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Search all Wailea properties for sale from single family homes, condos, vacation rentals, vacant land, ocean view, ocean front, and beach front properties. Happy Hunting!

Wailea Properties For Sale

71 Wailea Gateway Unit 7-102, Kihei image
71 Wailea Gateway Unit 7-102, Kihei — Keala O Wailea $1,550,000

This 4 years new, tastefully furnished, ground floor, 2 bedroom, 2 bathroom condo at Keala O Wailea has been very lightly used and impeccably maintained. The spacious and...

  • 2 Beds
  • 2 Baths
  • 395944 MLS
  • Keala O Wailea Bldg.
  • Fee Simple Tenure
Courtesy of The Maui Real Estate Team, Inc

Listing courtesy of The Maui Real Estate Team, Inc.

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.

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).

3950 Kalai Waa Unit U202, Kihei image
3950 Kalai Waa Unit U202, Kihei — Wailea Fairway Villas $1,325,000 ▼

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.

3950 Kalai Waa Unit Y102, Kihei image
3950 Kalai Waa Unit Y102, Kihei — Wailea Fairway Villas $1,298,000 ▼

Enjoy beautiful Ocean and golf course views from this wonderfully located 2-bedroom, 2-bath, air-conditioned, ground floor Wailea Fairway Villas unit! The orientation of...

  • 2 Beds
  • 2 Baths
  • 395251 MLS
  • Wailea Fairway Villas Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

155 WAILEA IKE Unit 110, Kihei image
155 WAILEA IKE Unit 110, Kihei — Grand Champions $1,650,000

Fabulous 2B/2B Grand Champions with vaulted ceilings and ocean views. Spacious and beautifully remodeled unit has two primary suites complete with upgraded ensuite baths...

  • 2 Beds
  • 2 Baths
  • 395243 MLS
  • Grand Champions Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

155 WAILEA IKE Unit 174, Kihei image
155 WAILEA IKE Unit 174, Kihei — Grand Champions $1,595,000

This remodeled Wailea upper floor condo is a special and rare property.  With ocean and classic Maui sunset views this condo has what EVERYONE is looking for.  Unit 174 o...

  • 2 Beds
  • 2 Baths
  • 395199 MLS
  • Grand Champions Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

47 Wailea Gateway Unit 2-104, Kihei image
47 Wailea Gateway Unit 2-104, Kihei — Keala O Wailea $2,795,000 ▼

Luxury living at it’s finest! Located in the heart of Wailea is the elegant gated community of Keala O Wailea. This meticulously well-maintained ocean view 3 bed 2 bath c...

  • 3 Beds
  • 2 Baths
  • 395147 MLS
  • Keala O Wailea Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ki

Listing courtesy of Keller Williams Realty Maui-Ki.

3800 WAILEA ALANUI Unit K-208, Kihei image
3800 WAILEA ALANUI Unit K-208, Kihei — Wailea Beach Villas $7,795,000 ▲

Wailea Beach Villas is consistently recognized as one of Maui's Top Destination Condominium Resorts. Approx. 75% of WBV units are highly desired vacation rentals. Located...

  • 3 Beds
  • 3 Baths
  • 394731 MLS
  • Wailea Beach Villas Bldg.
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

4000 Wailea Alanui Unit 801, Kihei image
4000 Wailea Alanui Unit 801, Kihei — Wailea Point I Ii Iii $7,500,000

Revel in luxury from an expansive and private oceanfront luxury condo with the best amenities in its class. This spacious, elegant, and bright two-story residence offers...

  • 3 Beds
  • 4 Baths
  • 394729 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

4557 Makena, Kihei image
4557 Makena, Kihei $22,500,000 ▼

Classic Keahou at Makena estate property. Rare offering! Keahou consists of only 7 lots of 3 acres each. Privacy abounds in this gated ocean/sunset view property yet loca...

  • 5 Beds
  • 4.5 Baths
  • 394579 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

4000 Wailea Alanui Unit 102, Kihei image
4000 Wailea Alanui Unit 102, Kihei — Wailea Point I Ii Iii $20,000,000 ▲

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...

  • 2 Beds
  • 3 Baths
  • 394385 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

316 Pualoa Nani, Kihei image
316 Pualoa Nani, Kihei $2,750,000 ▼

Heavenly Wailea! Just blocks away from the Blue Pacific Ocean and Sandy Beaches. This very unique floorplan designed by James Niess in the gated community of Wailea Pual...

  • 5 Beds
  • 3 Baths
  • 394308 MLS
  • Fee Simple Tenure
Courtesy of Fine Island Properties, LLC

Listing courtesy of Fine Island Properties, LLC.

21 Ualei, Kihei image
21 Ualei, Kihei $7,800,000

Location, location, location. One Palau'ea Bay welcomes you to build your dream home, not only the largest lot, but the last lot available in this prestigious gated comm...

  • 393748 MLS
  • Fee Simple Tenure
Courtesy of The Agency Maui

Listing courtesy of The Agency Maui.

4406 Makena, Kihei image
4406 Makena, Kihei $16,750,000 ▼

OCEANFRONT MAUI BLISS is where proximity meets privacy. The 180 degree ocean views are breathtaking. The art of Maui living is exemplified by this extremely private ocean...

  • 4 Beds
  • 4 Baths
  • 392257 MLS
  • Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

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