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Wailea Maui Real Estate Search

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Wailea Maui Real Estate. Your one place to view all Wailea Maui homes, condominiums, vacation condos, and land for sale. Also check out the regular Maui Real Estate Market Report.

  • View All Homes For Sale Wailea South Maui
  • View All Homes With Ohana For Sale Wailea South Maui
  • View All Condominiums For Sale Wailea South Maui
  • View All Land For Sale Wailea South Maui
  • View All Multi Family Properties For Sale Wailea South Maui
  • View All Commercial Properties For Sale Wailea South Maui

Our website features the best real estate search for homes, condos, land, and foreclosure properties available in Wailea Maui on the beautiful island of Maui, Hawaii. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s Association Of Maui database every 15 minutes. 

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

Curious about recent sales trends on Wailea Maui? Click here to see the Wailea Maui Real Estate Market Report. Here you can see the average prices for recently sold properties, pending sales, and active sale on South Maui Hawaii.

Curious about what’s happening in your neighborhood? You can create a custom market report for Wailea Maui 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!

Wailea is located on South Maui. For address purposes the entire South Shore is considered Kihei except the Maalaea Harbor Area. From there the Area is divided into Districts and then Neighborhoods. Wailea is located in the District of Wailea/Makena and is between Kihei and Makena.

Newest Wailea Maui Properties For Sale:

67 Wailea Gateway Pl Unit 6-103, Kihei image
67 Wailea Gateway Pl Unit 6-103, Kihei — Keala O Wailea $1,680,000

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).

3300 Wailea Alanui Dr Unit 40E, Kihei image
3300 Wailea Alanui Dr Unit 40E, Kihei — Wailea Ekahi Iii $1,399,000

Experience effortless island living in this beautifully remodeled Wailea Ekahi Village condo, one of Wailea's most sought-after beachfront communities. This rare and desi...

  • 1 Beds
  • 2 Baths
  • 410343 MLS
  • Wailea Ekahi Iii Bldg.
  • Fee Simple Tenure
Courtesy of Romvari Realty Ltd

Listing courtesy of Romvari Realty Ltd.

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).

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).

139 Waaula Way, Kihei image
139 Waaula Way, Kihei $2,499,000

Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, thi...

  • 3 Beds
  • 3 Baths
  • 410251 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3919 Waakaula Pl, Kihei image
3919 Waakaula Pl, Kihei $3,750,000

Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedro...

  • 3 Beds
  • 3 Baths
  • 410226 MLS
  • Fee Simple Tenure
Courtesy of Century 21 Island Homes

Listing courtesy of Century 21 Island Homes.

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).

363 Kai Malu Pl Unit 56B, Kihei image
363 Kai Malu Pl Unit 56B, Kihei — Kai Malu $2,250,000 ▼

Step into this elegant residence, and be met with a magnified view of the ocean! With high end furnishings and window coverings included, flex space downstairs bedroom/of...

  • 3 Beds
  • 3 Baths
  • 410198 MLS
  • Kai Malu Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

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).

4000 Wailea Alanui Dr Unit 1203, Kihei image
4000 Wailea Alanui Dr Unit 1203, Kihei — Wailea Point I Ii Iii $4,500,000

Experience direct oceanfront, front-row living at Residence 1203 in Wailea Point, offering breathtaking, unobstructed ocean views, spectacular year-round sunsets, and fro...

  • 2 Beds
  • 2 Baths
  • 410129 MLS
  • Wailea Point I Ii Iii Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Point Realty, Inc.

Listing courtesy of Wailea Point Realty, Inc..

3236 Pikai Way, Kihei image
3236 Pikai Way, Kihei $2,395,000

Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of...

  • 4 Beds
  • 3 Baths
  • 410122 MLS
  • Fee Simple Tenure
Courtesy of Kokua Realty LLC

Listing courtesy of Kokua Realty LLC.

39 Hoawaa Way, Kihei image
39 Hoawaa Way, Kihei $3,500,000

Every once in a long while, a home feels less like a property and more like a discovery. Rebuilt from studs in 2019, this better than new single level, no steps Wailea re...

  • 3 Beds
  • 2 Baths
  • 410112 MLS
  • Fee Simple Tenure
Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

160 Manalo St, Kihei image
160 Manalo St, Kihei $1,450,000

Can't find what you're looking for? Take advantage of this rare corner lot to build your dream Maui home ! Located near the center of the prestigious Wailea Golf Vistas g...

  • 410084 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

155 Wailea Ike Pl Unit 30, Kihei image
155 Wailea Ike Pl Unit 30, Kihei — Grand Champions $1,150,000

Secluded location, extensive upgrades, amazing price! Welcome to Grand Champions #30, a top-floor corner 2-bedroom, 2-bath Tennis Villa with a lock-off option, offering o...

  • 2 Beds
  • 2 Baths
  • 410048 MLS
  • Grand Champions Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

3300 Wailea Alanui Dr Unit 38A, Kihei image
3300 Wailea Alanui Dr Unit 38A, Kihei — Wailea Ekahi Iii $1,840,000

Rarely does an opportunity like this come along at Wailea Ekahi. This beautifully positioned downstairs 1-bedroom, 2-bathroom villa enjoys stunning ocean views and sits i...

  • 1 Beds
  • 2 Baths
  • 409934 MLS
  • Wailea Ekahi Iii Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

78 Kai Malu Dr Unit 101 (14A), Kihei image
78 Kai Malu Dr Unit 101 (14A), Kihei — La'i Loa $3,878,000

La'i Loa: Where Elevated Design Meets the Spirit of Wailea THIS UNIT IS AVAILABLE TO VIEW FOR PRIVATE SHOWINGS ONLY! There are homes that offer a view, and there are h...

  • 3 Beds
  • 3 Baths
  • 409909 MLS
  • La'i Loa Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

390 Pualoa Nani Pl, Kihei image
390 Pualoa Nani Pl, Kihei $3,895,000

Nestled within the prestigious Wailea Pualani community, 390 Pualoa Nani Place offers the essence of luxury island living with privacy, elegance, and the relaxed sophisti...

  • 4 Beds
  • 4 Baths
  • 409908 MLS
  • Fee Simple Tenure
Courtesy of Engel & Volkers Maui

Listing courtesy of Engel & Volkers Maui.

10 Wailea Ekolu Pl Unit 1204, Kihei image
10 Wailea Ekolu Pl Unit 1204, Kihei — Wailea Ekolu $1,199,000

Whether you're seeking a high-performing vacation rental, a lock-and-leave second home, or a comfortable full-time residence, Wailea Ekolu #1204 offers exceptional value ...

  • 1 Beds
  • 2 Baths
  • 409776 MLS
  • Wailea Ekolu Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3300 Wailea Alanui Dr Unit 17A, Kihei image
3300 Wailea Alanui Dr Unit 17A, Kihei — Wailea Ekahi I $1,350,000

This beautifully appointed 1-bedroom, 2-bathroom condo offers serene ocean views from a private, quiet location within Wailea Ekahi. Wailea Ekahi #17A features an invitin...

  • 1 Beds
  • 2 Baths
  • 409758 MLS
  • Wailea Ekahi I Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

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Keller Williams Realty Maui
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Kahului, HI 96732

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