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Wailea

(pronounced: why LAY uh)

Wailea was named after the legend of the Hawaiian goddess of canoe builders, Lea. According to the story, Lea transformed into a beautiful bird flew over the shorelines of the South Maui coast and ever after the area came to be known as “The Waters of Lea”. This planned residential resort community consists of over 2,000 luxury homes and condos, seven resort hotels, three world-class golf courses, three shopping centers and a tennis club spread across 1,500 acres just past the town of Kihei.

Start your morning off with a leisurely stroll along the mile and a half beach trail that winds along the coast connecting the 4 beautiful golden-sand filled crescent beaches. Spend the afternoon shopping, browsing the art galleries or relaxing at one of the six luxury spas. Enjoy a sunset cocktail at one of the many resort lounges before heading out to dinner at one of the over 40 restaurants. Rest, relaxation and rejuvenation is what Wailea is all about.

Latest Wailea Listings

4340 Melianani, Kihei image
4340 Melianani, Kihei $8,995,000

With its 78-foot wrap-around pool and grand lanais this magnificent Wailea Highlands home offers the finest in indoor-outdoor living and incomparable architectural design...

  • 4 Beds
  • 7 Baths
  • 385267 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(W)

Listing courtesy of Coldwell Banker Island Prop(W).

47 Wailea Gateway Unit 102 (21), Kihei image
47 Wailea Gateway Unit 102 (21), Kihei — Keala O Wailea $1,299,000

Do you want an ocean view? or an OCEAN VIEW! Well this Keala o Wailea unit has an amazing view with a large floor plan overlooking the stunning tropical pool and the Wa...

  • 2 Beds
  • 2 Baths
  • 385261 MLS
  • Keala O Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Realty Corp.

Listing courtesy of Wailea Realty Corp..

3800 WAILEA ALANUI Unit PH202, Kihei image
3800 WAILEA ALANUI Unit PH202, Kihei — Wailea Beach Villas $2,775,000

Welcome to this beautiful second floor 2 bedroom, 2 bath, Wailea Beach Villas Penthouse with a great southerly location and stunning ocean views. This well appointed and ...

  • 2 Beds
  • 2 Baths
  • 385231 MLS
  • Wailea Beach Villas Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Realty Corp.

Listing courtesy of Wailea Realty Corp..

3855 Wailea Ekolu, Kihei image
3855 Wailea Ekolu, Kihei $3,650,000

Elegant lines and sweeping ocean views greet you as you enter this classic beauty at the top of the hill in Wailea's premier community, Wailea Golf Estates. Thoughtfully ...

  • 3 Beds
  • 3.5 Baths
  • 385214 MLS
  • Fee Simple Tenure
Courtesy of Wailea Realty Corp.

Listing courtesy of Wailea Realty Corp..

195 E Ikea Kai, Kihei image
195 E Ikea Kai, Kihei $3,200,000

Option ONE: the house for $3,200M. Option TWO: the house AND the adjacent vacant lot for $3,950M. Excellent opportunity for a modern ocean view home in pristine condition...

  • 4 Beds
  • 4.5 Baths
  • 385210 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

11 Kainehe Unit 17B, Kihei image
11 Kainehe Unit 17B, Kihei — Kai Malu $1,495,000

Experience the very best Kai Malu Wailea has to offer in Villa 17B. Perfectly framed ocean views out towards the Pacific that will inspire you. Located in the heart of th...

  • 3 Beds
  • 2.5 Baths
  • 385204 MLS
  • Kai Malu Bldg.
  • Fee Simple Tenure
Courtesy of RE/MAX Lifestyle

Listing courtesy of RE/MAX Lifestyle.

3150 WAILEA ALANUI Unit 3607, Kihei image
3150 WAILEA ALANUI Unit 3607, Kihei — Wailea Palms $799,000

While in no rush, the sellers are packed and ready to move on! Wailea Palms 3607 is a convenient ground-level unit, located close to the top of the northern greenbelt, al...

  • 1 Beds
  • 2 Baths
  • 385194 MLS
  • Wailea Palms Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3950 Kalai Waa Unit L103, Kihei image
3950 Kalai Waa Unit L103, Kihei — Wailea Fairway Villas $775,000

Step into this beautiful 2 bed, 2 bath condo in Wailea featuring 180 degree ocean views. Just under 1,000 SF of interior living space grace this condo, with the master be...

  • 2 Beds
  • 2 Baths
  • 385187 MLS
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ki

Listing courtesy of Keller Williams Realty Maui-Ki.

3600 WAILEA ALANUI Unit 702, Kihei image
3600 WAILEA ALANUI Unit 702, Kihei — Wailea Elua Ii $2,950,000

This is the Elua condo you’ve been waiting for! Located in the oceanfront section of the property just steps from Ulua Beach, you can see and hear the waves crashing whil...

  • 2 Beds
  • 2 Baths
  • 385161 MLS
  • Wailea Elua Ii Bldg.
  • Fee Simple Tenure
Courtesy of Island Sotheby's Int'l Rlty(W)

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

4000 Wailea Alanui Unit 3004, Kihei image
4000 Wailea Alanui Unit 3004, Kihei — Wailea Point I Ii Iii $2,975,000

SHORT TERM LISTING. Wow! That's the response when people walk into this amazing property. This is a view "to die for". Facing SW straight at Molokini; Polo Beach; down...

  • 2 Beds
  • 3 Baths
  • 385160 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

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