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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

207 HELEUMA PLACE Pl, Kihei image
207 HELEUMA PLACE Pl, Kihei $6,500,000

This home is owned by world renowned chef and food author George Mateljan.(Google). Based on the comps this house is most likely $1,500,000 below market value based on th...

  • 4 Beds
  • 5 Baths
  • 399865 MLS
  • Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

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.

4400 MAKENA Rd Unit 706, Kihei image
4400 MAKENA Rd Unit 706, Kihei — Polo Beach Club $5,800,000

Rare and revered - a prime ocean front corner Polo has come to market. This seventh­-floor location affords endless ocean, outer island and West Maui views. The full 180-...

  • 2 Beds
  • 2 Baths
  • 399851 MLS
  • Polo Beach Club Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

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).

5159 Makena Rd, Kihei image
5159 Makena Rd, Kihei $3,995,000

Ready to build your Makena, Maui Dream Home? Papa'anui, across from Makena Landing, is incomparable in its unique location. You will enjoy south facing Ocean, pristine Ma...

  • 399665 MLS
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

3600 Wailea Alanui Dr Unit 1101, Kihei image
3600 Wailea Alanui Dr Unit 1101, Kihei — Wailea Elua I A $2,900,000

You’ve never seen a condo like this before! Renovated down to the studs in 2018, this exquisite beachfront condo utilizes principles of the National Green Building Standa...

  • 1 Beds
  • 1 Baths
  • 399642 MLS
  • Wailea Elua I A Bldg.
  • Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

100 Wailea Ike Dr, Kihei image
100 Wailea Ike Dr, Kihei $6,595,000

Wailea Golf Estates II Residence 3 is one of the premier ocean view homes in this gated, single family residential community is curated with a suite of elevated fixtures ...

  • 4 Beds
  • 5.5 Baths
  • 399587 MLS
  • Fee Simple Tenure
Courtesy of Polaris Pacific

Listing courtesy of Polaris Pacific.

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