Wailea, HI Homes

/50
$13,495,000

$1M PRICE DROP
- 4 Beds
- 6 Baths
- 4,273 Sq Ft
4000 Wailea Alanui Dr Unit 1202/1204, Kihei, HI 96753

A 'WORK OF ART’. A 'LEGACY PROPERTY'. An ‘Equity Location’. A luxurious marriage of two Wailea Point oceanfront units at Maui's finest Condominium Project! When a lifelong collector with her heart in The Arts collaborates with a world-class interior designer, & engages Maui's most accomplished condominium contractor, the result is this ENVIRONMENT PAR-EXCELLENCE! Upon entering, it's like being on

Robbie Dein Maui Real Estate Advisors LLC

4000 Wailea Alanui Dr Unit 1202/1204, Kihei, HI 96753
/29
$925,000

Sold Sep 12, 2025

2737 S Kihei Rd Unit 5-274, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,112 Sq Ft
- Built 1974
Last Sold Summary
- 3% Below List Price
- $832/SF
- 25 Days On Market
Current Estimated Value $895,621

Last Listing Agent Gary Mooers Coldwell Banker Island Prop(S)

2737 S Kihei Rd Unit 5-274, Kihei, HI 96753

/45
Est $1,706,972

Not Listed For Sale

119 Ahekolo St, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,650 Sq Ft
- Built 2003
119 Ahekolo St, Kihei, HI 96753

Last Sold Summary
- 74 Days On Market
Last Listing Agent Moana Andersen Equity One Real Estate Inc (P)

/50
$13,900,000
- 3 Beds
- 3 Baths
- 3,850 Sq Ft
4000 Wailea Alanui Dr Unit 1602, Kihei, HI 96753

FABULOUS world class Wailea Point “double” unit with a MOST DYNAMIC ocean & beach front location. Perhaps the finest condominium residence in Hawaii, no expense was spared to set this exclusive Maui home apart. Unsurpassed world class views, from iconic Polo Beach and the Makena coastline, to the vast Pacific and offshore islands, and north to the Kihei & Maalaea coastlines. Just steps to the

Dave Wagner Wailea Point Realty, Inc.

4000 Wailea Alanui Dr Unit 1602, Kihei, HI 96753
/19
$425,000

Sold Jun 30, 2026

160 Keonekai Rd Unit 7-201, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 750 Sq Ft
- Built 1992
Last Sold Summary
- 15% Below List Price
- $567/SF
- 146 Days On Market
Current Estimated Value $506,148

Last Listing Agent Riette Jenkins Coldwell Banker Island Prop(S)

160 Keonekai Rd Unit 7-201, Kihei, HI 96753

/37
Est $2,491,873

Not Listed For Sale

131 Ponana St, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 2,564 Sq Ft
- Built 2016
131 Ponana St, Kihei, HI 96753

Last Sold Summary
- 54 Days On Market
Last Listing Agent Jordan Kamikawa Hawaii Life (W)

/50
$4,650,000

$240K PRICE DROP
- 3 Beds
- 4 Baths
- 2,619 Sq Ft
21 Kiloa St Unit 4, Kihei, HI 96753

E Komo Mai and welcome to Ho'olei 21-4, an elegant 3 bed, 3.5 bath townhome located in the heart of Wailea, Maui. This Hotel Zoned property boasts wonderful ocean views and is offered tastefully furnished, totally turnkey, and is active and successful in the Grand Wailea's exclusive vacation rental program. The Plumeria floor plan enjoys the widest lanai and forward most position of the building,

Lucas Woodford Hawaii Life (W)

21 Kiloa St Unit 4, Kihei, HI 96753
/39
$1,435,000

Sold Dec 31, 2025

10 Wailea Ekolu Place Unit 405, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,071 Sq Ft
- Built 1979
Last Sold Summary
- 18% Below List Price
- $1,340/SF
- 242 Days On Market
Current Estimated Value $1,437,063

Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC

10 Wailea Ekolu Place Unit 405, Kihei, HI 96753

/31
Est $1,761,499

Not Listed For Sale

119 Ponana St, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 1,532 Sq Ft
- Built 2018
119 Ponana St, Kihei, HI 96753

Last Sold Summary
- 27 Days On Market
Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC

/49
$1,595,000

$355K PRICE DROP
- 4 Beds
- 3 Baths
- 2,203 Sq Ft
301 Ohina Place, Kihei, HI 96753

Gorgeous home with a legal attached ohana located on a quiet cul-de-sac just up the hill from Kamaole Beach Park III and Keawakapu Beach. This distinctive property, constructed with beautiful cedar siding on a solid slab foundation, features a 4-bedroom, 2-bath main home on the upper level with open beam vaulted ceilings, dual system air conditioning, and a fully remodeled kitchen. The home also

Travis Speck Redfin Corporation

301 Ohina Place, Kihei, HI 96753
/50
$3,850,000

Sold Apr 27, 2026

3387 Kuaua Place, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 3,146 Sq Ft
- Built 2002
Last Sold Summary
- 4% Below List Price
- $1,224/SF
- 43 Days On Market
Current Estimated Value $3,798,267

Last Listing Agent Tom Tezak Hawaii Life (W)

3387 Kuaua Place, Kihei, HI 96753

/50
Est $1,470,718

Not Listed For Sale

2709 Puu Hoolai St, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 2,180 Sq Ft
- Built 1989
2709 Puu Hoolai St, Kihei, HI 96753

Last Sold Summary
- 86 Days On Market
Last Listing Agent Kimberly Sloan REMAX Hawaii Maui

/46
$5,395,000

$705K PRICE DROP
- 2 Beds
- 2 Baths
- 1,978 Sq Ft
3800 Wailea Alanui Dr Unit 511, Kihei, HI 96753

Welcome to this stunning top-floor oceanfront residence in the exclusive Penthouse building at Wailea Beach Villas. This tranquil 2-bedroom, 2-bath villa offers over 2,000 square feet of thoughtfully designed indoor and outdoor living space, seamlessly blending contemporary elegance with relaxed island sophistication. Perched approximately 100 feet above the Pacific Ocean, the villa showcases

Myriam Haynal Coldwell Banker Island Prop-Ku

3800 Wailea Alanui Dr Unit 511, Kihei, HI 96753
/37
$1,000,000

Sold Jul 29, 2026

2777 S Kihei Rd Unit 203, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,214 Sq Ft
- Built 2000
Last Sold Summary
- 17% Below List Price
- $824/SF
- 258 Days On Market
Current Estimated Value $1,117,604

Last Listing Agent Steve Landin Keller Williams Realty Maui-Ka

2777 S Kihei Rd Unit 203, Kihei, HI 96753

/50
Est $1,621,176

Not Listed For Sale

2757 Kauhale St, Kihei, HI 96753
- 5 Beds
- 3 Baths
- 2,241 Sq Ft
- Built 1985
2757 Kauhale St, Kihei, HI 96753

Last Sold Summary
- 2 Days On Market
Last Listing Agent Philip Chiesa Island Sotheby's International Realty(M)

/47
$639,000
- 1 Bed
- 2 Baths
- 817 Sq Ft
2881 S Kihei Rd Unit 107, Kihei, HI 96753

Tucked into the lush tropical grounds of Maui Hill, Unit 107—lovingly known as the “Honeymoon Suite”—captures the warmth, romance, and easy rhythm of South Maui living. This spacious 1-bedroom, 2-bath residence offers over 800 square feet of island comfort, filled with natural light, gentle trade winds, and beautiful ocean views that invite you to slow down and savor each moment. Thoughtfully

Alana Rucynski Hawaii Life (W)

2881 S Kihei Rd Unit 107, Kihei, HI 96753
/24
$820,000

Sold Jul 07, 2026

2936 S Kihei Rd Unit 109, Kihei, HI 96753
- 1 Bed
- 1 Bath
- 504 Sq Ft
- Built 1975
Last Sold Summary
- 18% Below List Price
- $1,627/SF
- 145 Days On Market
Current Estimated Value $1,019,177

Last Listing Agent Sid Kirkland Maui Real Estate Advisors LLC

2936 S Kihei Rd Unit 109, Kihei, HI 96753

/25
Est $1,318,790

Not Listed For Sale

2751 Kauhale St, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 1,536 Sq Ft
- Built 1987
2751 Kauhale St, Kihei, HI 96753

Last Sold Summary
- 45 Days On Market
Last Listing Agent Natalie Hoffseth Coldwell Banker Island Prop(S)

/50
$2,499,000

Open Thu 10AM - 2PM
- 3 Beds
- 3 Baths
- 2,788 Sq Ft
139 Waaula Place, Kihei, HI 96753

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, this multi-level residence lives large, with generous indoor and outdoor spaces designed for entertaining, relaxing, & enjoying the Maui lifestyle. Bay windows frame the mature tropical landscaping & fill the open-concept interior

Stephanie Dutcher Coldwell Banker Island Prop-Ku

139 Waaula Place, Kihei, HI 96753
/50
$2,725,000

Sold May 19, 2026

4000 Wailea Alanui Dr Unit 3304, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,359 Sq Ft
- Built 1987
Last Sold Summary
- 8% Below List Price
- $2,005/SF
- 74 Days On Market
Current Estimated Value $2,761,868

Last Listing Agent Max Blair Coldwell Banker Island Prop(S)

4000 Wailea Alanui Dr Unit 3304, Kihei, HI 96753

/45
Est $1,598,670

Not Listed For Sale

2715 Kauhale St, Kihei, HI 96753
- 4 Beds
- 4 Baths
- 2,509 Sq Ft
- Built 1987
2715 Kauhale St, Kihei, HI 96753

Last Sold Summary
- 135 Days On Market
Last Listing Agent Miranda Watson Coldwell Banker Island Prop-Ku

/23
$878,000

$1K PRICE DROP
- Land
- 7,892 Sq Ft
- $4,845,528 per Acre
124 Hokai Place Unit 20, Kihei, HI 96753

Now is your opportunity to build your custom dream home in one of South Kihei’s most desirable neighborhoods—Kilohana Hema. This exceptional homesite is ideally situated adjacent to Wailea and just a short stroll from the golden sands of Keawakapu Beach. Spanning approximately 7,893 square feet, this prime lot is part of an exclusive enclave of just 23 single-family homes, offering both privacy

Kristen Kingwell Coldwell Banker Island Prop-KP

124 Hokai Place Unit 20, Kihei, HI 96753
/42
$1,200,000

Sold May 04, 2026

219 Hoohale Place, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 1,241 Sq Ft
- Built 1977
Last Sold Summary
- 8% Below List Price
- $967/SF
- 12 Days On Market
Current Estimated Value $1,208,505

Last Listing Agent Terence Alling Coldwell Banker Island Prop-Ku

219 Hoohale Place, Kihei, HI 96753

/47
Est $1,471,810

Not Listed For Sale

2927 Kauhale St, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,832 Sq Ft
- Built 1985
2927 Kauhale St, Kihei, HI 96753

Last Sold Summary
- 95 Days On Market
Last Listing Agent Sherrie Stinger Coldwell Banker Island Prop(S)

/39
$1,149,000

$150K PRICE DROP
- 2 Beds
- 2 Baths
- 1,052 Sq Ft
2777 S Kihei Rd Unit 219, Kihei, HI 96753

Priced to Sell! This 2bd/2bth unit in Maui Kamaole boasts impressive ocean and West Maui mountain views, and is perfectly situated in the complex between the two gorgeous pool areas. The spacious floor plan offers plenty of living space as well as 3 separate lanais, and being a corner unit provides an extra living room window for added natural light. Both bathrooms have been remodeled with

Jordan Kamikawa Hawaii Life (W)

2777 S Kihei Rd Unit 219, Kihei, HI 96753
/9
$750,000

Sold May 28, 2026

3546 Akala Dr, Wailea-Makena, HI 96753
- Land
- 22,563 Sq Ft
- $1,447,882 per Acre
Last Sold Summary
- 35% Below List Price
- 142 Days On Market
Current Estimated Value $751,500

Last Listing Agent Scott Nashiwa Pono Real Estate LLC

3546 Akala Dr, Wailea-Makena, HI 96753

/41
Est $1,497,432

Not Listed For Sale

3010 Kauhale St, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 1,380 Sq Ft
- Built 1985
3010 Kauhale St, Kihei, HI 96753

Last Sold Summary
- 10 Days On Market
Last Listing Agent Marcus Springs Keller Williams Realty Maui-Ki

/41
$1,725,000
- 2 Beds
- 2 Baths
- 1,182 Sq Ft
3129 Mapu Place, Kihei, HI 96753

Welcome to a private gated retreat in Maui Meadows set on 0.7 acres of lush tropical landscaping. With no HOA restrictions and multiple detached structures, this unique property presents an extraordinary opportunity just a short distance from the beach. Enter through the private electric gates and take in the mature fruit trees, exotic palms, and colorful gardens that create a true island

Mark Waite Compass-W

3129 Mapu Place, Kihei, HI 96753
/22
$1,475,000

Sold Mar 19, 2026

3300 Wailea Alanui Dr Unit 13F, Kihei, HI 96753
- 1 Bed
- 2 Baths
- 966 Sq Ft
- Built 1976
Last Sold Summary
- $1,527/SF
- 0 Days On Market
Current Estimated Value $1,625,579

Last Listing Agent Raphael Wellerstein Coldwell Banker Island Prop-Ku

3300 Wailea Alanui Dr Unit 13F, Kihei, HI 96753

/50
Est $1,478,108

Not Listed For Sale

235 Hoohale Place, Kihei, HI 96753
- 4 Beds
- 3 Baths
- 1,932 Sq Ft
- Built 1986
235 Hoohale Place, Kihei, HI 96753

Last Sold Summary
- 229 Days On Market
Last Listing Agent Jean Keating Coldwell Banker Island Prop-Ku

/9
$625,000

$60K PRICE DROP
- Land
- 8,395 Sq Ft
- $3,242,626 per Acre
700 Kupulau Dr Unit B, Kihei, HI 96753

Great large corner lot! Unit B of a 3 unit CPR is accessed from Keha Drive and consists of 8,396 square feet. Choose to build a single story 840 square foot home or like in the sample rendering, build a 2 story home with a 2 car garage underneath to capture the current ocean views. With high prices of older homes that need vast amounts of renovating, it makes sense to build a new home on this

Napua Banks Island Sotheby's International Realty(W)

700 Kupulau Dr Unit B, Kihei, HI 96753
/36
$485,000

Sold Jun 30, 2026

160 Keonekai Rd Unit 13-102, Kihei, HI 96753
- 2 Beds
- 1 Bath
- 625 Sq Ft
- Built 2006
Last Sold Summary
- 5% Below List Price
- $776/SF
- 73 Days On Market
Current Estimated Value $474,636

Last Listing Agent Stephanie Dutcher Coldwell Banker Island Prop-Ku

160 Keonekai Rd Unit 13-102, Kihei, HI 96753

/30
Est $1,958,805

Not Listed For Sale

2852 Puu Hoolai St, Kihei, HI 96753
- 5 Beds
- 5 Baths
- 3,408 Sq Ft
- Built 1989
2852 Puu Hoolai St, Kihei, HI 96753

Last Sold Summary
- 23 Days On Market
Last Listing Agent Bill Hoffman Real Broker

/32
$849,900
- 1 Bed
- 2 Baths
- 849 Sq Ft
2777 S Kihei Rd Unit 101, Kihei, HI 96753

Front Row, Ocean Views it does not get much better than this. This one bedroom, two bathroom unit has been upgraded with bamboo cabinet doors, luxury vinyl floors, and split system AC. Close proximity to Kamaole One Beach Park and Keawakapu Beach. Maui Kamaole is a resort style community with two pools, 2 hot tubs, two tennis courts and Kayak and paddle board storage for owners. Call your

Roger Pleski Coldwell Banker Island Prop(S)

2777 S Kihei Rd Unit 101, Kihei, HI 96753
/50
$4,000,000

Sold Nov 07, 2025

4281 Wailina Place, Kihei, HI 96753
- 3 Beds
- 4 Baths
- 3,817 Sq Ft
- Built 2002
Last Sold Summary
- 13% Below List Price
- $1,048/SF
- 66 Days On Market
Current Estimated Value $3,907,881

Last Listing Agent Kathy Worley Pali Kai Inc

4281 Wailina Place, Kihei, HI 96753

/49
Est $1,359,392

Not Listed For Sale

2825 Kauhale St, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,225 Sq Ft
- Built 1985
2825 Kauhale St, Kihei, HI 96753

Last Sold Summary
- 93 Days On Market
Last Listing Agent Roger Pleski Coldwell Banker Island Prop(S)

/50
$1,025,000
- 2 Beds
- 2 Baths
- 1,148 Sq Ft
155 Wailea Ike Place Unit 10, Kihei, HI 96753

Welcome to your serene escape in the heart of paradise! Grand Champions unit #10 is a 2-bedroom, 2-bath condominium with a lock off option creating multiple living or rental arrangements_ Located on the top floor with soaring ceilings enhances the sense of space and elegance, making the condo feel even more inviting. The open concept living space has a fully-equipped kitchen, dining and living

Carol Olsen Coldwell Banker Island Prop(S)

155 Wailea Ike Place Unit 10, Kihei, HI 96753
/50
$1,895,000

Sold Jan 30, 2026

95 Poailani Place Unit 19, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 2,229 Sq Ft
- Built 2006
Last Sold Summary
- $850/SF
- 78 Days On Market
Current Estimated Value $1,852,350

Last Listing Agent Carol Olsen Coldwell Banker Island Prop(S)

95 Poailani Place Unit 19, Kihei, HI 96753

/49
Est $1,515,110

Not Listed For Sale

2817 Panepoo St, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 2,208 Sq Ft
- Built 1988
2817 Panepoo St, Kihei, HI 96753

Last Sold Summary
- 4 Days On Market
Last Listing Agent Alana Rucynski Hawaii Life (W)

/50
$438,000
- 2 Beds
- 2 Baths
- 767 Sq Ft
2960 S Kihei Rd Unit 215, Kihei, HI 96753

Own winter on Maui — for a fraction of the full-ownership price. See also MLS #409814. This beautifully renovated, fully furnished 2-bedroom, 2-bath beachfront condominium at Mana Kai Maui is offering a deeded 1/6 fractional ownership interest (maintaining compliance with HRS 514E), giving you two continuous months (61 days spanning 12/1 to 1/31) of high-season use in one of South Maui’s most

Don McEntire McEntire Realty

2960 S Kihei Rd Unit 215, Kihei, HI 96753

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Wailea, HI Homes

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