Wailea Real Estate

Welcome to Wailea, a stunning coastal gem nestled in the heart of Maui, Hawaii. Known for its luxurious ambiance and breathtaking natural beauty, Wailea offers a lifestyle that is as vibrant as it is serene. This upscale neighborhood, part of the charming town of Kihei, is renowned for its world-class resorts, pristine beaches, and exceptional dining experiences.

Wailea is a haven for outdoor enthusiasts and relaxation seekers alike. With its sun-drenched shores and crystal-clear waters, Wailea Beach, along with the picturesque Mokapu Beach, invites residents and visitors to indulge in swimming, snorkeling, and sunbathing. The nearby Wailea Coastal Walk provides a scenic pathway for leisurely strolls, where you can soak in panoramic ocean views and the fragrant scent of tropical flowers.

The neighborhood is also home to an array of high-end shopping and dining options, including the renowned Shops at Wailea, where you can find everything from boutique fashion to gourmet cuisine. Savor the culinary delights of award-winning restaurants that showcase the island’s freshest ingredients, all while enjoying breathtaking ocean vistas.

For golf enthusiasts, Wailea boasts three championship golf courses that promise not only a challenging game but also spectacular views of the Pacific Ocean and the neighboring islands.

With its blend of luxury, natural beauty, and a strong sense of community, Wailea is more than just a place to live—it's a lifestyle. Whether you're seeking a vacation home or a permanent residence, Wailea invites you to experience the magic of Maui living at its finest.

Newest Listings in Wailea

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).

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).

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 — 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.

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..

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.