Wailea, HI Homes

/43
$999,900

$50K PRICE DROP
- 2 Beds
- 2 Baths
- 1,036 Sq Ft
2695 S Kihei Rd Unit 5205, Kihei, HI 96753

Welcome to Kamaole Sands 5-205, a beautifully updated single-level 2-bed, 2-bath condo just across the street from Kamaole Beach Ill-one of Maui's most amazing swimming and snorkeling spots. This thoughtfully designed condo features a modern kitchen with new 2025 appliances and breakfast bar, upgraded baths, cool tile flooring, and fresh, airy interiors filled with island charm. Relax on your

Roger Pleski Coldwell Banker Island Prop(S)

2695 S Kihei Rd Unit 5205, Kihei, HI 96753
/47
$975,000

Sold Jun 18, 2026

2757 S Kihei Rd Unit 804, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,251 Sq Ft
- Built 2021
Last Sold Summary
- 11% Below List Price
- $779/SF
- 213 Days On Market
Current Estimated Value $1,106,000

Last Listing Agent Geoffrey Cook Century 21 Island Homes

2757 S Kihei Rd Unit 804, Kihei, HI 96753

/38
Est $471,959

Not Listed For Sale

2747 S Kihei Rd Unit A208, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 719 Sq Ft
- Built 1992
2747 S Kihei Rd Unit A208, Kihei, HI 96753

Last Sold Summary
- 287 Days On Market
Last Listing Agent Matt Berglund-Foster Coldwell Banker Island Prop-Ku

/17
$949,000
- Land
- 25,743 Sq Ft
- $1,605,753 per Acre
3467 Malina Place, Kihei, HI 96753

Grandiose views within one of South Maui's most coveted neighborhoods. This spacious 25,744 sq. ft. lot in sought-after Maui Meadows offers a truly rare chance to design and build your custom island retreat from the ground up! The canvas is clean, complete with building locations, septic, and ready for your vision. Maui Meadows is renowned for its large lots, cool upcountry breezes, and stunning

Geoffrey Cook Century 21 Island Homes

3467 Malina Place, Kihei, HI 96753
/50
$3,550,000

Sold Dec 24, 2025

175 W Ikea Moku Place, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 3,105 Sq Ft
- Built 1999
Last Sold Summary
- 1% Below List Price
- $1,143/SF
- 7 Days On Market
Current Estimated Value $3,373,629

Last Listing Agent Ryan MacLaughlin Island Sotheby's International Realty(W)

175 W Ikea Moku Place, Kihei, HI 96753

/43
Est $410,626

Not Listed For Sale

2747 S Kihei Rd Unit A202, Kihei, HI 96753
- 1 Bed
- 1 Bath
- 597 Sq Ft
- Built 1992
2747 S Kihei Rd Unit A202, Kihei, HI 96753

Last Sold Summary
- 43 Days On Market
Last Listing Agent Melissa Montgomery Coldwell Banker Island Prop(S)

/40
$1,575,000
- 2 Beds
- 2 Baths
- 1,071 Sq Ft
10 Wailea Ekolu Place Unit 1706, Kihei, HI 96753

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 renovated (2025), 2 Bedroom, 2 bath unit! You are immediately drawn to the large, private lanai where stunning views await and are always available from the living, dining, and kitchen areas, as well as the primary bedroom. Your

Jeff Simon Hawaii Life (W)

10 Wailea Ekolu Place Unit 1706, Kihei, HI 96753
/46
$6,125,000

Sold Jan 23, 2026

3800 Wailea Alanui Dr Unit 505, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,961 Sq Ft
- Built 2005
Last Sold Summary
- 9% Below List Price
- $3,123/SF
- 51 Days On Market
Current Estimated Value $5,402,014

Last Listing Agent Leslie Smith Hawaii Life (W)

3800 Wailea Alanui Dr Unit 505, Kihei, HI 96753

/37
Est $444,999

Not Listed For Sale

2747 S Kihei Rd Unit A004, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 301,871 Sq Ft
- Built 1992
2747 S Kihei Rd Unit A004, Kihei, HI 96753

Last Sold Summary
- 36 Days On Market
Last Listing Agent Evelyn Jaramillo Coldwell Banker Island Prop(P)

/41
$2,995,000

$500K PRICE DROP Pending
- 4 Beds
- 3 Baths
- 3,465 Sq Ft
210 E Panana Place, Kihei, HI 96753

Located in the desirable gated community of Wailea Kialoa, this 4-bedroom, 3-bathroom home offers convenient access to everything you could want. It's just a short stroll to beautiful beaches, golf courses, tennis facilities, shopping, restaurants, and resorts. The residence features a private, sunny, and spacious backyard with a large in-ground pool and spa, creating a perfect oasis. The

Josh Jerman Hawaii Life (W)

210 E Panana Place, Kihei, HI 96753
/50
$3,075,000

Sold Oct 13, 2025

85 Pukolu Place, Kihei, HI 96753
- 5 Beds
- 4 Baths
- 4,232 Sq Ft
- Built 1989
Last Sold Summary
- 5% Below List Price
- $727/SF
- 10 Days On Market
Current Estimated Value $3,135,246

Last Listing Agent Alex Iskenderian Berkshire Hathaway Maui Prop-L

85 Pukolu Place, Kihei, HI 96753

/50
Est $803,730

Not Listed For Sale

2653 S Kihei Rd Unit 313, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 890 Sq Ft
- Built 1974
2653 S Kihei Rd Unit 313, Kihei, HI 96753

Last Sold Summary
- 6 Days On Market
Last Listing Agent Katy Foxwell Keller Williams Realty Maui-Ka

/50
$2,500,000
- 4 Beds
- 4 Baths
- 2,804 Sq Ft
3275 Kehala Dr Unit 3275 A Kehala Dr, Kihei, HI 96753

Exceptional 3Bed/3Bath with 1B/1.5B Detached Ohana in front, BOTH with Expansive Ocean views and wrap around decks. House has two wrap around decks with Ocean views from living areas, kitchen, and bedrooms. Vaulted ceilings with open floor plan. 1Bedroom Ohana has covered carport, large deck also with Ocean views from living area and deck. Buildings were painted and tented this year. Driveway was

Theresa Clyde AOK Properties LLC

3275 Kehala Dr Unit 3275 A Kehala Dr, Kihei, HI 96753
/2
$2,700,000

Sold Dec 31, 2025

173 Holokahiki Ln Unit 10D, Wailea, HI 96753
- 3 Beds
- 3 Baths
- 1,574 Sq Ft
Last Sold Summary
- $1,715/SF
- 0 Days On Market
Current Estimated Value $2,654,959

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

173 Holokahiki Ln Unit 10D, Wailea, HI 96753

/40
Est $805,971

Not Listed For Sale

2653 S Kihei Rd Unit 311, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 890 Sq Ft
- Built 1974
2653 S Kihei Rd Unit 311, Kihei, HI 96753

Last Sold Summary
- 89 Days On Market
Last Listing Agent Courtney Stice Compass

/45
$799,000

$76K PRICE DROP
- 2 Beds
- 2 Baths
- 1,048 Sq Ft
2619 S Kihei Rd Unit A303, Kihei, HI 96753

Welcome home to Haleakala Shores A-303, where island living blends seamlessly with comfort and flexibility. This spacious 2-bedroom, 2-bath condo is tastefully furnished with a clean, elegant aesthetic that feels both relaxed and inviting. Large windows in the living room fill the space with natural light, creating a bright and welcoming atmosphere throughout. The primary bathroom has been

Josh Jerman Hawaii Life (W)

2619 S Kihei Rd Unit A303, Kihei, HI 96753
/21
$690,000

Sold Jun 05, 2026

2695 S Kihei Rd Unit 310B6, Kihei, HI 96753
- 1 Bed
- 2 Baths
- 818 Sq Ft
- Built 1983
Last Sold Summary
- 2% Above List Price
- $844/SF
- 2 Days On Market
Current Estimated Value $940,813

Last Listing Agent Matthew Tarasenko PMI Maui

2695 S Kihei Rd Unit 310B6, Kihei, HI 96753

/30
Est $810,548

Not Listed For Sale

2653 S Kihei Rd Unit 216, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 890 Sq Ft
- Built 1974
2653 S Kihei Rd Unit 216, Kihei, HI 96753

Last Sold Summary
- 128 Days On Market
Last Listing Agent Gina Duncan ENRG Realty

/36
$2,174,000

$326K PRICE DROP
- 3 Beds
- 4 Baths
- 2,279 Sq Ft
2760 Puu Hoolai St, Kihei, HI 96753

This 2,279 square foot entertainer's paradise is nestled in the middle of a highly desirable quiet neighborhood bordering Wailea, one of the very few with NO HOA!. The front of the house enjoys views of the sunrise over Haleakala and the back haspanoramic views of Maui sunsets year round. Upstairs features the master bedroom and ensuite full bath, a half bath, living room, kitchen and formal

Robin Bartholomew Kokua Realty LLC

2760 Puu Hoolai St, Kihei, HI 96753
/36
$999,000

Sold Oct 31, 2025

3200 Wailea Alanui Dr Unit 207, Kihei, HI 96753
- 1 Bed
- 2 Baths
- 1,022 Sq Ft
- Built 1990
Last Sold Summary
- $977/SF
- 7 Days On Market
Current Estimated Value $1,032,497

Last Listing Agent Linda Bordingnon Coldwell Banker Island Prop(S)

3200 Wailea Alanui Dr Unit 207, Kihei, HI 96753

/37
Est $818,796

Not Listed For Sale

2653 S Kihei Rd Unit 204, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 77,972 Sq Ft
- Built 1974
2653 S Kihei Rd Unit 204, Kihei, HI 96753

Last Sold Summary
- 6 Days On Market
Last Listing Agent Patrick Franta Coldwell Banker Island Prop(S)

/49
$3,950,000

$200K PRICE DROP
- 2 Beds
- 2 Baths
- 1,600 Sq Ft
4850 Makena Alanui Unit C106, Kihei, HI 96753

Enjoy breathtaking unobstructed ocean, neighbor island, and sunset views from the living area, the kitchen, and the spacious lanai of this extra-large, elegantly renovated, two-bedroom, two-bath Makena Surf condo! This 1,600 square foot condo feels even larger thanks to the high ceilings, and central air-conditioning and the C-building's concrete construction provides its occupants with a

Jeff Simon Hawaii Life (W)

4850 Makena Alanui Unit C106, Kihei, HI 96753
/34
$578,800

Sold Aug 14, 2025

160 Keonekai Rd Unit 9-102, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 750 Sq Ft
- Built 1992
Last Sold Summary
- 21% Below List Price
- $772/SF
- 203 Days On Market
Current Estimated Value $534,908

Last Listing Agent Kirstin Shipe Whalers Investment Group LLC

160 Keonekai Rd Unit 9-102, Kihei, HI 96753

/50
Est $798,445

Not Listed For Sale

2653 S Kihei Rd Unit 201, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 890 Sq Ft
- Built 1974
2653 S Kihei Rd Unit 201, Kihei, HI 96753

Last Sold Summary
- 117 Days On Market
Last Listing Agent Erica Haleakala Hawaii Life (W)

/43
$575,000

$50K PRICE DROP
- 1 Bed
- 2 Baths
- 818 Sq Ft
2695 S Kihei Rd Unit 7-108, Kihei, HI 96753

Tastefully furnished and updated with tiled floors in the kitchen, hallway and living room, updated bathrooms, close proximity to the pool, everything a visitor needs to make their stay memorable. Kamaole Sands offers some of the finest amenities in South Maui. Beautiful swimming pool, baby pool, 2 hot tubs, ping pong, foosball, tennis & pickleball courts and a workout room are just a few of

Roger Pleski Coldwell Banker Island Prop(S)

2695 S Kihei Rd Unit 7-108, Kihei, HI 96753
/48
$6,950,000

Sold Jul 24, 2026

4000 Wailea Alanui Dr Unit 1103, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 2,163 Sq Ft
- Built 1987
Last Sold Summary
- 7% Below List Price
- $3,213/SF
- 31 Days On Market
Current Estimated Value $7,280,412

Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC

4000 Wailea Alanui Dr Unit 1103, Kihei, HI 96753

/38
Est $812,052

Not Listed For Sale

2619 S Kihei Rd Unit B512, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,048 Sq Ft
- Built 1974
2619 S Kihei Rd Unit B512, Kihei, HI 96753

Last Sold Summary
- 0 Days On Market
Last Listing Agent Chana Boone The Agency Maui

/34
$1,030,000

Pending
- 3 Beds
- 2 Baths
- 1,432 Sq Ft
2860 Ohina St, Kihei, HI 96753

Located toward the top of Keonekai Road near the end of a quiet street in South Kihei, this 3 bed, 2 bath home offers an excellent opportunity to update and make it your own. Just blocks from Kamaole Beach Parks II & III and minutes from Kamali'i Elementary School, shops, dining, and a popular dog-friendly park. The home features ocean and mountain views from the back lanai, along with

Christopher Barca Compass-W

2860 Ohina St, Kihei, HI 96753
/26
$550,000

Sold Dec 12, 2025

160 Keonekai Rd Unit 7-101, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 750 Sq Ft
- Built 1992
Last Sold Summary
- 4% Below List Price
- $733/SF
- 25 Days On Market
Current Estimated Value $537,574

Last Listing Agent Austin MacArthur Hawaii Life (W)

160 Keonekai Rd Unit 7-101, Kihei, HI 96753

/28
Est $789,978

Not Listed For Sale

2619 S Kihei Rd Unit B402, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,048 Sq Ft
- Built 1974
2619 S Kihei Rd Unit B402, Kihei, HI 96753

Last Sold Summary
- 40 Days On Market
Last Listing Agent Valkyrie Smith AA Oceanfront Rentals & Sales

/23
$1,295,000
- 2 Beds
- 2 Baths
- 949 Sq Ft
3950 Kalai Waa St Unit R102, Kihei, HI 96753

Welcome to this beautiful 2-bedroom, 2-bathroom condo at Wailea Fairway Villas, offered fully furnished and move-in ready. Enjoy breathtaking ocean views and spectacular Maui sunsets from the comfort of your own home. Residents enjoy exceptional amenities, including a clubhouse with a fitness center, swimming pool, hot tub, barbecue area, outdoor dining space, and event room. Ideally located in

Bob Cella Coldwell Banker Island Prop-Ku

3950 Kalai Waa St Unit R102, Kihei, HI 96753
/2
$1,375,000

Sold Jun 30, 2026

380 Kualono Place Unit 80, Kihei, HI 96753
- 3 Beds
- 4 Baths
- 3,020 Sq Ft
- Built 1995
Last Sold Summary
- $455/SF
- 0 Days On Market
Last Listing Agent Mark Harbison Coldwell Banker Island Prop(S)

380 Kualono Place Unit 80, Kihei, HI 96753

/36
Est $720,863

Not Listed For Sale

2619 S Kihei Rd Unit B204, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 108,900 Sq Ft
- Built 1974
2619 S Kihei Rd Unit B204, Kihei, HI 96753

Last Sold Summary
- 10 Days On Market
Last Listing Agent Gary Mooers Coldwell Banker Island Prop(S)

/46
$3,200,000
- 2 Beds
- 2 Baths
- 1,536 Sq Ft
3600 Wailea Alanui Dr Unit 2109, Kihei, HI 96753

Wailea Elua beachfront estate on the famed Ulua Beach with endless ocean vistas. Spacious, quiet and private - this upgraded Wailea Elua gem is located at the top of this luxurious and amenity-rich resort community. Wailea Elua is ideally located for fun in the sun. VIP front row seats await you at the Wailea Elua beachfront pool deck with direct access to the Wailea Oceanfront Beach Path, a

Geoffrey Cook Century 21 Island Homes

3600 Wailea Alanui Dr Unit 2109, Kihei, HI 96753
/49
$2,800,000

Sold Feb 09, 2026

52 Kai Malu Dr Unit 202 (9D), Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,374 Sq Ft
- Built 2024
Last Sold Summary
- 10% Below List Price
- $2,038/SF
- 57 Days On Market
Last Listing Agent Carla Lorimor Polaris Pacific

52 Kai Malu Dr Unit 202 (9D), Kihei, HI 96753

/45
Est $803,900

Not Listed For Sale

2619 S Kihei Rd Unit A312, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 108,900 Sq Ft
- Built 1974
2619 S Kihei Rd Unit A312, Kihei, HI 96753

Last Sold Summary
- 3 Days On Market
Last Listing Agent Gary Mooers Coldwell Banker Island Prop(S)

/32
$24,500,000

$3M PRICE DROP
- 5 Beds
- 6 Baths
- 7,244 Sq Ft
3254 S Kihei Rd, Kihei, HI 96753

Experience the pinnacle of oceanfront luxury in this stunning, 5 bedroom, 5 bath, plus 2 half bath, 7,244 sq. ft. home estate. This over a half-acre property is located within the ideal stretch of Keawakapu Beach, offering unparalleled access to Maui’s most coveted shoreline. This architectural triumph blends contemporary elegance and convenience with the island’s natural beauty, creating a

David Richardson Hawaii Life (W)

3254 S Kihei Rd, Kihei, HI 96753
/34
$1,255,079

Sold May 18, 2026

298 Ohina Place Unit 298 Ohina Place, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 1,588 Sq Ft
- Built 1983
Last Sold Summary
- 10% Below List Price
- $790/SF
- 27 Days On Market
Current Estimated Value $1,310,841

Last Listing Agent Kale Boverman Big Wave Realty LLC

298 Ohina Place Unit 298 Ohina Place, Kihei, HI 96753

/47
Est $849,518

Not Listed For Sale

2619 S Kihei Rd Unit A101, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,048 Sq Ft
- Built 1974
2619 S Kihei Rd Unit A101, Kihei, HI 96753

Last Sold Summary
- 110 Days On Market
Last Listing Agent Darla Phillips eXp Realty

/50
$3,878,000
- 3 Beds
- 3 Baths
- 1,742 Sq Ft
78 Kai Malu Dr Unit 101 (14A), Kihei, HI 96753

La'i Loa: Where Elevated Design Meets the Spirit of Wailea THIS UNIT IS AVAILABLE TO VIEW FOR PRIVATE SHOWINGS! There are homes that offer a view, and there are homes that make the view part of your everyday life. From this beautifully positioned residence at La'i Loa, the Pacific stretches across the horizon, with expansive ocean vistas, neighboring islands, and Maui's legendary sunsets creating

Amanda Cooper Keller Williams Realty Maui-Ka

78 Kai Malu Dr Unit 101 (14A), Kihei, HI 96753

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Wailea, HI Homes

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