Wailea, HI Homes

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  /50

  $1,388,000 Sold Mar 28, 2025

  235 Hoohale Place, Kihei, HI 96753

  • 4 Beds
  • 3 Baths
  • 1,932 Sq Ft
  • Built 1986

  Last Sold Summary

  • 24% Below List Price
  • $718/SF
  • 229 Days On Market

  Current Estimated Value $1,393,184

  Last Listing Agent Jean Keating Coldwell Banker Island Prop-Ku

  235 Hoohale Place, Kihei, HI 96753
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  /45

  Est $872,370 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 108,900 Sq Ft

  2619 S Kihei Rd Unit A312, Kihei, HI 96753

  2619 S Kihei Rd Unit A312, Kihei, HI 96753
• 

  

  

  /37

  $788,000

  • 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
• 

  

  

  /50

  $1,700,000 Sold Apr 28, 2025

  484 Hoala Dr, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 2,160 Sq Ft
  • Built 1995

  Last Sold Summary

  • 7% Below List Price
  • $787/SF
  • 22 Days On Market

  Current Estimated Value $1,988,616

  Last Listing Agent Mary Kerstulovich Hawaii Life (W)

  484 Hoala Dr, Kihei, HI 96753
• 

  

  

  /14

  Est $816,510 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 108,900 Sq Ft

  2619 S Kihei Rd Unit A209, Kihei, HI 96753

  2619 S Kihei Rd Unit A209, Kihei, HI 96753
• 

  

  /50

  $2,750,000

  • 3 Beds
  • 2 Baths
  • 2,834 Sq Ft

  3124 Nahenahe Place, Kihei, HI 96753

  Discover one of Maui Meadows' hidden gems at the end of a quiet, private cul-de-sac. This beautifully updated home feels like a modern treehouse, surrounded by stunning ocean, mountain, and sunset views with no wires in your view and you can enjoy them from nearly every room. The main level features bright, open living, a contemporary kitchen, and a gorgeous primary suite with a soaking tub.

  Tom Tezak Hawaii Life (W)

  3124 Nahenahe Place, Kihei, HI 96753
• 

  

  /18

  $445,000 Sold Jul 25, 2025

  2747 S Kihei Rd Unit C004, Kihei, HI 96753

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

  Last Sold Summary

  • $638/SF
  • 25 Days On Market

  Current Estimated Value $451,391

  Last Listing Agent Gary Mooers Coldwell Banker Island Prop(S)

  2747 S Kihei Rd Unit C004, Kihei, HI 96753
• 

  

  /18

  Est $673,020 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft

  2737 S Kihei Rd Unit 240, Kihei, HI 96753

  2737 S Kihei Rd Unit 240, Kihei, HI 96753
• 

  

  /50

  $5,500,000

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

  3800 Wailea Alanui Dr Unit 303, Kihei, HI 96753

  SUNSETS WITH ALOHA . . . . Original Owner| First Time Ever on the Market| Never Rented| Immaculate Condition| Fully Furnished| 3 Bedroom Suites| 3 Full Bathrooms. WBV Penthouse unit is situated on the third floor with panoramic sunset, outer island and ocean views AND also stunning views from the primary bedroom suite! Wailea Beach Villas is a beachfront complex, perfectly positioned in the heart

  Dennis Rush Compass-W

  3800 Wailea Alanui Dr Unit 303, Kihei, HI 96753
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  /49

  $3,300,000 Sold Jun 12, 2025

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

  • 3 Beds
  • 3 Baths
  • 1,574 Sq Ft
  • Built 2022

  Last Sold Summary

  • 10% Below List Price
  • $2,097/SF
  • 28 Days On Market

  Last Listing Agent Carla Lorimor Polaris Pacific

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

  

  /30

  Est $668,878 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft

  2737 S Kihei Rd Unit 226, Kihei, HI 96753

  2737 S Kihei Rd Unit 226, Kihei, HI 96753
• 

  

  /50

  $2,088,800 Pending

  • 3 Beds
  • 3 Baths
  • 1,762 Sq Ft

  126 Ponana St, Kihei, HI 96753

  GREAT LOCATION . . . KEAWAKAPU VIEWS - South Maui's premier neighborhood at the edge of Wailea - Stunning sunset and Molokini ocean views- 52 owned high efficiency net metered PV solar panels and three Tesla-II batteries reduce electric bills to the minimum with sufficient back up power. Enjoy the SINGLE LEVEL elegant and contemporary home featuring 3 spacious Bedroom suites | 3 Full Bathrooms.

  Dennis Rush Compass-W

  126 Ponana St, Kihei, HI 96753
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  /43

  $865,804 Sold Jun 12, 2025

  155 Wailea Ike Place Unit 92, Kihei, HI 96753

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

  Last Sold Summary

  • 21% Below List Price
  • $954/SF
  • 37 Days On Market

  Current Estimated Value $1,199,327

  Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC

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

  

  /31

  Est $723,369 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft

  2737 S Kihei Rd Unit 171, Kihei, HI 96753

  2737 S Kihei Rd Unit 171, Kihei, HI 96753
• 

  

  /32

  $4,695,000

  • 3 Beds
  • 4 Baths
  • 2,554 Sq Ft

  4000 Wailea Alanui Dr Unit 801, Kihei, HI 96753

  Revel in luxury from an expansive and private oceanfront condo with the best amenities in its class. The spacious, elegant, and bright two-story residence offers a large floor plan available to the low density, gated community of Wailea Point Village. With a stunning oceanfront location featuring panoramic views of the Pacific, this 3 bedroom, 4 bath, 2,554 square foot home, is the premier

  Riette Jenkins Coldwell Banker Island Prop(S)

  4000 Wailea Alanui Dr Unit 801, Kihei, HI 96753
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  /45

  $1,425,000 Sold Jul 29, 2025

  3200 Wailea Alanui Dr Unit 1001, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • Built 1990

  Last Sold Summary

  • 16% Below List Price
  • $1,147/SF
  • 189 Days On Market

  Current Estimated Value $1,611,123

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

  3200 Wailea Alanui Dr Unit 1001, Kihei, HI 96753
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  /50

  Est $692,346 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 778 Sq Ft

  2737 S Kihei Rd Unit 145, Kihei, HI 96753

  2737 S Kihei Rd Unit 145, Kihei, HI 96753
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  /38

  $1,495,000

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  3414 Keha Dr Unit B, Kihei, HI 96753

  Enjoy sweeping ocean, outer-island, and West Maui Mountain views from this brand-new Maui Meadows home, crafted with exceptional attention to detail and elevated design. Perfectly perched to capture the panorama, this thoughtfully planned 2-bedroom, 1-bath residence blends refined finishes with a relaxed island living experience. Expansive windows and a 3-panel sliding door frame the wide,

  Patrick Franta Coldwell Banker Island Prop(S)

  3414 Keha Dr Unit B, Kihei, HI 96753
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  /39

  $660,000 Sold Dec 23, 2025

  2653 S Kihei Rd Unit 305, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 890 Sq Ft

  Last Sold Summary

  • 17% Below List Price
  • $742/SF
  • 34 Days On Market

  Current Estimated Value $830,345

  Last Listing Agent Donavan OToole Real Broker

  2653 S Kihei Rd Unit 305, Kihei, HI 96753
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  /30

  Est $698,367 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 341,510 Sq Ft

  2737 S Kihei Rd Unit 111, Kihei, HI 96753

  2737 S Kihei Rd Unit 111, Kihei, HI 96753
• 

  

  /47

  $2,495,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,948 Sq Ft

  30 Hoawaa Way, Kihei, HI 96753

  Welcome to this Wailea Kai gated community masterpiece. This charming single-story home offers serene island living at its finest. Enter the private front yard through a handcrafted iron gate adorned with ginger blossom details. The Sapele wood front door, with etched Hawaiian ginger glass, opens to the heart of the home, a spacious, open-concept living area designed for comfort, connection, and

  Art Manzano eXp Realty

  30 Hoawaa Way, Kihei, HI 96753
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  /49

  $2,650,000 Sold Feb 05, 2026

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

  • 2 Beds
  • 2 Baths
  • 1,374 Sq Ft
  • Built 2024

  Last Sold Summary

  • 5% Below List Price
  • $1,929/SF
  • 76 Days On Market

  Last Listing Agent Carla Lorimor Polaris Pacific

  52 Kai Malu Dr Unit 102 (9B), Kihei, HI 96753
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  /43

  Est $657,717 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft

  2737 S Kihei Rd Unit 105, Kihei, HI 96753

  2737 S Kihei Rd Unit 105, Kihei, HI 96753
• 

  

  /40

  $6,950,000

  • 4 Beds
  • 6 Baths
  • 4,079 Sq Ft

  3977 Wailea Ekolu Place, Kihei, HI 96753

  This exclusive opportunity is uniquely situated on a lot like no other, overlooking the 11th green of the Wailea Blue Course and positioned near the Four Seasons and Hotel Wailea. Set within a premier gated community, the home enjoys exceptional space and privacy, bordered on three sides by open areas, the golf course, and two greenway lots with a down-sloping parcel that opens first-floor views

  Josh Jerman Hawaii Life (W)

  3977 Wailea Ekolu Place, Kihei, HI 96753
• 

  

  /50

  $1,815,000 Sold Oct 10, 2025

  3950 Kalai Waa St Unit R103, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,833 Sq Ft
  • Built 1998

  Last Sold Summary

  • 7% Below List Price
  • $990/SF
  • 78 Days On Market

  Current Estimated Value $1,778,644

  Last Listing Agent Christopher Bannowsky eXp Realty

  3950 Kalai Waa St Unit R103, Kihei, HI 96753
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  /50

  Est $1,200,127 Not Listed For Sale

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

  2777 S Kihei Rd Unit 215, Kihei, HI 96753

  2777 S Kihei Rd Unit 215, Kihei, HI 96753
• 

  

  /19

  $498,000

  • 2 Beds
  • 2 Baths
  • 750 Sq Ft

  160 Keonekai Rd Unit 7-201, Kihei, HI 96753

  Keonekai Villages is located in an incredible location in South Maui. Two blocks away you are within walking distance to the beautiful sandy beach, Kamaole Beach III. The snorkeling spots are some of the best on the Island. You can walk to local restaurants and shopping. Its a great location to go for a walk or run passing State beaches along the way, play some volleyball or let the kids enjoy

  Riette Jenkins Coldwell Banker Island Prop(S)

  160 Keonekai Rd Unit 7-201, Kihei, HI 96753
• 

  

  /29

  $1,632,500 Sold Apr 17, 2025

  155 Wailea Ike Place Unit 83, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,383 Sq Ft
  • Built 1990

  Last Sold Summary

  • 7% Below List Price
  • $1,180/SF
  • 47 Days On Market

  Current Estimated Value $1,710,404

  Last Listing Agent Philip Campos Island Premier Realty LLC

  155 Wailea Ike Place Unit 83, Kihei, HI 96753
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  /45

  Est $1,442,353 Not Listed For Sale

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

  2777 S Kihei Rd Unit 212, Kihei, HI 96753

  2777 S Kihei Rd Unit 212, Kihei, HI 96753
• 

  

  /30

  $1,499,000

  • 2 Beds
  • 3 Baths
  • 1,515 Sq Ft

  3200 Wailea Alanui Dr Unit 2001, Kihei, HI 96753

  Wailea’s Best Kept Secret! Discover the perfect blend of privacy, comfort, and resort living in this rarely available Wailea townhome. Designed to live like a single-family home with all the conveniences of condominium ownership, this residence welcomes you with a grand living room and formal dining area that open seamlessly to an expansive lanai deal for indoor/outdoor living and entertaining.

  Bob Hansen Maui Luxury Real Estate LLC

  3200 Wailea Alanui Dr Unit 2001, Kihei, HI 96753
• 

  

  /50

  $12,600,000 Sold Mar 17, 2025

  4000 Wailea Alanui Dr Unit 101, Kihei, HI 96753

  • 4 Beds
  • 4 Baths
  • 3,850 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Below List Price
  • $3,273/SF
  • 29 Days On Market

  Current Estimated Value $8,606,133

  Last Listing Agent Dave Wagner Wailea Point Realty, Inc.

  4000 Wailea Alanui Dr Unit 101, Kihei, HI 96753
• 

  

  /35

  Est $961,036 Not Listed For Sale

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

  2777 S Kihei Rd Unit 209, Kihei, HI 96753

  2777 S Kihei Rd Unit 209, Kihei, HI 96753
• 

  

  /49

  $495,000

  • 2 Beds
  • 2 Baths
  • 719 Sq Ft

  2747 S Kihei Rd Unit C205, Kihei, HI 96753

  VETERANS! ACTIVE AND RETIRED MILITARY--THIS IS THE DEAL YOU HAVE BEEN WAITING FOR! This home has a low interest, VA assumable loan when you meet eligibility requirements ! Kihei Shores is a residential condominium complex that is a short walk to Kamaole III Beach. There are several restaurants and shops about 1/4 mile away from this private complex. World-renowned Wailea Resort is a short ride

  P. Denise La Costa La Costa Realty Hawai'i LLC

  2747 S Kihei Rd Unit C205, Kihei, HI 96753
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  /38

  $600,000 Sold Feb 20, 2026

  2695 S Kihei Rd Unit 6-105, Kihei, HI 96753

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

  Last Sold Summary

  • 8% Below List Price
  • $733/SF
  • 54 Days On Market

  Last Listing Agent David McAlear Coldwell Banker Island Prop-Ku

  2695 S Kihei Rd Unit 6-105, Kihei, HI 96753
• 

  

  /42

  Est $955,478 Not Listed For Sale

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

  2777 S Kihei Rd Unit 206, Kihei, HI 96753

  2777 S Kihei Rd Unit 206, Kihei, HI 96753
• 

  

  /25

  $860,000

  • 1 Bed
  • 2 Baths
  • 908 Sq Ft

  155 Wailea Ike Place Unit 74, Kihei, HI 96753

  Immerse yourself in the essence of Hawaiian paradise at Grand Champions Villa Unit 74, a desired top-floor gem perfectly situated in the uppermost section of the complex. This prime location not only ensures unparalleled privacy but also offers the most coveted, unobstructed views of the shimmering Pacific Ocean and the lush 2nd fairway of the Wailea Blue Golf Course. Surrounded by tropical

  Kento Tanaka-Tamaki Coldwell Banker Island Prop(S)

  155 Wailea Ike Place Unit 74, Kihei, HI 96753
• 

  

  /40

  $750,000 Sold Dec 12, 2025

  2881 S Kihei Rd Unit 41, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 817 Sq Ft
  • Built 1981

  Last Sold Summary

  • 15% Below List Price
  • $918/SF
  • 120 Days On Market

  Current Estimated Value $775,632

  Last Listing Agent Shelley Addison Krynsen Coldwell Banker Island Prop(S)

  2881 S Kihei Rd Unit 41, Kihei, HI 96753
• 

  

  /30

  Est $919,738 Not Listed For Sale

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

  2777 S Kihei Rd Unit 108, Kihei, HI 96753

  2777 S Kihei Rd Unit 108, Kihei, HI 96753
• 

  

  /23

  $1,995,000

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

  71 Poailani Place Unit 14, Kihei, HI 96753

  Also listed as Condominium MLS #407235. Discover the best of Wailea living in this beautiful, fully furnished 3 bedroom, 2.5 bath residential condominium located within the exclusive Kanani Wailea community. This peaceful, gated neighborhood offers resort style amenities, including an infinity edge pool, community clubhouse and a fitness center, all while providing the privacy and space of a

  Jude Augustine REMAX Resort Realty

  71 Poailani Place Unit 14, Kihei, HI 96753
• 

  

  /43

  $1,999,999 Sold Dec 11, 2025

  3351 W Lani Ikena Way, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 2,129 Sq Ft
  • Built 2003

  Last Sold Summary

  • $939/SF
  • 6 Days On Market

  Current Estimated Value $2,001,401

  Last Listing Agent Sara Fox Keller Williams Realty Maui-Ki

  3351 W Lani Ikena Way, Kihei, HI 96753

Showing Results 321 - 360, Page 9 of 18