Wailea, HI Homes

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  /38

  $515,000 Sold May 01, 2025

  2747 S Kihei Rd Unit A208, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 719 Sq Ft
  • Built 1992

  Last Sold Summary

  • 26% Below List Price
  • $716/SF
  • 287 Days On Market

  Current Estimated Value $500,568

  Last Listing Agent Matt Berglund-Foster Coldwell Banker Island Prop-Ku

  2747 S Kihei Rd Unit A208, Kihei, HI 96753
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  /50

  Est $1,887,959 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,568 Sq Ft

  3950 Kalai Waa St Unit B103, Kihei, HI 96753

  3950 Kalai Waa St Unit B103, Kihei, HI 96753
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  /25

  $1,995,000

  • 3 Beds
  • 3 Baths
  • 1,910 Sq Ft

  161 Wailea Ike Place Unit C204, Kihei, HI 96753

  Set above the sparkling coastline of Wailea awaits Wailea Town Center C204, an exceptional three-bedroom, three-bath developer’s residence that captures breathtaking panoramic ocean views and exudes the relaxed elegance of contemporary island living. This beautifully designed home showcases sweeping vistas of the Pacific, outer islands, golf course, and Haleakala mountain, all enhanced by

  Evelyn Jaramillo Coldwell Banker Island Prop(P)

  161 Wailea Ike Place Unit C204, Kihei, HI 96753
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  /41

  $800,000 Sold Nov 04, 2025

  155 Wailea Ike Place Unit 67, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 908 Sq Ft
  • Built 1990

  Last Sold Summary

  • 26% Below List Price
  • $881/SF
  • 342 Days On Market

  Current Estimated Value $1,206,153

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

  155 Wailea Ike Place Unit 67, Kihei, HI 96753
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  /35

  Est $1,124,405 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

  3950 Kalai Waa St Unit A201, Kihei, HI 96753

  3950 Kalai Waa St Unit A201, Kihei, HI 96753
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  /46

  $4,100,000

  • 3 Beds
  • 4 Baths
  • 2,426 Sq Ft

  12 Hoolei Cir Unit S-2, Kihei, HI 96753

  Arguably south Maui's most exclusive "second home" destination, gated Ho'olei lives like a luxury residential community, with Hotel zoning that offers the option of worry-free short-term rental and immunity from Maui County's proposed vacation rental ban. Private, secure, and impeccably maintained, Ho'olei sets the standard for a secure, luxurious lifestyle and front-and-center access to all that

  Kevin Spaise Keller Williams Realty Maui-Ki

  12 Hoolei Cir Unit S-2, Kihei, HI 96753
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  /33

  $980,000 Sold Feb 06, 2026

  10 Wailea Ekolu Place Unit 408, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 866 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Below List Price
  • $1,132/SF
  • 8 Days On Market

  Current Estimated Value $1,200,340

  Last Listing Agent David McAlear Coldwell Banker Island Prop-Ku

  10 Wailea Ekolu Place Unit 408, Kihei, HI 96753
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  /50

  Est $2,951,925 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,852 Sq Ft

  148 Kai La Place Unit 31A, Kihei, HI 96753

  148 Kai La Place Unit 31A, Kihei, HI 96753
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  /33

  $840,000

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 7-104, Kihei, HI 96753

  Turn-key, ground-floor condo in the highly desirable Kamaole Sands resort, ideally located in the center of the courtyard with easy access to the pool, gym and BBQ areas. Enjoy garden views with a peek of the ocean and sunset skies from the private lanai. This 1 bedroom, 2 bath unit is updated with granite countertops, newer kitchen cabinetry, walk-in showers and tile flooring throughout the

  Justin Shaw Berkshire Hathaway Maui Prop-L

  2695 S Kihei Rd Unit 7-104, Kihei, HI 96753
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  /48

  $2,500,000 Sold Jul 09, 2025

  134 Kainui Loop Unit 66A, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,796 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Below List Price
  • $1,392/SF
  • 9 Days On Market

  Current Estimated Value $2,537,123

  Last Listing Agent Sara Romvari Romvari Realty Ltd

  134 Kainui Loop Unit 66A, Kihei, HI 96753
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  /40

  Est $1,213,609 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 908 Sq Ft

  155 Wailea Ike Place Unit 172, Kihei, HI 96753

  155 Wailea Ike Place Unit 172, Kihei, HI 96753
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  /46

  $18,900,000

  • 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
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  /47

  $2,075,000 Sold Jul 16, 2025

  2841 Umalu Place, Kihei, HI 96753

  • 5 Beds
  • 4 Baths
  • 2,800 Sq Ft
  • Built 1988

  Last Sold Summary

  • 17% Below List Price
  • $741/SF
  • 489 Days On Market

  Current Estimated Value $2,046,683

  Last Listing Agent Brandy Shelby Westminster Realty Inc

  2841 Umalu Place, Kihei, HI 96753
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  /30

  Est $1,385,090 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 532,303 Sq Ft

  155 Wailea Ike Place Unit 120, Kihei, HI 96753

  155 Wailea Ike Place Unit 120, Kihei, HI 96753
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  /50

  $625,000 Pending

  • 2 Beds
  • 2 Baths
  • 750 Sq Ft

  160 Keonekai Rd Unit 8-103, Kihei, HI 96753

  Perfect blend of modern luxury, comfort, and privacy with such a prime location within minutes to beaches, shopping and restaurants this unit really stand out as exceptional. Kenonekai Villages 8-103 is a beautiful ground-floor 2-bedroom, 1.5-bath unit with its own private yard and lanai—a rare offering. Fully remodeled in 2022 with modern, high-end finishes and smart home upgrades throughout,

  Todd Hudson Keller Williams Realty Maui-Ki

  160 Keonekai Rd Unit 8-103, Kihei, HI 96753
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  /36

  $800,000 Sold Jun 04, 2025

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

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft
  • Built 1983

  Last Sold Summary

  • 30% Below List Price
  • $978/SF
  • 104 Days On Market

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

  2695 S Kihei Rd Unit 10-211, Kihei, HI 96753
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  /32

  Est $1,633,131 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,383 Sq Ft

  155 Wailea Ike Place Unit 106, Kihei, HI 96753

  155 Wailea Ike Place Unit 106, Kihei, HI 96753
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  /33

  $1,136,000

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

  2777 S Kihei Rd Unit C208, Kihei, HI 96753

  Welcome to Maui Kamaole, one of South Maui's most sought-after resort communities. Set on 23 acres of beautifully maintained tropical grounds, this low-rise complex offers a rare sense of privacy, space, and serenity in an unbeatable Kihei location-just moments from Wailea and some of the best beaches on Maui. This 2-bedroom, 2-bath townhouse-style condominium is perched above the front pool,

  Jan Bryan Coldwell Banker Island Prop(S)

  2777 S Kihei Rd Unit C208, Kihei, HI 96753
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  /30

  $930,000 Sold Feb 28, 2025

  2653 S Kihei Rd Unit 216, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 890 Sq Ft
  • Built 1974

  Last Sold Summary

  • 7% Below List Price
  • $1,045/SF
  • 128 Days On Market

  Current Estimated Value $897,212

  Last Listing Agent Gina Duncan ENRG Realty

  2653 S Kihei Rd Unit 216, Kihei, HI 96753
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  /30

  Est $1,371,470 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 532,303 Sq Ft

  155 Wailea Ike Place Unit 52, Kihei, HI 96753

  155 Wailea Ike Place Unit 52, Kihei, HI 96753
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  /21

  $3,500,000

  • 2 Beds
  • 2 Baths
  • 1,416 Sq Ft

  3600 Wailea Alanui Dr Unit 704, Kihei, HI 96753

  Finally, a top-floor unit at Elua Village with a garage. Enjoy the rare combination of a preferred floor plan, ocean view, expansive lanai, and a private garage that is just steps from the sugar white sands of Wailea's Ulua beach and the Elua Village beachfront pool and pavilion. Spacious and inviting, this quiet Wailea condominium home is roomy and relaxing; no upstairs neighbors with this

  Robert McDaniel Wailea Vacation Rentals

  3600 Wailea Alanui Dr Unit 704, Kihei, HI 96753
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  /49

  $5,500,000 Sold Jun 06, 2025

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

  • 5 Beds
  • 5 Baths
  • 3,251 Sq Ft
  • Built 1996

  Last Sold Summary

  • 19% Below List Price
  • $1,692/SF
  • 111 Days On Market

  Current Estimated Value $5,566,855

  Last Listing Agent Dean Otto Keller Williams Realty Maui-L

  3068 S Kihei Rd Unit 1-B, Kihei, HI 96753
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  /27

  Est $1,367,873 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  155 Wailea Ike Place Unit 51, Kihei, HI 96753

  155 Wailea Ike Place Unit 51, Kihei, HI 96753
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  /30

  $2,900,000

  • 3 Beds
  • 4 Baths
  • 2,788 Sq Ft

  139 Waaula Place, Kihei, HI 96753

  139 Waaula Pl is a stunning custom-built home in the exclusive, gated Wailea Kai community, featuring 3 bedrooms and 3.5 baths, located walking distance from Keawakapu Beach. The 2,788 sq. ft. residence boasts a main-level master suite, an open-concept design with abundant natural light, and a private, tropical backyard oasis with a pool, spa, and large lanai. Seller is facilitating a 1031

  Sherry Llanes Coldwell Banker Island Prop-Ku

  139 Waaula Place, Kihei, HI 96753
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  /48

  $1,000,000 Sold Feb 06, 2026

  2730 Ohina St, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,256 Sq Ft
  • Built 1979

  Last Sold Summary

  • 23% Below List Price
  • $796/SF
  • 221 Days On Market

  Current Estimated Value $1,075,355

  Last Listing Agent Jean Keating Coldwell Banker Island Prop-Ku

  2730 Ohina St, Kihei, HI 96753
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  /50

  Est $1,502,514 Not Listed For Sale

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

  155 Wailea Ike Place Unit 42, Kihei, HI 96753

  155 Wailea Ike Place Unit 42, Kihei, HI 96753
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  /40

  $5,100,000

  • 3 Beds
  • 4 Baths
  • 2,426 Sq Ft

  81 Makakehau St Unit H-2, Kihei, HI 96753

  Discover luxury resort living in this exceptional ocean-view Villa located within the prestigious gated community of Ho'olei in Wailea. It is ideally positioned near world-class resorts, fine dining, luxury shopping, championship golf courses, and Maui's best beaches. The Villa features 3 bedrooms and 3.5 bathrooms, in a two-story townhome-style, encompassing 2,426 square feet. There is an

  Jan Bryan Coldwell Banker Island Prop(S)

  81 Makakehau St Unit H-2, Kihei, HI 96753
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  /50

  $560,000 Sold May 09, 2025

  160 Keonekai Rd Unit 1-101, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 750 Sq Ft
  • Built 1992

  Last Sold Summary

  • 3% Below List Price
  • $747/SF
  • 6 Days On Market

  Current Estimated Value $558,947

  Last Listing Agent Bob Hansen Maui Luxury Real Estate LLC

  160 Keonekai Rd Unit 1-101, Kihei, HI 96753
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  /30

  Est $1,445,519 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 532,303 Sq Ft

  155 Wailea Ike Place Unit 30, Kihei, HI 96753

  155 Wailea Ike Place Unit 30, Kihei, HI 96753
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  /6

  $5,679,000

  • 5 Beds
  • 6 Baths
  • 4,532 Sq Ft

  211 E Ikea Kai Place, Kihei, HI 96753

  Discover the rare opportunity to create your own island sanctuary in the heart of Wailea. Designed to capture sweeping panoramic ocean views, this custom two-story luxury home invites you to personalize every finish and detail to reflect your vision of paradise. With 5 bedrooms and 6 bathrooms across approximately 5,100 square feet of thoughtfully designed living space, the residence is crafted

  Valentin Lopes Coldwell Banker Island Prop-Ku

  211 E Ikea Kai Place, Kihei, HI 96753
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  /40

  $1,067,500 Sold Apr 15, 2025

  2881 S Kihei Rd Unit 80, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,395 Sq Ft
  • Built 1981

  Last Sold Summary

  • 11% Below List Price
  • $765/SF
  • 57 Days On Market

  Current Estimated Value $1,169,709

  Last Listing Agent Josh Feyen Real Broker

  2881 S Kihei Rd Unit 80, Kihei, HI 96753
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  /49

  Est $6,416,204 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,879 Sq Ft

  3800 Wailea Alanui Dr Unit G201, Kihei, HI 96753

  3800 Wailea Alanui Dr Unit G201, Kihei, HI 96753
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  /44

  $4,495,000

  • 2 Beds
  • 2 Baths
  • 1,510 Sq Ft

  4850 Makena Alanui Unit F108, Kihei, HI 96753

  Welcome to Makena Surf F-108. This ground floor 2-bedroom, 2-bathroom luxury condominium is just steps to the beach with unobstructed ocean views. Features include a spacious open floor plan with the living, dining and kitchen areas opening to an expansive lanai and grass area for seamless indoor/outdoor living. Tile flooring throughout, plantation shutters and central AC. This unit is being sold

  Leslie Smith Hawaii Life (W)

  4850 Makena Alanui Unit F108, Kihei, HI 96753
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  /44

  $775,000 Sold Sep 08, 2025

  2653 S Kihei Rd Unit 306, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 890 Sq Ft
  • Built 1974

  Last Sold Summary

  • 14% Below List Price
  • $871/SF
  • 67 Days On Market

  Current Estimated Value $841,093

  Last Listing Agent Joshua Broady Real Broker

  2653 S Kihei Rd Unit 306, Kihei, HI 96753
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  /44

  Est $6,943,233 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 467,834 Sq Ft

  Unlisted Address

  Unlisted Address
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  /44

  $2,549,000

  • 3 Beds
  • 3 Baths
  • 3,028 Sq Ft

  3291 Waileia Place, Kihei, HI 96753

  Luxury Spanish Villa in Wailea, Maui. Nestled in one of Wailea’s most sought-after neighborhoods, this meticulously upgraded contemporary Spanish villa blends timeless elegance with modern comfort. Situated on over half an acre of prime real estate and boasting over 5,000 square feet of living space under roof, this estate epitomizes luxury island living with single level living, having only the

  Alex Iskenderian Berkshire Hathaway Maui Prop-L

  3291 Waileia Place, Kihei, HI 96753
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  /30

  Est $6,631,866 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 467,834 Sq Ft

  3800 Wailea Alanui Dr Unit 312, Kihei, HI 96753

  3800 Wailea Alanui Dr Unit 312, Kihei, HI 96753
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  /14

  $399,000

  • 1 Bed
  • 1 Bath
  • 597 Sq Ft

  2747 S Kihei Rd Unit A101, Kihei, HI 96753

  Kihei Shores A101 is the least expensive fee simple condo in Kihei at the time of this listing. This one bedroom one bath unit is located just a short walk to Kamaole III beach park. Enjoy the garden view and a peek of ocean from the living room. Kihei Shores is conveniently located to shopping, dining, and several wonderful beach parks. The complex offers a pool, spa, BBQ areas and surfboard

  Leslie Smith Hawaii Life (W)

  2747 S Kihei Rd Unit A101, Kihei, HI 96753
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  /49

  Est $1,413,873 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,194 Sq Ft

  3150 Wailea Alanui Dr Unit 3706, Kihei, HI 96753

  3150 Wailea Alanui Dr Unit 3706, Kihei, HI 96753
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  /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 International Realty(M)

  2777 S Kihei Rd Unit 107, Kihei, HI 96753

Showing Results 561 - 600, Page 15 of 18