
  • Waiohului
  • Waiolani
  • Waipuilani
  • West Kuiaha

Maui Condo Buildings

Maui's condo landscape spans oceanfront resort residences in Kaanapali and Wailea, beachside vacation retreats in Kihei and Napili, affordable townhome communities Upcountry, and boutique low-rises across the island. Browse every major condo building on Maui to compare amenities, locations, and current inventory—and find the property that fits your use case, whether primary residence, second home, or investment rental.

  • Aina-Nalu
  • Alaeloa
  • Andaz Residences
  • Auhana Kuleana
  • Coconut Grove
  • Cottages At Kulamalu
  • Crossroad Corner
  • Emerald Plaza
  • Flats At Kamalani
  • Gardens Upcountry
  • Grand Champions
  • Hale Hui Kai
  • Hale Kai I
  • Hale Kai O Kihei I
  • Hale Kai O Kihei Ii
  • Hale Kamaole
  • Hale Kanani
  • Hale Mahialani
  • Hale Mahina
  • Hale Napili Apts
  • Hale Ono Loa
  • Hale Royale
  • Haleakala Gardens
  • Haleakala Shores
  • Harbor Lights
  • Hawealani Condominium
  • Hokulani Golf Villas
  • Hololani
  • Hono Kai
  • Honokeana Cove
  • Honokowai East
  • Honokowai Palms
  • Honua Kai - Hoku Lani
  • Honua Kai - Konea
  • Honua Kai - Luana Garden Villas
  • Hoolea Terrace At Kehalani
  • Hoolei
  • Hoonanea At Lahaina
  • Hotel Hana-Maui Condominiums
  • Hoyochi Nikko
  • Hyatt Residence Club Maui
  • Iao Gardens
  • Iao Parkside I
  • Iao Parkside Ii
  • Iao Parkside Iii
  • Iao Parkside Iv-A
  • Iao Parkside Iv-B
  • Iao Parkside Iv-C
  • Iliahi At Kehalani
  • International Colony Club I
  • International Colony Club Ii
  • Island Sands
  • Island Surf
  • Kaanapali Alii
  • Kaanapali Plantation
  • Kaanapali Royal
  • Kaanapali Shores
  • Kahana Manor
  • Kahana Outrigger
  • Kahana Reef
  • Kahana Sunset
  • Kahana Villa
  • Kahana Village
  • Kahoma Village
  • Kahului Ikena
  • Kai Ani Village
  • Kai Makani
  • Kai Malu
  • Kalama Gardens
  • Kalama Kai
  • Kalama Terrace
  • Kalama Townhouses
  • Kaleialoha
  • Kamani At Kehalani
  • Kamaole Beach Club
  • Kamaole Beach Royale
  • Kamaole Nalu
  • Kamaole One
  • Kamaole Sands
  • Kamoa Views
  • Kanai A Nalu
  • Kanani Wailea
  • Kanoe Apts
  • Kanoe Palms
  • Kanoelani Apts
  • Kapalua Bay Villas I
  • Kapalua Bay Villas Ii
  • Kapalua Golf Villas
  • Kapalua Ironwoods
  • Kapalua Ridge
  • Kauhale Makai
  • Ke Alii Ocean Villas
  • Keala O Wailea
  • Kealia
  • Keawakapu
  • Keawe Business Center
  • Kehalani Gardens
  • Keonekai Villages
  • Kihei Akahi
  • Kihei Alii Kai
  • Kihei Bay Surf
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Christopher Barca | Compass 3620 Baldwin Ave #103A Makawao
116 Wailea Ike Dr #2108 Wailea
325 Keawe St #210 Lahaina
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