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

3150 Wailea Alanui Dr Unit 3807, Kihei image

3150 Wailea Alanui Dr Unit 3807, Kihei — Wailea Palms $1,247,000

This beautiful Wailea Palms ocean view retreat is part of an exclusive residential gated community. Enjoy tranquil ocean views from the spacious 1032 sq ft ground floor ...

ACTIVE Status
1 Beds
2 Baths
410788 MLS
Wailea Palms Bldg.
Fee Simple Tenure

Courtesy of REMAX Resort Realty

Listing courtesy of REMAX Resort Realty.

155 Wailea Ike Pl Unit 29, Kihei — Grand Champions $1,149,000

The one you’ve been waiting for at Grand Champions: Unit #29! Rarely do these ground floor corner locations become available in the community. From top to bottom, this vi...

ACTIVE Status
2 Beds
2 Baths
410776 MLS
Grand Champions Bldg.
Fee Simple Tenure

Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

155 Wailea Ike Pl Unit 122, Kihei — Grand Champions $750,000

Opportunity knocks at Grand Champions 122, offering an exceptional opportunity to own in the heart of Wailea at an unbeatable price point. Enjoy beautiful outer-island vi...

ACTIVE Status
1 Beds
2 Baths
410775 MLS
Grand Champions Bldg.
Fee Simple Tenure

Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

30 Waikai St, Kihei $2,399,000

Welcome to Wailea Kai, where privacy, luxury, and effortless island living come together in one of Wailea’s most desirable gated communities. This immaculately maintained...

ACTIVE Status
3 Beds
3 Baths
410693 MLS
Fee Simple Tenure

Courtesy of Romvari Realty Ltd

Listing courtesy of Romvari Realty Ltd.

3150 Wailea Alanui Dr Unit 2801, Kihei image

3150 Wailea Alanui Dr Unit 2801, Kihei — Wailea Palms $1,850,000

Welcome to Wailea Palms 2801, a beautifully updated and furnished 2-bedroom, 3-bath residence offering 1,559 square feet of unparalleled island living. One of the most pr...

ACTIVE Status
2 Beds
3 Baths
410669 MLS
Wailea Palms Bldg.
Fee Simple Tenure

Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

24 Hoolei Cir Unit T-1, Kihei — Hoolei $3,850,000

Discover elevated luxury at Villa T-1, the best priced property and sole end-unit available today at Ho’olei. Boasting the community’s largest floor plan—the sought-after...

ACTIVE Status
3 Beds
4 Baths
410561 MLS
Hoolei Bldg.
Fee Simple Tenure

Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

3111 Waiea Pl, Kihei $2,500,000

Sublimely located in the exclusive gated community of Wailea Kai, this beautiful single-level home places you just steps from the golden sands of Keawakapu Beach. Owned p...

ACTIVE Status
3 Beds
3 Baths
410525 MLS
Fee Simple Tenure

Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

3150 Wailea Alanui Dr Unit 2703, Kihei image

3150 Wailea Alanui Dr Unit 2703, Kihei — Wailea Palms $1,557,000

Welcome to Wailea Palms 2703, FULLY FURNISHED and move-in ready, spectacular and renovated ground-floor 2 Bedroom, 2 Bath residence in one of Wailea's most sought after g...

ACTIVE Status
2 Beds
2 Baths
410487 MLS
Wailea Palms Bldg.
Fee Simple Tenure

Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

3146 S Kihei Rd, Kihei $20,500,000

Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless...

ACTIVE Status
3 Beds
4 Baths
410482 MLS
Fee Simple Tenure

Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

22 Halapa Pl, Kihei $7,800,000

Brand New Construction | Luxurious Estate Living at The Ridge, Wailea Welcome to a sprawling, brand-new estate at The Ridge in Wailea, where every detail has been curated...

ACTIVE Status
3 Beds
4 Baths
410468 MLS
Fee Simple Tenure

Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3800 Wailea Alanui Blvd Unit H102, Kihei image

3800 Wailea Alanui Blvd Unit H102, Kihei — Wailea Beach Villas $4,200,000

Wailea Beach Villas H102 is a beautifully furnished 2-bedroom, 2-bath residence with a versatile den/office, offering the flexibility for remote work or additional guest ...

ACTIVE Status
2 Beds
2 Baths
410442 MLS
Wailea Beach Villas Bldg.
Fee Simple Tenure

Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

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.