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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

3150 WAILEA ALANUI Dr Unit 2708, Kihei image
3150 WAILEA ALANUI Dr Unit 2708, Kihei — Wailea Palms $1,850,000

If you are looking for a luxurious and secluded retreat in the heart of Wailea, look no further than this rare offering at Wailea Palms. This top floor, 2 bedroom 2 bath ...

  • 2 Beds
  • 2 Baths
  • 399863 MLS
  • Wailea Palms Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3150 WAILEA ALANUI Dr Unit 2803, Kihei image
3150 WAILEA ALANUI Dr Unit 2803, Kihei — Wailea Palms $2,300,000

Completely remodeled a few years ago, this private and quiet ocean view unit is the largest floor plan at the Wailea Palms, with two bedrooms, two baths, and two large la...

  • 2 Beds
  • 2 Baths
  • 399849 MLS
  • Wailea Palms Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3950 Kalai Waa St Unit C-201, Kihei image
3950 Kalai Waa St Unit C-201, Kihei — Wailea Fairway Villas $1,420,000

Wailea Fairway Villas C-201 is the Lowest Priced Condominium in Wailea at present. This is one of The Most Peaceful & Private condominium complexes in Wailea. Unit C-201,...

  • 2 Beds
  • 2 Baths
  • 399844 MLS
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

59 Wailea Gateway Pl Unit 4-201, Kihei image
59 Wailea Gateway Pl Unit 4-201, Kihei — Keala O Wailea $2,925,000

Luxe, island living awaits. Nestled in one of South Maui’s most prestigious gated communities, this exceptional condominium offers the perfect combination of resort-like ...

  • 3 Beds
  • 2 Baths
  • 399831 MLS
  • Keala O Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3300 Wailea Alanui Dr Unit 24B, Kihei image
3300 Wailea Alanui Dr Unit 24B, Kihei — Wailea Ekahi I $1,735,000

Welcome to your tropical oasis, just a short 5-minute walk from the stunning Keawakapu Beach (named #1 Beach in the World by Conde Nast Travel Magazine). This spacious 1 ...

  • 1 Beds
  • 2 Baths
  • 399801 MLS
  • Wailea Ekahi I Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3300 Wailea Alanui Dr Unit 39D, Kihei image
3300 Wailea Alanui Dr Unit 39D, Kihei — Wailea Ekahi Iii $1,819,000

This is an incomparable remodel with innumerable upgrades, making it one of the finest units in Wailea Ekahi Village. This fully furnished, turnkey upstairs corner unit w...

  • 1 Beds
  • 1 Baths
  • 399778 MLS
  • Wailea Ekahi Iii Bldg.
  • Fee Simple Tenure
Courtesy of McEntire Realty

Listing courtesy of McEntire Realty.

400 Kalehua Pl, Kihei image
400 Kalehua Pl, Kihei $8,000,000

Introducing a remarkable lot for sale in Makena Maui, offering stunning ocean views and a prime location just a short walk from Maluaka Beach. Not far from Wailea Resort ...

  • 399772 MLS
  • Fee Simple Tenure
Courtesy of Discovery Makena Realty, LLC

Listing courtesy of Discovery Makena Realty, LLC.

3977 Wailea Ekolu Pl, Kihei image
3977 Wailea Ekolu Pl, Kihei $8,559,000

Introducing a masterpiece of unparalleled beauty and sophistication, this exceptional property is situated in the prestigious Wailea Golf Estates gated community. It offe...

  • 4 Beds
  • 5.5 Baths
  • 399712 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(P)

Listing courtesy of Coldwell Banker Island Prop(P).

63 Wailea Gateway Pl Unit 5-103, Kihei image
63 Wailea Gateway Pl Unit 5-103, Kihei — Keala O Wailea $2,495,000

Experience the pinnacle of luxury living with this captivating 2-bedroom, 2-bathroom villa nestled within the esteemed Keala O Wailea community. Located just off the sun ...

  • 2 Beds
  • 2 Baths
  • 399691 MLS
  • Keala O Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ki

Listing courtesy of Keller Williams Realty Maui-Ki.

3600 Wailea Alanui Dr Unit 1302, Kihei image
3600 Wailea Alanui Dr Unit 1302, Kihei — Wailea Elua Ii $3,700,000

Experience oceanfront perfection in unit #1302 at Wailea Elua. This 1-bedroom, 1-bathroom condo, previously remodeled and refreshed in 2020, is a shining gem in the heart...

  • 1 Beds
  • 1 Baths
  • 399682 MLS
  • Wailea Elua Ii Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

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