Wailea, HI Homes

/50
$1,899,000
- 3 Beds
- 2 Baths
- 1,312 Sq Ft
71 Wailea Gateway Place Unit 7-104, Kihei, HI 96753

PRICED TO SELL NOW! Where Wailea LUXURY meets LOCATIONx3! (And, currently, the "second" lowest priced 3-bedroom condo you will find in Wailea!) CLICK ON VIDEO TOUR for full scope of this incredible property and development. Discover your slice of Maui paradise in this rare 3-bedroom, 2-bathroom, fully furnished, ground-floor corner unit located in this exclusive gated community of Keala O

Randolph Antonio Keller Williams Realty Maui-Ka

71 Wailea Gateway Place Unit 7-104, Kihei, HI 96753
/49
$5,500,000 Sold Jun 06, 2025
- 3,251 Sq Ft
- $1692/SF
- 111 Days On Market
- 5 Beds
- 5 Baths
- Built 1996
3068 S Kihei Rd Unit 1-B, Kihei, HI 96753

Welcome to your Maui dream home! Located on Keawekapu's prestigious coastal neighborhood, this extraordinary residence epitomizes luxury living at its finest. Just moments away from the pristine South Maui beach, enjoy strolling along the shoreline whenever the mood strikes, witnessing spectacular sunsets, and creating lasting memories by the water's edge. Stepping through the grand entrance,

Dean Otto Keller Williams Realty Maui-L

3068 S Kihei Rd Unit 1-B, Kihei, HI 96753

/27
Est $1,168,859 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

/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
/36
$800,000 Sold Jun 04, 2025
- 818 Sq Ft
- $978/SF
- 104 Days On Market
- 1 Bed
- 2 Baths
- Built 1983
2695 S Kihei Rd Unit 10-211, Kihei, HI 96753

Spectacular location and a phenomenal rental history. This 10 building, with ocean & fountain views, LARGE LANAI, has been nicely updated which generates many return visitors. The Bamboo cabinet kitchen was expanded with a large granite counter top peninsula enabling not only a lazy Susan cabinet in the corner, but back to back cabinets in the peninsula which can be used for locked owners

Roger Pleski Coldwell Banker Island Prop(S)

2695 S Kihei Rd Unit 10-211, Kihei, HI 96753

/27
Est $1,063,113 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

/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
/23
$725,000 Sold Jun 03, 2025
- Land
- 0.50 Acre
- $1,450,000 per Acre
- 52 Days On Market
721 Mililani Place Unit A, Kihei, HI 96753

Sweeping ocean views, incredible potential, and an unbeatable location—welcome to this exceptional quarter-acre lot in coveted Maui Meadows. Nestled on a peaceful cul-de-sac, this rare opportunity offers the perfect blend of privacy and convenience, just minutes from Wailea’s world-class beaches, golf courses, shopping, and dining. Maui Meadows is known for its spacious properties, lush

Patrick Franta Coldwell Banker Island Prop(S)

721 Mililani Place Unit A, Kihei, HI 96753

/27
Est $1,184,678 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

/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
$765,000 Sold May 30, 2025
- 818 Sq Ft
- $935/SF
- 6 Days On Market
- 1 Bed
- 2 Baths
- Built 1983
2695 S Kihei Rd Unit 10-108, Kihei, HI 96753

Bask in your breathtaking ocean views just moments to golden sandy beaches! Water lover's escape to your idyllic South Maui retreat, nestled front row at Kamaole Sands. Located on the first floor of the ideally-located Building 10, this condo is a literal stone's throw away to the legendary Kamaole III beach park. Enhancing the views of the Pacific Ocean, the soothing sights and sounds of the

Geoffrey Cook Century 21 Island Homes

2695 S Kihei Rd Unit 10-108, Kihei, HI 96753

/19
Est $1,182,692 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

/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
$3,450,000 Sold May 30, 2025
- 1,732 Sq Ft
- $1992/SF
- 323 Days On Market
- 2 Beds
- 3 Baths
- Built 1987
4000 Wailea Alanui Dr Unit 2004, Kihei, HI 96753

REDUCED BY $888,000 FROM ORIGINAL LIST PRICE. Wailea Point #2004 is a singularly magnificent villa overlooking the beautiful main pool pavilion with grand ocean views. It’s excellent location is just steps to the many on-site amenities and Wailea’s famous oceanfront path. Vaulted ceilings with custom recessed lighting add to the bright, spacious ambiance of the interiors while the abundant use

Dano Sayles Coldwell Banker Island Prop(S)

4000 Wailea Alanui Dr Unit 2004, Kihei, HI 96753

/28
Est $1,170,328 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
$1,595,000
- 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
/50
$3,715,000 Sold May 29, 2025
- 1,899 Sq Ft
- $1956/SF
- 49 Days On Market
- 2 Beds
- 2 Baths
- Built 2005
3800 Wailea Alanui Dr Unit 106, Kihei, HI 96753

Nestled within the prestigious Wailea Beach Villas, one of Maui’s most coveted oceanfront properties on the #1 island in the world, this 1,899 sq. ft. villa offers an unparalleled blend of sophistication, exclusivity, and privacy across 10 lush tropical acres in the heart of Wailea Resort. Designed with impeccable craftsmanship, J-106 features dual Sub-Zero refrigeration, top-tier appliances,

Karen Olsen Keller Williams Realty Maui-Ki

3800 Wailea Alanui Dr Unit 106, Kihei, HI 96753

/27
Est $1,022,660 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
$1,550,000
- 2 Beds
- 2 Baths
- 1,071 Sq Ft
10 Wailea Ekolu Place Unit 203, Kihei, HI 96753

Beautiful Ground-Floor 2-Bedroom, 2-Bath Vacation Rental in the Heart of Wailea Welcome to your own slice of paradise! This stunning ground-floor condo offers 2 spacious bedrooms and 2 full bathrooms, perfectly nestled in the heart of Wailea. Just steps away from world-class restaurants, boutique shopping, and the finest beaches, this location is as convenient as it is luxurious. Enjoy ultimate

Carla Lorimor Polaris Pacific

10 Wailea Ekolu Place Unit 203, Kihei, HI 96753
/50
$2,100,000 Sold May 23, 2025
- 2,056 Sq Ft
- $1021/SF
- 103 Days On Market
- 3 Beds
- 2 Baths
- Built 1988
166 Heleuma Place, Kihei, HI 96753

*1- STORY RANCH* in* WAILEA KIALOA* 2056 SQ FT 3 Bed, 2 Bath, 2 Car GARAGE! 7 FEET DEEP SALTWATER Equipped POOL & SPA, QUARTZITE Decking. Private GATED Cul-de-Sac of only 23 CUSTOM Multi-Million $$$ Homes. Spectacular OPEN GREATROOM plan with ABUNDANT WINDOWS. TRAVERTINE & MARBLE Floors. OCEAN VIEWs from Granite Kitchen with Dining Bar and from Private Covered Front Lanai. Front Yard features

Christine Hamilton Coldwell Banker Island Prop(S)

166 Heleuma Place, Kihei, HI 96753

/27
Est $1,212,061 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

/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
/48
$1,525,000 Sold May 23, 2025
- 1,148 Sq Ft
- $1328/SF
- 360 Days On Market
- 2 Beds
- 2 Baths
- Built 1989
155 Wailea Ike Place Unit 48, Kihei, HI 96753

Welcome to Grand Champions Unit #48, a breathtaking top-floor penthouse boasting panoramic ocean views. This meticulously remodeled 2-bedroom, 2-bathroom residence epitomizes luxury island living. Renovated to perfection in 2022, this unit features three AC units ensuring comfort year-round, complemented by high vaulted ceilings that enhance the sense of spaciousness. Step onto the large lanai

Bradley MacArthur Hawaii Life (W)

155 Wailea Ike Place Unit 48, Kihei, HI 96753

/26
Est $1,177,141 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

/33
$1,329,000 Open Thu 1PM - 4PM
- 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
/40
$987,500 Sold May 22, 2025
- 1,148 Sq Ft
- $860/SF
- 53 Days On Market
- 2 Beds
- 2 Baths
- Built 1990
155 Wailea Ike Place Unit 16, Kihei, HI 96753

Quiet Oasis in the heart of Wailea perfect for relaxing and rejuvenating after a busy day enjoying all that Maui has to offer be it: beach, pool, golf or shopping. #16 is being sold fully furnished and ready to make your new cozy garden retreat. A lock off allows for flexibility in how you use your island home. Automatic blinds in the living area create privacy while black-out blinds in the

Laurie Lowson Lowson & Associates

155 Wailea Ike Place Unit 16, Kihei, HI 96753

/25
Est $1,080,226 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

/38
$1,395,000
- 1 Bed
- 2 Baths
- 1,022 Sq Ft
3150 Wailea Alanui Dr Unit 3007, Kihei, HI 96753

Welcome to Wailea Palms 3007, a beautifully remodeled ground floor unit on the green belt just steps away from the pool amenity center. This 1 bd/2bth unit features a nice ocean view from the lanai and was recently remodeled in 2021 with a wide variety of great upgrades. Wailea Palms is one of Wailea's very best residential condo communities with a gated entrance, low density living, excellent

Evan Harlow Coldwell Banker Island Prop-KP

3150 Wailea Alanui Dr Unit 3007, Kihei, HI 96753
/31
$530,000 Sold May 19, 2025
- 750 Sq Ft
- $707/SF
- 35 Days On Market
- 2 Beds
- 2 Baths
- Built 1992
160 Keonekai Rd Unit 26-101, Kihei, HI 96753

Experience the best of South Maui living with this fabulous two-bedroom condo in Keonekai Villages - a delightful community. Offered at a great price, this ground floor end unit with garden view is an oasis of tranquility and peace. It has the perfect combination of elegant and contemporary interior space that flows beautifully into an extra large inviting outdoor living area. This turnkey condo

Myriam Haynal Coldwell Banker Island Prop-Ku

160 Keonekai Rd Unit 26-101, Kihei, HI 96753

/14
Est $1,207,137 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

/48
$1,250,000
- 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
/45
$1,636,000 Sold May 19, 2025
- 2,509 Sq Ft
- $652/SF
- 135 Days On Market
- 4 Beds
- 4 Baths
- Built 1987
2715 Kauhale St, Kihei, HI 96753

INCREDIBLE VIEWS!!! Large Ocean and Island views with HUGE lanai areas around Main House and Ohana to enjoy those views from. Located in one of the best neighborhoods in S. Kihei and next to Wailea. It's only a few homes away from properties 2-3x it's price. Multiple units for a variety of living and rental configurations. Located with close proximity to Keawe'kapu and Kamaole III beaches,

Miranda Watson Coldwell Banker Island Prop-Ku

2715 Kauhale St, Kihei, HI 96753

/27
Est $1,186,874 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

/44
$1,499,000
- 2 Beds
- 2 Baths
- 1,148 Sq Ft
155 Wailea Ike Place Unit 34, Kihei, HI 96753

Grand Champions 34 is the best of all worlds. This beautifully renovated two bedroom lock off unit allows the owners to use part of the unit while renting the other part or have two independent one bedroom rentals or if you prefer, you can just rent it as a two bedroom unit Beautifully upgraded bathrooms and kitchen with a nice ocean view make this one of the best available units in Wailea with a

Tom Tezak Hawaii Life (W)

155 Wailea Ike Place Unit 34, Kihei, HI 96753
/50
$2,900,000 Sold May 16, 2025
- 1,852 Sq Ft
- $1566/SF
- 132 Days On Market
- 3 Beds
- 4 Baths
- Built 2006
393 Kai Malu Place Unit 52B, Kihei, HI 96753

This is the complete package! The view ( Molokini and Kahoolawe), the private location on the point, the private plunge pool and the excellent amenities available at Kai Malu add up to an exceptional opportunity to own a rare front row gem at this wonderful complex. Kai Malu is a townhome community overlooking the Wailea Blue golf course and the beautiful Pacific Ocean. This special unit is the

Christina Haywood Hawaii Life (W)

393 Kai Malu Place Unit 52B, Kihei, HI 96753

/44
Not Listed For Sale
- 1 Bed
- 2 Baths
- 653,400 Sq Ft
2695 S Kihei Rd Unit 3-202, Kihei, HI 96753

2695 S Kihei Rd Unit 3-202, 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
/24
$555,000 Sold May 14, 2025
- 750 Sq Ft
- $740/SF
- 3 Days On Market
- 2 Beds
- 2 Baths
- Built 1992
160 Keonekai Rd Unit 18201, Kihei, HI 96753

Stunning Condo Near Kamaole Beach III - Your Perfect Oasis Awaits! Welcome to your perfect Maui Oasis! This stunning 2-bedroom, 1.5-bath home offers a perfect blend of comfort, convenience, and luxury. From the moment you step inside, you'll be greeted by a bright airy ambiance. This corner unit has ample space and is complemented by recessed lighting and ceiling fans in every room. A brand new

Mateo Manzari Coldwell Banker Island Prop-Ku

160 Keonekai Rd Unit 18201, Kihei, HI 96753

/30
Not Listed For Sale
- 2 Beds
- 1 Bath
- 500,940 Sq Ft
160 Keonekai Rd Unit 14-107, Kihei, HI 96753

160 Keonekai Rd Unit 14-107, 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

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