Wailea, HI Homes

• 

  

  

  /40

  $220,000 Sold Mar 14, 2025

  • 890 Sq Ft
  • $247/SF
  • 89 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1974

  2653 S Kihei Rd Unit 311, Kihei, HI 96753

  An incredible opportunity to purchase just what you need and avoid the hassle of rental management the rest of the year. Own a 1/5th share of this beautifully remodeled, direct ocean-view condo, just across the road from the white sandy beaches of South Kihei and the popular Kamaole Beach Park III. This ownership opportunity (NOT timeshare) offers the benefits of a vacation home ownership at a

  Courtney Stice Compass

  2653 S Kihei Rd Unit 311, Kihei, HI 96753
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  /28

  Est $550,141 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 728 Sq Ft

  2747 S Kihei Rd Unit J008, Kihei, HI 96753

  2747 S Kihei Rd Unit J008, Kihei, HI 96753
• 

  

  

  /50

  $11,998,000

  • 4 Beds
  • 5 Baths
  • 5,126 Sq Ft

  14 Halapa Place, Kihei, HI 96753

  Atop the exclusive and private enclave of homes at The Ridge at Wailea, sits a masterpiece of modern architecture and design. A select few will experience the spectacular ocean views and the artistic flare of this residence as a livable sculpture. As you enter a large, covered entry, the striking black magma stone surrounds a tropical courtyard with a modern gate revealing an impressive steel

  Diane Pool Hawaii Life (W)

  14 Halapa Place, Kihei, HI 96753
• 

  

  

  /26

  $1,720,000 Sold Mar 12, 2025

  • 1,732 Sq Ft
  • $993/SF
  • 25 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  127 Ahekolo St Unit 13, Kihei, HI 96753

  Welcome to 127 Ahekolo, a stunning 3-bedroom, 2-bath single-story home in the highly sought-after Kilohana Ridge development. This home features a private, tropical landscaped yard and a covered lanai, perfect for enjoying your morning coffee or evening pau hana drink. The primary bedroom includes a cozy lanai, offering a seamless indoor/outdoor living experience. The kitchen was recently

  Andrea Olson Coldwell Banker Island Prop(S)

  127 Ahekolo St Unit 13, Kihei, HI 96753
• 

  

  

  /23

  Est $555,260 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 301,871 Sq Ft

  2747 S Kihei Rd Unit J007, Kihei, HI 96753

  2747 S Kihei Rd Unit J007, Kihei, HI 96753
• 

  

  /35

  $2,195,000

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft

  679 Kaapuni Place, Kihei, HI 96753

  This Maui Meadows property is SPECIAL. Over $60,000 a year in rental income from 2 units that are separate from the main home. Arts & Crafts inspired home and cottage sit thoughtfully on a 1/2 acre of creatively designed gardens with a large, tropical “orchard”. Main home has over 550 sq ft. of covered porches, in-ground pool, owned photovoltaic system, standing seam metal roof on all buildings

  John Lyle Coldwell Banker Island Prop(S)

  679 Kaapuni Place, Kihei, HI 96753
• 

  

  /48

  $5,200,000 Sold Mar 11, 2025

  • 1,321 Sq Ft
  • $3936/SF
  • 210 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1981

  4400 Makena Rd Unit 605, Kihei, HI 96753

  Step into the captivating views of Polo Beach Club, Unit 605 – an exquisite Hotel Zoned residence where luxury meets the serene beauty of beachfront living. Nestled on the 6th floor of the coveted center stack in this premier oceanfront building, Unit 605 offers unparalleled privacy and breathtaking ocean and outer island views that stretch across South Maui. This two-bedroom, two-bathroom

  Patrick Franta Coldwell Banker Island Prop(S)

  4400 Makena Rd Unit 605, Kihei, HI 96753
• 

  

  /30

  Est $524,831 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 301,871 Sq Ft

  2747 S Kihei Rd Unit J001, Kihei, HI 96753

  2747 S Kihei Rd Unit J001, Kihei, HI 96753
• 

  

  /37

  $819,000

  • 1 Bed
  • 2 Baths
  • 849 Sq Ft

  2777 S Kihei Rd Unit 109, Kihei, HI 96753

  Beautifully renovated and ideally located, this ground-floor 1-bedroom, 2-bath condo at Maui Kamaole is perfect for someone looking to enjoy Maui's best in one of South Maui’s most sought-after resorts. This thoughtfully upgraded condo features a spacious open-concept layout, quality finishes, and two full bathrooms. Enjoy indoor-outdoor living with private lanais on both sides of the condo that

  Josh Jerman Hawaii Life (W)

  2777 S Kihei Rd Unit 109, Kihei, HI 96753
• 

  

  /26

  $875,000 Sold Mar 07, 2025

  • Land
  • 0.25 Acre
  • $3,500,000 per Acre

  • 12 Days On Market

  3381 E Lani Ikena Way, Kihei, HI 96753

  This exceptional vacant lot offers a rare opportunity to build your dream home in one of South Maui's most desirable neighborhoods. Located in the highly sought-after gated community of Wailea Pualani. Situated in this peaceful residential area, this property is just minutes from Kihei, Wailea and Makena's best beaches, shopping, dining, and entertainment. The convenience of being close to

  Todd Hudson Keller Williams Realty Maui-Ki

  3381 E Lani Ikena Way, Kihei, HI 96753
• 

  

  /30

  Est $701,203 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 301,871 Sq Ft

  2747 S Kihei Rd Unit I002, Kihei, HI 96753

  2747 S Kihei Rd Unit I002, Kihei, HI 96753
• 

  

  /46

  $3,750,000

  • 4 Beds
  • 3 Baths
  • 3,839 Sq Ft

  3919 Waakaula Place, Kihei, HI 96753

  Remodel your dream luxury home in the exclusive Wailea Golf Estates. 3919 Waakaula Place has exceptional ocean and neighbor island views that serve as the perfect backdrop for your vision. This 4-bedroom, 3-bathroom home is laid out to maximize the breathtaking scenery. Upon entry, you're welcomed by a spacious living area that flows effortlessly into the kitchen, creating a seamless connection

  Josh Jerman Hawaii Life (W)

  3919 Waakaula Place, Kihei, HI 96753
• 

  

  /25

  $1,050,000 Sold Mar 04, 2025

  • Land
  • 0.67 Acre
  • $1,572,078 per Acre

  • 7 Days On Market

  700 Kupulau Dr, Kihei, HI 96753

  Ocean view .668-acre corner lot in highly desirable Maui Meadows. This location allows you to have a driveway on Kupulau Drive and a separate driveway on Keha Drive so your main house and the ohana unit can have their own access and parking. The result is added privacy for each home. The short video provided here opens with aerial shots from a couple hundred feet above the lot. At the 16 second

  Rick Brandt Island Sotheby's Int'l Rlty(W)

  700 Kupulau Dr, Kihei, HI 96753
• 

  

  /20

  Est $548,827 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 301,871 Sq Ft

  2747 S Kihei Rd Unit H107, Kihei, HI 96753

  2747 S Kihei Rd Unit H107, Kihei, HI 96753
• 

  

  /44

  $849,000

  • 2 Beds
  • 2 Baths
  • 890 Sq Ft

  2653 S Kihei Rd Unit 213, Kihei, HI 96753

  Welcome to Unit 213—your front-row seat to Maui’s most iconic sunsets. This beautifully updated 2-bed, 2-bath condo offers panoramic ocean views, a sleek interior, and unbeatable access to Kama?ole III Beach, just steps from your door. Fully furnished and turn-key, this stylish escape features a modern kitchen, A/C, in-unit laundry, and photovoltaic (PV) solar power for energy-efficient living.

  Donavan OToole Real Broker LLC

  2653 S Kihei Rd Unit 213, Kihei, HI 96753
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  /50

  $1,750,000 Sold Mar 04, 2025

  • 1,964 Sq Ft
  • $891/SF
  • 63 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1976

  754 Kumulani Dr, Kihei, HI 96753

  Welcome to a hidden gem in the heart of Maui Meadows, where lush, tropical surroundings and sweeping views of Haleakala and some ocean blue views create a true island sanctuary. BIG opportunity to create your Maui dreams. This parcel is over half an acre and backs up to peaceful ranch land; this property offers incredible privacy and an expansive sense of space that’s rare to find. Set on lush,

  Darla Phillips Hawaii Life (W)

  754 Kumulani Dr, Kihei, HI 96753
• 

  

  /21

  Est $560,612 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 301,871 Sq Ft

  2747 S Kihei Rd Unit H006, Kihei, HI 96753

  2747 S Kihei Rd Unit H006, 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
• 

  

  /43

  $450,000 Sold Mar 03, 2025

  • 597 Sq Ft
  • $754/SF
  • 43 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1992

  2747 S Kihei Rd Unit A202, Kihei, HI 96753

  Kihei Shores A202 is a comfortable one bedroom, one bath unit located directly across from Kamaole III beach park. Enjoy the peaceful ambiance, a peek ocean view from the living room window, and beautiful shade tree located just outside the lanai of this condo. Kihei Shores is a close distance to shopping, dining, beach access, and borders the Wailea Resort. The complex offers a pool, spa, BBQ

  Melissa Montgomery Coldwell Banker Island Prop(S)

  2747 S Kihei Rd Unit A202, Kihei, HI 96753
• 

  

  /30

  Est $774,815 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,035 Sq Ft

  2747 S Kihei Rd Unit G201, Kihei, HI 96753

  2747 S Kihei Rd Unit G201, Kihei, HI 96753
• 

  

  /50

  $3,995,000

  • 3 Beds
  • 3 Baths
  • 1,742 Sq Ft

  60 Kai Malu Dr Unit 202, Kihei, HI 96753

  Pristine Wailea Residence! Impeccable La’i Loa 3 bedroom 3 Bath Luxury Condo with expansive Ocean and Outer Island Views from the living areas and primary suite. The spacious quality extends in all directions on upgraded beautiful tile floors throughout. Generous open concept living, dining and state of the art kitchen, wide and comfortable, flows unobstructed out to the expansive 312 SF lanai as

  Dale Richardson Hawaii Life (W)

  60 Kai Malu Dr Unit 202, Kihei, HI 96753
• 

  

  /30

  $930,000 Sold Feb 28, 2025

  • 890 Sq Ft
  • $1045/SF
  • 128 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1974

  2653 S Kihei Rd Unit 216, Kihei, HI 96753

  Spectacular DIRECT OCEAN VIEW from this fully REMODELED two bedroom, two bath condo at Maui Parkshore. The kitchen is light and bright with solid surface counters and white custom cabinets. Both baths have been exquisitely updated. Truly move in ready. Right across from Kamaole Beach III in South Kihei is this beautiful condo located in a complex with heated pool, bbq area, and shuffle board.

  Gina Duncan Fine Island Properties LLC

  2653 S Kihei Rd Unit 216, Kihei, HI 96753
• 

  

  /24

  Est $571,436 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 301,871 Sq Ft

  2747 S Kihei Rd Unit F211, Kihei, HI 96753

  2747 S Kihei Rd Unit F211, Kihei, HI 96753
• 

  

  /28

  $990,000

  • 2 Beds
  • 2 Baths
  • 1,036 Sq Ft

  2695 S Kihei Rd Unit 2-301, Kihei, HI 96753

  Stunning Vacation Condo – Your Island Paradise Awaits! This beautifully furnished 2-bedroom, 2-bathroom condo offers the ideal blend of comfort, style, and location — just across the street from the golden sands of Kamaole Beach Park III. Watch breathtaking sunsets, spot whales in season, or simply soak up the sun steps from your door. This bright and spacious end-unit condo features: ocean

  Michelle Collatos-Ruml Keller Williams Realty Maui-Ka

  2695 S Kihei Rd Unit 2-301, Kihei, HI 96753
• 

  

  /36

  $1,725,000 Sold Feb 27, 2025

  • 952 Sq Ft
  • $1812/SF
  • 3 Days On Market

  • 1 Bed
  • 2 Baths
  • Built 1976

  3300 Wailea Alanui Dr Unit 6E, Kihei, HI 96753

  Wailea Ekahi 6E - The Art of Living Well! Nestled in one of Wailea Ekahi’s most coveted, private spots, this serene 1-bed, 2-bath condo offers an intimate view of the Pacific and lush tropical landscaping. Just minutes to the beachfront pool and the iconic Keawakapu Beach, this elegantly remodeled condo boasts an expansive ocean-view lanai perfect for entertaining or unwinding at sunset. Enjoy

  Jolanta Frazier Coldwell Banker Island Prop(S)

  3300 Wailea Alanui Dr Unit 6E, Kihei, HI 96753
• 

  

  /30

  Est $488,788 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 301,871 Sq Ft

  2747 S Kihei Rd Unit F202, Kihei, HI 96753

  2747 S Kihei Rd Unit F202, Kihei, HI 96753
• 

  

  /36

  $2,390,000

  • 2 Beds
  • 2 Baths
  • 1,424 Sq Ft

  561 Kaleo Place, Kihei, HI 96753

  Perched at the end of the exclusive Kaleo Place cul de sac on over a half-acre, this is the property savvy buyers have been waiting for: a perfectly proportioned main residence, private guest cottage, sparkling pool, and legendary views. The reasonably-scaled 1,424 sq. ft. main home feels much larger thanks to soaring vaulted ceilings and open concept design. Expansive sliding glass doors

  Bonnie McCrystal Keller Williams Realty Maui-Ka

  561 Kaleo Place, Kihei, HI 96753
• 

  

  /50

  $1,700,000 Sold Feb 27, 2025

  • 1,071 Sq Ft
  • $1587/SF
  • 38 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  10 Wailea Ekolu Place Unit 1006, Kihei, HI 96753

  Welcome to Wailea Ekolu 1006. This upper level remodeled 2/2 unit offers stunning ocean, sunset and outer island views! Completely renovated with an open kitchen, custom cabinets, granite counter tops and stainless-steel appliances. Beautiful tile flooring throughout, 3 zone split AC system, custom wood interior doors, walk in tiled showers, full size washer and dryer. Oversized lanai perfect for

  Leslie Smith Hawaii Life (W)

  10 Wailea Ekolu Place Unit 1006, Kihei, HI 96753
• 

  

  /22

  Est $613,985 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 301,871 Sq Ft

  2747 S Kihei Rd Unit D107, Kihei, HI 96753

  2747 S Kihei Rd Unit D107, Kihei, HI 96753
• 

  

  /49

  $4,775,000

  • 2 Beds
  • 3 Baths
  • 3,169 Sq Ft

  206 Heleuma Place, Kihei, HI 96753

  Situated at the end of a quiet cul-de-sac within one of South Maui’s premier gated communities, 206 Heleuma Place offers a serene island lifestyle with ocean views and thoughtfully designed indoor-outdoor living. This warm and inviting single level home spans over 3,100 square feet featuring 2 spacious bedrooms, 2.5 bathrooms and a large office lounge that opens directly to the poolside. The

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

  206 Heleuma Place, Kihei, HI 96753
• 

  

  /49

  $1,300,000 Sold Feb 21, 2025

  • 949 Sq Ft
  • $1370/SF
  • 24 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1998

  3950 Kalai Waa St Unit P201, Kihei, HI 96753

  Welcome to this completely remodeled unit at Wailea Fairway Villas, where tasteful upgrades and captivating views blend effortlessly. Perched above the lush greens of the Wailea Blue Golf Course, this exquisite condo offers sweeping ocean views that make every day feel like paradise. This home has been thoughtfully refreshed with two new split-system AC units for customized comfort in each room.

  Alana Rucynski Hawaii Life (W)

  3950 Kalai Waa St Unit P201, Kihei, HI 96753
• 

  

  /21

  Est $575,203 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 301,871 Sq Ft

  2747 S Kihei Rd Unit D101, Kihei, HI 96753

  2747 S Kihei Rd Unit D101, Kihei, HI 96753
• 

  

  /50

  $2,890,000

  • 2 Beds
  • 2 Baths
  • 1,374 Sq Ft

  52 Kai Malu Dr Unit 102 (9B), Kihei, HI 96753

  Luxury Living in Wailea’s Newest Development! Where Elegance Meets Island Living. Step into unparalleled luxury with Wailea’s world class beaches and amenities as your world. This is the exclusive 2 bedroom 2 bath residence you’ve been waiting for, offering breathtaking ocean and outer island views, sophisticated design with an open concept floor plan, and seamless indoor-outdoor living. The

  Carla Lorimor Polaris Pacific

  52 Kai Malu Dr Unit 102 (9B), Kihei, HI 96753
• 

  

  /7

  $860,000 Sold Feb 20, 2025

  • Land
  • 0.17 Acre
  • $4,920,105 per Acre

  • 102 Days On Market

  92 Hoolapa St, Kihei, HI 96753

  Great opportunity to build your beautiful Maui home! This ocean view lot is a short walk to Wailea and stunning Keawakapu Beach! Located in Kilohana Waena subdivision and surrounded by attractive custom homes, 92 Hoolapa is one of the last available lots in the neighborhood. Kilohana Waena is one of South Maui's most desirable "ready to build" custom home subdivisions. Kilohana Waena borders

  Nathalie Mullinix Nathalie Mullinix Rlty Universal Inc

  92 Hoolapa St, Kihei, HI 96753
• 

  

  /30

  Est $560,444 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 301,871 Sq Ft

  2747 S Kihei Rd Unit C304, Kihei, HI 96753

  2747 S Kihei Rd Unit C304, Kihei, HI 96753
• 

  

  /22

  $499,000

  • 2 Beds
  • 2 Baths
  • 719 Sq Ft

  2747 S Kihei Rd Unit D102, Kihei, HI 96753

  This inviting 2-bedroom, 2-bathroom ground floor condo located at Kihei Shores is a fantastic opportunity. One of the standout features is the ground floor location, which offers easy access to parking and outdoor spaces, including a private patio that’s ideal for enjoying the warm Kihei evenings. Building D is also a premier location in Kihei Shores with only one unit above and one deeded

  Chase Traphagen Coldwell Banker Island Prop-Ku

  2747 S Kihei Rd Unit D102, Kihei, HI 96753
• 

  

  /32

  $960,000 Sold Feb 18, 2025

  • 1,052 Sq Ft
  • $913/SF
  • 191 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1989

  2777 S Kihei Rd Unit 203, Kihei, HI 96753

  You'll love the garden views from this beautiful, immaculate 2/2 at Maui Kamaole. This private, quiet unit is in a quiet spot away from parking lots, overlooking beautiful gardens, and a peak through the trees of the upper tropical pool/spa area, and also just one building between the K cluster and the tennis courts. Beautiful bamboo faces adorn all the cabinets in the unit. Sold turn-key, this

  Gary Mooers Coldwell Banker Island Prop(S)

  2777 S Kihei Rd Unit 203, Kihei, HI 96753
• 

  

  /17

  Est $532,004 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 301,871 Sq Ft

  2747 S Kihei Rd Unit C001, Kihei, HI 96753

  2747 S Kihei Rd Unit C001, Kihei, HI 96753
• 

  

  /50

  $12,950,000

  • 3 Beds
  • 4 Baths
  • 2,931 Sq Ft

  3800 Wailea Alanui Dr Unit B102, Kihei, HI 96753

  Where Beachfront Embraces Aloha! One of One! Experience the essence of the island lifestyle without the need for wetsuits! This exclusive offering features one of only eight front-row Wailea Beachfront Villas in the prestigious A&B buildings centered in the distinguished Wailea Resort on Maui. Notably, all owners in the front row B building have held their properties since 2007, reflecting the

  Dennis Rush Compass-W

  3800 Wailea Alanui Dr Unit B102, Kihei, HI 96753
• 

  

  /45

  $1,350,000 Sold Feb 14, 2025

  • 1,389 Sq Ft
  • $972/SF
  • 37 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2023

  2757 S Kihei Rd Unit 203, Kihei, HI 96753

  Crystal blue waters & golden sandy beaches 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 203, Kihei, HI 96753

Showing Results 241 - 280, Page 7 of 18