Wailea, HI Homes

/44
$4,795,000

$630K PRICE DROP
- 3 Beds
- 4 Baths
- 4,355 Sq Ft
3943 Wailea Ekolu Place, Kihei, HI 96753

3943 Wailea Ekolu is one of Wailea Golf Estates' most distinctive ocean-view Residences, offering Panoramic Ocean, Outer-Island & Mountain Views, Estate-Scale Living, Timeless Architectural Character, and a Premier Golf-Frontage Setting. Encompassing approximately 4,355 square feet, this expansive residence features 3 bedrooms, an office/den, 4 full bathrooms, a spacious great room, and an

Robbie Dein Maui Real Estate Advisors LLC

3943 Wailea Ekolu Place, Kihei, HI 96753
/50
$1,440,000

Sold Apr 20, 2026

235 Keonekai Rd, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,832 Sq Ft
- Built 1994
Last Sold Summary
- 4% Below List Price
- $786/SF
- 96 Days On Market
Current Estimated Value $1,511,773

Last Listing Agent Gail Swanson Hawaiian Style Realty LLC

235 Keonekai Rd, Kihei, HI 96753

/50
Est $2,957,181

Not Listed For Sale

332 Pualoa Nani Place, Kihei, HI 96753
- 4 Beds
- 3 Baths
- 2,488 Sq Ft
- Built 2004
332 Pualoa Nani Place, Kihei, HI 96753

Last Sold Summary
- 168 Days On Market
Last Listing Agent Dale Richardson Hawaii Life (W)

/50
$1,495,000

Pending
- 2 Beds
- 2 Baths
- 1,299 Sq Ft
3200 Wailea Alanui Dr Unit 1606, Kihei, HI 96753

Nestled in one of Wailea's most desirable locations, this exceptional two-bedroom, two-bath residence offers 1,299 sq ft (interior) of thoughtfully redesigned living space where elevated design meets the relaxed elegance of Maui living. Enjoy captivating views of the Pacific Ocean and the West Maui Mountains from a peaceful setting just moments from Keawakapu Beach and a short stroll to The Shops

Carol Russell Engel & Volkers Maui

3200 Wailea Alanui Dr Unit 1606, Kihei, HI 96753
/39
$880,000

Sold Nov 07, 2025

2695 S Kihei Rd Unit 4408, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,188 Sq Ft
- Built 1983
Last Sold Summary
- 20% Below List Price
- $741/SF
- 159 Days On Market
Last Listing Agent Linda Bordingnon Coldwell Banker Island Prop(S)

2695 S Kihei Rd Unit 4408, Kihei, HI 96753

/50
Est $3,211,135

Not Listed For Sale

340 Pualoa Nani Place, Kihei, HI 96753
- 3 Beds
- 4 Baths
- 2,213 Sq Ft
- Built 2000
340 Pualoa Nani Place, Kihei, HI 96753

Last Sold Summary
- 71 Days On Market
Last Listing Agent Dale Richardson Hawaii Life (W)

/50
$555,000
- 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 #409813. This beautifully renovated, fully furnished 2-bedroom, 2-bath beachfront condominium at Mana Kai Maui is offering a deeded 1/4 fractional ownership interest (maintaining compliance with HRS 514E), giving you three months (91 days spanning 1/31 to 3/31, and 7/1 to 7/31) of high-season and summer use in one of

Don McEntire McEntire Realty

2960 S Kihei Rd Unit 215, Kihei, HI 96753
/25
$1,765,000

Sold Jun 25, 2026

161 Wailea Ike Place Unit C204, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,910 Sq Ft
- Built 2007
Last Sold Summary
- 26% Below List Price
- $924/SF
- 181 Days On Market
Current Estimated Value $1,997,979

Last Listing Agent Evelyn Jaramillo Coldwell Banker Island Prop(P)

161 Wailea Ike Place Unit C204, Kihei, HI 96753

/48
Est $2,634,156

Not Listed For Sale

321 Pualoa Nani Place, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 2,804 Sq Ft
- Built 2000
321 Pualoa Nani Place, Kihei, HI 96753

Last Sold Summary
- 71 Days On Market
Last Listing Agent Leslie-Ann Yokouchi Compass-W

/35
$1,475,000

$194K PRICE DROP
- 2 Beds
- 2 Baths
- 1,071 Sq Ft
10 Wailea Ekolu Place Unit 105, Kihei, HI 96753

Welcome to Wailea Ekolu 105. Easy access to this beautifully remodeled luxury ground floor 2B/2B unit. Condo enjoys the luxury of panoramic ocean and outer island views from one end of the condo, through the living room, kitchen and master bedroom lanai. Thought, care and expert design principles were incorporated into this sleek renovated interior giving a nod to a mid-century modern vibe.

Michele White Coldwell Banker Island Prop(S)

10 Wailea Ekolu Place Unit 105, Kihei, HI 96753
/33
$627,500

Sold Jul 09, 2026

2695 S Kihei Rd Unit 7-104, Kihei, HI 96753
- 1 Bed
- 2 Baths
- 818 Sq Ft
- Built 1983
Last Sold Summary
- 30% Below List Price
- $767/SF
- 117 Days On Market
Last Listing Agent Justin Shaw Berkshire Hathaway Maui Prop-L

2695 S Kihei Rd Unit 7-104, Kihei, HI 96753

/50
Est $2,498,872

Not Listed For Sale

3105 N Noho Loihi Way, Kihei, HI 96753
- 4 Beds
- 4 Baths
- 2,433 Sq Ft
- Built 2005
3105 N Noho Loihi Way, Kihei, HI 96753

Last Sold Summary
- 77 Days On Market
Last Listing Agent Pamela Reader Hawaii Life (KAP)

/50
$1,245,000

$105K PRICE DROP
- 1 Bed
- 2 Baths
- 969 Sq Ft
3300 Wailea Alanui Dr Unit 41B, Kihei, HI 96753

Located in the heart of Wailea, this beautifully maintained 1-bedroom, 2-bathroom ground-floor unit offers the perfect blend of comfort, privacy, and convenience. Situated within the highly sought-after Wailea Ekahi Village, Unit 41B is just a short distance to world-class beaches, oceanfront paths, and all the luxury amenities Wailea has to offer. This unit offers an exceptional blend of refined

Todd Hudson Keller Williams Realty Maui-Ki

3300 Wailea Alanui Dr Unit 41B, Kihei, HI 96753
/49
$899,000

Sold Oct 13, 2025

3300 Wailea Alanui Dr Unit 3D, Kihei, HI 96753
- 1 Bath
- 484 Sq Ft
- Built 1976
Last Sold Summary
- 10% Below List Price
- $1,857/SF
- 160 Days On Market
Current Estimated Value $882,481

Last Listing Agent Bradley MacArthur Hawaii Life (W)

3300 Wailea Alanui Dr Unit 3D, Kihei, HI 96753

/50
Est $4,356,196

Not Listed For Sale

4361 E Waiola Loop, Kihei, HI 96753
- 4 Beds
- 5 Baths
- 3,693 Sq Ft
- Built 2007
4361 E Waiola Loop, Kihei, HI 96753

Last Sold Summary
- 2 Days On Market
Last Listing Agent Paul Ferrall Coldwell Banker Island Prop-Ku

/31
$1,299,000
- 1 Bed
- 1 Bath
- 950 Sq Ft
3330 Kehala Dr, Kihei, HI 96753

3330 Kehala Drive presents a unique opportunity in Maui Meadows with endless possibilities on one of the largest lots in the community. Spanning over a half acre, this property offers exceptional space, privacy, and flexibility in one of South Maui’s most desirable neighborhoods. Mature tropical landscaping and a serene, park-like setting create the ideal backdrop for creating your dream estate.

Dano Sayles Coldwell Banker Island Prop(S)

3330 Kehala Dr, Kihei, HI 96753
/19
$790,000

Sold Jul 09, 2026

2936 S Kihei Rd Unit 311, Kihei, HI 96753
- 1 Bed
- 2 Baths
- 680 Sq Ft
- Built 1975
Last Sold Summary
- 12% Below List Price
- $1,162/SF
- 73 Days On Market
Current Estimated Value $1,052,457

Last Listing Agent Debra Merle Island Sotheby's International Realty(M)

2936 S Kihei Rd Unit 311, Kihei, HI 96753

/50
Est $4,536,700

Not Listed For Sale

137 Manalo St, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 3,136 Sq Ft
- Built 2005
137 Manalo St, Kihei, HI 96753

Last Sold Summary
- 39 Days On Market
Last Listing Agent Bradley MacArthur Hawaii Life (W)

/11
$34,000,000

$1M PRICE DROP
- 4 Beds
- 6 Baths
- 7,498 Sq Ft
18 Maluaka Place Unit 1, Wailea, HI 96753

Discover a rare chance to create your legacy in Maluaka Estates, an intimate, private gated enclave of only 13 custom estates in the heart of Makena. Just moments from the golden sands of Maluaka Beach and adjacent to the world-class amenities of the Makena Golf & Beach Club, this exclusive homesite offers an unparalleled blend of luxury, privacy, and island living. More than a homesite, this is

Robert Merriman Discovery Makena Realty LLC

18 Maluaka Place Unit 1, Wailea, HI 96753
/50
$582,000

Sold Apr 14, 2026

160 Keonekai Rd Unit 8-103, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 750 Sq Ft
- Built 1992
Last Sold Summary
- 8% Below List Price
- $776/SF
- 108 Days On Market
Current Estimated Value $571,408

Last Listing Agent Todd Hudson Keller Williams Realty Maui-Ki

160 Keonekai Rd Unit 8-103, Kihei, HI 96753

/50
Est $5,457,486

Not Listed For Sale

4342 W Waiola St, Kihei, HI 96753
- 4 Beds
- 5 Baths
- 3,857 Sq Ft
- Built 2005
4342 W Waiola St, Kihei, HI 96753

Last Sold Summary
- 240 Days On Market
Last Listing Agent Bradley MacArthur Hawaii Life (W)

/47
$899,000

$31K PRICE DROP
- 2 Beds
- 2 Baths
- 1,052 Sq Ft
2777 S Kihei Rd Unit 209, Kihei, HI 96753

Remote workers and semi-retirees eyeing an escape from the mainland will find a lot to like in F209 at Maui Kamaole. Both the upstairs primary bedroom and the main floor guest bedroom look out toward Haleakala volcano, and with Hawaii running behind the mainland, early mornings come with a front-row seat to the sunrise over the mountain that most people only see on vacation. The guest bedroom

Scott Catton eXp Realty

2777 S Kihei Rd Unit 209, Kihei, HI 96753
/50
$1,200,000

Sold Oct 10, 2025

3267 Akala Dr, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 837 Sq Ft
- Built 2020
Last Sold Summary
- 8% Below List Price
- $1,434/SF
- 35 Days On Market
Last Listing Agent Alana Rucynski Hawaii Life (W)

3267 Akala Dr, Kihei, HI 96753

/40
Est $3,545,327

Not Listed For Sale

195 E Ikea Kai Place, Kihei, HI 96753
- 4 Beds
- 5 Baths
- 2,851 Sq Ft
- Built 2005
195 E Ikea Kai Place, Kihei, HI 96753

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

/9
$675,000

$110K PRICE DROP
- Land
- 13,313 Sq Ft
- $2,208,430 per Acre
700 Kupulau Dr Unit A, Kihei, HI 96753

Build your dream home in the tranquil oasis of Maui Meadows. This desirable lot allows for a main dwelling and two car garage with convenient access from Keha Drive. Design your custom home to capture beautiful ocean views from a future second story. Maui Meadows is one of South Maui’s sought-after neighborhoods, loved for its peaceful setting on the gentle lower slopes of Haleakala and it’s

Napua Banks Island Sotheby's International Realty(W)

700 Kupulau Dr Unit A, Kihei, HI 96753
/35
$585,000

Sold May 29, 2026

2653 S Kihei Rd Unit 212, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 890 Sq Ft
- Built 1974
Last Sold Summary
- 15% Below List Price
- $657/SF
- 54 Days On Market
Current Estimated Value $712,878

Last Listing Agent Sara Fox Keller Williams Realty Maui-Ki

2653 S Kihei Rd Unit 212, Kihei, HI 96753

/50
Est $3,350,908

Not Listed For Sale

171 W Ikea Kai Place, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 3,117 Sq Ft
- Built 2018
171 W Ikea Kai Place, Kihei, HI 96753

Last Sold Summary
- 169 Days On Market
Last Listing Agent Tom Tezak Hawaii Life (W)

/9
$595,000

$30K PRICE DROP
- Land
- 7,376 Sq Ft
- $3,513,392 per Acre
700 Kupulau Dr Unit C, Kihei, HI 96753

An affordable way to build in Maui Meadows! With access from Kupulau Drive, Unit C offers one a great opportunity to design and build your 840 square foot home with a 2 car enclosed garage along with covered and uncovered lanai’s. Unit C consists of 7,377 square feet of land and is part of a three unit CPR. Unit C is regulated to a single story house and a two car garage. A new shared septic

Napua Banks Island Sotheby's International Realty(W)

700 Kupulau Dr Unit C, Kihei, HI 96753
/50
$3,500,000

Sold Jun 03, 2026

347 Kualono Place, Kihei, HI 96753
- 4 Beds
- 4 Baths
- 3,007 Sq Ft
- Built 1997
Last Sold Summary
- 13% Above List Price
- $1,164/SF
- 5 Days On Market
Current Estimated Value $3,355,913

Last Listing Agent Bradley MacArthur Hawaii Life (W)

347 Kualono Place, Kihei, HI 96753

/50
Est $2,220,787

Not Listed For Sale

166 Heleuma Place, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 2,056 Sq Ft
- Built 1988
166 Heleuma Place, Kihei, HI 96753

Last Sold Summary
- 103 Days On Market
Last Listing Agent Christine Hamilton Coldwell Banker Island Prop(S)

/50
$1,075,000

$75K PRICE DROP
- 1 Bed
- 2 Baths
- 885 Sq Ft
3300 Wailea Alanui Dr Unit 37C, Kihei, HI 96753

Wailea Ekahi 37C is a beautifully updated ground-floor 1 bed / 2 bath condo in the highly desirable oceanfront Wailea Ekahi community. The 2019 remodel includes granite countertops, wood cabinetry, and tile floors throughout, creating a clean, modern, and low-maintenance interior. This garden-view residence offers excellent privacy and indoor-outdoor living with easy access to the lush tropical

Austin MacArthur Hawaii Life (W)

3300 Wailea Alanui Dr Unit 37C, Kihei, HI 96753
/34
$1,415,000

Sold Jan 13, 2026

262 Hapakolu Place, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 1,679 Sq Ft
- Built 1988
Last Sold Summary
- 9% Below List Price
- $843/SF
- 35 Days On Market
Current Estimated Value $1,389,573

Last Listing Agent Liza Rivera Keller Williams Realty Maui-Ki

262 Hapakolu Place, Kihei, HI 96753

/26
Est $4,956,060

Not Listed For Sale

182 Heleuma Place, Kihei, HI 96753
- 4 Beds
- 5 Baths
- 3,880 Sq Ft
- Built 2009
182 Heleuma Place, Kihei, HI 96753

Last Sold Summary
- 1 Day On Market
Last Listing Agent Kelly Anderson Coldwell Banker Island Prop(P)

/30
$1,325,000

$170K PRICE DROP
- 5 Beds
- 4 Baths
- 1,876 Sq Ft
2735 Panepoo St, Kihei, HI 96753

Located in the desirable Keonekai neighborhood of South Kihei, this beautifully maintained multi-unit property has a very flexible floor plan to host a large family and/or create a comfortable rental revenue stream. The upstairs level is a 3-bedroom/2-bath home with soaring vaulted open beam/wood ceilings, fresh paint, abundant natural light, beautiful woodwork, the space feels open, airy, and

David John Lansing PKR Realty

2735 Panepoo St, Kihei, HI 96753
/44
$3,950,000

Sold Jun 18, 2026

4850 Makena Alanui Unit F108, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,510 Sq Ft
- Built 1984
Last Sold Summary
- 23% Below List Price
- $2,616/SF
- 380 Days On Market
Current Estimated Value $3,986,042

Last Listing Agent Leslie Smith Hawaii Life (W)

4850 Makena Alanui Unit F108, Kihei, HI 96753

/49
Est $3,729,213

Not Listed For Sale

210 Heleuma Place, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 3,356 Sq Ft
- Built 1996
210 Heleuma Place, Kihei, HI 96753

Last Sold Summary
- 249 Days On Market
Last Listing Agent Diane Pool Hawaii Life (W)

/50
$5,000,000
- 4 Beds
- 4 Baths
- 3,447 Sq Ft
557 Kupulau Dr, Kihei, HI 96753

Welcome to the Resort in Maui Meadows — an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living converge in one of South Maui’s most coveted neighborhoods. Perfectly positioned above the coastline, this exceptional residence captures sweeping vistas stretching across the Pacific Ocean to the neighboring islands, creating a

Todd Hudson Keller Williams Realty Maui-Ki

557 Kupulau Dr, Kihei, HI 96753
/36
$1,745,000

Sold Feb 24, 2026

161 Wailea Ike Place Unit D201, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,616 Sq Ft
- Built 2007
Last Sold Summary
- 3% Below List Price
- $1,080/SF
- 37 Days On Market
Current Estimated Value $1,772,239

Last Listing Agent Josh Jerman Hawaii Life (W)

161 Wailea Ike Place Unit D201, Kihei, HI 96753

/47
Est $4,027,702

Not Listed For Sale

207 Heleuma Place, Kihei, HI 96753
- 4 Beds
- 5 Baths
- 4,035 Sq Ft
- Built 1994
207 Heleuma Place, Kihei, HI 96753

Last Sold Summary
- 94 Days On Market
Last Listing Agent Bruce Travis eXp Realty

/15
$525,000

$105K PRICE DROP Pending
- 1 Bed
- 2 Baths
- 818 Sq Ft
2695 S Kihei Rd Unit 7-107, Kihei, HI 96753

Desirable ground-floor 1BR/2BA condo in Kamaole Sands, offering a relaxed tropical garden setting ambiance. The spacious lanai provides seamless indoor-outdoor living and direct access to the resort’s lush landscaping and amenities. This unit is fully furnished and actively used as a short-term vacation rental, making it an excellent turnkey investment with strong income potential. Located

Hanako Hata Starts International Hawaii INC

2695 S Kihei Rd Unit 7-107, Kihei, HI 96753

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Wailea, HI Homes

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