Wailea, HI Homes

/49
$1,435,000
- 2 Beds
- 2 Baths
- 1,071 Sq Ft
10 Wailea Ekolu Place Unit 203, Kihei, HI 96753

Perfectly positioned in Wailea Ekolu! The incredible ground floor 2 Bedroom 2 Bath Vacation Rental in the Heart of Wailea you’ve been waiting for is here. Located in Building 2, you are steps away from the amazing Wailea Village Center with wonderful restaurants and shopping at your fingertips. This stunning condo offers ground floor convenience and features 2 spacious bedrooms and 2 full baths,

Dale Richardson Hawaii Life (W)

10 Wailea Ekolu Place Unit 203, Kihei, HI 96753
/30
$6,250 Per Month
- 3 Beds
- 2 Baths
- 1,796 Sq Ft
- Experience Elevated Island Living in Prestigious Kai Malu, Wailea.
319 Kai Malu Place, Kihei, HI 96753

Step into the epitome of upscale Maui living with this exquisite Kai Malu residence, featuring the highly sought-after Lewa floor plan. Abundantly furnished 3Bed/2.5 Bath tastefully appointed with central air conditioning and high-end furnishings, this home offers comfort, elegance, and sweeping ocean views. This particular unit has one of the most prime locations within the community.The

319 Kai Malu Place, Kihei, HI 96753
/49
$2,795,000 Sold Dec 24, 2025

371 Pualoa Nani Place Unit Lot 24, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 2,354 Sq Ft
- Built 2000
Last Sold Summary
- $1,187/SF
- 23 Days On Market
Current Estimated Value $2,734,240

Last Listing Agent Christine Warner Coldwell Banker Island Prop(S)

371 Pualoa Nani Place Unit Lot 24, Kihei, HI 96753

/32
Est $548,709 Not Listed For Sale

160 Keonekai Rd Unit 9-204, Kihei, HI 96753
- 2 Beds
- 1.5 Baths
- 673,002 Sq Ft
- Built 1992
160 Keonekai Rd Unit 9-204, Kihei, HI 96753

Last Sold Summary
- 17% Below List Price
- $1/SF
- 15 Days On Market
- Last Sold Price $658,000
- May 02, 2023
Last Listing Agent Susan Anton Equity One Real Estate Inc (M)

/32
$2,450,000 Pending
- 3 Beds
- 2 Baths
- 1,732 Sq Ft
20 Hoohale St, Kihei, HI 96753

20 Hoohale is a beautifully appointed single-story home in the sought-after Kilohana Ridge community, just moments from the world-renowned Keawakapu Beach. This 3-bed, 2-bath furnished residence sits at the end of a private driveway, creating a serene retreat with exceptional privacy! Enjoy the best of Maui living with a sparkling saltwater pool, outdoor shower, and a covered lanai ideal for

Andrea Olson Coldwell Banker Island Prop(S)

20 Hoohale St, Kihei, HI 96753
/24
$6,500 Per Month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Wailea Gateway
71 Wailea Gateway Place, Kihei, HI 96753

Welcome to Keala ‘O Wailea, a modern, premier condominium development in Wailea. Completed in 2018, this ground floor residence has stunning views of the Wailea Bay, Lanai, Kahoolawe, Molokini, and West Maui.The residence features 2 bedrooms, with peek a boo ocean views from the main living area and from the primary suite. Fully furnished with premium finishes, and full kitchen, the residence

71 Wailea Gateway Place, Kihei, HI 96753
/50
$2,235,000 Sold Dec 12, 2025

904 Kupulau Dr, Kihei, HI 96753
- 3 Beds
- 5 Baths
- 4,220 Sq Ft
- Built 1989
Last Sold Summary
- 26% Below List Price
- $530/SF
- 363 Days On Market
Current Estimated Value $3,078,447

Last Listing Agent Todd Hudson Keller Williams Realty Maui-Ki

904 Kupulau Dr, Kihei, HI 96753

/31
Not Listed For Sale

160 Keonekai Rd Unit 16-202, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 750 Sq Ft
- Built 1992
160 Keonekai Rd Unit 16-202, Kihei, HI 96753

Last Sold Summary
- $943/SF
- 3 Days On Market
- Last Sold Price $707,000
- Feb 20, 2024
Last Listing Agent Mateo Manzari Coldwell Banker Island Prop-Ku

/49
$1,530,000
- 2 Beds
- 2 Baths
- 1,071 Sq Ft
10 Wailea Ekolu Place Unit 308, Kihei, HI 96753

FRONT ROW, PRIME LOCATION. 180 DEGREE OCEAN VIEWS. Wailea Ekolu 308 delivers it all. Overlooking the Wailea Blue Golf Course affords more than beauty: it creates a buffer of open private space that enhances the pastoral view. Sunsets light the sky in a blazing symphony of colors and never cease to inspire. This spacious two-bedroom, two-bath residence is offered turnkey, furnished, and features

Robbie Dein Maui Real Estate Advisors LLC

10 Wailea Ekolu Place Unit 308, Kihei, HI 96753
/52
$11,500 Per Month
- 3 Beds
- 3 Baths
- 1,742 Sq Ft
- Wailea's newest development, La'i Loa, 3 bedroom / 3 bathroom Furnished & Fabulous - Fall/Winter ...
30 Kai Malu Dr Unit 101, Kihei, HI 96753

Introducing a rare opportunity at Wailea's newest development, La'i Loa. A serene brand new 3 bedroom / 3 bathroom retreat embracing island elegance with modern grace. The expansive sliding window wall in the great room offers generous indoor outdoor living with mesmerizing views from the ocean-facing lanai. This conveniently located villa offers everything you need for a gratifying lifestyle at

30 Kai Malu Dr Unit 101, Kihei, HI 96753
/50
$3,850,000 Sold Mar 27, 2026

52 Kai Malu Dr Unit 101 (9A), Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,742 Sq Ft
- Built 2024
Last Sold Summary
- $2,210/SF
- 0 Days On Market
Last Listing Agent Carla Lorimor Polaris Pacific

52 Kai Malu Dr Unit 101 (9A), Kihei, HI 96753

/32
Est $541,369 Not Listed For Sale

160 Keonekai Rd Unit 4-202, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 673,002 Sq Ft
- Built 1992
160 Keonekai Rd Unit 4-202, Kihei, HI 96753

Last Sold Summary
- 23% Below List Price
- $1/SF
- 21 Days On Market
- Last Sold Price $707,500
- Nov 02, 2023
Last Listing Agent Max Blair Coldwell Banker Island Prop(S)

/48
$6,400,000
- 3 Beds
- 3 Baths
- 1,961 Sq Ft
3800 Wailea Alanui Dr Unit 503, Kihei, HI 96753

Enormous Ocean and Outer Island Views from this stunning, rarely available TOP FLOOR 3bedroom/3bathroom fully furnished Penthouse at Wailea Beach Villas. A tranquil, remodeled, and spacious turnkey offering boasting dramatic views, seamless indoor and outdoor living on a large entertaining lanai and unique materials and upgrades throughout. The open kitchen is equipped with New granite

Meghan Clair Coldwell Banker Island Prop(S)

3800 Wailea Alanui Dr Unit 503, Kihei, HI 96753
/50
$4,600,000 Sold Feb 04, 2026

4400 Makena Rd Unit 604, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,303 Sq Ft
- Built 1981
Last Sold Summary
- 5% Below List Price
- $3,530/SF
- 68 Days On Market
Current Estimated Value $4,541,785

Last Listing Agent Patrick Franta Coldwell Banker Island Prop(S)

4400 Makena Rd Unit 604, Kihei, HI 96753

/49
Est $4,091,471 Not Listed For Sale

3100 Wailea Alanui Dr Unit 21, Kihei, HI 96753
- 3 Beds
- 4 Baths
- 2,386 Sq Ft
- Built 2008
3100 Wailea Alanui Dr Unit 21, Kihei, HI 96753

Last Sold Summary
- 2% Above List Price
- $1,676/SF
- 30 Days On Market
- Last Sold Price $4,000,000
- Feb 10, 2025
Last Listing Agent Peter Slate Coldwell Banker Island Prop(S)

/43
$685,000
- 1 Bed
- 1 Bath
- 778 Sq Ft
2737 S Kihei Rd Unit 142, Kihei, HI 96753

Hale Kamaole 142 is a beautifully remodeled ground floor 1-bedroom, 1-bath condo that delivers a fresh, modern beach vibe just steps from Kamaole Beach Park III and the upper pool. Come experience a true “WOW” with luxury furnishings, cool tile flooring, and a bright open-concept layout that feels larger than a typical one bedroom. The kitchen has been thoughtfully redesigned to create a more

Clint Hansen Maui Luxury Real Estate LLC

2737 S Kihei Rd Unit 142, Kihei, HI 96753
/38
$1,475,000 Sold May 08, 2026

3414 Keha Dr Unit B, Kihei, HI 96753
- 2 Beds
- 1 Bath
- 840 Sq Ft
- Built 2025
Last Sold Summary
- 8% Below List Price
- $1,756/SF
- 108 Days On Market
Last Listing Agent Patrick Franta Coldwell Banker Island Prop(S)

3414 Keha Dr Unit B, Kihei, HI 96753

/37
Not Listed For Sale

2695 S Kihei Rd Unit 5-313, Kihei, HI 96753
- 1 Bed
- 2 Baths
- 818 Sq Ft
- Built 1983
2695 S Kihei Rd Unit 5-313, Kihei, HI 96753

Last Sold Summary
- $886/SF
- 104 Days On Market
- Last Sold Price $725,000
- Sep 11, 2024
Last Listing Agent Alan Craig Coldwell Banker Island Prop-Ku

/50
$2,875,000
- 2 Beds
- 2 Baths
- 1,374 Sq Ft
60 Kai Malu Dr Unit 201 (11C), Kihei, HI 96753

The One You’ve Been Waiting For! This pristine, second floor 2 Bedroom 2 Bath unit in Wailea’s Newest Development has it all. This premium location provides you with amazing Ocean and Outer Island views with incredible sunsets and the indescribable joy of great whale watching from your new home. La’i Loa 11C features an open floor plan that sits wide to the view for maximum enjoyment throughout

Dale Richardson Hawaii Life (W)

60 Kai Malu Dr Unit 201 (11C), Kihei, HI 96753
/50
$1,550,000 Sold Nov 17, 2025

3950 Kalai Waa St Unit L101, Kihei, HI 96753
- 3 Beds
- 3 Baths
- 1,568 Sq Ft
- Built 1998
Last Sold Summary
- 22% Below List Price
- $989/SF
- 298 Days On Market
Current Estimated Value $1,563,818

Last Listing Agent Todd Hudson Keller Williams Realty Maui-Ki

3950 Kalai Waa St Unit L101, Kihei, HI 96753

/45
Est $590,235 Not Listed For Sale

160 Keonekai Rd Unit 10-104, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 750 Sq Ft
- Built 1992
160 Keonekai Rd Unit 10-104, Kihei, HI 96753

Last Sold Summary
- 25% Below List Price
- $1,053/SF
- 17 Days On Market
- Last Sold Price $790,000
- Mar 15, 2024
Last Listing Agent Dennis Rush Compass-W

/46
$17,950,000
- 4 Beds
- 5 Baths
- 4,328 Sq Ft
4950 Makena Rd Unit 8, Kihei, HI 96753

Nestled into a gated residential condominium community on Maui’s sun-drenched south shore, this 4-bedroom, 4.5-bath home provides over 4,300 sq.ft of interior space, beautifully renovated in 2024. This home offers stunning sunset views year-round. The updated kitchen has a substantial two-level island with Patagonia quartzite countertops and bar seating for six, with Leicht cabinetry, tile

Leslie Smith Hawaii Life (W)

4950 Makena Rd Unit 8, Kihei, HI 96753
/47
$2,395,000 Sold Mar 04, 2026

30 Hoawaa Way, Kihei, HI 96753
- 3 Beds
- 2 Baths
- 1,948 Sq Ft
- Built 1988
Last Sold Summary
- 11% Below List Price
- $1,229/SF
- 178 Days On Market
Current Estimated Value $2,418,006

Last Listing Agent Art Manzano eXp Realty

30 Hoawaa Way, Kihei, HI 96753

/50
Est $4,196,498 Not Listed For Sale

3100 Wailea Alanui Dr Unit 6, Kihei, HI 96753
- 3 Beds
- 4 Baths
- 2,386 Sq Ft
- Built 2008
3100 Wailea Alanui Dr Unit 6, Kihei, HI 96753

Last Sold Summary
- $1,760/SF
- 213 Days On Market
- Last Sold Price $4,200,000
- Jun 25, 2024
Last Listing Agent Dale Richardson Hawaii Life (W)

/35
$589,000 Pending
- 2 Beds
- 2 Baths
- 890 Sq Ft
2653 S Kihei Rd Unit 212, Kihei, HI 96753

Welcome to Maui Parkshore 212, an oceanview 2-bedroom, 2-bathroom vacation rental directly across from Kamaole Beach Park III. This tastefully designed condo features a sleek kitchen, vinyl plank flooring, and spacious bedrooms and bathrooms, creating the perfect retreat after a day of island adventures. With seamless indoor-outdoor living, you’ll soak in breathtaking sunsets over the Pacific,

Sara Fox Keller Williams Realty Maui-Ki

2653 S Kihei Rd Unit 212, Kihei, HI 96753
/50
$700,000 Sold Jun 13, 2025

2653 S Kihei Rd Unit 201, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 890 Sq Ft
- Built 1974
Last Sold Summary
- 20% Below List Price
- $787/SF
- 117 Days On Market
Current Estimated Value $748,217

Last Listing Agent Erica Haleakala Hawaii Life (W)

2653 S Kihei Rd Unit 201, Kihei, HI 96753

/50
Est $1,182,815 Not Listed For Sale

2757 S Kihei Rd Unit 702, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,251 Sq Ft
- Built 2023
2757 S Kihei Rd Unit 702, Kihei, HI 96753

Last Sold Summary
- 8% Above List Price
- $878/SF
- 3 Days On Market
- Last Sold Price $1,098,000
- Dec 18, 2024
Last Listing Agent Geoffrey Cook Century 21 Island Homes

/37
$1,550,000
- 2 Beds
- 2 Baths
- 1,194 Sq Ft
3200 Wailea Alanui Dr Unit 1505, Kihei, HI 96753

Call to view! 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

Bob Hansen Maui Luxury Real Estate LLC

3200 Wailea Alanui Dr Unit 1505, Kihei, HI 96753
/50
$710,000 Sold May 12, 2025

2777 S Kihei Rd Unit B112, Kihei, HI 96753
- 1 Bed
- 2 Baths
- 849 Sq Ft
- Built 1989
Last Sold Summary
- 11% Below List Price
- $836/SF
- 56 Days On Market
Current Estimated Value $728,252

Last Listing Agent Roger Pleski Coldwell Banker Island Prop(S)

2777 S Kihei Rd Unit B112, Kihei, HI 96753

/44
Not Listed For Sale

2695 S Kihei Rd Unit 3-202, Kihei, HI 96753
- 1 Bed
- 2 Baths
- 653,400 Sq Ft
- Built 1983
2695 S Kihei Rd Unit 3-202, Kihei, HI 96753

Last Sold Summary
- $2/SF
- 5 Days On Market
- Last Sold Price $990,000
- Nov 20, 2023
Last Listing Agent Sara Fox Keller Williams Realty Maui-Ki

/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
/50
$3,650,000 Sold Jun 20, 2025

3187 Nahenahe Place, Kihei, HI 96753
- 3 Beds
- 4 Baths
- 2,780 Sq Ft
- Built 2007
Last Sold Summary
- 9% Below List Price
- $1,313/SF
- 171 Days On Market
Current Estimated Value $3,539,845

Last Listing Agent Nancy Nevius Coldwell Banker Island Prop(S)

3187 Nahenahe Place, Kihei, HI 96753

/34
Est $2,227,086 Not Listed For Sale

68 Poailani Place Unit 35, Kihei, HI 96753
- 4 Beds
- 5 Baths
- 2,175 Sq Ft
- Built 2006
68 Poailani Place Unit 35, Kihei, HI 96753

Last Sold Summary
- 8% Below List Price
- $1,115/SF
- 39 Days On Market
- Last Sold Price $2,424,500
- Nov 25, 2024
Last Listing Agent Mark Waite Compass-W

/50
$1,999,000
- 4 Beds
- 3 Baths
- 2,400 Sq Ft
53 Waikai St, Kihei, HI 96753

Wailea Resort Living — Moments from Keawakapu Beach Enjoy timeless island living in this beautifully upgraded Wailea Kai home, where classic design and modern updates come together in one of Wailea’s most desirable gated communities. This inviting two-level residence features a primary bedroom suite, kitchen, great room, expansive decks, spa/hot tub, two split-system air conditioning units, and a

Josef Erlemann Compass-W

53 Waikai St, Kihei, HI 96753
/45
$2,550,000 Sold Dec 31, 2025

3300 Wailea Alanui Dr Unit 38F, Kihei, HI 96753
- 2 Beds
- 2 Baths
- 1,205 Sq Ft
- Built 1976
Last Sold Summary
- 9% Below List Price
- $2,116/SF
- 227 Days On Market
Current Estimated Value $2,390,759

Last Listing Agent Marcus Nygren Coldwell Banker Island Prop(S)

3300 Wailea Alanui Dr Unit 38F, Kihei, HI 96753

/3
Est $34,713,588 Not Listed For Sale

47 Malukai Ln Unit 13, Kihei, HI 96753
- 3 Beds
- 4 Baths
- 4,762 Sq Ft
- Built 2013
47 Malukai Ln Unit 13, Kihei, HI 96753

Last Sold Summary
- 10% Below List Price
- $8,085/SF
- 0 Days On Market
- Last Sold Price $38,500,000
- May 30, 2024
Last Listing Agent David Richardson Hawaii Life (W)

/50
$750,000
- 2 Beds
- 2 Baths
- 1,115 Sq Ft
2881 S Kihei Rd Unit 33, Kihei, HI 96753

This ground floor 2-bedroom, 2-bath condo checks all the boxes—ocean views, a spacious layout, and one of the best locations in South Kihei. Step out onto your large front lanai (accessible from both the living room and primary bedroom) and take in the tropical setting with a peek of the Pacific—it’s the perfect spot for morning coffee or sunset cocktails. Inside, you’ll find an open, comfortable

Josh Feyen Real Broker

2881 S Kihei Rd Unit 33, Kihei, HI 96753
/44
$620,000 Sold Jun 20, 2025

2695 S Kihei Rd Unit 8-104, Kihei, HI 96753
- 1 Bed
- 2 Baths
- 818 Sq Ft
- Built 1983
Last Sold Summary
- 7% Below List Price
- $758/SF
- 68 Days On Market
Last Listing Agent Liza Rivera Keller Williams Realty Maui-Ki

2695 S Kihei Rd Unit 8-104, Kihei, HI 96753

/45
Est $2,625,766 Not Listed For Sale

14 Kainui Loop Unit 75A, Kihei, HI 96753
- 3 Beds
- 2.5 Baths
- 1,089,000 Sq Ft
- Built 2007
14 Kainui Loop Unit 75A, Kihei, HI 96753

Last Sold Summary
- 5% Below List Price
- $3/SF
- 20 Days On Market
- Last Sold Price $2,750,000
- Jun 27, 2023
Last Listing Agent Sara Romvari Romvari Realty Ltd

/32
$599,000 Pending
- 1 Bed
- 2 Baths
- 818 Sq Ft
2695 S Kihei Rd Unit 7-103, Kihei, HI 96753

Kamaole Sands 7-103 is the one you’ve been waiting for. Located in Building 7, widely regarded as the quietest building in the complex, this ground floor unit offers a rare combination of privacy, comfort, and convenience at an unbeatable price point. The interior is well maintained and features split A/C for year-round comfort, creating a cool and relaxing retreat after a day at the beach. One

Dano Sayles Coldwell Banker Island Prop(S)

2695 S Kihei Rd Unit 7-103, Kihei, HI 96753

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