Wailea, HI Homes

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  $870,000

  • 1 Bed
  • 2 Baths
  • 908 Sq Ft

  155 Wailea Ike Place Unit 104, Kihei, HI 96753

  The incredible opportunity to own an upgraded and modern unit at the Grand Champions in Wailea is here. Unit 104 sits on the top floor with high ceilings, expansive Golf Course and Haleakala views plus a peek-a-boo view of the Ocean and Molokini Crater from the bedroom. This private and sophisticated 908 square feet, 1 bedroom 2 bath condo is ideally positioned in the perfect location for easy

  Jesse Wald Coldwell Banker Island Prop-KP

  155 Wailea Ike Place Unit 104, Kihei, HI 96753
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  $2,330,000 Sold Aug 11, 2025

  62 Ponana St, Kihei, HI 96753

  • 4 Beds
  • 3 Baths
  • 2,073 Sq Ft
  • Built 2001

  Last Sold Summary

  • 9% Below List Price
  • $1,124/SF
  • 65 Days On Market

  Current Estimated Value $2,291,638

  Last Listing Agent Stephanie Dutcher Coldwell Banker Island Prop-Ku

  62 Ponana St, Kihei, HI 96753
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  Est $4,032,371 Not Listed For Sale

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

  181 Hokai Place, Kihei, HI 96753

  181 Hokai Place, Kihei, HI 96753
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  /41

  $3,195,000 Pending

  • 4 Beds
  • 4 Baths
  • 2,526 Sq Ft

  3076 Manu Hope Place, Kihei, HI 96753

  Gorgeous, recently remodeled, light and bright Home with private suite! Offered turnkey and situated in the highly sought-after gated Wailea Kai neighborhood. Privately positioned in an idyllic cul de sac across from the dedicated park, and the development is directly across from World Famous white sandy Keawakapu Beach. Property has an extremely rare flexible floor plan for a Wailea home

  Meghan Clair Coldwell Banker Island Prop(S)

  3076 Manu Hope Place, Kihei, HI 96753
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  $1,435,000 Sold Dec 31, 2025

  10 Wailea Ekolu Place Unit 405, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,071 Sq Ft
  • Built 1979

  Last Sold Summary

  • 18% Below List Price
  • $1,340/SF
  • 242 Days On Market

  Current Estimated Value $1,489,470

  Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC

  10 Wailea Ekolu Place Unit 405, Kihei, HI 96753
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  Est $3,566,225 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,307 Sq Ft

  168 Hokai Place, Kihei, HI 96753

  168 Hokai Place, Kihei, HI 96753
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  $8,900,000

  • 3 Beds
  • 3 Baths
  • 2,778 Sq Ft

  4000 Wailea Alanui Dr Unit 502, Kihei, HI 96753

  Positioned in the coveted front row of Wailea Point, Residence 502 sits just 75 feet from the surveyed shoreline, offering commanding southwest-facing views of Molokini Crater and the resort’s iconic blowhole. Given the slight elevation directly on the ocean, the home is perfectly situated for dramatic vistas and exceptional privacy from the oceanfront path below. The residence underwent a

  Dave Wagner Wailea Point Realty, Inc.

  4000 Wailea Alanui Dr Unit 502, Kihei, HI 96753
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  /46

  $1,555,000 Sold May 05, 2025

  277 Keonekai Rd, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 3,072 Sq Ft
  • Built 1970

  Last Sold Summary

  • 8% Below List Price
  • $506/SF
  • 40 Days On Market

  Current Estimated Value $1,809,740

  Last Listing Agent Tom Tezak Hawaii Life (W)

  277 Keonekai Rd, Kihei, HI 96753
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  Est $2,831,672 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,673 Sq Ft

  141 Hokai Place, Kihei, HI 96753

  141 Hokai Place, Kihei, HI 96753
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  $5,895,000

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

  3800 Wailea Alanui Dr Unit 511, Kihei, HI 96753

  Welcome to this stunning top-floor oceanfront residence in the exclusive Penthouse building at Wailea Beach Villas. This tranquil 2-bedroom, 2-bath + den villa offers over 2,000 square feet of thoughtfully designed indoor and outdoor living space, seamlessly blending contemporary elegance with relaxed island sophistication. Perched approximately 100 feet above the Pacific Ocean, the villa

  Myriam Haynal Coldwell Banker Island Prop-Ku

  3800 Wailea Alanui Dr Unit 511, Kihei, HI 96753
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  $2,580,000 Sold May 13, 2025

  4000 Wailea Alanui Dr Unit 3403, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,401 Sq Ft
  • Built 1987

  Last Sold Summary

  • 34% Below List Price
  • $1,842/SF
  • 443 Days On Market

  Current Estimated Value $2,643,379

  Last Listing Agent Christina Haywood Hawaii Life (W)

  4000 Wailea Alanui Dr Unit 3403, Kihei, HI 96753
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  Est $1,865,506 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,124 Sq Ft

  168 Ahekolo Place, Kihei, HI 96753

  168 Ahekolo Place, Kihei, HI 96753
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  /31

  $1,188,000

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

  155 Wailea Ike Place Unit 29, Kihei, HI 96753

  The one you’ve been waiting for at Grand Champions: Unit #29! Rarely do these ground floor corner locations become available in the community. From top to bottom, this villa has so much to offer. With beautiful views of Haleakala, this home is conveniently located on the tranquil, back end of the complex. The covered lanai looks east over the Wailea Blue Golf Course, and offers homeowners the

  Dano Sayles Coldwell Banker Island Prop(S)

  155 Wailea Ike Place Unit 29, Kihei, HI 96753
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  $975,000 Sold Jul 09, 2025

  2737 S Kihei Rd Unit 221, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,112 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $877/SF
  • 3 Days On Market

  Current Estimated Value $957,381

  Last Listing Agent Robyn Curletti Compass

  2737 S Kihei Rd Unit 221, Kihei, HI 96753
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  Est $1,714,288 Not Listed For Sale

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

  119 Ahekolo St, Kihei, HI 96753

  119 Ahekolo St, Kihei, HI 96753
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  /50

  $2,949,000

  • 2 Beds
  • 2 Baths
  • 1,359 Sq Ft

  4000 Wailea Alanui Dr Unit 3304, Kihei, HI 96753

  Welcome to Villa #3304 in highly coveted Wailea Point, a long-standing top choice for luxury oceanfront living right in the heart of the Wailea resort. This private enclave nestled between the Four Seasons and the Fairmont Kealani offers the many benefits of resort living in a low density, relaxed setting sprawling over 26 acres with only 129 private residences with garages. Onsite you will enjoy

  Max Blair Coldwell Banker Island Prop(S)

  4000 Wailea Alanui Dr Unit 3304, Kihei, HI 96753
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  $1,101,000 Sold Apr 03, 2025

  3300 Wailea Alanui Dr Unit 36D, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 885 Sq Ft
  • Built 1976

  Last Sold Summary

  • $1,244/SF
  • 4 Days On Market

  Current Estimated Value $1,093,894

  Last Listing Agent Sara Romvari Romvari Realty Ltd

  3300 Wailea Alanui Dr Unit 36D, Kihei, HI 96753
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  Est $2,712,908 Not Listed For Sale

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

  131 Ponana St, Kihei, HI 96753

  131 Ponana St, Kihei, HI 96753
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  $1,995,000 Open Wed 1PM - 5PM

  • 2 Beds
  • 3 Baths
  • 1,559 Sq Ft

  3150 Wailea Alanui Dr Unit 2801, Kihei, HI 96753

  Nestled in a private, gated condo-style community, this luxurious two-bedroom, three-bathroom residence offers expansive ocean views and unforgettable sunsets. Both bedrooms are ensuite, providing exceptional comfort and privacy for owners and guests. The third bathroom is a convenient addition when needed. A huge open-concept living area flows seamlessly to the large lanai and adjacent dining

  Bob Hansen Maui Luxury Real Estate LLC

  3150 Wailea Alanui Dr Unit 2801, Kihei, HI 96753
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  /50

  $3,715,000 Sold May 29, 2025

  3800 Wailea Alanui Dr Unit 106, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,899 Sq Ft
  • Built 2005

  Last Sold Summary

  • 15% Below List Price
  • $1,956/SF
  • 49 Days On Market

  Current Estimated Value $3,675,462

  Last Listing Agent Karen Olsen Keller Williams Realty Maui-Ki

  3800 Wailea Alanui Dr Unit 106, Kihei, HI 96753
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  /31

  Est $1,803,470 Not Listed For Sale

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

  119 Ponana St, Kihei, HI 96753

  119 Ponana St, Kihei, HI 96753
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  /22

  $1,475,000 Pending

  • 1 Bed
  • 2 Baths
  • 966 Sq Ft

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

  Perched in the coveted 13F building at Wailea Ekahi, this beautifully positioned residence captures sweeping ocean and sunset views from one of South Maui’s most sought-after beachfront communities. Enjoy the comfort and privacy of an oversized one-bedroom, two-bath second-floor unit, thoughtfully situated to take advantage of cooling tradewinds and outstanding ocean and outerisland views. From

  Raphael Wellerstein Coldwell Banker Island Prop-Ku

  3300 Wailea Alanui Dr Unit 13F, Kihei, HI 96753
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  /50

  $4,000,000 Sold Nov 07, 2025

  4281 Wailina Place, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 3,817 Sq Ft
  • Built 2002

  Last Sold Summary

  • 13% Below List Price
  • $1,048/SF
  • 66 Days On Market

  Current Estimated Value $4,122,326

  Last Listing Agent Kathy Worley Pali Kai Inc

  4281 Wailina Place, Kihei, HI 96753
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  Est $1,577,574 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  2745 Puu Hoolai St, Kihei, HI 96753

  2745 Puu Hoolai St, Kihei, HI 96753
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  /50

  $10,500,000

  • 3 Beds
  • 3 Baths
  • 2,430 Sq Ft

  4000 Wailea Alanui Dr Unit 1404, Kihei, HI 96753

  Wailea Point 1404 is a front-row, 3 bedroom / 3 bath oceanfront masterpiece—an inspired blend of refined design, master craftsmanship, and timeless elegance in one of Maui’s most exclusive communities. Reimagined through an extensive, no-expense-spared renovation, this one-of-a-kind residence offers sweeping views of white sand beaches, dramatic coastline, and the neighboring islands of Molokini,

  Ken Smith Coldwell Banker Island Prop(S)

  4000 Wailea Alanui Dr Unit 1404, Kihei, HI 96753
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  /50

  $1,895,000 Sold Jan 30, 2026

  95 Poailani Place Unit 19, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 2,229 Sq Ft
  • Built 2006

  Last Sold Summary

  • $850/SF
  • 78 Days On Market

  Current Estimated Value $1,873,615

  Last Listing Agent Carol Olsen Coldwell Banker Island Prop(S)

  95 Poailani Place Unit 19, Kihei, HI 96753
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  Est $1,749,440 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,084 Sq Ft

  2734 Kauhale St, Kihei, HI 96753

  2734 Kauhale St, Kihei, HI 96753
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  /50

  $2,999,999

  • 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
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  $1,499,750 Sold Jul 29, 2025

  2927 Kauhale St, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,832 Sq Ft
  • Built 1985

  Last Sold Summary

  • 8% Below List Price
  • $819/SF
  • 95 Days On Market

  Current Estimated Value $1,492,005

  Last Listing Agent Sherrie Stinger Coldwell Banker Island Prop(S)

  2927 Kauhale St, Kihei, HI 96753
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  Est $1,727,915 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,241 Sq Ft

  2757 Kauhale St, Kihei, HI 96753

  2757 Kauhale St, Kihei, HI 96753
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  /50

  $2,550,000 Pending

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

  209 Holokahiki Ln Unit 7D, Wailea-Makena, HI 96753

  Welcome to Makalii 7D, located in one of Wailea newest developments where mid-century modern design meets contemporary coastal living in the sweet spot of the famed Wailea Resort. This small gated enclave of just 68 private residences perched on the hill just above the Fairmont Kealani and Polo beach yields all the benefits of resort living in a relaxed, private setting. You will enjoy immediate

  Max Blair Coldwell Banker Island Prop(S)

  209 Holokahiki Ln Unit 7D, Wailea-Makena, HI 96753
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  $1,750,000 Sold Dec 30, 2025

  147 Hoohale St, Kihei, HI 96753

  • 4 Beds
  • 3 Baths
  • 2,447 Sq Ft
  • Built 2003

  Last Sold Summary

  • 8% Below List Price
  • $715/SF
  • 18 Days On Market

  Current Estimated Value $1,879,195

  Last Listing Agent Dano Sayles Coldwell Banker Island Prop(S)

  147 Hoohale St, Kihei, HI 96753
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  Est $1,411,740 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  2751 Kauhale St, Kihei, HI 96753

  2751 Kauhale St, Kihei, HI 96753
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  /50

  $699,000

  • 2 Beds
  • 2 Baths
  • 890 Sq Ft

  2653 S Kihei Rd Unit 114, Kihei, HI 96753

  Embrace the Maui lifestyle in this beautifully updated 2-bed, 2-bath, ground-level condo at Maui Parkshore 114. Directly across from the world-renowned Kamaole Beach Park III, this unit combines convenience with a welcoming atmosphere for an unforgettable island experience. Upgrades include an open, modern kitchen with sleek stainless appliances, stylish cabinetry, and elegant countertops. With

  Mike Marshall Real Broker

  2653 S Kihei Rd Unit 114, Kihei, HI 96753
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  /29

  $2,200,000 Sold Jan 16, 2026

  3379 Kehala Dr, Kihei, HI 96753

  • 2 Beds
  • 3 Baths
  • 2,316 Sq Ft
  • Built 1977

  Last Sold Summary

  • 4% Below List Price
  • $950/SF
  • 27 Days On Market

  Current Estimated Value $2,271,243

  Last Listing Agent John Lyle Coldwell Banker Island Prop(S)

  3379 Kehala Dr, Kihei, HI 96753
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  Est $1,216,041 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,058 Sq Ft

  225 Hoohale Place, Kihei, HI 96753

  225 Hoohale Place, Kihei, HI 96753
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  $1,299,000

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

  2777 S Kihei Rd Unit 219, Kihei, HI 96753

  Priced to Sell! This 2bd/2bth unit in Maui Kamaole boasts impressive ocean and West Maui mountain views, and is perfectly situated in the complex between the two gorgeous pool areas. The spacious floor plan offers plenty of living space as well as 3 separate lanais, and being a corner unit provides an extra living room window for added natural light. Both bathrooms have been remodeled with

  Jordan Kamikawa Hawaii Life (W)

  2777 S Kihei Rd Unit 219, Kihei, HI 96753
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  $525,000 Sold Aug 29, 2025

  160 Keonekai Rd Unit 11-201, Kihei, HI 96753

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

  Last Sold Summary

  • 6% Below List Price
  • $700/SF
  • 66 Days On Market

  Current Estimated Value $541,983

  Last Listing Agent Melissa Montgomery Coldwell Banker Island Prop(S)

  160 Keonekai Rd Unit 11-201, Kihei, HI 96753
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  Est $1,217,532 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,908 Sq Ft

  2965 Kauhale St, Kihei, HI 96753

  2965 Kauhale St, Kihei, HI 96753
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  /50

  $2,999,999

  • 5 Beds
  • 6 Baths
  • 3,489 Sq Ft

  440 Mikioi Place, Kihei, HI 96753

  Located in the desirable Maui Meadows community, this exceptional South Maui estate offers quality craftsmanship, flexible living, and complete privacy in a lush tropical setting. Designed and owned by an award-winning contractor, the home reflects refined detail and superior finishes throughout. Set on a half-acre parcel with expansive ocean views, the property features a private pool oasis with

  Sloan Allison Coldwell Banker Island Prop(S)

  440 Mikioi Place, Kihei, HI 96753

Showing Results 161 - 200, Page 5 of 18