Wailea, HI Homes

/50
$750,000
- 1 Bed
- 2 Baths
- 1,039 Sq Ft
2777 S Kihei Rd Unit 107, Kihei, HI 96753

Welcome to Maui Kamaole — where island living meets convenience. This spacious 1-bedroom, 2-bath with a bonus den unit offers 1,039 sq ft of single-level comfort in a well-maintained 1999 building. Inside, you’ll find an open layout that flows easily from living area to dining and kitchen, plus a lanai off the living room to enjoy Maui breezes. The bedroom features 2 lanais! Split System AC units

Roger Pleski Coldwell Banker Island Prop(S)

2777 S Kihei Rd Unit 107, Kihei, HI 96753
/48
$2,350,000 Sold Apr 30, 2025

3152 S Noho Loihi Way, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 1,749 Sq Ft
- Built 1996
Last Sold Summary
- $1,344/SF
- 8 Days On Market
Current Estimated Value $2,222,550

Last Listing Agent Wendy R. Peterson Island Sotheby's International Realty(M)

3152 S Noho Loihi Way, Kihei, HI 96753

/50
Est $2,863,190 Not Listed For Sale

3476 Akala Dr, Kihei, HI 96753
- 4 Beds
- 4 Baths
- 4,312 Sq Ft
- Built 1986
3476 Akala Dr, Kihei, HI 96753

Last Sold Summary
- 2% Above List Price
- $649/SF
- 160 Days On Market
Last Sold Price $2,800,000

Last Listing Agent Alex Abreu Hawaii Life (W)

/42
$1,399,000
- 2 Beds
- 1 Bath
- 700 Sq Ft
3258 Waileia Place, Kihei, HI 96753

Welcome to your retreat in Maui Meadows! This charming 2-bedroom, 1-bathroom single-level cottage offers awesome ocean views and spectacular South Maui sunsets that will captivate you from the moment you arrive. The open living room and kitchen area are perfect for entertaining with a freshly painted interior that creates a warm and inviting atmosphere. The quality Dryvit siding and traditional

Nancy Nevius Coldwell Banker Island Prop(S)

3258 Waileia Place, Kihei, HI 96753
/39
$3,240,400 Sold Nov 28, 2025

194 E Panana Place, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 3,024 Sq Ft
- Built 1992
Last Sold Summary
- 18% Below List Price
- $1,072/SF
- 190 Days On Market
Current Estimated Value $3,332,457

Last Listing Agent Josh Jerman Hawaii Life (W)

194 E Panana Place, Kihei, HI 96753

/43
Est $4,789,744 Not Listed For Sale

4400 Makena Rd Unit 706, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,236 Sq Ft
- Built 1982
4400 Makena Rd Unit 706, Kihei, HI 96753

Last Sold Summary
- 11% Below List Price
- $4,369/SF
- 170 Days On Market
Last Sold Price $5,400,000

Last Listing Agent Nancy J. Callahan Coldwell Banker Island Prop(S)

/42
$10,495,000
- 3 Beds
- 4 Baths
- 2,889 Sq Ft
3800 Wailea Alanui Dr Unit D101, Kihei, HI 96753

Welcome to Wailea Beach Villas D-101, where ultimate privacy is the theme and the pursuit of pinnacle luxury oceanfront living is found. Lavishly executed finishes and custom one-of-a-kind artisan touches throughout this villa are truly unmatched, creating a memorable experience with your family and friends. Located in the heart of Wailea's exclusive resort community, this villa combines

Max Blair Coldwell Banker Island Prop(S)

3800 Wailea Alanui Dr Unit D101, Kihei, HI 96753
/5
$1,199,000 Sold Oct 15, 2025

769 Kumulani Dr, Wailea-Makena, HI 96753
- Land
- 0.5 Acre
- $2,398,000 per Acre
Last Sold Summary
- 14% Below List Price
- 265 Days On Market
Last Listing Agent Max Baader Pacific Image Properties

769 Kumulani Dr, Wailea-Makena, HI 96753

/26
Est $1,190,133 Not Listed For Sale

3950 Kalai Waa St Unit Y101, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 538,837 Sq Ft
- Built 2000
3950 Kalai Waa St Unit Y101, Kihei, HI 96753

Last Sold Summary
- $2/SF
- 82 Days On Market
Last Sold Price $1,194,000

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

/32
$899,900
- 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
$3,300,000 Sold Jan 07, 2026

206 Heleuma Place, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 3,169 Sq Ft
- Built 1994
Last Sold Summary
- 6% Below List Price
- $1,041/SF
- 33 Days On Market
Current Estimated Value $3,535,080

Last Listing Agent Ryan MacLaughlin Island Sotheby's Int'l Rlty(W)

206 Heleuma Place, Kihei, HI 96753

/30
Est $1,883,324 Not Listed For Sale

3950 Kalai Waa St Unit X103, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 538,837 Sq Ft
- Built 1998
3950 Kalai Waa St Unit X103, Kihei, HI 96753

Last Sold Summary
- 14% Above List Price
- $3/SF
- 56 Days On Market
Last Sold Price $1,653,022

Last Listing Agent Tom Tezak Hawaii Life (W)

/50
$26,000,000
- 4 Beds
- 6 Baths
- 5,435 Sq Ft
3060 S Kihei Rd, Kihei, HI 96753

One-of-a-Kind Keawakapu Beachfront Estate located in one of Maui’s most sought-after neighborhoods, offering an unparalleled combination of oceanfront living, resort-style amenities, and timeless island design. This exceptional property features a spacious main home, a three-car garage, and a separate guest home, creating an ideal setting for multigenerational living, hosting, or a private

Meghan Clair Coldwell Banker Island Prop(S)

3060 S Kihei Rd, Kihei, HI 96753
/50
$1,525,000 Sold Jul 28, 2025

2709 Puu Hoolai St, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 2,180 Sq Ft
- Built 1989
Last Sold Summary
- 6% Below List Price
- $700/SF
- 86 Days On Market
Current Estimated Value $1,537,800

Last Listing Agent Kimberly Sloan REMAX Hawaii Maui

2709 Puu Hoolai St, Kihei, HI 96753

/29
Est $1,197,951 Not Listed For Sale

3950 Kalai Waa St Unit R102, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 538,837 Sq Ft
- Built 1998
3950 Kalai Waa St Unit R102, Kihei, HI 96753

Last Sold Summary
- 14% Below List Price
- $3/SF
- 3 Days On Market
Last Sold Price $1,400,000

Last Listing Agent Amy Wisthoff-martin Coldwell Banker Island Prop-Ku

/44
$950,000
- 2 Beds
- 2 Baths
- 1,112 Sq Ft
2737 S Kihei Rd Unit 330, Kihei, HI 96753

If you’ve been searching for something special in South Kihei, this top-floor, two-level condo at Hale Kamaole could be exactly what you’re looking for. With 2 bedrooms and 2 bathrooms, plus a loft (approx 110 SQFT), there’s plenty of room for family or guests. The main floor bedroom includes a queen bed and shares the guest bathroom, which features a shower. Upstairs, the primary suite offers a

Heather Zidell Compass-W

2737 S Kihei Rd Unit 330, Kihei, HI 96753
/50
$2,375,000 Sold Jan 29, 2026

124 Waaula Place, Kihei, HI 96753
- 3 Beds
- 4 Baths
- 2,526 Sq Ft
- Built 1985
Last Sold Summary
- 11% Below List Price
- $940/SF
- 71 Days On Market
Current Estimated Value $2,451,399

Last Listing Agent Bradley MacArthur Hawaii Life (W)

124 Waaula Place, Kihei, HI 96753

/47
Est $1,279,384 Not Listed For Sale

3950 Kalai Waa St Unit Q201, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 538,837 Sq Ft
- Built 1998
3950 Kalai Waa St Unit Q201, Kihei, HI 96753

Last Sold Summary
- 12% Below List Price
- $3/SF
- 2 Days On Market
Last Sold Price $1,450,000

Last Listing Agent Leslie Smith Hawaii Life (W)

/49
$5,995,000
- 4 Beds
- 4 Baths
- 4,292 Sq Ft
3857 Waakaula Place, Kihei, HI 96753

Experience the pinnacle of luxury island living at 3857 Waakaula Place. Nestled within the prestigious gated subdivision of Wailea Golf Estates and bordered by the iconic Wailea Blue Golf Course, this elegant 4,292 sq. ft. residence boasts sweeping ocean views and offers a classic, well-thought-out design to seamless transition the interior living space to the spacious lanais (nearly 3,000 square

Ryan MacLaughlin Island Sotheby's Int'l Rlty(W)

3857 Waakaula Place, Kihei, HI 96753
/50
$2,600,000 Sold Jun 13, 2025

109 Hokai Place, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,852 Sq Ft
- Built 2003
Last Sold Summary
- 6% Below List Price
- $1,404/SF
- 112 Days On Market
Current Estimated Value $2,273,445

Last Listing Agent Bradley MacArthur Hawaii Life (W)

109 Hokai Place, Kihei, HI 96753

/43
Est $1,220,682 Not Listed For Sale

3950 Kalai Waa St Unit P202, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 949 Sq Ft
- Built 1998
3950 Kalai Waa St Unit P202, Kihei, HI 96753

Last Sold Summary
- 8% Below List Price
- $1,396/SF
- 127 Days On Market
Last Sold Price $1,325,000

Last Listing Agent Leslie Smith Hawaii Life (W)

/41
$698,000 Open Thu 10AM - 5PM
- 1 Bed
- 2 Baths
- 849 Sq Ft
2777 S Kihei Rd Unit 102, Kihei, HI 96753

* JUST REDUCED $22,000 * UPDATED* 849 SQ FT 1 Bed, 2 Full BATHROOMS * MAUI KAMAOLE Located across from Kamaole Beach Park III & Kihei Boat Ramp. Built in 1999, UPDATED in 2020-2025. FRESH Sherwin Williams Duration Pure White Interior Paint, BRAND NEW 18 Light SPUTNIK Dining Chandelier, BRAND NEW Recessed Lights, Newer Bamboo Cabinets with Fully Adjustable Shelves and Melamine Interiors. BRUSHED

Christine Hamilton Coldwell Banker Island Prop(S)

2777 S Kihei Rd Unit 102, Kihei, HI 96753
/50
$1,820,000 Sold Aug 04, 2025

2733 Puu Hoolai St, Kihei, HI 96753
- 5 Beds
- 4 Baths
- 2,788 Sq Ft
- Built 1989
Last Sold Summary
- 19% Below List Price
- $653/SF
- 192 Days On Market
Current Estimated Value $1,834,544

Last Listing Agent Todd Hudson Keller Williams Realty Maui-Ki

2733 Puu Hoolai St, Kihei, HI 96753

/34
Est $1,116,565 Not Listed For Sale

3950 Kalai Waa St Unit M201, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 949 Sq Ft
- Built 1998
3950 Kalai Waa St Unit M201, Kihei, HI 96753

Last Sold Summary
- 7% Below List Price
- $1,264/SF
- 110 Days On Market
Last Sold Price $1,200,000

Last Listing Agent Leslie Smith Hawaii Life (W)

/43
$2,295,000
- 3 Beds
- 3 Baths
- 1,786 Sq Ft
19 Kai La Place Unit 43B, Kihei, HI 96753

Welcome to Kai Malu 43B, beautifully remodeled in 2024, this 3-bedroom, 2.5-bathroom home offers unparalleled privacy, a spacious outdoor area and breathtaking views of the ocean and outer islands. Step inside to discover an open-concept kitchen and living room, perfect for both entertaining and everyday living. Wide plank oak flooring graces the upper and lower levels, adding warmth and elegance

Patrick Franta Coldwell Banker Island Prop(S)

19 Kai La Place Unit 43B, Kihei, HI 96753
/50
$1,600,000 Sold Oct 31, 2025

71 Wailea Gateway Place Unit 7-104, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 1,312 Sq Ft
- Built 2018
Last Sold Summary
- 16% Below List Price
- $1,220/SF
- 46 Days On Market
Current Estimated Value $1,791,037

Last Listing Agent Randolph Antonio Keller Williams Realty Maui-Ka

71 Wailea Gateway Place Unit 7-104, Kihei, HI 96753

/34
Est $2,110,452 Not Listed For Sale

3950 Kalai Waa St Unit E103, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,788 Sq Ft
- Built 1998
3950 Kalai Waa St Unit E103, Kihei, HI 96753

Last Sold Summary
- 16% Below List Price
- $1,398/SF
- 85 Days On Market
Last Sold Price $2,500,000

Last Listing Agent Leslie Smith Hawaii Life (W)

/48
$899,000
- 1 Bed
- 2 Baths
- 1,039 Sq Ft
2777 S Kihei Rd Unit 105, Kihei, HI 96753

Maui Kamaole #L-105 is a spacious and private ground-floor 1-bedroom, 2-bath condominium offering 1,039 sq ft of interior living space and a partial ocean view. This well-designed unit includes a bonus room with a queen bed, ideal for additional sleeping accommodations, office, den, or storage. The open floor plan features a kitchen that flows seamlessly into the dining and living areas,

Robyn Curletti Compass

2777 S Kihei Rd Unit 105, Kihei, HI 96753
/50
$2,685,000 Sold Feb 06, 2026

61 Kainehe Place Unit 13B, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,796 Sq Ft
- Built 2006
Last Sold Summary
- 6% Below List Price
- $1,495/SF
- 36 Days On Market
Current Estimated Value $2,439,860

Last Listing Agent Hank Rapoza Coldwell Banker Island Prop-Ku

61 Kainehe Place Unit 13B, Kihei, HI 96753

/32
Est $1,264,778 Not Listed For Sale

3950 Kalai Waa St Unit E101, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 949 Sq Ft
- Built 1998
3950 Kalai Waa St Unit E101, Kihei, HI 96753

Last Sold Summary
- 5% Below List Price
- $1,396/SF
- 48 Days On Market
Last Sold Price $1,325,000

Last Listing Agent Rhonda Smith-Sanchez Coldwell Banker Island Prop(P)

/37
$880,000
- 2 Beds
- 2 Baths
- 1,188 Sq Ft
2695 S Kihei Rd Unit 8-407, Kihei, HI 96753

Opportunity Knocks with this 2 bedroom, 2 bathroom, large lanai condo, at Kamaole Sands. Priced to sell with loads of potential, for the next owner to make it their own. The condo is being sold fully furnished and is equipped with features including partial ocean and mountain views, top floor location, vaulted ceilings, a spacious lofted primary bedroom, stainless steel kitchen appliances, a well

Matthew Tarasenko PMI Maui

2695 S Kihei Rd Unit 8-407, Kihei, HI 96753
/30
$2,525,000 Sold Apr 01, 2025

1108 Kupulau Dr, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 2,820 Sq Ft
- Built 1975
Last Sold Summary
- 8% Below List Price
- $895/SF
- 119 Days On Market
Current Estimated Value $2,500,023

Last Listing Agent Christopher Barca Compass-W

1108 Kupulau Dr, Kihei, HI 96753

/29
Est $1,193,559 Not Listed For Sale

3950 Kalai Waa St Unit D202, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 538,837 Sq Ft
- Built 1998
3950 Kalai Waa St Unit D202, Kihei, HI 96753

Last Sold Summary
- 10% Below List Price
- $2/SF
- 20 Days On Market
Last Sold Price $1,325,000

Last Listing Agent Leslie Smith Hawaii Life (W)

/33
$4,495,000
- 2 Beds
- 2 Baths
- 1,558 Sq Ft
4000 Wailea Alanui Dr Unit 2904, Kihei, HI 96753

Wailea Point Beach Condo 2904 is designed for comfort and relaxation. Wailea Point! South Maui's most elegant, luxurious, and private community. This premier oceanfront enclave's luxury and casual sophistication marries the divine setting with dramatic ocean views. Enjoy the premier Maui lifestyle in this private, spacious, fully furnished 2-bedroom, 2-bath residence in beautiful Wailea Point.

Kelly Anderson Coldwell Banker Island Prop(P)

4000 Wailea Alanui Dr Unit 2904, Kihei, HI 96753
/50
$2,700,000 Sold Jan 02, 2026

153 Hokai Place, Kihei, HI 96753
- 5 Beds
- 3 Baths
- 3,175 Sq Ft
- Built 2004
Last Sold Summary
- 10% Below List Price
- $850/SF
- 25 Days On Market
Current Estimated Value $2,848,352

Last Listing Agent Lydia Pedro Hawaii Life (W)

153 Hokai Place, Kihei, HI 96753

/38
Est $1,909,193 Not Listed For Sale

3950 Kalai Waa St Unit D103, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 538,837 Sq Ft
- Built 1998
3950 Kalai Waa St Unit D103, Kihei, HI 96753

Last Sold Summary
- 5% Below List Price
- $4/SF
- 50 Days On Market
Last Sold Price $1,999,999

Last Listing Agent Leslie Smith Hawaii Life (W)

/35
$649,999 Pending
- 1 Bed
- 2 Baths
- 818 Sq Ft
2695 S Kihei Rd Unit 2-102, Kihei, HI 96753

Nicely remodeled, turnkey, a prized location within the inner court, and priced to sell! This immaculate 1 bedroom, 2 bathroom condo at Kamaole Sands features ground floor convenience in coveted building #2 with a picturesque location and in close proximity to the pool and BBQ area's. The condo has been a guest favorite with features including uniform tile flooring throughout, solid wood

Matthew Tarasenko PMI Maui

2695 S Kihei Rd Unit 2-102, Kihei, HI 96753
/40
$1,320,000 Sold Feb 11, 2026

2757 S Kihei Rd Unit 403, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 1,389 Sq Ft
- Built 2023
Last Sold Summary
- 16% Below List Price
- $950/SF
- 370 Days On Market
Current Estimated Value $1,382,768

Last Listing Agent Matthew Tarasenko PMI Maui

2757 S Kihei Rd Unit 403, Kihei, HI 96753

/24
Est $1,117,168 Not Listed For Sale

3950 Kalai Waa St Unit C201, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 538,837 Sq Ft
- Built 1998
3950 Kalai Waa St Unit C201, Kihei, HI 96753

Last Sold Summary
- 2% Above List Price
- $2/SF
- 78 Days On Market
Last Sold Price $1,095,000

Last Listing Agent Mark Waite Compass-W

/50
$1,499,000 Open Wed 12PM - 5PM
- 3 Beds
- 3 Baths
- 1,832 Sq Ft
235 Keonekai Rd, Kihei, HI 96753

A 1bed/1bath 480 sq ft attached Ohana plus a 2 bed/2 bath 1,352 sq ft main dwelling unit add up to this very special 3 bed/3 bath 1,832 sq ft home. There are two covered lanais, one of 224 sq ft adjoins the main dwelling unit and another of 192 sq ft adjoins the Ohana. Additionally, a wide driveway fronts an oversize two car garage. All is set well off the street behind a lava rock wall and is

Gail Swanson Hawaiian Style Realty LLC

235 Keonekai Rd, Kihei, HI 96753

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