Wailea, HI Homes

/47
$890,000 Sold Jul 23, 2025
- 1,048 Sq Ft
- $849/SF
- 110 Days On Market
- 2 Beds
- 2 Baths
- Built 1974
2619 S Kihei Rd Unit A101, Kihei, HI 96753

Rare opportunity to own a ground floor unit at this charming, newly remodeled ground floor condo at Haleakala Shores. Only 4 units out of 76 have the convenience of ground floor living, while still enjoying extraordinary ocean views. This spacious 2 bed, 2 bath condo is a perfect blend of comfort and coastal living, with new interior furnishings, and sold completely furnished. The complex

Darla Phillips eXp Realty

2619 S Kihei Rd Unit A101, Kihei, HI 96753

/45
Est $642,910 Not Listed For Sale
- 2 Beds
- 2 Baths
- 750 Sq Ft
160 Keonekai Rd Unit 10-104, Kihei, HI 96753

160 Keonekai Rd Unit 10-104, Kihei, HI 96753

/48
$1,599,000
- 2 Beds
- 2 Baths
- 1,251 Sq Ft
2757 S Kihei Rd Unit 104, Kihei, HI 96753

Golden sandy beaches and crystal blue waters await as you gaze upon majestic whales from your luxurious and exclusive estate. Nestled atop a bluff in South Maui, delight in breathtaking ocean and mountain views as you enjoy the lovely waterfall-pool and hot tub complete with pavilion. Your privately gated community is graced with spacious and contemporary multi-family residences just steps to the

Geoffrey Cook Century 21 Island Homes

2757 S Kihei Rd Unit 104, Kihei, HI 96753
/47
$2,075,000 Sold Jul 16, 2025
- 2,800 Sq Ft
- $741/SF
- 489 Days On Market
- 5 Beds
- 4 Baths
- Built 1988
2841 Umalu Place, Kihei, HI 96753

A must see home in South Kihei right near the border of Wailea. Welcome to your Large private home on a 7,928 square foot lot. This very quiet cul-de-sac is surrounded by updated homes and a newly paved asphalt road. This spectacular property is move in ready with tons of updates throughout the main house and ohana. Once you arrive at the property you are immediately greeted by a beautiful rock

Brandy Shelby Westminster Realty Inc

2841 Umalu Place, Kihei, HI 96753

/50
Est $4,274,412 Not Listed For Sale
- 3 Beds
- 4 Baths
- 2,386 Sq Ft
3100 Wailea Alanui Dr Unit 6, Kihei, HI 96753

3100 Wailea Alanui Dr Unit 6, Kihei, HI 96753

/41
$1,200,000
- 3 Beds
- 2 Baths
- 1,389 Sq Ft
2757 S Kihei Rd Unit 801, Kihei, HI 96753

Tranquility awaits at Paradise Ridge Estates! Live your best life at South Maui's newest, exclusive gated community. Start your day on your covered lanai, perfectly perched at the front of the community, gazing upon the glimmering waters of the beautiful blue Pacific Ocean. Enjoy a casual stroll to Kamaole III Beach park or head to breakfast moments away in Kihei or Wailea - an abundance of

Geoffrey Cook Century 21 Island Homes

2757 S Kihei Rd Unit 801, Kihei, HI 96753
/50
$3,700,000 Sold Jul 15, 2025
- 1,742 Sq Ft
- $2,124/SF
- 43 Days On Market
- 3 Beds
- 3 Baths
- Built 2024
36 Kai Malu #202 Dr Unit 5-D, Kihei, HI 96753

Introducing one of the best values in the Hawaii luxury market: La'i Loa 5-D. This highly coveted 3-bedroom condominium boasts unrivaled craftsmanship, a modern design, and one of the best locations within the heart of the Wailea master-planned community. This brand-new unit has never been lived in and seamlessly integrates indoor with outdoor living, offering sweeping ocean views from its prime,

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

36 Kai Malu #202 Dr Unit 5-D, Kihei, HI 96753

/27
Est $1,263,832 Not Listed For Sale
- 3 Beds
- 2 Baths
- 98,838 Sq Ft
2757 S Kihei Rd Unit 603, Kihei, HI 96753

2757 S Kihei Rd Unit 603, Kihei, HI 96753

/45
$1,740,000
- 2 Beds
- 2 Baths
- 1,299 Sq Ft
3200 Wailea Alanui Dr Unit 2104, Kihei, HI 96753

Introducing The Palms at Wailea, Unit 2104-A Rare Offering in One of Maui's Most Coveted Communities. Experience luxury island living in this exceptional 2 bedroom/2 bath vacation rental condo, one of only 14 with this desirable floor plan. Soaring 18-foot vaulted ceilings in the living room create a sense of grandeur, while the expansive 1,500 sq. ft. of indoor-outdoor living space-including a

Amy Martilotto Coldwell Banker Island Prop-Ku

3200 Wailea Alanui Dr Unit 2104, Kihei, HI 96753
/36
$545,000 Sold Jul 14, 2025
- 750 Sq Ft
- $727/SF
- 144 Days On Market
- 2 Beds
- 2 Baths
160 Keonekai Rd Unit 9-202, Kihei, HI 96753

Beautiful and BRAND NEW completely remodel condo, featuring a 3 Zone Split AC System, new appliances and a contemporary design! This condo can be sold with the ground floor condo below #9-201 that is currently for sale, MLS#404423. This upgraded 2-bedroom, 1.5-bath upstairs condo is nestled in the highly desirable Keonekai Villages complex, just a few blocks from the golden sands of Kamaole Beach

Kirstin Shipe Whalers Investment Group LLC

160 Keonekai Rd Unit 9-202, Kihei, HI 96753

/27
Est $1,022,397 Not Listed For Sale
- 2 Beds
- 2 Baths
- 98,838 Sq Ft
2757 S Kihei Rd Unit 804, Kihei, HI 96753

2757 S Kihei Rd Unit 804, Kihei, HI 96753

/43
$1,585,000
- 2 Beds
- 2 Baths
- 1,194 Sq Ft
3200 Wailea Alanui Dr Unit 1903, Kihei, HI 96753

Experience life at Palms at Wailea 1903, where elegance surrounds you, comfort flows through every space, and island living feels beautifully complete. Life here slows to the rhythm of paradise, where the everyday becomes extraordinary in one of Wailea’s most exclusive communities. This ground-floor residence offers 2 bedrooms, 2 bathrooms, and 1,194 square feet of thoughtfully remodeled interior

Robbie Dein Maui Real Estate Advisors LLC

3200 Wailea Alanui Dr Unit 1903, Kihei, HI 96753
/50
$3,775,000 Sold Jul 14, 2025
- 2,732 Sq Ft
- $1,382/SF
- 170 Days On Market
- 3 Beds
- 4 Baths
- Built 1985
3933 Wailea Ekolu Place, Kihei, HI 96753

Lovingly owned and cherished by the Sellers and their family for over 26 years, this home is truly exceptional. Nestled in a serene section of Wailea Golf Estates near the end of a cul-de-sac, it offers a sense of tranquility and privacy. The residence’s prime location within the Golf Estates provides breathtaking nighttime skies, filled with the Milky Way and countless stars, free from light

Chase Traphagen Coldwell Banker Island Prop-Ku

3933 Wailea Ekolu Place, Kihei, HI 96753

/27
Est $1,107,161 Not Listed For Sale
- 2 Beds
- 2 Baths
- 98,838 Sq Ft
2757 S Kihei Rd Unit 602, Kihei, HI 96753

2757 S Kihei Rd Unit 602, Kihei, HI 96753

/50
$1,350,000
- 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
/42
$630,000 Sold Jul 10, 2025
- 818 Sq Ft
- $770/SF
- 6 Days On Market
- 1 Bed
- 2 Baths
- Built 1983
2695 S Kihei Rd Unit 7308, Kihei, HI 96753

"LIMITED TIME OFFERING" Opportunity Knocks! All Assessments Paid by Seller! Welcome to Kamaole Sands — one of South Maui’s most desirable resort communities. Ideally located just across the street from Kamaole Beach Park III, and minutes from Wailea’s world-class shopping, dining, and golf. This beautifully upgraded, fully furnished unit is truly turn-key! Features include a remodeled kitchen

Holly Crouse Maui Realty Connections

2695 S Kihei Rd Unit 7308, Kihei, HI 96753

/19
Est $1,138,483 Not Listed For Sale
- 2 Beds
- 2 Baths
- 98,838 Sq Ft
2757 S Kihei Rd Unit 604, Kihei, HI 96753

2757 S Kihei Rd Unit 604, Kihei, HI 96753

/49
$2,808,000
- 3 Beds
- 3 Baths
- 1,802 Sq Ft
173 Holokahiki Ln Unit 10B, Wailea, HI 96753

Embark on a journey of unparalleled luxury and vibrant community living at Makalii at Wailea which was recently completed in 2021, the distinguished recipient of the 2023 Golden Nugget Award for Best Multifamily Housing Community. Beyond being an architectural marvel, this exclusive enclave, home to just 68 total units, is predominantly embraced by second-home residents and invites you to savor

Travis Speck Redfin Corporation

173 Holokahiki Ln Unit 10B, Wailea, HI 96753
/43
$975,000 Sold Jul 09, 2025
- 1,112 Sq Ft
- $877/SF
- 3 Days On Market
- 2 Beds
- 2 Baths
- Built 1974
2737 S Kihei Rd Unit 221, Kihei, HI 96753

Priced to Sell Fast!? Don’t miss this rare opportunity to own one of the most desirable locations at Hale Kamaole! This spacious, upstairs 2-bedroom + loft condo is tastefully updated and offers ocean views from a prime front-of-complex location—just steps to the beach, close to restaurants, shops, golf, and best of all, it's pet-friendly. Currently in a short-term rental program, this versatile

Robyn Curletti Compass

2737 S Kihei Rd Unit 221, Kihei, HI 96753

/28
Est $1,228,394 Not Listed For Sale
- 3 Beds
- 2 Baths
- 98,838 Sq Ft
2757 S Kihei Rd Unit 601, Kihei, HI 96753

2757 S Kihei Rd Unit 601, Kihei, HI 96753

/49
$1,560,000
- 2 Beds
- 2 Baths
- 1,194 Sq Ft
3200 Wailea Alanui Dr Unit 2105, Kihei, HI 96753

Welcome to Palms at Wailea 2105, a freshly reimagined and fully furnished 2 bedroom/2 bath retreat that captures the essence of island living and the convenience of a top-performing vacation rental. Completed in 2024, the renovation shines with crisp new paint and designer wallpapers, spa-inspired bathrooms, upgraded kitchen fixtures & appliances, and brand-new furniture that invites immediate

Wendi Anderson Whalers Investment Group LLC

3200 Wailea Alanui Dr Unit 2105, Kihei, HI 96753
/48
$2,500,000 Sold Jul 09, 2025
- 1,796 Sq Ft
- $1,392/SF
- 9 Days On Market
- 3 Beds
- 3 Baths
- Built 2006
134 Kainui Loop Unit 66A, Kihei, HI 96753

Prime location and breathtaking ocean views define this immaculate townhouse in Wailea, Maui's prestigious Kai Malu community. Perched on the highly sought-after top row, this 3-bedroom, 2.5-bath residence features an open-concept layout filled with natural light, offering a seamless flow between the main living area, expansive covered lanai, and lush private yard—perfect for morning coffee,

Sara Romvari Romvari Realty Ltd

134 Kainui Loop Unit 66A, Kihei, HI 96753

/27
Est $972,404 Not Listed For Sale
- 2 Beds
- 2 Baths
- 117,176 Sq Ft
2757 S Kihei Rd Unit 802, Kihei, HI 96753

2757 S Kihei Rd Unit 802, Kihei, HI 96753

/50
$3,200,000
- 4 Beds
- 5 Baths
- 3,310 Sq Ft
563 Mikioi Place, Kihei, HI 96753

Luxury, privacy, and breathtaking ocean views converge in this stunning South Maui estate in Maui Meadows, nestled at the end of a serene cul-de-sac on a beautifully landscaped, fully gated half-acre lot. Just minutes from world-class beaches, shopping, dining, and schools, this exceptional residence offers the ultimate on island living. Thoughtfully designed and exquisitely remodeled, this

Sara Fox Keller Williams Realty Maui-Ki

563 Mikioi Place, Kihei, HI 96753
/50
$2,100,000 Sold Jul 01, 2025
- 1,852 Sq Ft
- $1,134/SF
- 358 Days On Market
- 3 Beds
- 3 Baths
- Built 2007
360 Kai Malu Place Unit 49B, Kihei, HI 96753

Looking for one-level living? This is a Honua Model, the greatly sought-after floor plan with the downstairs Primary Bedroom! Live essentially on one level. Enjoy incredible views and amenities at the Hale including an amazing infinity pool, steam room, sauna and gym. Beautifully located on prestigious Kai Malu Place (the street where the developers' units were), this is a very quiet street with

Kathy Worley Pali Kai Inc

360 Kai Malu Place Unit 49B, Kihei, HI 96753

/27
Est $1,209,372 Not Listed For Sale
- 3 Beds
- 2 Baths
- 98,838 Sq Ft
2757 S Kihei Rd Unit 703, Kihei, HI 96753

2757 S Kihei Rd Unit 703, Kihei, HI 96753

/33
$1,299,000
- 2 Beds
- 2 Baths
- 949 Sq Ft
3950 Kalai Waa St Unit C202, Kihei, HI 96753

Step into true Wailea bliss with this gorgeous 2-bedroom, 2-bathroom condo at Wailea Fairway Villas. Perched above the Wailea Blue Golf Course on the second floor, C202 offers sweeping ocean and West Maui mountain views that will take your breath away. This unit was thoughtfully renovated in 2022 with sleek quartz countertops, modern laminate flooring, and a fresh, contemporary design throughout.

Haley Gorman Coldwell Banker Island Prop-Ku

3950 Kalai Waa St Unit C202, Kihei, HI 96753
/50
$3,200,000 Sold Jun 25, 2025
- 3,693 Sq Ft
- $867/SF
- 2 Days On Market
- 4 Beds
- 5 Baths
- Built 2007
4361 E Waiola Loop, Kihei, HI 96753

E komo mai to paradise in Wailea Golf Vistas! This 4-bedroom and 5-bath luxury home boasts Haleakala, golf course, and peak-a-boo ocean views. Wailea Golf Vistas is located less than a mile from Wailea-Makena world renowned beaches. Enjoy all the amenities of the Wailea Resorts while residing in a private and gated community. Located on a peaceful enclave within the Wailea Golf Vistas

Paul Ferrall Coldwell Banker Island Prop-Ku

4361 E Waiola Loop, Kihei, HI 96753

/26
Est $1,137,534 Not Listed For Sale
- 2 Beds
- 2 Baths
- 98,838 Sq Ft
2757 S Kihei Rd Unit 704, Kihei, HI 96753

2757 S Kihei Rd Unit 704, Kihei, HI 96753

/35
$3,650,000
- 4 Beds
- 3 Baths
- 2,843 Sq Ft
162 W Ikea Kai Place, Kihei, HI 96753

Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exceptionally designed 4 bedroom, 2.5 bathroom home in the prestigious Wailea Kialoa community offers privacy and ocean, sunset, and neighbor island views. The split-level layout provides effortless living with the main level featuring a gourmet chef’s kitchen, a formal dining room, a spacious living area, a

Jeff Simon Hawaii Life (W)

162 W Ikea Kai Place, Kihei, HI 96753
/44
$620,000 Sold Jun 20, 2025
- 818 Sq Ft
- $758/SF
- 68 Days On Market
- 1 Bed
- 2 Baths
- Built 1983
2695 S Kihei Rd Unit 8-104, Kihei, HI 96753

Aloha! Welcome to your own slice of paradise at Kamaole Sands in South Maui, where resort style living meets island charm. Nestled on 15 acres of lush tropical grounds, this community offers an array amenities including, Tennis Courts, BBQ areas, Pool, Keiki Pool and 2 relaxing Jacuzzis. Located in one of the most sought-after areas in kihei this gem is just minutes from world-class beaches,

Liza Rivera Keller Williams Realty Maui-Ki

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

/25
Est $1,075,985 Not Listed For Sale
- 2 Beds
- 2 Baths
- 98,838 Sq Ft
2757 S Kihei Rd Unit 502, Kihei, HI 96753

2757 S Kihei Rd Unit 502, Kihei, HI 96753

/48
$1,200,000
- 1 Bed
- 2 Baths
- 680 Sq Ft
2936 S Kihei Rd Unit 213, Kihei, HI 96753

Kihei Surfside 213 is a direct oceanfront 1-bedroom, 1.5 bath condo in one of South Maui's most sought-after complexes—perfect for a vacation rental investment or personal enjoyment. This unit offers spectacular views of the Pacific Ocean and the West Maui Mountains. The open layout is light and airy, with large windows that bring the ocean right into your living space. A private lanai provides

Heather Zidell Compass-W

2936 S Kihei Rd Unit 213, Kihei, HI 96753
/50
$3,650,000 Sold Jun 20, 2025
- 2,780 Sq Ft
- $1,313/SF
- 171 Days On Market
- 3 Beds
- 4 Baths
- Built 2007
3187 Nahenahe Place, Kihei, HI 96753

Live an elevated life. Perched 500 feet above sea level and 25 to 45 feet above the street, this fully furnished and outfitted, turn-key retreat is a custom-designed master work by architect Greg Bayless: a composition of artful design, natural wonder and seamless functionality. The 3,484 sf interior features a 2,780 sf 3-suite main house and a 704 sf 1-suite guesthouse, ideal for extended family

Nancy Nevius Coldwell Banker Island Prop(S)

3187 Nahenahe Place, Kihei, HI 96753

/14
Est $1,169,041 Not Listed For Sale
- 3 Beds
- 2 Baths
- 98,838 Sq Ft
2757 S Kihei Rd Unit 701, Kihei, HI 96753

2757 S Kihei Rd Unit 701, Kihei, HI 96753

/32
$1,349,000
- 1 Bed
- 1 Bath
- 792 Sq Ft
3300 Wailea Alanui Dr Unit 52D, Kihei, HI 96753

Welcome to your slice of paradise in Wailea Ekahi! This charming and meticulously updated 1-bedroom, 1-bath condo that comfortably sleeps 4 in the highly sought-after Wailea Ekahi community offers the perfect blend of comfort, style, and convenience, with 35 acres of lush, immaculately landscaped gardens, top-notch amenities with 4 pools (1 heated), an oceanfront pavilion with direct ocean access

Brian Connor Coldwell Banker Island Prop-Ku

3300 Wailea Alanui Dr Unit 52D, Kihei, HI 96753
/50
$2,475,000 Sold Jun 20, 2025
- 1,796 Sq Ft
- $1,378/SF
- 171 Days On Market
- 3 Beds
- 3 Baths
- Built 2008
72 Kainui Loop Unit 70A, Kihei, HI 96753

PRIVATE LOCATION!!! This beautiful home in Kai Malu-Wailea has the coveted North/South orientation that provides YEAR ROUND OCEAN VIEWS from your private lanai. You can tour this beautiful dream home in the heart of Maui-an exclusive, luxurious condo nestled in the sought after Kai Malu community, usually within an hours notice. Whether you're looking for a serene permanent residence or a

Carla Lorimor Polaris Pacific

72 Kainui Loop Unit 70A, Kihei, HI 96753

/27
Est $1,261,958 Not Listed For Sale
- 3 Beds
- 2 Baths
- 98,838 Sq Ft
2757 S Kihei Rd Unit 503, Kihei, HI 96753

2757 S Kihei Rd Unit 503, Kihei, HI 96753

/36
$1,295,000
- 1 Bed
- 2 Baths
- 1,032 Sq Ft
3150 Wailea Alanui Dr Unit 3807, Kihei, HI 96753

Wailea Palms ground floor ocean view retreat in this exclusive residential gated community. Enjoy beautiful ocean views from this spacious 1032 sq ft, 1 bedroom/ 2 bath condo. Situated on the ground floor for easy access, this condo features custom paint and fixtures throughout. Perfect as a long-term rental investment or your own private haven. Views abound from the living room, bedroom, lanai,

Kathryn Petty REMAX Resort Realty

3150 Wailea Alanui Dr Unit 3807, Kihei, HI 96753
/49
$1,850,000 Sold Jun 13, 2025
- 2,660 Sq Ft
- $695/SF
- 15 Days On Market
- 5 Beds
- 4 Baths
- Built 2004
98 Ahekolo St, Kihei, HI 96753

Situated just moments from the North entrance of Keawekapu beach and Wailea’s shimmering turquoise waters, where luxury living and natural beauty blend effortlessly, this stunning 5-bedroom home is tucked away on a peaceful, quiet street in the highly sought-after Kilohana Ridge neighborhood. Positioned along the serene pedestrian pathway, with only neighbors on two sides, this home offers a rare

Sara Fox Keller Williams Realty Maui-Ki

98 Ahekolo St, Kihei, HI 96753

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