Wailea, HI Homes

• 

  

  

  /50

  $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 $1,825,238

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

  147 Hoohale St, Kihei, HI 96753
• 

  

  

  /18

  Est $1,520,732

  Not Listed For Sale

  2844 Panepoo St, Kihei, HI 96753

  • 5 Beds
  • 5 Baths
  • 2,828 Sq Ft
  • Built 1985

  2844 Panepoo St, Kihei, HI 96753

  Last Sold Summary

  • 308 Days On Market

  Last Listing Agent Christina Lynch Deep Blue HI
• 

  

  

  /50

  $800,000

  Open Thu 3PM - 6PM $249K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 10-212, Kihei, HI 96753

  Kamaole Sands is ideally situated in South Maui, just across the street from the stunning Kamaole Beach III, a perfect spot for swimming, snorkeling, and turtle watching. Unit 10-212 is perfectly positioned near the front of the resort, across from the ocean! The property is also conveniently located close to shopping, dining, world-class golf courses, and some of Maui's best beaches. Spanning 15

  Todd Hudson Keller Williams Realty Maui-Ki

  2695 S Kihei Rd Unit 10-212, Kihei, HI 96753
• 

  

  

  /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 $2,156,480

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

  3379 Kehala Dr, Kihei, HI 96753
• 

  

  

  /47

  Est $1,926,413

  Not Listed For Sale

  2841 Umalu Place, Kihei, HI 96753

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

  2841 Umalu Place, Kihei, HI 96753

  Last Sold Summary

  • 489 Days On Market

  Last Listing Agent Brandy Shelby Westminster Realty Inc
• 

  

  /38

  $850,000

  $100K PRICE DROP

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

  2737 S Kihei Rd Unit 336, Kihei, HI 96753

  Rare 2 bedroom + grandfathered loft at Hale Kamaole. This 2 bedroom, 2 bathroom, plus loft, lives like a 3 bedroom. The lower level guest bathroom features a walk in shower. The upper level bedroom offers a king bed and a private en-suite tub shower combination bathroom. Each bedroom has air conditioning and the living room is wired with a separate circuit to add air conditioning. The loft area

  Roger Pleski Coldwell Banker Island Prop(S)

  2737 S Kihei Rd Unit 336, Kihei, HI 96753
• 

  

  /47

  $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 $509,625

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

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

  

  /50

  Est $1,279,950

  Not Listed For Sale

  2866 Ohina St, Kihei, HI 96753

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

  2866 Ohina St, Kihei, HI 96753

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Sara Romvari Romvari Realty Ltd
• 

  

  /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
• 

  

  /21

  $1,040,000

  Sold Mar 12, 2026

  2936 S Kihei Rd Unit 512, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 680 Sq Ft
  • Built 1975

  Last Sold Summary

  • 17% Below List Price
  • $1,529/SF
  • 69 Days On Market

  Current Estimated Value $1,059,222

  Last Listing Agent Heather Zidell Compass-W

  2936 S Kihei Rd Unit 512, Kihei, HI 96753
• 

  

  /43

  Est $1,464,904

  Not Listed For Sale

  289 Aukahi St, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft
  • Built 1985

  289 Aukahi St, Kihei, HI 96753

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC
• 

  

  /33

  $694,000

  $233K PRICE DROP

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

  2619 S Kihei Rd Unit A207, Kihei, HI 96753

  Price Reduced! Exceptional value for this spacious and beautifully updated condo just moments from Kamaole III Beach Park. Welcome to Haleakala Shores A207, where comfort, convenience, and the Maui lifestyle come together. This bright and inviting condo is ideally located within easy walking distance of South Maui's best beaches, popular restaurants, shopping, and even the Wednesday Farmers

  Donna Butterfield Coldwell Banker Island Prop(S)

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

  

  /25

  $585,000

  Sold Jun 30, 2026

  2737 S Kihei Rd Unit 1-106, Kihei, HI 96753

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

  Last Sold Summary

  • 10% Below List Price
  • $752/SF
  • 137 Days On Market

  Current Estimated Value $616,675

  Last Listing Agent David Richardson Hawaii Life (W)

  2737 S Kihei Rd Unit 1-106, Kihei, HI 96753
• 

  

  /45

  Est $1,556,635

  Not Listed For Sale

  2688 Ohina St, Kihei, HI 96753

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

  2688 Ohina St, Kihei, HI 96753

  Last Sold Summary

  • 126 Days On Market

  Last Listing Agent Kathy Hawley Keller Williams Realty Maui-Ki
• 

  

  /36

  $1,545,000

  • 3 Beds
  • 3 Baths
  • 1,772 Sq Ft

  221 Mahie Place, Kihei, HI 96753

  Located along a quiet cul-de-sac at the edge of Wailea, this two-home property is a blend of resort proximity and easygoing island living. Just steps from the white sand of Keawakapu Beach, this south Kihei setting is one of Maui's most coveted stretches of coastline. This 3 bedroom, 3 bathroom residence has high ceilings and a fully detached cottage with its own private yard — a configuration

  Josh Jerman Hawaii Life (W)

  221 Mahie Place, Kihei, HI 96753
• 

  

  /23

  $590,000

  Sold Oct 31, 2025

  160 Keonekai Rd Unit 9-101, Kihei, HI 96753

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

  Last Sold Summary

  • $787/SF
  • 12 Days On Market

  Current Estimated Value $548,633

  Last Listing Agent Jeff Simon Hawaii Life (W)

  160 Keonekai Rd Unit 9-101, Kihei, HI 96753
• 

  

  /46

  Est $1,898,511

  Not Listed For Sale

  277 Keonekai Rd, Kihei, HI 96753

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

  277 Keonekai Rd, Kihei, HI 96753

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Tom Tezak Hawaii Life (W)
• 

  

  /44

  $1,189,000

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

  3950 Kalai Waa St Unit Y202, Kihei, HI 96753

  Stunning 2-bedroom, 2-bath upper-level furnished unit with beautiful ocean/sunset and golf course views. Remodeled in 2014, features include new window treatments, tile, new kitchen appliances, full renovations of both bathrooms (toilets, sinks/faucets, countertops, shower, bath enclosure and lighting). Replacement of front and back door screen doors, new lighting in kitchen and dining room, and

  Leslie Smith Hawaii Life (W)

  3950 Kalai Waa St Unit Y202, Kihei, HI 96753
• 

  

  /48

  $2,500,000

  Sold Jun 22, 2026

  634 Laniolu Place, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 2,609 Sq Ft
  • Built 1980

  Last Sold Summary

  • 13% Below List Price
  • $958/SF
  • 3 Days On Market

  Current Estimated Value $2,571,891

  Last Listing Agent Brandy Aki Emerald Club Realty Inc

  634 Laniolu Place, Kihei, HI 96753
• 

  

  /37

  Est $1,037,597

  Not Listed For Sale

  2777 S Kihei Rd Unit C201, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,015,819 Sq Ft
  • Built 1989

  2777 S Kihei Rd Unit C201, Kihei, HI 96753

  Last Sold Summary

  • 42 Days On Market

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

  

  /30

  $1,475,000

  Open Thu 1PM - 4PM

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

  10 Wailea Ekolu Place Unit 1206, Kihei, HI 96753

  Ocean, Molokini, and Wailea Blue Golf Course views set the tone from the moment you arrive. This 2-bedroom, 2-bath Wailea Ekolu condo offers a quiet, private setting tucked away from the road, creating a peaceful relaxing environment. Inside, vaulted ceilings and an open layout bring in natural light, while high-end furnishings give the unit a more refined feel than your typical vacation rental.

  David McAlear Coldwell Banker Island Prop-Ku

  10 Wailea Ekolu Place Unit 1206, Kihei, HI 96753
• 

  

  /44

  $1,670,000

  Sold Oct 28, 2025

  2960 S Kihei Rd Unit 312, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 767 Sq Ft
  • Built 1973

  Last Sold Summary

  • 22% Below List Price
  • $2,177/SF
  • 424 Days On Market

  Current Estimated Value $1,741,822

  Last Listing Agent Truman Taoka Island Sotheby's International Realty(W)

  2960 S Kihei Rd Unit 312, Kihei, HI 96753
• 

  

  /49

  Est $813,822

  Not Listed For Sale

  2777 S Kihei Rd Unit C102, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 1,039 Sq Ft
  • Built 1988

  2777 S Kihei Rd Unit C102, Kihei, HI 96753

  Last Sold Summary

  • 253 Days On Market

  Last Listing Agent Darla Phillips eXp Realty
• 

  

  /49

  $1,100,000

  • 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

  $575,000

  Sold Jul 17, 2026

  2747 S Kihei Rd Unit E104, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,035 Sq Ft
  • Built 1992

  Last Sold Summary

  • 4% Below List Price
  • $556/SF
  • 31 Days On Market

  Current Estimated Value $583,298

  Last Listing Agent Sara Romvari Romvari Realty Ltd

  2747 S Kihei Rd Unit E104, Kihei, HI 96753
• 

  

  /50

  Est $713,477

  Not Listed For Sale

  2777 S Kihei Rd Unit B112, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 849 Sq Ft
  • Built 1989

  2777 S Kihei Rd Unit B112, Kihei, HI 96753

  Last Sold Summary

  • 56 Days On Market

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

  

  /16

  $998,000

  $23K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

  3950 Kalai Waa St Unit C102, Kihei, HI 96753

  $1289.00 HOA fees Located in Wailea, this quiet and serene ground-level 2- bedroom, 2 bath condo is within walking distance of the beach and close to many convenient shopping and dining options. The property features amenities such as a saltwater heated pool with hot tub, fitness center, and clubhouse , and barbecue surrounded by well maintained landscaping and on site management. Upgraded

  Nathalie Mullinix Nathalie Mullinix REALTY UNIVERSAL

  3950 Kalai Waa St Unit C102, Kihei, HI 96753
• 

  

  /30

  $2,350,000

  Sold Apr 22, 2026

  3138 N Noho Loihi Way, Kihei, HI 96753

  • 4 Beds
  • 3 Baths
  • 2,996 Sq Ft
  • Built 1995

  Last Sold Summary

  • 16% Below List Price
  • $784/SF
  • 221 Days On Market

  Current Estimated Value $2,342,844

  Last Listing Agent Riette Jenkins Coldwell Banker Island Prop(S)

  3138 N Noho Loihi Way, Kihei, HI 96753
• 

  

  /50

  Est $1,273,416

  Not Listed For Sale

  2777 S Kihei Rd Unit A212, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,015,819 Sq Ft
  • Built 1988

  2777 S Kihei Rd Unit A212, Kihei, HI 96753

  Last Sold Summary

  • 128 Days On Market

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

  

  /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
• 

  

  /50

  $2,450,000

  Sold Jun 25, 2026

  384 Pualoa Nani Place, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 2,078 Sq Ft
  • Built 1996

  Last Sold Summary

  • 12% Below List Price
  • $1,179/SF
  • 108 Days On Market

  Current Estimated Value $2,306,847

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

  384 Pualoa Nani Place, Kihei, HI 96753
• 

  

  /35

  Est $1,157,832

  Not Listed For Sale

  2777 S Kihei Rd Unit A202, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,052 Sq Ft
  • Built 1988

  2777 S Kihei Rd Unit A202, Kihei, HI 96753

  Last Sold Summary

  • 52 Days On Market

  Last Listing Agent Tom Tezak Hawaii Life (W)
• 

  

  /32

  $4,150,000

  $2M PRICE DROP Pending

  • 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
• 

  

  /39

  $1,200,000

  Sold Oct 17, 2025

  3150 Wailea Alanui Dr Unit 2404, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,194 Sq Ft
  • Built 1992

  Last Sold Summary

  • 16% Below List Price
  • $1,005/SF
  • 251 Days On Market

  Current Estimated Value $1,195,158

  Last Listing Agent Jan Bryan Coldwell Banker Island Prop(S)

  3150 Wailea Alanui Dr Unit 2404, Kihei, HI 96753
• 

  

  /18

  Est $502,390

  Not Listed For Sale

  2895 S Kihei Rd Unit 201, Kihei, HI 96753

  • Studio
  • 1 Bath
  • 45,738 Sq Ft
  • Built 1976

  2895 S Kihei Rd Unit 201, Kihei, HI 96753

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Adam Falb Berkshire Hathaway Maui Prop-W
• 

  

  /40

  $1,470,000

  $25K PRICE DROP Pending

  • 1 Bed
  • 2 Baths
  • 960 Sq Ft

  3300 Wailea Alanui Dr Unit 17D, Kihei, HI 96753

  Enjoy stunning panoramic Ocean, Outer Island, and Haleakala views from this incredibly private, top floor, corner unit in highly sought after 17 building at Wailea Ekahi! Villa is offered furnished and is also recently remodeled with all New plush carpets, New remote control ceiling fans, New light fixtures, New Window Shades, New Shower Heads, and New high-end Kitchen appliances including Bosch

  Meghan Clair Coldwell Banker Island Prop(S)

  3300 Wailea Alanui Dr Unit 17D, Kihei, HI 96753
• 

  

  /22

  $2,240,428

  Sold Apr 02, 2026

  2994 S Kihei Rd Unit 312, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 1,010 Sq Ft
  • Built 1972

  Last Sold Summary

  • 17% Below List Price
  • $2,218/SF
  • 51 Days On Market

  Current Estimated Value $2,181,366

  Last Listing Agent Sharon Viger Keller Williams Realty Maui-Ka

  2994 S Kihei Rd Unit 312, Kihei, HI 96753
• 

  

  /27

  Est $440,297

  Not Listed For Sale

  2747 S Kihei Rd Unit J009, Kihei, HI 96753

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

  2747 S Kihei Rd Unit J009, Kihei, HI 96753

  Last Sold Summary

  • 235 Days On Market

  Last Listing Agent J C Cicchino Keller Williams Realty Maui-Ka
• 

  

  /40

  $399,900

  • 2 Beds
  • 2 Baths
  • 719 Sq Ft

  2747 S Kihei Rd Unit C201, Kihei, HI 96753

  Beach days are just moments away from Kihei Shores C201! Located directly across from Kamaole Beach Park III, this 2-bedroom, 2-bath condo offers an incredible opportunity to enjoy the South Maui lifestyle at an approachable price point. This desirable second-floor corner unit features added privacy, abundant natural light, and a peaceful lanai setting—the perfect place to enjoy your morning

  Melissa Montgomery Coldwell Banker Island Prop(S)

  2747 S Kihei Rd Unit C201, Kihei, HI 96753
• 

  

  /44

  $5,100,000

  Sold Dec 23, 2025

  3800 Wailea Alanui Dr Unit G101, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 2,889 Sq Ft
  • Built 2005

  Last Sold Summary

  • 32% Below List Price
  • $1,765/SF
  • 303 Days On Market

  Current Estimated Value $5,701,493

  Last Listing Agent Josh Jerman Hawaii Life (W)

  3800 Wailea Alanui Dr Unit G101, Kihei, HI 96753

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