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Wailea Real Estate Search

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Between the stunning beaches of Makena and sunny Kihei is the exceptional resort community of Wailea, South Maui, Hawaii. If you are desiring a vacation destination or new permanent address near three world-class golf courses, high-end shopping, celebrity sightings, and sun-filled days relaxing on golden-sand beaches, this is the place for you. Beyond the golf, shopping, and crescent-shaped beaches, Wailea also boasts many fabulous art galleries, five exceptional resorts, an award-winning tennis center, and mouth-watering dining opportunities. Among the many extraordinary restaurants in the area are Monkeypod, Longhi's at the Shops at Wailea, Ko in the Fairmont Kea Lani, Duo and Ferraro's at the Four Seasons Resort, Spago, and Capische? at Hotel Wailea.

In addition to all of these appealing attributes, Wailea offers excellent opportunities for scuba diving, snorkeling, and swimming around the beautiful lava rock that encompasses many of its beaches. Wailea, Keawakapu, and Polo Beaches are best for laid-back snorkeling and swimming, while Mokapu and 'Ulua are best for scuba diving. Also contributing to the allure of this area are the many exciting events and festivals it hosts, many of which attract visitors from around the world. Among the most popular annual events are Wailea Restaurant Week, Wailea Food & Wine Festival, Taste of Wailea, and the Maui Film Festival.

All of these beneficial amenities and attractions make Wailea real estate hard to resist. Homes for sale in Wailea include a wide variety of residential complexes, such as the Ho'olei Estates, as well as other luxury properties and condominiums. Whether you desire to spend a week, a month, or a lifetime in this stunningly beautiful place, available Wailea properties will impress you. Because real estate in Wailea includes older and newer, and smaller and larger homes of varying architectural styles, listing prices fall across a comprehensive range. If you would like to learn more about the housing market in Wailea, Maui, Hawaii, we would love to assist you, so please don’t hesitate to contact us today or at your earliest convenience.

Our website features the best Wailea real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Contact us today to find out how we can be of assistance to you!

Newest Wailea Condos for Sale

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...

  • 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).

59 Wailea Gateway Pl Unit 4-201, Kihei image
59 Wailea Gateway Pl Unit 4-201, Kihei — Keala O Wailea $2,680,000

Experience front-row ocean views at Keala O Wailea #4-201, a beautifully positioned 3-bedroom, 2-bathroom residence in one of the most sought-after buildings within the c...

  • 3 Beds
  • 2 Baths
  • 410656 MLS
  • Keala O Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

24 Hoolei Cir Unit T-1, Kihei image
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...

  • 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.

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...

  • 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.

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 ...

  • 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 ...

  • 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.

3600 Wailea Alanui Dr Unit 2010, Kihei image
3600 Wailea Alanui Dr Unit 2010, Kihei — Wailea Elua Ii $2,995,000

Wailea Elua Unit 2010 presents an exceptional opportunity to own in one of Wailea's most coveted beachfront communities. Ideally positioned on the second floor, this 2 be...

  • 2 Beds
  • 2 Baths
  • 410363 MLS
  • Wailea Elua Ii Bldg.
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(W)

Listing courtesy of Island Sotheby's International Realty(W).

67 Wailea Gateway Pl Unit 6-103, Kihei image
67 Wailea Gateway Pl Unit 6-103, Kihei — Keala O Wailea $1,670,000 ▼

Discover one of Wailea's rarest offerings ; a beautifully appointed ground-floor residence that pairs effortless access with exceptional views. This stunning 2-bedroom co...

  • 2 Beds
  • 2 Baths
  • 410361 MLS
  • Keala O Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3100 Wailea Alanui Dr Unit 17, Kihei image
3100 Wailea Alanui Dr Unit 17, Kihei — Papali Wailea $4,795,000

Where do timeless design, ultimate privacy, and panoramic ocean vistas all converge in Wailea? Welcome to Papali #17. Perfectly positioned in the community’s premier loca...

  • 3 Beds
  • 4 Baths
  • 410334 MLS
  • Papali Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

5412 Makena Alanui Rd Unit 102/KV-3B, Kihei image
5412 Makena Alanui Rd Unit 102/KV-3B, Kihei — Makena Beach Club & Residences $12,500,000

Brand New Luxury Unit - Welcome to your new home, a spacious ground floor, 4-bedroom, 4.5-bathroom unit spanning 3,625 sq ft, nestled within Makena Beach Club and Residen...

  • 4 Beds
  • 5 Baths
  • 407694 MLS
  • Makena Beach Club & Residences Bldg.
  • Fee Simple Tenure
Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

208 Holomoana Way Unit 14B, Kihei image
208 Holomoana Way Unit 14B, Kihei — Makalii At Wailea $3,695,000

Makali’i Magnificence! Premium top row position with unbelievable Ocean and Outer Island views! Makali’i #14B is arguably the best location in the community with expansiv...

  • 3 Beds
  • 3 Baths
  • 410261 MLS
  • Makalii At Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3950 Kalai Waa St Unit S-202, Kihei image
3950 Kalai Waa St Unit S-202, Kihei — Wailea Fairway Villas $1,079,000

Discover epic island living at an incredible value in the Wailea Resort. Wailea Fairway Villas S202 is one of the best view locations in the community, capturing breathta...

  • 2 Beds
  • 2 Baths
  • 410253 MLS
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

10 Wailea Ekolu Pl Unit 1706, Kihei image
10 Wailea Ekolu Pl Unit 1706, Kihei — Wailea Ekolu $1,575,000

The Ultimate Ocean View You’ve Been Waiting For at Wailea Ekolu #1706! Enjoy upper floor privacy with absolutely amazing ocean and outer island views from this recently r...

  • 2 Beds
  • 2 Baths
  • 410202 MLS
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

4000 Wailea Alanui Dr Unit 101, Kihei image
4000 Wailea Alanui Dr Unit 101, Kihei — Wailea Point I Ii Iii $13,900,000

Level One oceanfront at Wailea Point — Hawaii's finest residential condominium, nestled between Wailea Beach and Polo Beach on Maui's coveted Gold Coast. 3,820 SF · 4 bed...

  • 4 Beds
  • 4 Baths
  • 410182 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Engel & Volkers Maui

Listing courtesy of Engel & Volkers Maui.

30 Kai Malu Dr Unit 201, Kihei image
30 Kai Malu Dr Unit 201, Kihei — La'i Loa $3,895,000

The one you’ve been waiting for at La’i Loa! Pride of ownership shines in this premier 3 bedroom, 3 bath villa, set in the most coveted location of the community. Villa 4...

  • 3 Beds
  • 3 Baths
  • 410170 MLS
  • La'i Loa Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

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