Wailea/Makena Homes with Across Street from Ocean Waterfront

Welcome to Wailea and Makena, two of Maui's most enchanting districts, where the ocean meets luxury living. Nestled on the southern coast of the island, these vibrant communities are renowned for their stunning beaches, world-class golf courses, and breathtaking ocean views. Wailea is synonymous with elegance, featuring upscale resorts, high-end shopping, and gourmet dining, while Makena offers a more tranquil, laid-back atmosphere, perfect for those seeking a serene escape.

Imagine waking up to the gentle sound of waves lapping against the shore, with your home just steps away from the sparkling oceanfront. Properties across the street from the ocean in Wailea and Makena boast unparalleled access to Hawaii’s pristine beaches, making them ideal for sunbathing, snorkeling, or simply enjoying a leisurely stroll along the shore. These homes offer a unique blend of luxury and nature, providing residents with the perfect backdrop for both relaxation and adventure.

The real estate market in this area is diverse, featuring everything from lavish oceanfront estates to charming condos that capture the essence of island living. Each property reflects the spirit of Maui, with open floor plans, expansive lanais, and panoramic views that invite the beauty of the outdoors inside.

Living in Wailea and Makena means embracing an active lifestyle, with access to hiking trails, water sports, and vibrant local culture. Whether you’re looking for a vacation home or a permanent residence, this idyllic region offers a slice of paradise that’s simply irresistible. Experience the magic of Wailea and Makena—where your dream home awaits, just a stone's throw from the ocean!

Newest Wailea/Makena Homes with Across Street from Ocean Waterfront

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.

5159 Makena Rd, Kihei $3,295,000

Ready to build your Makena, Maui Dream Home? Papa'anui, across from Makena Landing, is incomparable in its unique location. You will enjoy south facing Ocean, pristine Ma...

ACTIVE Status
410110 MLS
Fee Simple Tenure

Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

4955 Makena Rd Unit F102, Kihei — Na Hale O Makena $2,749,000

Welcome to Na Hale O Makena, one of South Maui’s most private and low-density luxury communities. This beautifully appointed 2-bedroom, 2.5-bath residence offers the ease...

ACTIVE Status
2 Beds
3 Baths
409826 MLS
Na Hale O Makena Bldg.
Fee Simple Tenure

Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

7505 Makena Rd, Kihei $26,500,000

THE ULTIMATE MAUI DREAM . .The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” Welcome to The Makena Generational Oceans...

ACTIVE Status
6 Beds
6 Baths
409734 MLS
Fee Simple Tenure

Courtesy of Compass-W

Listing courtesy of Compass-W.

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).

17 Maluaka Pl Unit Unit 5, Kihei $9,950,000

17 Maluaka within the prestigious, gated Maluaka enclave represents a rare and compelling opportunity to create a legacy estate in one of Makena’s most revered coastal ne...

ACTIVE Status
409403 MLS
Fee Simple Tenure

Courtesy of Island Sotheby's Int'l Rlty(W)

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

4520 Makena Alanui Dr, Kihei $9,500,000

Set within one of Makena’s most coveted enclaves, this exceptional 3.349-acre homesite captures the essence of refined island living. 4520 Makena Alanui commands sweeping...

ACTIVE Status
409319 MLS
Fee Simple Tenure

Courtesy of Island Sotheby's Int'l Rlty(W)

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

5417 Makena Rd Unit 2, Kihei $18,900,000 ▼

Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a priv...

ACTIVE Status
4 Beds
5 Baths
409020 MLS
Fee Simple Tenure

Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

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).

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.

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).

4955 Makena Rd Unit C302, Kihei — Na Hale O Makena $2,600,000

Escape to your own serene tropical sanctuary with gorgeous ocean views in this exceptional Na Hale O Makena C302 residence. Thoughtfully crafted and tastefully upgraded, ...

ACTIVE Status
2 Beds
3 Baths
407743 MLS
Na Hale O Makena Bldg.
Fee Simple Tenure