Wailea, HI Homes

• 

  

  

  /30

  Est $834,518 Not Listed For Sale

  2653 S Kihei Rd Unit 216, Kihei, HI 96753

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

  2653 S Kihei Rd Unit 216, Kihei, HI 96753

  Last Sold Summary

  • 10% Below List Price
  • $1,045/SF
  • 128 Days On Market

  • Last Sold Price $930,000
  • Feb 28, 2025

  Last Listing Agent Gina Duncan ENRG Realty
• 

  

  

  /50

  $1,999,000

  • 3 Beds
  • 2 Baths
  • 1,585 Sq Ft

  505 Hoohalahala St, Kihei, HI 96753

  Privately positioned in Maui Meadows, 505 Ho'ohalahala offers exceptional space, flexibility, and privacy. Located just minutes away from resort amenities and resort beaches, this home delivers the Wailea location without the Wailea price tag. This fully fenced and gated estate provides a true sense of privacy with expansive, all usable grounds. Mature landscaping surrounds the property,

  Dano Sayles Coldwell Banker Island Prop(S)

  505 Hoohalahala St, Kihei, HI 96753
• 

  

  

  /50

  $4,800,000 Sold Aug 25, 2025

  15 Kiloa St Unit N4, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 2,619 Sq Ft
  • Built 2008

  Last Sold Summary

  • 11% Below List Price
  • $1,833/SF
  • 190 Days On Market

  Current Estimated Value $4,662,559

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

  15 Kiloa St Unit N4, Kihei, HI 96753
• 

  

  

  /37

  Est $865,589 Not Listed For Sale

  2653 S Kihei Rd Unit 204, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 77,972 Sq Ft
  • Built 1974

  2653 S Kihei Rd Unit 204, Kihei, HI 96753

  Last Sold Summary

  • 25% Below List Price
  • $15/SF
  • 6 Days On Market

  • Last Sold Price $1,150,000
  • Jan 25, 2024

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

  

  

  /37

  $2,150,000 Open House 5/17

  • 2 Beds
  • 2 Baths
  • 1,469 Sq Ft

  533 Mikioi Place Unit 2, Kihei, HI 96753

  Property is also listed as Residential Condo MLS #407842 Located in one of South Maui’s most desirable neighborhoods, this beautifully maintained and thoughtfully designed plantation-style home seamlessly blends modern finishes with luxury and beach comfort. As you pass through the large front door you are greeted by a dramatic entrance with large foyer ceilings and an abundance of natural light.

  Lucas Peterson Bello Realty Inc

  533 Mikioi Place Unit 2, Kihei, HI 96753
• 

  

  /39

  $2,300,000 Sold Aug 05, 2025

  3950 Kalai Waa St Unit H101, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,790 Sq Ft
  • Built 1998

  Last Sold Summary

  • 11% Below List Price
  • $1,285/SF
  • 205 Days On Market

  Current Estimated Value $2,070,696

  Last Listing Agent Leslie Smith Hawaii Life (W)

  3950 Kalai Waa St Unit H101, Kihei, HI 96753
• 

  

  /38

  Est $858,461 Not Listed For Sale

  2619 S Kihei Rd Unit B512, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft
  • Built 1974

  2619 S Kihei Rd Unit B512, Kihei, HI 96753

  Last Sold Summary

  • 20% Below List Price
  • $1,021/SF
  • 0 Days On Market

  • Last Sold Price $1,070,000
  • Apr 15, 2024

  Last Listing Agent Chana Boone The Agency Maui
• 

  

  /39

  $625,000

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  2619 S Kihei Rd Unit 205 B, Kihei, HI 96753

  Excellent location. Experience the ultimate island lifestyle in this beautifully maintained 2-bedroom, 2-bath, single-level condominium at Haleakala Shores, ideally situated just across street from the Kamaole beach 3. This spacious unit offers serene Haleakala views and features a bright, open floor plan with tile flooring, upgraded cabinetry, granite countertops, and upgraded appliances.

  Nathan Moore Kumulani Vacations&Realty

  2619 S Kihei Rd Unit 205 B, Kihei, HI 96753
• 

  

  /46

  $1,150,000 Sold Feb 23, 2026

  2757 S Kihei Rd Unit 204, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,251 Sq Ft
  • Built 2023

  Last Sold Summary

  • 18% Below List Price
  • $919/SF
  • 386 Days On Market

  Current Estimated Value $1,291,622

  Last Listing Agent Geoffrey Cook Century 21 Island Homes

  2757 S Kihei Rd Unit 204, Kihei, HI 96753
• 

  

  /28

  Est $767,880 Not Listed For Sale

  2619 S Kihei Rd Unit B402, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft
  • Built 1974

  2619 S Kihei Rd Unit B402, Kihei, HI 96753

  Last Sold Summary

  • 6% Below List Price
  • $782/SF
  • 40 Days On Market

  • Last Sold Price $820,000
  • Dec 23, 2024

  Last Listing Agent Valkyrie Smith AA Oceanfront Rentals & Sales
• 

  

  /33

  $899,000

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  2619 S Kihei Rd Unit A207, Kihei, HI 96753

  Your Maui Beach Life Awaits at Haleakala Shores A207! Welcome to Haleakala Shores A207-a bright, spacious, and beautifully updated condo located just steps from the golden sands of Kamaole III Beach Park. This South Kihei gem is not only a "Guest Favorite" on Airbnb with many repeat visitors, but it also offers the perfect blend of comfort, convenience, and island charm-whether you're looking for

  Donna Butterfield Coldwell Banker Island Prop(S)

  2619 S Kihei Rd Unit A207, Kihei, HI 96753
• 

  

  /32

  $959,000 Sold Oct 29, 2025

  2724 Panepoo St, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Below List Price
  • $569/SF
  • 6 Days On Market

  Current Estimated Value $1,104,840

  Last Listing Agent Lesa Warner-Burke Real Broker

  2724 Panepoo St, Kihei, HI 96753
• 

  

  /36

  Est $775,842 Not Listed For Sale

  2619 S Kihei Rd Unit B204, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 108,900 Sq Ft
  • Built 1974

  2619 S Kihei Rd Unit B204, Kihei, HI 96753

  Last Sold Summary

  • 7% Below List Price
  • $8/SF
  • 10 Days On Market

  • Last Sold Price $835,000
  • Dec 19, 2023

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

  

  /49

  $1,100,000 Open Mon 9AM - 1PM

  • 1 Bed
  • 1 Bath
  • 792 Sq Ft

  3300 Wailea Alanui Dr Unit 25C, Kihei, HI 96753

  This charming, private ground-floor 1-bedroom, 1-bathroom end-unit is flooded with natural light and has been meticulously maintained. From the spacious living area, kitchen, and extended tiled lanai, you'll enjoy beautiful views of the lush garden. The unit perfectly blends indoor and outdoor living, with direct access from the kitchen that's ideal for alfresco dining. It's like stepping into

  David McAlear Coldwell Banker Island Prop-Ku

  3300 Wailea Alanui Dr Unit 25C, Kihei, HI 96753
• 

  

  /50

  $1,150,000 Sold Feb 13, 2026

  3300 Wailea Alanui Dr Unit 25B, Kihei, HI 96753

  • 2 Beds
  • 3 Baths
  • 1,133 Sq Ft
  • Built 1976

  Last Sold Summary

  • 18% Below List Price
  • $1,015/SF
  • 33 Days On Market

  Current Estimated Value $1,281,709

  Last Listing Agent Terence Alling Coldwell Banker Island Prop-Ku

  3300 Wailea Alanui Dr Unit 25B, Kihei, HI 96753
• 

  

  /45

  Est $838,586 Not Listed For Sale

  2619 S Kihei Rd Unit A312, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 108,900 Sq Ft
  • Built 1974

  2619 S Kihei Rd Unit A312, Kihei, HI 96753

  Last Sold Summary

  • 12% Below List Price
  • $9/SF
  • 3 Days On Market

  • Last Sold Price $950,000
  • Dec 29, 2023

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

  

  /50

  $8,600,000

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

  3800 Wailea Alanui Dr Unit 405, Kihei, HI 96753

  Discover an exceptional opportunity to own in one of Maui’s highly coveted ocean front properties, Wailea Beach Villas. Penthouse 405 offers a stunning 3-bedroom, 3-bathroom floor plan with breathtaking panoramic views of Wailea Beach, Molokini, Kaho'olawe, Lanai, West Maui, and Haleakala. This exquisite residence has been meticulously upgraded featuring an elegant modern decor, with high-end

  Jolanta Frazier Coldwell Banker Island Prop(S)

  3800 Wailea Alanui Dr Unit 405, Kihei, HI 96753
• 

  

  /49

  $1,300,000 Sold May 08, 2026

  2858 Puu Hoolai St, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,608 Sq Ft
  • Built 1989

  Last Sold Summary

  • 6% Below List Price
  • $808/SF
  • 19 Days On Market

  Current Estimated Value $1,381,259

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

  2858 Puu Hoolai St, Kihei, HI 96753
• 

  

  /18

  Est $652,601 Not Listed For Sale

  2737 S Kihei Rd Unit 240, Kihei, HI 96753

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft
  • Built 1974

  2737 S Kihei Rd Unit 240, Kihei, HI 96753

  Last Sold Summary

  • 4% Above List Price
  • $803/SF
  • 266 Days On Market

  • Last Sold Price $625,000
  • Oct 04, 2024

  Last Listing Agent Sally Hoepfl Bello Realty Inc
• 

  

  /50

  $6,999,000

  • 5 Beds
  • 4 Baths
  • 4,718 Sq Ft

  135 Kaimanu Place, Kihei, HI 96753

  A rare South Maui estate — 2.118 acres in the exclusive gated community of Kaimanu Estates. This private retreat feels like living in Hana and Old Hawai‘i, surrounded by hundreds of native and fruiting trees including avocado, citrus, banana, lilikoi, guava and many more. With 4,718 sq. ft. in the main residence and a detached studio ohana, the property offers unmatched privacy and opportunity

  Jennifer Edwards Coldwell Banker Island Prop(S)

  135 Kaimanu Place, Kihei, HI 96753
• 

  

  /50

  $1,425,000 Sold Sep 05, 2025

  145 Poailani Place Unit 26, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,984 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Below List Price
  • $718/SF
  • 3 Days On Market

  Current Estimated Value $1,726,426

  Last Listing Agent Leslie Smith Hawaii Life (W)

  145 Poailani Place Unit 26, Kihei, HI 96753
• 

  

  /30

  Est $681,314 Not Listed For Sale

  2737 S Kihei Rd Unit 226, Kihei, HI 96753

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft
  • Built 1974

  2737 S Kihei Rd Unit 226, Kihei, HI 96753

  Last Sold Summary

  • 9% Above List Price
  • $803/SF
  • 37 Days On Market

  • Last Sold Price $625,000
  • Jan 08, 2025

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

  

  /40

  $725,000

  • 3 Beds
  • 3 Baths
  • 1,180 Sq Ft

  69 Piilaniwahine Loop Unit 1902, Kihei, HI 96753

  Opportunity knocking!! New to the market, this 3 bedroom, 2.5 bathroom Townhomes at Kehalani in north Kihei is currently the only townhome available at the time of listing! It is the rare condo in Kihei that has a garage! Conveniently located, you have convenient access to the nearby Sugar Beach, Piikea Shopping Center, restaurants and are a quick drive to Kahului, Costco or south to Wailea. Unit

  Lee Wheeler Keller Williams Realty Maui-Ki

  69 Piilaniwahine Loop Unit 1902, Kihei, HI 96753
• 

  

  /46

  $485,000 Sold Mar 03, 2026

  2747 S Kihei Rd Unit A107, Kihei, HI 96753

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

  Last Sold Summary

  • 3% Below List Price
  • $675/SF
  • 27 Days On Market

  Current Estimated Value $493,586

  Last Listing Agent Luke Walsh Coldwell Banker Island Prop(P)

  2747 S Kihei Rd Unit A107, Kihei, HI 96753
• 

  

  /31

  Est $706,976 Not Listed For Sale

  2737 S Kihei Rd Unit 171, Kihei, HI 96753

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft
  • Built 1974

  2737 S Kihei Rd Unit 171, Kihei, HI 96753

  Last Sold Summary

  • 21% Below List Price
  • $1,157/SF
  • 127 Days On Market

  • Last Sold Price $900,000
  • Feb 13, 2024

  Last Listing Agent Yvienne Peterson The Agency Maui
• 

  

  /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
• 

  

  /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 $428,189

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

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

  

  /50

  Est $676,693 Not Listed For Sale

  2737 S Kihei Rd Unit 145, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 778 Sq Ft
  • Built 1974

  2737 S Kihei Rd Unit 145, Kihei, HI 96753

  Last Sold Summary

  • 9% Below List Price
  • $958/SF
  • 63 Days On Market

  • Last Sold Price $745,000
  • Aug 21, 2024

  Last Listing Agent Mike Marshall Real Broker
• 

  

  /50

  $3,749,000

  • 3 Beds
  • 3 Baths
  • 1,742 Sq Ft

  60 Kai Malu Dr Unit 202 (11D), Kihei, HI 96753

  The Pristine Wailea Residence you've been waiting for! Impeccable La’i Loa 3 bedroom 3 Bath Luxury Condo with expansive Ocean and Outer Island Views from the living areas and primary suite. The spacious quality extends in all directions on upgraded beautiful tile floors throughout. Generous open concept living, dining and state of the art kitchen, wide and comfortable, flows unobstructed out to

  Dale Richardson Hawaii Life (W)

  60 Kai Malu Dr Unit 202 (11D), Kihei, HI 96753
• 

  

  /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 $700,272 Not Listed For Sale

  2737 S Kihei Rd Unit 111, Kihei, HI 96753

  • 1 Bed
  • 1 Bath
  • 341,510 Sq Ft
  • Built 1974

  2737 S Kihei Rd Unit 111, Kihei, HI 96753

  Last Sold Summary

  • 24% Below List Price
  • $3/SF
  • 7 Days On Market

  • Last Sold Price $922,000
  • Oct 30, 2023

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

  

  /32

  $4,295,000

  • 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
• 

  

  /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 $1,183,938

  Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC

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

  

  /43

  Est $646,112 Not Listed For Sale

  2737 S Kihei Rd Unit 105, Kihei, HI 96753

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft
  • Built 1974

  2737 S Kihei Rd Unit 105, Kihei, HI 96753

  Last Sold Summary

  • 1% Above List Price
  • $823/SF
  • 60 Days On Market

  • Last Sold Price $640,000
  • Feb 13, 2025

  Last Listing Agent Nancy Beebe Hawaii Life (W)
• 

  

  /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
• 

  

  /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 $1,601,916

  Last Listing Agent Ryan MacLaughlin Island Sotheby's International Realty(W)

  3200 Wailea Alanui Dr Unit 1001, Kihei, HI 96753
• 

  

  /50

  Est $1,186,692 Not Listed For Sale

  2777 S Kihei Rd Unit 215, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,052 Sq Ft
  • Built 1990

  2777 S Kihei Rd Unit 215, Kihei, HI 96753

  Last Sold Summary

  • 28% Below List Price
  • $1,568/SF
  • 123 Days On Market

  • Last Sold Price $1,650,000
  • Mar 08, 2024

  Last Listing Agent Tom Tezak Hawaii Life (W)
• 

  

  /42

  $3,999,999 Open Mon 10AM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,186 Sq Ft

  4400 Makena Rd Unit 107, Kihei, HI 96753

  Ideally positioned just one residence off the front row, Polo Beach 107 captures exceptional ocean views while offering the convenience of true ground-floor, walk-out access. From your lanai, step directly onto an expansive greenbelt that seamlessly extends your living space and leads just moments to the white sands of Polo Beach. The outdoor setting is one of this residence’s most compelling

  Patrick Franta Coldwell Banker Island Prop(S)

  4400 Makena Rd Unit 107, Kihei, HI 96753
• 

  

  /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 $763,887

  Last Listing Agent Donavan OToole Real Broker

  2653 S Kihei Rd Unit 305, Kihei, HI 96753
• 

  

  /45

  Est $1,357,991 Not Listed For Sale

  2777 S Kihei Rd Unit 212, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,052 Sq Ft
  • Built 1990

  2777 S Kihei Rd Unit 212, Kihei, HI 96753

  Last Sold Summary

  • 14% Below List Price
  • $1,497/SF
  • 35 Days On Market

  • Last Sold Price $1,575,000
  • Mar 13, 2024

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

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