7,222

Wailea, HI Homes

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    • /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
  • /44

    $1,350,000

    • 2 Beds
    • 2 Baths
    • 949 Sq Ft

    3950 Kalai Waa St Unit Y202, Kihei, HI 96753

    Stunning 2-bedroom, 2-bath upper-level furnished unit with beautiful ocean/sunset and golf course views. Remodeled in 2014, features include new window treatments, tile, new kitchen appliances, full renovations of both bathrooms (toilets, sinks/faucets, countertops, shower, bath enclosure and lighting). Replacement of front and back door screen doors, new lighting in kitchen and dining room, and

    Leslie Smith Hawaii Life (W)

    3950 Kalai Waa St Unit Y202, Kihei, HI 96753
  • /50

    $700,000 Sold Jun 13, 2025

    • 890 Sq Ft
    • $787/SF
    • 117 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1974

    2653 S Kihei Rd Unit 201, Kihei, HI 96753

    Aloha and welcome to Maui Parkshore 201 — your serene island haven in the heart of South Maui. This bright and breezy corner unit offers expansive ocean views from the living area and spacious lanai, perfect for enjoying sunsets and the soothing sounds of the sea. Thoughtfully reimagined to open up the kitchen and living space, this retreat features cheerful tile accents, generous cabinetry, two

    Erica Haleakala Hawaii Life (W)

    2653 S Kihei Rd Unit 201, Kihei, HI 96753
    • /30

      Est $527,725 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
  • /49

    $1,299,900

    • 2 Beds
    • 2 Baths
    • 1,052 Sq Ft

    2777 S Kihei Rd Unit 204, Kihei, HI 96753

    Perched at the top of Maui Kamaole affords this condo a very nice ocean view. Situated near the tropical pool, but facing away from it makes this a very quiet location. Stainless appliances, nicely furnished, new sliding glass door in the main floor bedroom and that lanai was waterproofed and retiled. A short distance to the tennis courts. Make this your Maui home today. Call you favorite REALTOR

    Roger Pleski Coldwell Banker Island Prop(S)

    2777 S Kihei Rd Unit 204, Kihei, HI 96753
  • /50

    $2,600,000 Sold Jun 13, 2025

    • 1,852 Sq Ft
    • $1,404/SF
    • 112 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2003

    109 Hokai Place, Kihei, HI 96753

    Welcome to 109 Hokai Pl, a stunning single-level 3-bedroom, 3-bath home with an added den/office space, perfectly blending modern elegance with island living. Completely remodeled in 2024, this home is loaded with upgrades to enhance your lifestyle. The chef’s kitchen features premium Bertazzoni and GE appliances, including a double oven, and an instant hot water system, perfect for culinary

    Bradley MacArthur Hawaii Life (W)

    109 Hokai Place, Kihei, HI 96753
    • /3

      Est $36,611,926 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 4,762 Sq Ft

      47 Malukai Ln Unit 13, Kihei, HI 96753

      47 Malukai Ln Unit 13, Kihei, HI 96753
  • /50

    $1,149,000

    • 1 Bed
    • 2 Baths
    • 1,022 Sq Ft

    3200 Wailea Alanui Dr Unit 307, Kihei, HI 96753

    Nestled on the top row of The Palms at Wailea and tucked away from road noise, Palms 307 offers a peaceful slice of paradise—with a bit of ocean view... Whether you're looking for a vacation escape or an investment in Maui’s coveted resort community, this unit is clean, stylish, and move-in ready—offering comfort, value, and a touch of luxury. This light-filled unit welcomes you with an open

    Erica Haleakala Hawaii Life (W)

    3200 Wailea Alanui Dr Unit 307, Kihei, HI 96753
  • /49

    $3,300,000 Sold Jun 12, 2025

    • 1,574 Sq Ft
    • $2,097/SF
    • 28 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2022

    244 Holomoana Way Unit 104 (17D), Wailea, HI 96753

    Experience Luxury Living in the Heart of Wailea’s Award Winning Community, Makali'i at Wailea. This stunning and coveted 3-bedroom, 3-bathroom end unit, Mid-Century Modern townhome, offers the perfect blend of luxury and tranquility. Located in the serene community in Wailea, this home is just a short stroll from world-renowned beaches, 3 resort golf courses, upscale dining, and vibrant shopping

    Carla Lorimor Polaris Pacific

    244 Holomoana Way Unit 104 (17D), Wailea, HI 96753
    • /45

      Est $2,834,916 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,089,000 Sq Ft

      14 Kainui Loop Unit 75A, Kihei, HI 96753

      14 Kainui Loop Unit 75A, Kihei, HI 96753
  • /36

    $999,500

    • 1 Bed
    • 2 Baths
    • 1,022 Sq Ft

    3200 Wailea Alanui Dr Unit 207, Kihei, HI 96753

    Palms at Wailea 207 is a large, bright one bedroom two bathroom ground floor corner unit. This well maintained, updated and fully furnished condominium is ready for your enjoyment. For added comfort, Palms 207 offers two split air conditioning systems and tile floors throughout. As a popular vacation rental over the years, guests rave over how seamlessly the living area transitions from indoors

    Linda Bordingnon Coldwell Banker Island Prop(S)

    3200 Wailea Alanui Dr Unit 207, Kihei, HI 96753
  • /43

    $865,804 Sold Jun 12, 2025

    • 908 Sq Ft
    • $954/SF
    • 37 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1990

    155 Wailea Ike Place Unit 92, Kihei, HI 96753

    Grand Champions Villa 92 offers a rare opportunity to own one of Wailea’s most elegantly reimagined residences, where refined design meets panoramic island views in a setting that feels both effortless and extraordinary. Perched above the second green of the Wailea Blue Golf Course, this one-bedroom, two-bathroom retreat has been thoughtfully renovated to create a harmonious blend of comfort,

    Robbie Dein Maui Real Estate Advisors LLC

    155 Wailea Ike Place Unit 92, Kihei, HI 96753
    • /50

      Est $2,707,671 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,095,970 Sq Ft

      36 Kainui Loop Unit 73B, Kihei, HI 96753

      36 Kainui Loop Unit 73B, Kihei, HI 96753
  • /44

    $1,100,000

    • 2 Beds
    • 2 Baths
    • 1,052 Sq Ft

    2777 S Kihei Rd Unit 208, Kihei, HI 96753

    Maui Kamaole D208 — Quiet Garden Two-Bedroom With Three Lanais Near Keawakapu & Kam III Beaches Set at the Wailea end of South Kihei, Maui Kamaole is a low-rise, 23-acre community known for generous green space, mature landscaping, and walkable access to two of Maui’s signature beaches—Kamaole III and Keawakapu—plus the Kihei Boat Ramp directly across the street. Residence D208 sits in one of

    Eric West Real Broker LLC

    2777 S Kihei Rd Unit 208, Kihei, HI 96753
  • /48

    $2,570,000 Sold Jun 12, 2025

    • 1,574 Sq Ft
    • $1,633/SF
    • 110 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2021

    172 Holomoana Way Unit 11B, Wailea-Makena, HI 96753

    Nestled in Wailea’s premier location, this exquisite 2-bedroom, 2-bathroom condominium, designed and built by the award-winning Armstrong Development, blends mid-century modern architecture with Hawaiiana elegance. Positioned on the top row, this home offers unparalleled panoramic views of the Pacific Ocean. Haleakala, and the Wailea Blue Golf Course can be seen throughout the property. With

    Napua Banks Island Sotheby's Int'l Rlty(W)

    172 Holomoana Way Unit 11B, Wailea-Makena, HI 96753
    • /30

      Est $2,754,863 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,095,970 Sq Ft

      197 Kainui Loop Unit 61B, Kihei, HI 96753

      197 Kainui Loop Unit 61B, Kihei, HI 96753
  • /21

    $555,000

    • 2 Beds
    • 1 Bath
    • 625 Sq Ft

    160 Keonekai Rd Unit 14-202, Kihei, HI 96753

    Welcome to your island oasis in the highly sought-after Keonekai Villages! This beautifully remodeled, fully-furnished 2-bedroom, 1-bath condo offers the perfect blend of modern luxury and Maui charm. Nestled in the heart of South Kihei, this gem is just a few blocks from the beach and Kamaole Park III, which offers breathtaking views of the sunset. Step inside to discover a thoughtfully designed

    Nathalie Mullinix Nathalie Mullinix Rlty Universal Inc

    160 Keonekai Rd Unit 14-202, Kihei, HI 96753
  • /47

    $1,050,000 Sold Jun 10, 2025

    • 952 Sq Ft
    • $1,103/SF
    • 36 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1976

    3300 Wailea Alanui Dr Unit 37B, Kihei, HI 96753

    Experience Wailea Ekahi 37B, a beautifully appointed 1-bedroom, 2-bathroom ground floor unit in one of South Maui’s most sought-after beachfront communities. This exquisite condo features elegant travertine stone flooring throughout, seamlessly flowing out to the spacious lanai—perfect for indoor-outdoor island living. Stay cool and comfortable year-round with two efficient split A/C systems and

    Bradley MacArthur Hawaii Life (W)

    3300 Wailea Alanui Dr Unit 37B, Kihei, HI 96753
    • /30

      Est $2,360,022 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,089,000 Sq Ft

      342 Kai Malu Place Unit 47A, Kihei, HI 96753

      342 Kai Malu Place Unit 47A, Kihei, HI 96753
  • /42

    $10,495,000

    • 3 Beds
    • 4 Baths
    • 2,889 Sq Ft

    3800 Wailea Alanui Dr Unit D101, Kihei, HI 96753

    Welcome to Wailea Beach Villas D-101, where ultimate privacy is the theme and the pursuit of pinnacle luxury oceanfront living is found. Lavishly executed finishes and custom one-of-a-kind artisan touches throughout this villa are truly unmatched, creating a memorable experience with your family and friends. Located in the heart of Wailea's exclusive resort community, this villa combines

    Max Blair Coldwell Banker Island Prop(S)

    3800 Wailea Alanui Dr Unit D101, Kihei, HI 96753
  • /36

    $28,560,000 Sold Jun 06, 2025

    • 21,692 Sq Ft
    • $1,317/SF
    • 69 Days On Market
    • 8 Beds
    • 8 Baths
    • Built 2002

    3200 S Kihei Rd, Kihei, HI 96753

    Casa En Maui stands among the most extraordinary residences in Hawaii, set along Maui’s most coveted stretch of sand—Keawakapu Beach. Conceived by legendary architect Ricardo Legorreta, this bold architectural statement spans over 21,000± sq. ft. with ~100 feet of pristine beachfront lanai, pairing modern geometry with Maui’s dramatic natural beauty. Panoramic ocean views, radiant sunsets, and a

    Matt Beall Hawaii Life (PR)

    3200 S Kihei Rd, Kihei, HI 96753
    • /40

      Est $2,343,360 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,095,970 Sq Ft

      89 Kai La Place Unit 38B, Kihei, HI 96753

      89 Kai La Place Unit 38B, Kihei, HI 96753
  • /2

    $1,150,000

    • Land
    • 0.02 Acre
    • $63,895,988 per Acre

    2920 Kauhale St, Kihei, HI 96753

    Located at 2920 Kauhale St in the beautiful coastal town of RESIDENTIAL LOT FOR SALE, AMAZING OCEAN VIEWS, 5 BLOCKs TO SANDY BEACH; DRIVE 3 MINUTES TO WAILEA RESORTS. 2920 KAUHALE ST, KIHEI, MAUI 7980 SQ FT ALL TREES WILL BE REMOVE OR PRUNE ALSO GREENHOUSE WILL BE REMOVED Build your dream home in paradise. The land measures 7,980 square feet, providing ample space to create a custom residence

    Jeffrey Samuels Jeffrey Samuels Realty

    2920 Kauhale St, Kihei, HI 96753
  • /49

    $5,500,000 Sold Jun 06, 2025

    • 3,251 Sq Ft
    • $1,692/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
    • /42

      Est $2,609,486 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,095,970 Sq Ft

      145 Kai La Place Unit 34A, Kihei, HI 96753

      145 Kai La Place Unit 34A, Kihei, HI 96753
  • /37

    $849,000

    • 1 Bed
    • 2 Baths
    • 818 Sq Ft

    2695 S Kihei Rd Unit 10-213, Kihei, HI 96753

    Welcome to your Maui getaway at Kamaole Sands, Building 10! This 1 bedroom, 2 bathroom condo has been completely upgraded and designed with comfort and style in mind. One of the best features is the large lanai with sweeping ocean views — it truly feels like an extra room where you can relax, dine, or just soak in the sunsets. Inside, you’ll find tile flooring throughout and a custom built-in

    Alex Abreu Hawaii Life (W)

    2695 S Kihei Rd Unit 10-213, 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
    • /50

      Est $4,242,697 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 4,004 Sq Ft

      181 Hokai Place, Kihei, HI 96753

      181 Hokai Place, Kihei, HI 96753
  • /27

    $499,000

    • 2 Beds
    • 2 Baths
    • 719 Sq Ft

    2747 S Kihei Rd Unit D106, Kihei, HI 96753

    Location, Location, Location! Just across the street from Kamaole III Beach Park, Kihei Shores D-106 is a rare ground-floor, single-level 2 bedroom, 2 bathroom unit with no neighbors above or below. Conveniently located near the pool and office, this “townhome-style” layout offers direct access to a grassy outdoor area right off the back door. Parking is available close to your own front entry,

    Clint Hansen Maui Luxury Real Estate LLC

    2747 S Kihei Rd Unit D106, 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
    • /30

      Est $3,180,567 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,938 Sq Ft

      89 Hokai Place, Kihei, HI 96753

      89 Hokai Place, Kihei, HI 96753
  • /43

    $754,000

    • 1 Bed
    • 2 Baths
    • 849 Sq Ft

    2777 S Kihei Rd Unit 107, Kihei, HI 96753

    Situated in South Kihei’s premier resort community, Maui Kamaole, this spacious 1-bedroom, 2-bath condo offers a perfect blend of comfort, privacy, and convenience. Located on 23 acres of lush tropical landscaping directly across from Kamaole Beach Park III, this unit feels like a private oasis yet is just minutes from Wailea’s top golf, dining, and shopping. The downstairs condo is exceptionally

    Ron Silva Island Sotheby's Int'l Rlty(M)

    2777 S Kihei Rd Unit 107, 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
    • /45

      Est $1,721,911 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,650 Sq Ft

      119 Ahekolo St, Kihei, HI 96753

      119 Ahekolo St, Kihei, HI 96753
  • /23

    $24,000,000

    • 3 Beds
    • 4 Baths
    • 3,279 Sq Ft

    3146 S Kihei Rd, Kihei, HI 96753

    Timeless Hawaiian Estate on Keawakapu Beach Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless Hawaiian residence embraces its unrivaled setting with approximately 2,500 square feet of covered outdoor living space, perfectly suited for beachfront lounging and entertaining.

    David Richardson Hawaii Life (W)

    3146 S Kihei Rd, Kihei, HI 96753
  • /42

    $3,450,000 Sold May 30, 2025

    • 1,732 Sq Ft
    • $1,992/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
    • /37

      Est $2,912,321 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,564 Sq Ft

      131 Ponana St, Kihei, HI 96753

      131 Ponana St, Kihei, HI 96753
  • /50

    $1,050,000

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    155 Wailea Ike Place Unit 12, Kihei, HI 96753

    Outstanding Value in the Wailea Resort! Grand Champions #12 puts you in the perfect position to have it all. This spacious, top floor 2 bedroom 2 bath unit features lock off capability, complete with separate entrances, for the versatility that you and your guests will enjoy. Conveniently located near one of the two beautiful pools and the property entrance, you won’t believe the privacy that

    Dale Richardson Hawaii Life (W)

    155 Wailea Ike Place Unit 12, Kihei, HI 96753
  • /50

    $3,715,000 Sold May 29, 2025

    • 1,899 Sq Ft
    • $1,956/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
    • /31

      Est $1,782,381 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,532 Sq Ft

      119 Ponana St, Kihei, HI 96753

      119 Ponana St, Kihei, HI 96753

Showing Results 121 - 160, Page 4 of 18

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