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Wailea Real Estate Search

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Wailea Homes for Sale

My 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. My 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 the Wailea real estate market? Sign up for a Wailea Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

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

Newest Wailea Homes for Sale

3800 WAILEA ALANUI Unit M-412, Kihei image
3800 WAILEA ALANUI Unit M-412, Kihei — Wailea Beach Villas $10,000,000

Modern Meets Hawaiian...Wailea Beach Villas 412 is without exaggeration the premier location in the penthouse building combined with an exquisite renovation making this u...

  • 3 Beds
  • 3 Baths
  • 395913 MLS
  • Wailea Beach Villas Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

100 Wailea Ike, Kihei image
100 Wailea Ike, Kihei $5,695,000

This 4-bedroom, 4.5-bathroom plus loft home features an open and airy floor plan of approximately ~4,323 square feet of interior space sitting on a ~13,338 SF elevated oc...

  • 4 Beds
  • 4.5 Baths
  • 395893 MLS
  • Fee Simple Tenure
Courtesy of Polaris Pacific

Listing courtesy of Polaris Pacific.

10 WAILEA EKOLU Unit 1601, Kihei image
10 WAILEA EKOLU Unit 1601, Kihei — Wailea Ekolu $1,399,000

Welcome to paradise at gorgeous Wailea Ekolu 1601. This spacious ground floor corner unit condo has a residential feel, with two master en-suites and a private lanai ope...

  • 2 Beds
  • 2 Baths
  • 395892 MLS
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Whalers Investment Group, LLC

Listing courtesy of Whalers Investment Group, LLC.

Makena, Kihei image
Makena, Kihei $2,200,000

Big Beach Estates is an enclave of 4 luxury lots across from “Big Beach” in Makena. In the Hawaiian language, “Makena” translates to “the gathering place” or “abundance”....

  • 395868 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

4000 Wailea Alanui Unit 2302, Kihei image
4000 Wailea Alanui Unit 2302, Kihei — Wailea Point I Ii Iii $6,495,000

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
  • 395856 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

155 Wailea Ike Unit 125, Kihei image
155 Wailea Ike Unit 125, Kihei — Grand Champions $1,075,000

Embrace the Wailea lifestyle at Grand Champions Unit 125 which offers quick access to exquisite beaches, world-class dining, and luxury shopping. Spacious 1 bedroom unit ...

  • 1 Beds
  • 2 Baths
  • 395850 MLS
  • Grand Champions Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3800 WAILEA ALANUI Unit PH202, Kihei image
3800 WAILEA ALANUI Unit PH202, Kihei — Wailea Beach Villas $4,595,000

If you're searching for EXCEPTIONAL LUXURY, then you must experience this elegantly appointed and spacious 1,978 sq ft 2 bed room, 2 bath Wailea Beach Villa with undergro...

  • 2 Beds
  • 2 Baths
  • 395726 MLS
  • Wailea Beach Villas Bldg.
  • Fee Simple Tenure
Courtesy of La Costa Realty Hawai'i LLC

Listing courtesy of La Costa Realty Hawai'i LLC.

341 Pualoa Nani, Kihei image
341 Pualoa Nani, Kihei $2,700,000 ▼

Introducing a rare offering in the Wailea resort community: 341 Pualoa Nani Place. The two-story executive home is thoughtfully designed to maximize living spaces and has...

  • 4 Beds
  • 3 Baths
  • 395683 MLS
  • Fee Simple Tenure
Courtesy of Island Sotheby's Int'l Rlty(W)

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

10 WAILEA EKOLU Unit 1508, Kihei image
10 WAILEA EKOLU Unit 1508, Kihei — Wailea Ekolu $2,195,000

Modern living awaits. Located in one of Wailea’s most highly sought after complexes, Wailea Ekolu, this exceptional residence exudes timeless modern design, quality and r...

  • 2 Beds
  • 2 Baths
  • 395678 MLS
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

Makena, Kihei image
Makena, Kihei $2,600,000

Big Beach Estates is an enclave of 4 luxury lots across from “Big Beach” (traditionally, Oneloa) in Makena. In the Hawaiian language, “Makena” translates to “the gatherin...

  • 395625 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3950 Kalai Waa Unit U202, Kihei image
3950 Kalai Waa Unit U202, Kihei — Wailea Fairway Villas $1,395,000

E Komo Mai (Welcome) to Wailea Fairway Villas U 202. Enjoy Maui living at it best. Beautiful features from top to bottom. The open floor plan allows for a easy flow o...

  • 2 Beds
  • 2 Baths
  • 395607 MLS
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of Kumulani Vacations&Realty Inc

Listing courtesy of Kumulani Vacations&Realty Inc.

10 WAILEA EKOLU Unit 1507, Kihei image
10 WAILEA EKOLU Unit 1507, Kihei — Wailea Ekolu $2,695,000

Experience a seamless blend of tropical, island living at Wailea Ekolu 1507. Accentuating the best of Wailea living, this timeless 2 bed, 2 bath unit boasts jaw-dropping ...

  • 2 Beds
  • 2 Baths
  • 395492 MLS
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

100 Wailea Ike, Kihei image
100 Wailea Ike, Kihei $2,000,000

BEST Wailea Golf Estates II oceanview lot consisting of .39 acres land with two-story contemporary architectural building plans. Very convenient location only steps to th...

  • 395462 MLS
  • Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

129 Poailani Unit 23, Kihei image
129 Poailani Unit 23, Kihei — Kanani Wailea $1,999,000 ▼

This boutique Wailea community of 38 free standing homes with the benefit of convenience to all South Maui has to offer. Minutes from world class golfing, beaches, 5 star...

  • 3 Beds
  • 2.5 Baths
  • 395433 MLS
  • Kanani Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

3986 Wailea Ekolu, Kihei image
3986 Wailea Ekolu, Kihei $11,495,000

Wailea Ekolu Place is Wailea Golf Estates premiere residence located at the end of the Wailea Ekolu Place cul-de-sac and nearly 6,300sqft under roof. West facing, the pro...

  • 4 Beds
  • 3.5 Baths
  • 395302 MLS
  • Fee Simple Tenure
Courtesy of Berkshire Hathaway Maui Prop-L

Listing courtesy of Berkshire Hathaway Maui Prop-L.

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