Wailea, HI Homes

/37
$549,000

$31K PRICE DROP
- 2 Beds
- 2 Baths
- 750 Sq Ft
160 Keonekai Rd Unit 22-201, Kihei, HI 96753

Sought after second floor corner unit at Keonekai Villages! This special home has small ocean views from living room and both bedrooms. This 2 bed, 1.5 bath condo stands out in a beautiful location, located in front of dog park. The layout provides ease and comfort with expansive views. It boasts a recently renovated kitchen and bath. This unit has two deeded parking stalls. Keonekai Villages is

Robin Bartholomew Kokua Realty LLC

160 Keonekai Rd Unit 22-201, Kihei, HI 96753
/50
$3,850,000

Sold Oct 30, 2025

66 Kai Malu Dr Unit 201 (12C), Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,742 Sq Ft
- Built 2024
Last Sold Summary
- 7% Below List Price
- $2,210/SF
- 78 Days On Market
Last Listing Agent Carla Lorimor Polaris Pacific

66 Kai Malu Dr Unit 201 (12C), Kihei, HI 96753

/36
Est $2,451,321

Not Listed For Sale

4000 Wailea Alanui Dr Unit 3403, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,401 Sq Ft
- Built 1987
4000 Wailea Alanui Dr Unit 3403, Kihei, HI 96753

Last Sold Summary
- 443 Days On Market

/44
$4,650,000
- 2 Beds
- 2 Baths
- 1,510 Sq Ft
4850 Makena Alanui Unit B103, Kihei, HI 96753

Welcome to one of the most coveted locations at Makena Surf - B103 - a spectacular two-bedroom, two-bath, 1,510 square foot, ground floor unit sitting just above the sand on one of Maui's most beautiful and secluded beaches, providing an exceptional blend of privacy, security, and natural beauty! This highly desired unit in this gated community offers breathtaking ocean views that stretch across

Jeff Simon Hawaii Life (W)

4850 Makena Alanui Unit B103, Kihei, HI 96753
/50
$4,500,000

Sold Feb 11, 2026

3100 Wailea Alanui Dr Unit 12, Kihei, HI 96753
- 3 Beds
- 4 Baths
- 2,386 Sq Ft
- Built 2008
Last Sold Summary
- $1,886/SF
- 0 Days On Market
Current Estimated Value $4,477,194

Last Listing Agent Addie Heiner Coldwell Banker Island Prop-Ku

3100 Wailea Alanui Dr Unit 12, Kihei, HI 96753

/49
Est $4,275,177

Not Listed For Sale

4000 Wailea Alanui Dr Unit 2804, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,923 Sq Ft
- Built 1987
4000 Wailea Alanui Dr Unit 2804, Kihei, HI 96753

Last Sold Summary
- 127 Days On Market

/44
$4,895,000

$530K PRICE DROP
- 3 Beds
- 4 Baths
- 4,355 Sq Ft
3943 Wailea Ekolu Place, Kihei, HI 96753

A TIMELESS, light-filled OCEAN VIEW residence designed for indoor/outdoor Maui living, this ELEGANT 3-bedroom plus office (possible 4th bedroom) & add'l den, 4-bath home (approx. 4,355 sq. ft.) welcomes you with a stately sense of arrival with soaring ceilings and beautifully crafted ARCHITECTURAL detail. Arched mahogany-and-glass entry doors, keystoned with African Wenge accents, open to a GRAND

Robbie Dein Maui Real Estate Advisors LLC

3943 Wailea Ekolu Place, Kihei, HI 96753
/50
$1,750,000

Sold Jul 25, 2025

87 Poailani Place Unit 17, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 2,229 Sq Ft
- Built 2006
Last Sold Summary
- 26% Below List Price
- $785/SF
- 247 Days On Market
Current Estimated Value $1,706,508

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

87 Poailani Place Unit 17, Kihei, HI 96753

/43
Est $3,239,679

Not Listed For Sale

4000 Wailea Alanui Dr Unit 2103, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,558 Sq Ft
- Built 1987
4000 Wailea Alanui Dr Unit 2103, Kihei, HI 96753

Last Sold Summary
- 32 Days On Market

/50
$1,495,000

Open Sun 1PM - 4PM
- 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
$1,890,000

Sold Jul 23, 2025

67 Wailea Gateway Place Unit 6-203, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,241 Sq Ft
- Built 2018
Last Sold Summary
- 18% Below List Price
- $1,523/SF
- 11 Days On Market
Current Estimated Value $1,914,459

Last Listing Agent Deborah Vial Keller Williams Realty Maui-Ka

67 Wailea Gateway Place Unit 6-203, Kihei, HI 96753

/42
Est $3,275,953

Not Listed For Sale

4000 Wailea Alanui Dr Unit 2004, Kihei, HI 96753
- 2 Beds
- 3 Baths
- 1,732 Sq Ft
- Built 1987
4000 Wailea Alanui Dr Unit 2004, Kihei, HI 96753

Last Sold Summary
- 323 Days On Market

/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
/29
$624,000

Sold Mar 27, 2026

160 Keonekai Rd Unit 8-101, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 750 Sq Ft
- Built 1992
Last Sold Summary
- $832/SF
- 2 Days On Market
Current Estimated Value $604,459

Last Listing Agent Donna Butterfield Coldwell Banker Island Prop(S)

160 Keonekai Rd Unit 8-101, Kihei, HI 96753

/48
Est $5,391,071

Not Listed For Sale

216 Pahi Place, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 3,198 Sq Ft
- Built 1988
216 Pahi Place, Kihei, HI 96753

Last Sold Summary
- 77 Days On Market

/35
$1,498,000

$171K 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
/50
$9,000,000

Sold Mar 30, 2026

4850 Makena Alanui Unit A-103, Kihei, HI 96753
- 3 Beds
- 4 Baths
- 3,415 Sq Ft
- Built 1989
Last Sold Summary
- 25% Below List Price
- $2,635/SF
- 96 Days On Market
Current Estimated Value $8,434,098

Last Listing Agent Nancy Beebe Hawaii Life (W)

4850 Makena Alanui Unit A-103, Kihei, HI 96753

/48
Est $2,497,964

Not Listed For Sale

3230 Pikai Way, Kihei, HI 96753
- 3 Beds
- 3.5 Baths
- 2,612 Sq Ft
- Built 1982
3230 Pikai Way, Kihei, HI 96753

Last Sold Summary
- 13 Days On Market

/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
/35
$925,000

Sold Jan 02, 2026

3200 Wailea Alanui Dr Unit 1803, Kihei, HI 96753
- 1 Bed
- 2 Baths
- 1,022 Sq Ft
- Built 1992
Last Sold Summary
- 5% Below List Price
- $905/SF
- 130 Days On Market
Current Estimated Value $1,204,580

Last Listing Agent Katherine Bryndle Berkshire Hathaway Maui Prop-W

3200 Wailea Alanui Dr Unit 1803, Kihei, HI 96753

/30
Est $2,379,933

Not Listed For Sale

79 Pukolu Place, Kihei, HI 96753
- 3 Beds
- 4 Baths
- 2,109 Sq Ft
- Built 1986
79 Pukolu Place, Kihei, HI 96753

Last Sold Summary
- 322 Days On Market

/37
$635,000

Pending
- 2 Beds
- 2 Baths
- 756 Sq Ft
160 Keonekai Rd Unit 27-103, Kihei, HI 96753

Welcome to this beautifully upgraded ground-floor 2-bedroom, 2-bath condominium in the highly desirable Keonekai Villages. A must see! This unit has been Owner occupied, loved and cared for over many years. The private, shaded location within the complex offers a cool and comfortable setting. Numerous upgrades include Quartz countertops in the kitchen and bathrooms, all appliances, a gorgeous

Vanessa Schwabenland Kokua Realty LLC

160 Keonekai Rd Unit 27-103, Kihei, HI 96753
/50
$2,202,022

Sold Oct 08, 2025

736 Mililani Place, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 2,000 Sq Ft
- Built 1999
Last Sold Summary
- 37% Below List Price
- $1,101/SF
- 289 Days On Market
Current Estimated Value $2,127,030

Last Listing Agent Steve Landin Keller Williams Realty Maui-Ka

736 Mililani Place, Kihei, HI 96753

/34
Est $2,148,964

Not Listed For Sale

21 Waikai St, Kihei, HI 96753
- 3 Beds
- 4 Baths
- 2,210 Sq Ft
- Built 1989
21 Waikai St, Kihei, HI 96753

Last Sold Summary
- 50 Days On Market

/38
$559,000

$41K PRICE DROP Pending
- 2 Beds
- 2 Baths
- 750 Sq Ft
160 Keonekai Rd Unit 8-102, Kihei, HI 96753

Experience the perfect blend of comfort, style, and island living in this beautifully remodeled ground-floor residence at Keonekai Villages. This move-in-ready 2-bedroom, 1.5-bath home has been thoughtfully updated throughout, offering modern finishes and exceptional indoor-outdoor living. The open-concept floor plan creates a seamless flow between the kitchen, living area, lanai, and private

Nathan Moore Kumulani Vacations&Realty

160 Keonekai Rd Unit 8-102, Kihei, HI 96753
/34
$475,000

Sold Dec 10, 2025

160 Keonekai Rd Unit 18-204, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 750 Sq Ft
- Built 1992
Last Sold Summary
- 9% Below List Price
- $633/SF
- 83 Days On Market
Current Estimated Value $483,292

Last Listing Agent Sara Fox Keller Williams Realty Maui-Ki

160 Keonekai Rd Unit 18-204, Kihei, HI 96753

/41
Est $2,340,351

Not Listed For Sale

1001 Kupulau Dr, Kihei, HI 96753
- 4 Beds
- 4 Baths
- 3,062 Sq Ft
- Built 1978
1001 Kupulau Dr, Kihei, HI 96753

Last Sold Summary
- 273 Days On Market

/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
/38
$509,000

Sold Jan 09, 2026

2747 S Kihei Rd Unit B101, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 719 Sq Ft
- Built 1992
Last Sold Summary
- 4% Below List Price
- $708/SF
- 45 Days On Market
Current Estimated Value $493,933

Last Listing Agent Kelly Swanson Compass-W

2747 S Kihei Rd Unit B101, Kihei, HI 96753

/30
Est $2,381,601

Not Listed For Sale

1108 Kupulau Dr, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 2,820 Sq Ft
- Built 1975
1108 Kupulau Dr, Kihei, HI 96753

Last Sold Summary
- 119 Days On Market

/47
$930,000
- 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
$2,750,000

Sold Oct 01, 2025

333 Kai Malu Place Unit 58A, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,796 Sq Ft
- Built 2007
Last Sold Summary
- 13% Below List Price
- $1,531/SF
- 159 Days On Market
Current Estimated Value $2,647,641

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

333 Kai Malu Place Unit 58A, Kihei, HI 96753

/50
Est $2,051,678

Not Listed For Sale

754 Kumulani Dr, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 1,964 Sq Ft
- Built 1976
754 Kumulani Dr, Kihei, HI 96753

Last Sold Summary
- 63 Days On Market

/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
/44
$1,875,000

Sold Nov 21, 2025

147 Ponana St, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 1,988 Sq Ft
- Built 1996
Last Sold Summary
- 4% Below List Price
- $943/SF
- 4 Days On Market
Current Estimated Value $1,847,720

Last Listing Agent Jean Keating Coldwell Banker Island Prop-Ku

147 Ponana St, Kihei, HI 96753

/50
Est $2,606,382

Not Listed For Sale

595 Kupulau Dr, Kihei, HI 96753
- 4 Beds
- 4 Baths
- 3,128 Sq Ft
- Built 1974
595 Kupulau Dr, Kihei, HI 96753

Last Sold Summary
- 11 Days On Market

/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
/30
$12,900,000

Sold Aug 22, 2025

4000 Wailea Alanui Dr Unit 102, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 3,850 Sq Ft
- Built 1986
Last Sold Summary
- 11% Below List Price
- $3,351/SF
- 260 Days On Market
Current Estimated Value $9,086,824

Last Listing Agent Dave Wagner Wailea Point Realty, Inc.

4000 Wailea Alanui Dr Unit 102, Kihei, HI 96753

/30
Est $2,085,742

Not Listed For Sale

535 Kupulau Dr, Kihei, HI 96753
- 4 Beds
- 3 Baths
- 2,904 Sq Ft
- Built 1974
535 Kupulau Dr, Kihei, HI 96753

Last Sold Summary
- 112 Days On Market

/50
$1,150,000
- 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

Showing Results 441 - 480, Page 12 of 18

Hawaii Maui County Wailea

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Wailea, HI Homes

Real Estate & Homes