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Wailea Homes For Sale

Welcome to Wailea, Maui

Wailea Real Estate

Known for its captivating, crescent-shaped beaches, award-winning restaurants, and championship-caliber golf courses, Wailea is an upscale resort community in South Maui, covering 1,500 acres of land with staggering ocean views. It has enthralled residents and visitors with its promise of luxurious and pristine island life. The standard for quality is over the mount with its strong leadership and innovative planning.

Wailea is located on the south shore of Maui, featuring world-class resorts, fine executive homes, and luxe condominiums. The area exudes a sense of privacy, serenity, and freedom spread across an area three times the size of Waikiki.

Maui Property has a wealth of knowledge when it comes to dealing with real estate in Wailea. Rest assured that our team is more than capable of managing your next home purchase on Maui and more. View all properties in Wailea for sale below. Use the advanced search feature to look for more specific homes. Contact us via 808-217-8832 or leave us a message through our contact form for further assistance or information.

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3800 WAILEA ALANUI Dr Unit G201, Kihei image

3800 WAILEA ALANUI Dr Unit G201, Kihei — Wailea Beach Villas $10,995,000

Wailea's Finest Ocean Front Development Wailea Beach Villas! Rare opportunity to own a Fully Furnished 3 Bedroom and 3.5 Bath Villa with dramatic Ocean Views! The elegant...

3 Beds
3.5 Baths
398409 MLS
Wailea Beach Villas Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

3600 WAILEA ALANUI Dr Unit 406, Kihei image

3600 WAILEA ALANUI Dr Unit 406, Kihei — Wailea Elua I B $3,550,000

Welcome to Wailea Elua Village, an exclusive luxury beachfront condominium complex located in the heart of Wailea, South Maui. Nestled in front of Maui’s most prestigiou...

2 Beds
2 Baths
398398 MLS
Wailea Elua I B Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Maui International R E Srvs

Listing courtesy of Maui International R E Srvs.

3600 WAILEA ALANUI Dr Unit 907, Kihei image

3600 WAILEA ALANUI Dr Unit 907, Kihei — Wailea Elua I A $3,700,000

Serenity that is seconds away from the sand at Ulua Beach. Enjoy a wonderful 2 Bedroom + 2 Full Bathroom, first floor vacation home that been lovingly upgraded and cared ...

2 Beds
2 Baths
398333 MLS
Wailea Elua I A Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Wailea Vacation Rentals

Listing courtesy of Wailea Vacation Rentals.

14 KAINUI Loop Unit 75A, Kihei — Kai Malu $2,750,000 ▼

Spectacular ocean-view, hill-top location overlooking the Wailea Blue Course. This unit has the best unobstructed ocean view and proximity to the pool in all of Kai Malu....

3 Beds
2.5 Baths
398307 MLS
Kai Malu Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Romvari Realty Ltd.

Listing courtesy of Romvari Realty Ltd..

155 WAILEA IKE Pl Unit 52, Kihei — Grand Champions $1,775,000

Grand Champions 52 has ocean views from the lanai and the master bedroom, plus, direct views of Maui’s dreamy winter-months sunsets — A Wailea vacation condo at it’s fine...

2 Beds
2 Baths
398265 MLS
Grand Champions Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3800 WAILEA ALANUI Blvd Unit B101, Kihei image

3800 WAILEA ALANUI Blvd Unit B101, Kihei — Wailea Beach Villas $14,990,000

THE BEACHFRONT VILLA offers you a phenomenal opportunity to own "the one and only" Direct Ocean Front Villa currently on the market with unobstructed ocean views @ Wailea...

3 Beds
3.5 Baths
398180 MLS
Wailea Beach Villas Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Compass

Listing courtesy of Compass.

3950 Kalai Waa St Unit X103, Kihei image

3950 Kalai Waa St Unit X103, Kihei — Wailea Fairway Villas $1,899,000

What a great three-bedroom property sitting on top of Wailea with amazing ocean views overlooking the 11th hole of the Wailea blue course. This three bedroom three bath c...

3 Beds
3 Baths
398143 MLS
Wailea Fairway Villas Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

10 Wailea Ekolu Pl Unit 207, Kihei image

10 Wailea Ekolu Pl Unit 207, Kihei — Wailea Ekolu $1,795,000

This stunning ground floor unit at Wailea Ekolu offers breathtaking ocean views of Molokini, Kaho'olawe, and Lana'i, and is rarely available for purchase. Recently renova...

1 Beds
2 Baths
397984 MLS
Wailea Ekolu Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

155 WAILEA IKE Pl Unit 51, Kihei — Grand Champions $1,575,000

Grand Champions #51 is a 1056 s.f., 2 bd/2 ba, ground floor end-unit without a single stair step from its dedicated parking spot to the front door! You approach along a l...

2 Beds
2 Baths
398081 MLS
Grand Champions Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

129 Poailani Pl Unit 23, Kihei — Kanani Wailea $2,100,000

Welcome to Kanani Wailea, a luxurious gated community consisting of 38 freestanding residential condo homes. 129 Poailani Unit 23, is a 3 bedroom 2.5 bath 2-story steel f...

3 Beds
2.5 Baths
398109 MLS
Kanani Wailea Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of The Agency Maui

Listing courtesy of The Agency Maui.

3150 WAILEA ALANUI Dr Unit 3508, Kihei image

3150 WAILEA ALANUI Dr Unit 3508, Kihei — Wailea Palms $1,799,000 ▼

Wailea Palms 3508 is a top floor, 2-bed/2-bath unit situated in the lower quiet area of the complex. 3508 has a desired north facing location allowing for maximum use of ...

2 Beds
2 Baths
397963 MLS
Wailea Palms Bldg.
ACTIVE Status
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 — Grand Champions $1,670,000

Quintessential Golf course location! A private corner villa overlooking the Wailea Blue course, with breathtaking views of Haleakala. This idyllic setting offers a relaxe...

2 Beds
2 Baths
397941 MLS
Grand Champions Bldg.
ACTIVE Status
Fee Simple Tenure

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

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

283 Akaula Way, Kihei $8,995,000

A private lushly landscaped Shangri La at the top of Wailea Highlands, a most coveted gated Wailea community. One enters through custom, polished chrome & hand-cast wave-...

3 Beds
5 Baths
397936 MLS
ACTIVE Status
Fee Simple Tenure

Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

199 E Ikea Moku Pl, Kihei $3,200,000

Situated on a quiet cul-de-sac in gated Wailea Kialoa subdivision & offering exceptional panoramic ocean & outer island views, this 3195 s.f. home is in immaculate condit...

4 Beds
3 Baths
397889 MLS
ACTIVE Status
Fee Simple Tenure

Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

3300 Wailea Alanui Dr Unit 37D, Kihei image

3300 Wailea Alanui Dr Unit 37D, Kihei — Wailea Ekahi I $1,750,000 ▼

Situated in the highly desirable ocean-front complex of Wailea Ekahi, this beautifully renovated unit offers spacious indoor and outdoor luxury living with an ocean view ...

1 Beds
2 Baths
397734 MLS
Wailea Ekahi I Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Coldwell Banker Island Prop(Ka)

Listing courtesy of Coldwell Banker Island Prop(Ka).

3550 Wailea Alanui Dr Unit E4, Kihei image

3550 Wailea Alanui Dr Unit E4, Kihei — Andaz Residences $12,950,000

Andaz Residences E4 offers a rare and unique opportunity for luxurious modern living in your ocean view, 3 bedroom, 4 bath private penthouse with full access to all Andaz...

3 Beds
4 Baths
397631 MLS
Andaz Residences Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Royal Realty LLC

Listing courtesy of Royal Realty LLC.

3150 WAILEA ALANUI Dr Unit 2708, Kihei image

3150 WAILEA ALANUI Dr Unit 2708, Kihei — Wailea Palms $1,825,000 ▼

RARE OFFERING of a top floor, 2 bedroom 2 bath private residence at Wailea Palms which was originally used as a model room in the complex at the time of sale. Private loc...

2 Beds
2 Baths
397559 MLS
Wailea Palms Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

4000 Wailea Alanui Dr Unit 2302, Kihei image

4000 Wailea Alanui Dr Unit 2302, Kihei — Wailea Point I Ii Iii $6,250,000 ▼

An elegant, comprehensive renovation by Bower Development, including all new Low-E Solar Ban Marvin windows & PRL perimeter sliders, was completed in 2019. With iconic pa...

3 Beds
2.5 Baths
397532 MLS
Wailea Point I Ii Iii Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

4000 Wailea Alanui Dr Unit 801, Kihei image

4000 Wailea Alanui Dr Unit 801, Kihei — Wailea Point I Ii Iii $6,950,000

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 the larg...

3 Beds
4 Baths
397280 MLS
Wailea Point I Ii Iii Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3800 WAILEA ALANUI Blvd Unit K-208, Kihei image

3800 WAILEA ALANUI Blvd Unit K-208, Kihei — Wailea Beach Villas $8,495,000

Wailea Beach Villas is revered as one of Maui's Top Destination Resorts. Approx. 75% of WBV units are highly desired legal vacation rentals. Located on Wailea Beach, adja...

3 Beds
3 Baths
397279 MLS
Wailea Beach Villas Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

4000 Wailea Alanui Dr Unit 2502, Kihei image

4000 Wailea Alanui Dr Unit 2502, Kihei — Wailea Point I Ii Iii $6,900,000 ▼

PANORAMIC OCEAN VIEWS! Wailea Point is one of Maui's premier, luxury oceanfront communities nestled between two sandy beaches in the heart of Wailea. Neighboring properti...

3 Beds
4 Baths
397254 MLS
Wailea Point I Ii Iii Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Hawaiian Style Realty LLC

Listing courtesy of Hawaiian Style Realty LLC.

22 Halapa Pl, Kihei $1,999,000 ▼

Welcome to one of the most coveted and exclusive neighborhoods in Wailea ~ Welcome to The Ridge at Wailea. This pinnacle location is home to only 9 lots. Lot six is an im...

397182 MLS
ACTIVE Status
Fee Simple Tenure

Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

4000 Wailea Alanui Dr Unit 102, Kihei image

4000 Wailea Alanui Dr Unit 102, Kihei — Wailea Point I Ii Iii $17,500,000 ▼

Simply the finest residence in Hawaii’s finest condominium development … There is nothing else like Wailea Point residence 102, and never can be. The LOCATION is 75 fee...

3 Beds
3 Baths
397095 MLS
Wailea Point I Ii Iii Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

3800 WAILEA ALANUI Blvd Unit 204, Kihei image

3800 WAILEA ALANUI Blvd Unit 204, Kihei — Wailea Beach Villas $5,850,000 ▼

Wailea Beach Villas 204 is one of the most advantageous units of this luxurious complex and is located in the penthouse building. Current owners have done a remarkable re...

2 Beds
2 Baths
396969 MLS
Wailea Beach Villas Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3800 WAILEA ALANUI Blvd Unit 312, Kihei image

3800 WAILEA ALANUI Blvd Unit 312, Kihei — Wailea Beach Villas $6,900,000 ▼

Blissfully Elevated Wailea Living…Prominently positioned in one of the most prestigious oceanfront luxury resorts in Hawaii, Wailea Beach Villas, lies Unit 312. Situated ...

3 Beds
3 Baths
396774 MLS
Wailea Beach Villas Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

63 Hoolei Cir Unit B2, Kihei — Hoolei $6,250,000

Location, location, location! Epic ocean views and one of the finest villas in the community make Ho'olei 63-2 an exclusive and highly desired opportunity. The Maile floo...

3 Beds
3.5 Baths
396726 MLS
Hoolei Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

167 Manalo St, Kihei $8,995,000 ▼

A CHEF'S DELIGHT, in addition to a great location, situated on the Wailea Blue golf course two blocks above Polo Beach, a soft white sand swimming beach, sits this struct...

4 Beds
4.5 Baths
396600 MLS
ACTIVE Status
Fee Simple Tenure

Courtesy of Compass

Listing courtesy of Compass.

3138 N Noho Loihi Way, Kihei $2,450,000 ▼

This Wailea property is a dream home for those who love Hawaiian style living, and who enjoy ocean views and gorgeous sunsets. With a large great room, 4 bedrooms, 3 bath...

4 Beds
3 Baths
396405 MLS
ACTIVE Status
Fee Simple Tenure

Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

4000 Wailea Alanui Dr Unit 904, Kihei image

4000 Wailea Alanui Dr Unit 904, Kihei — Wailea Point I Ii Iii $5,695,000 ▼

The epitome of Wailea luxury! Unobstructed white water views and year round sunsets greet you at this 2,394 square foot Wailea Point treasure. Three outdoor lanais pro...

3 Beds
3 Baths
396348 MLS
Wailea Point I Ii Iii Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Compass

Listing courtesy of Compass.

3800 WAILEA ALANUI Blvd Unit G301, Kihei image

3800 WAILEA ALANUI Blvd Unit G301, Kihei — Wailea Beach Villas $12,750,000

THE LUXURY VILLA @ Wailea Beach Villas is STUNNING! This is your opportunity to own this very prestigious and private TOP floor fully furnished single level contemporary ...

3 Beds
3.5 Baths
396334 MLS
Wailea Beach Villas Bldg.
ACTIVE Status
Fee Simple Tenure

Courtesy of Compass

Listing courtesy of Compass.

Wailea Real Estate

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Wailea Homes For Sale

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