Wailea, HI Homes

/50
$2,489,000
- 3 Beds
- 3 Baths
- 1,852 Sq Ft
115 Kai La Place Unit 36A, Kihei, HI 96753

Experience luxury living at 115 Kai La Place, Kai Malu Maui. This beautifully remodeled furnished 3 bedroom, 2.5-bath residence features a primary suite on the first floor and a refined modern interior. Recent upgrades include new designer appliances, flooring, cabinetry and countertops throughout. Energy-efficient with 19 owned PV solar panels and a Tesla battery. The tasteful design and

Carol Olsen Coldwell Banker Island Prop(S)

115 Kai La Place Unit 36A, 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)

/49
$1,557,000
- 2 Beds
- 2 Baths
- 1,194 Sq Ft
3150 Wailea Alanui Dr Unit 2703, Kihei, HI 96753

Welcome to Wailea Palms 2703, move-in-ready and fully furnished, spectacular and renovated ground-floor 2 Bedroom, 2 Bath residence in one of Wailea's most sought after gated communities. Offering zero stairs from the parking area to the unit. 2703 combines effortless convenience with refined island living. Thoughtfully designed floor plan flows seamlessly through Fleetwood sliding glass doors to

Caroline Neubauer Keller Williams Realty Maui-Ka

3150 Wailea Alanui Dr Unit 2703, 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
$3,895,000
- 3 Beds
- 3 Baths
- 1,742 Sq Ft
30 Kai Malu Dr Unit 201, Kihei, HI 96753

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 4C (aka 30-201) offers epic ocean and golf course views and allows you to enjoy one of the closest proximities to the exclusive recreational center. Blending elegance and comfort, the spacious open concept layout features upgraded

Dano Sayles Coldwell Banker Island Prop(S)

30 Kai Malu Dr Unit 201, 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

/37
$1,449,000

$326K PRICE DROP
- 2 Beds
- 2 Baths
- 1,194 Sq Ft
3200 Wailea Alanui Dr Unit 1505, Kihei, HI 96753

Experience breathtaking ocean views and unforgettable sunsets from the comfort of your private lanai. This exceptional ground-floor villa is nestled in a highly sought-after inner circle location, where you can unwind with the gentle Hawaiian breezes or take a leisurely stroll to the vibrant community gathering center. The villa boasts a spacious living area with an open dining area and a

Bob Hansen Maui Luxury Real Estate LLC

3200 Wailea Alanui Dr Unit 1505, 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

/42
$5,750,000
- 3 Beds
- 3 Baths
- 2,521 Sq Ft
3800 Wailea Alanui Dr Unit 209, Kihei, HI 96753

Welcome to Wailea Beach Villas Penthouse 209, one of Wailea’s most prestigious gated, HOTEL ZONED beachfront communities. This spacious 3 Bedroom, 3 Bathroom + DEN (configured as a 4th bedroom) offers 2,521 sq. ft. of SINGLE-LEVEL Luxury with refined finishes, open-concept design and seamless indoor-outdoor living. Secure elevator access to your penthouse. The gourmet kitchen features high-end

Caroline Neubauer Keller Williams Realty Maui-Ka

3800 Wailea Alanui Dr Unit 209, 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

Showing Results 161 - 200, Page 5 of 18

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Wailea, HI Homes

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