Wailea, HI Homes

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  /50

  Est $1,414,308 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,015,819 Sq Ft

  2777 S Kihei Rd Unit A212, Kihei, HI 96753

  2777 S Kihei Rd Unit A212, Kihei, HI 96753
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  /47

  $3,550,000

  • 3 Beds
  • 3 Baths
  • 3,094 Sq Ft

  144 Hoolapa St, Kihei, HI 96753

  This spectacular custom home in arguably Kihei's finest neighborhood has been immaculately cared for and shows like new. The elegance of this home speaks for itself with 10 foot ceilings on the ground floor and Acacia hardwood floors throughout. The kitchen has marble countertops, custom shaker cabinets, and a separate dining room. The main level primary bedroom has a walk-in closet and large

  Roger Pleski Coldwell Banker Island Prop(S)

  144 Hoolapa St, Kihei, HI 96753
• 

  

  

  /39

  $8,655,000 Sold Mar 31, 2025

  4000 Wailea Alanui Dr Unit 1501, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 3,027 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Below List Price
  • $2,859/SF
  • 75 Days On Market

  Current Estimated Value $8,371,072

  Last Listing Agent Kassandra Starr Teems Coldwell Banker Island Prop(S)

  4000 Wailea Alanui Dr Unit 1501, Kihei, HI 96753
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  /35

  Est $1,256,133 Not Listed For Sale

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

  2777 S Kihei Rd Unit A202, Kihei, HI 96753

  2777 S Kihei Rd Unit A202, Kihei, HI 96753
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  /27

  $1,475,000

  • 3 Beds
  • 2 Baths
  • 1,389 Sq Ft

  2757 S Kihei Rd Unit 101, Kihei, HI 96753

  Welcome to Paradise Ridge Estates #101. Set on the ground floor of Building 1, this home offers convenient access and a private, tucked-away location within the community. Inside, you’ll find contemporary finishes and an open-concept living and dining area designed for comfortable everyday living. Two assigned parking stalls—#64 and #70—as well as handicapped stalls are located close by for easy

  Mark Waite Compass-W

  2757 S Kihei Rd Unit 101, Kihei, HI 96753
• 

  

  /36

  $28,560,000 Sold Jun 06, 2025

  3200 S Kihei Rd, Kihei, HI 96753

  • 8 Beds
  • 8 Baths
  • 21,692 Sq Ft
  • Built 2002

  Last Sold Summary

  • 56% Below List Price
  • $1,317/SF
  • 69 Days On Market

  Current Estimated Value $3,755,000

  Last Listing Agent Matt Beall Hawaii Life (PR)

  3200 S Kihei Rd, Kihei, HI 96753
• 

  

  /18

  Est $592,683 Not Listed For Sale

  • Studio
  • 1 Bath
  • 45,738 Sq Ft

  2895 S Kihei Rd Unit 201, Kihei, HI 96753

  2895 S Kihei Rd Unit 201, Kihei, HI 96753
• 

  

  /22

  $1,295,000

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

  155 Wailea Ike Place Unit 21, Kihei, HI 96753

  Experience the allure of this exquisite two-bedroom, two-bathroom condominium at the prestigious Grand Champion Villas in Wailea, boasting a tranquil garden panorama. Awaken to the enchanting melodies of birdsong as you indulge in your morning coffee on the lanai. An unparalleled opportunity awaits investors, as this gem is nestled in a condominium area ripe for vacation rentals. Revel in the

  Susana McIntosh Hawaii Life (W)

  155 Wailea Ike Place Unit 21, Kihei, HI 96753
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  /3

  $2,000,000 Sold Nov 14, 2025

  151 Halau Place Unit 7, Kihei, HI 96753

  • Land
  • 0.33 Acre
  • $6,121,862 per Acre

  Last Sold Summary

  • 0 Days On Market

  Current Estimated Value $3,252,447

  Last Listing Agent David Richardson Hawaii Life (W)

  151 Halau Place Unit 7, Kihei, HI 96753
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  /27

  Est $484,455 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 728 Sq Ft

  2747 S Kihei Rd Unit J009, Kihei, HI 96753

  2747 S Kihei Rd Unit J009, Kihei, HI 96753
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  /34

  $1,574,000 Open Sun 11AM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,071 Sq Ft

  10 Wailea Ekolu Place Unit 105, Kihei, HI 96753

  Welcome to Wailea Ekolu 105. Easy access to this beautifully remodeled luxury ground floor 2B/2B unit. Condo enjoys the luxury of panoramic ocean and outer island views from one end of the condo, through the living room, kitchen and master bedroom lanai. Thought, care and expert design principles were incorporated into this sleek renovated interior giving a nod to a mid-century modern vibe.

  Michele White Coldwell Banker Island Prop(S)

  10 Wailea Ekolu Place Unit 105, Kihei, HI 96753
• 

  

  /25

  $1,050,000 Sold Mar 04, 2025

  700 Kupulau Dr, Kihei, HI 96753

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

  Last Sold Summary

  • 7 Days On Market

  Current Estimated Value $1,022,490

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

  700 Kupulau Dr, Kihei, HI 96753
• 

  

  /28

  Est $491,984 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

  $1,295,000

  • 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
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  /50

  $1,300,000 Sold Dec 05, 2025

  3300 Wailea Alanui Dr Unit 13D, Kihei, HI 96753

  • 1 Bed
  • 1 Bath
  • 792 Sq Ft
  • Built 1976

  Last Sold Summary

  • 3% Below List Price
  • $1,641/SF
  • 14 Days On Market

  Current Estimated Value $1,336,979

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

  3300 Wailea Alanui Dr Unit 13D, Kihei, HI 96753
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  /30

  Est $490,229 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
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  /50

  $1,525,000

  • 2 Beds
  • 2 Baths
  • 1,071 Sq Ft

  10 Wailea Ekolu Place Unit 1008, Kihei, HI 96753

  Wailea Ekolu #1008 offers the pinnacle of Wailea living—an immaculate upstairs 2-bedroom, 2-bathroom condo with panoramic ocean views. This spacious, end-unit residence features vaulted ceilings and comes fully furnished and turnkey, allowing for effortless enjoyment or immediate vacation rental income. Inside, stay comfortable year-round with split AC units in the primary suite and living area,

  Sloan Allison Coldwell Banker Island Prop(S)

  10 Wailea Ekolu Place Unit 1008, Kihei, HI 96753
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  /50

  $1,205,000 Sold Mar 17, 2025

  2866 Ohina St, Kihei, HI 96753

  • 4 Beds
  • 3 Baths
  • 1,593 Sq Ft
  • Built 1983

  Last Sold Summary

  • 1% Above List Price
  • $756/SF
  • 12 Days On Market

  Current Estimated Value $1,232,566

  Last Listing Agent Sara Romvari Romvari Realty Ltd

  2866 Ohina St, Kihei, HI 96753
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  /19

  Est $495,866 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 733 Sq Ft

  2747 S Kihei Rd Unit H101, Kihei, HI 96753

  2747 S Kihei Rd Unit H101, Kihei, HI 96753
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  /46

  $3,160,000

  • 3 Beds
  • 3 Baths
  • 2,053 Sq Ft

  3220 Waileia Place, Kihei, HI 96753

  Nestled in the sought-after community of Maui Meadows, this exceptional property offers breathtaking views, flexible living spaces, and resort style amentities . The main residence features 3 bedrooms and 2.5 baths. The ground level offers an open concept great room with living, kitchen, and dining areas and broad ocean views. Expansive bi-fold doors open to a spacious covered lanai. A generous

  Jan Bryan Coldwell Banker Island Prop(S)

  3220 Waileia Place, Kihei, HI 96753
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  /50

  $3,550,000 Sold Dec 24, 2025

  175 W Ikea Moku Place, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 3,105 Sq Ft
  • Built 1999

  Last Sold Summary

  • 1% Below List Price
  • $1,143/SF
  • 7 Days On Market

  Current Estimated Value $3,347,709

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

  175 W Ikea Moku Place, Kihei, HI 96753
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  /21

  Est $499,740 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
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  /50

  $3,500,000

  • 4 Beds
  • 4 Baths
  • 3,399 Sq Ft

  744 Lanina Place, Kihei, HI 96753

  Eclectic, exotic, bursting with energy this Maui Meadows home is such a special spot on the island with its breathtaking ocean views, deep tropical setting and exquisite finishes throughout. You will be Awestruck with the incredible design and finishes throughout this entire property with the beautiful pool, ideally situated for entertaining, lavish master suite and incredible chef’s kitchen.

  Tom Tezak Hawaii Life (W)

  744 Lanina Place, Kihei, HI 96753
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  /50

  $2,900,000 Sold May 16, 2025

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

  • 3 Beds
  • 4 Baths
  • 1,852 Sq Ft
  • Built 2006

  Last Sold Summary

  • 17% Below List Price
  • $1,566/SF
  • 132 Days On Market

  Current Estimated Value $2,771,112

  Last Listing Agent Christina Haywood Hawaii Life (W)

  393 Kai Malu Place Unit 52B, Kihei, HI 96753
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  /30

  Est $745,522 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
• 

  

  /40

  $1,299,000

  • 1 Bed
  • 2 Baths
  • 866 Sq Ft

  10 Wailea Ekolu Place Unit 208, Kihei, HI 96753

  Step into this stunning, beautifully remodeled 1 bedroom, 2 bath condo, and be immediately captivated by sweeping ocean views that stretch from Makena to the West Maui Mountains. Inside, soaring ceilings and abundant natural light create an open, airy living space that seamlessly frames the expansive ocean panorama. The condo has been thoughtfully updated with modern finishes throughout,

  Darla Phillips eXp Realty

  10 Wailea Ekolu Place Unit 208, Kihei, HI 96753
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  /46

  $6,125,000 Sold Jan 23, 2026

  3800 Wailea Alanui Dr Unit 505, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,961 Sq Ft
  • Built 2005

  Last Sold Summary

  • 9% Below List Price
  • $3,123/SF
  • 51 Days On Market

  Current Estimated Value $5,580,518

  Last Listing Agent Leslie Smith Hawaii Life (W)

  3800 Wailea Alanui Dr Unit 505, Kihei, HI 96753
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  /11

  Est $437,257 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 599 Sq Ft

  2747 S Kihei Rd Unit F201, Kihei, HI 96753

  2747 S Kihei Rd Unit F201, Kihei, HI 96753
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  /32

  $1,349,000

  • 2 Beds
  • 2 Baths
  • 1,242 Sq Ft

  3200 Wailea Alanui Dr Unit 1605, Kihei, HI 96753

  Discover Unbeatable Wailea Value Experience the perfect blend of affordability and luxury in the prestigious Palms at Wailea. This inviting, turnkey furnished, ground-level, 2-bedroom, 2-bath residence in Building 16 is priced as one of the most accessible two-bedrooms in the complex, presenting a rare opportunity to own in this sought-after community. The unit is designed for comfort and privacy

  Kathleen Tezak Island Sotheby's Int'l Rlty(W)

  3200 Wailea Alanui Dr Unit 1605, Kihei, HI 96753
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  /50

  $3,075,000 Sold Oct 13, 2025

  85 Pukolu Place, Kihei, HI 96753

  • 5 Beds
  • 4 Baths
  • 4,232 Sq Ft
  • Built 1989

  Last Sold Summary

  • 5% Below List Price
  • $727/SF
  • 10 Days On Market

  Current Estimated Value $3,131,374

  Last Listing Agent Alex Iskenderian Berkshire Hathaway Maui Prop-L

  85 Pukolu Place, Kihei, HI 96753
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  /40

  Est $481,131 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 599 Sq Ft

  2747 S Kihei Rd Unit F101, Kihei, HI 96753

  2747 S Kihei Rd Unit F101, Kihei, HI 96753
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  /50

  $6,195,000

  • 2 Beds
  • 2 Baths
  • 1,978 Sq Ft

  3800 Wailea Alanui Dr Unit 407, Kihei, HI 96753

  Revered for its compelling and mesmerizing panoramic Ocean, Molokini Crater, Islands of Kaho’olawe & Lanai, and year-round Sunset views, unit #PH-407 is located in the “Penthouse” building at Wailea Beach Villas, a hotel resort, zoned for legal vacation rentals. The fourth floor, west-facing, corner location is simply exceptional. The living room offers an extra side window allowing plentiful

  Robbie Dein Maui Real Estate Advisors LLC

  3800 Wailea Alanui Dr Unit 407, Kihei, HI 96753
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  /2

  $2,700,000 Sold Dec 31, 2025

  173 Holokahiki Ln Unit 10D, Wailea, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,574 Sq Ft

  Last Sold Summary

  • $1,715/SF
  • 0 Days On Market

  Current Estimated Value $2,718,097

  Last Listing Agent Max Blair Coldwell Banker Island Prop(S)

  173 Holokahiki Ln Unit 10D, Wailea, HI 96753
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  /34

  Est $754,181 Not Listed For Sale

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

  2747 S Kihei Rd Unit E301, Kihei, HI 96753

  2747 S Kihei Rd Unit E301, Kihei, HI 96753
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  /37

  $825,000

  • 1 Bed
  • 2 Baths
  • 908 Sq Ft

  155 Wailea Ike Place Unit 145, Kihei, HI 96753

  This spacious 1 BR vacation rental in a prime location in Grand Champions in Wailea boasts amazing championship golf course (Wailea Blue) views, with a peak of the ocean through the trees beyond. Interior upgrades include bamboo cabinets, granite countertops, stainless appliances, and luxury vinyl plank in the bedroom. Resort amenities include two pools, spas, bike storage, and beautifully

  Gary Mooers Coldwell Banker Island Prop(S)

  155 Wailea Ike Place Unit 145, Kihei, HI 96753
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  /36

  $999,000 Sold Oct 31, 2025

  3200 Wailea Alanui Dr Unit 207, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 1,022 Sq Ft
  • Built 1990

  Last Sold Summary

  • $977/SF
  • 7 Days On Market

  Current Estimated Value $1,195,800

  Last Listing Agent Linda Bordingnon Coldwell Banker Island Prop(S)

  3200 Wailea Alanui Dr Unit 207, Kihei, HI 96753
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  /10

  Est $480,224 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 719 Sq Ft

  2747 S Kihei Rd Unit D204, Kihei, HI 96753

  2747 S Kihei Rd Unit D204, Kihei, HI 96753
• 

  

  /36

  $2,650,000 Pending

  • 5 Beds
  • 4 Baths
  • 3,728 Sq Ft

  759 Kumulani Dr, Kihei, HI 96753

  Welcome to 759 Kumulani Dr, this beautiful home sits a top of one of the highest streets in Maui Meadows. This spacious 5-bedroom, 3.5-bath residence with an attached studio offers a serene location with a variety of living scenarios. On the main level, you will find a primary en-suite bedroom plus a second bedroom, powder room, living room, view decks, kitchen, and a separate full-size laundry.

  David McAlear Coldwell Banker Island Prop-Ku

  759 Kumulani Dr, Kihei, HI 96753
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  /34

  $578,800 Sold Aug 14, 2025

  160 Keonekai Rd Unit 9-102, Kihei, HI 96753

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

  Last Sold Summary

  • 21% Below List Price
  • $772/SF
  • 203 Days On Market

  Current Estimated Value $570,754

  Last Listing Agent Kirstin Shipe Whalers Investment Group LLC

  160 Keonekai Rd Unit 9-102, Kihei, HI 96753
• 

  

  /22

  Est $530,327 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

Showing Results 241 - 280, Page 7 of 18