Wailea, HI Homes

• 

  

  

  /36

  $1,995,000 Sold Mar 10, 2026

  168 Kainui Loop Unit 63B, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,796 Sq Ft
  • Built 2008

  Last Sold Summary

  • 23% Below List Price
  • $1,111/SF
  • 323 Days On Market

  Current Estimated Value $2,543,466

  Last Listing Agent Peter Slate Coldwell Banker Island Prop(S)

  168 Kainui Loop Unit 63B, Kihei, HI 96753
• 

  

  

  /30

  Est $2,456,489 Not Listed For Sale

  1108 Kupulau Dr, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 2,820 Sq Ft
  • Built 1975

  1108 Kupulau Dr, Kihei, HI 96753

  Last Sold Summary

  • 3% Below List Price
  • $895/SF
  • 119 Days On Market

  • Last Sold Price $2,525,000
  • Apr 01, 2025

  Last Listing Agent Christopher Barca Compass-W
• 

  

  

  /50

  $650,000 Pending

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 5-214, Kihei, HI 96753

  Welcome to Kamaole Sands 5-214, a beautifully upgraded 1-bedroom, 2-bathroom condominium in the heart of South Kihei. This thoughtfully maintained unit features a peekaboo ocean view and a host of recent renovations, including all-new kitchen appliances (2024), quartz countertops with a deep stainless-steel sink, and updated plumbing with nickel hardware. The bathrooms showcase custom vanities

  Pamela Reader Hawaii Life (KAP)

  2695 S Kihei Rd Unit 5-214, Kihei, HI 96753
• 

  

  

  /5

  $1,199,000 Sold Oct 15, 2025

  769 Kumulani Dr, Wailea-Makena, HI 96753

  • Land
  • 21,780 Sq Ft
  • $2,398,000 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 265 Days On Market

  Last Listing Agent Max Baader Pacific Image Properties

  769 Kumulani Dr, Wailea-Makena, HI 96753
• 

  

  

  /50

  Est $2,233,167 Not Listed For Sale

  754 Kumulani Dr, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft
  • Built 1976

  754 Kumulani Dr, Kihei, HI 96753

  Last Sold Summary

  • 28% Above List Price
  • $891/SF
  • 63 Days On Market

  • Last Sold Price $1,750,000
  • Mar 04, 2025

  Last Listing Agent Darla Phillips eXp Realty
• 

  

  /9

  $785,000

  • Land
  • 13,313 Sq Ft
  • $2,568,322 per Acre

  700 Kupulau Dr Unit A, Kihei, HI 96753

  Build your dream home in the tranquil oasis of Maui Meadows. This desirable lot allows for a main dwelling and two car garage with convenient access from Keha Drive. Design your custom home to capture beautiful ocean views from a future second story. Maui Meadows is one of South Maui’s sought-after neighborhoods, loved for its peaceful setting on the gentle lower slopes of Haleakala and it’s

  Napua Banks Island Sotheby's International Realty(W)

  700 Kupulau Dr Unit A, Kihei, HI 96753
• 

  

  /49

  $2,565,000 Sold Mar 11, 2026

  3133 Kikihi St Unit Lot 414, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,955 Sq Ft
  • Built 1988

  Last Sold Summary

  • 5% Below List Price
  • $1,312/SF
  • 24 Days On Market

  Current Estimated Value $2,418,494

  Last Listing Agent Donna Butterfield Coldwell Banker Island Prop(S)

  3133 Kikihi St Unit Lot 414, Kihei, HI 96753
• 

  

  /30

  Est $2,836,919 Not Listed For Sale

  3343 Kuaua Place, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 2,277 Sq Ft
  • Built 1980

  3343 Kuaua Place, Kihei, HI 96753

  Last Sold Summary

  • 10% Below List Price
  • $1,383/SF
  • 126 Days On Market

  • Last Sold Price $3,150,000
  • Jun 09, 2023

  Last Listing Agent Dennis Rush Compass-W
• 

  

  /9

  $625,000

  • Land
  • 7,376 Sq Ft
  • $3,690,538 per Acre

  700 Kupulau Dr Unit C, Kihei, HI 96753

  An affordable way to build in Maui Meadows! With access from Kupulau Drive, Unit C offers one a great opportunity to design and build your 840 square foot home with a 2 car enclosed garage along with covered and uncovered lanai’s. Unit C consists of 7,377 square feet of land and is part of a three unit CPR. Unit C is regulated to a single story house and a two car garage. A new shared septic

  Napua Banks Island Sotheby's International Realty(W)

  700 Kupulau Dr Unit C, Kihei, HI 96753
• 

  

  /50

  $3,300,000 Sold Jan 07, 2026

  206 Heleuma Place, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 3,169 Sq Ft
  • Built 1994

  Last Sold Summary

  • 6% Below List Price
  • $1,041/SF
  • 33 Days On Market

  Current Estimated Value $3,369,737

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

  206 Heleuma Place, Kihei, HI 96753
• 

  

  /50

  Est $2,696,562 Not Listed For Sale

  595 Kupulau Dr, Kihei, HI 96753

  • 4 Beds
  • 4 Baths
  • 3,128 Sq Ft
  • Built 1974

  595 Kupulau Dr, Kihei, HI 96753

  Last Sold Summary

  • 7% Below List Price
  • $927/SF
  • 11 Days On Market

  • Last Sold Price $2,900,000
  • Jan 28, 2025

  Last Listing Agent Geoffrey Cook Century 21 Island Homes
• 

  

  /46

  $995,000 Pending

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

  2777 S Kihei Rd Unit 214, Kihei, HI 96753

  Unit J214 at Maui Kamaole is a two-bedroom, two-bath ocean-view condo that received a tasteful remodel in late 2018, with standout upgrades in the kitchen and both bathrooms featuring granite countertops, bamboo cabinetry, stainless appliances, and a beautifully tiled rain shower with a glass partition. The tropical-meets-modern furnishings create a warm, residential feel that makes it easy to

  Scott Catton eXp Realty

  2777 S Kihei Rd Unit 214, Kihei, HI 96753
• 

  

  /44

  $1,535,000 Sold Apr 01, 2026

  500A Mikioi Place, Kihei, HI 96753

  • 1 Bed
  • 1 Bath
  • 684 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Above List Price
  • $2,244/SF
  • 6 Days On Market

  Last Listing Agent Teresa Nelle Island Sotheby's International Realty(L)

  500A Mikioi Place, Kihei, HI 96753
• 

  

  /30

  Est $2,151,332 Not Listed For Sale

  535 Kupulau Dr, Kihei, HI 96753

  • 4 Beds
  • 3 Baths
  • 2,904 Sq Ft
  • Built 1974

  535 Kupulau Dr, Kihei, HI 96753

  Last Sold Summary

  • 2% Below List Price
  • $758/SF
  • 112 Days On Market

  • Last Sold Price $2,200,000
  • Jun 27, 2023

  Last Listing Agent Leslie Smith Hawaii Life (W)
• 

  

  /50

  $625,000

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 6-201, Kihei, HI 96753

  Priced to sell! This wonderful second floor 1 Bedroom 2 Bath unit is perfectly positioned to enjoy the stunning, manicured grounds of the central courtyard with easy access to the pool and community facilities, plus peek-a-boo glimpses of the striking ocean and West Maui from the oversized lanai. Perfect for you and your family - or rental guests when you are away. The first things you notice are

  Dale Richardson Hawaii Life (W)

  2695 S Kihei Rd Unit 6-201, Kihei, HI 96753
• 

  

  /47

  $1,125,000 Sold Apr 27, 2026

  3150 Wailea Alanui Dr Unit 2504, Kihei, HI 96753

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

  Last Sold Summary

  • 34% Below List Price
  • $942/SF
  • 353 Days On Market

  Current Estimated Value $1,436,114

  Last Listing Agent Amy Ellul Coldwell Banker Island Prop-Ku

  3150 Wailea Alanui Dr Unit 2504, Kihei, HI 96753
• 

  Est $1,639,103 Not Listed For Sale

  3038 Mapu Place, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • Built 1977

  3038 Mapu Place, Kihei, HI 96753

  Last Sold Summary

  • 9% Above List Price
  • $812/SF
  • 251 Days On Market

  • Last Sold Price $1,500,000
  • Feb 16, 2024

  Last Listing Agent Yvienne Peterson Drop - 2024
• 

  

  /50

  $629,900

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 7-304, Kihei, HI 96753

  Welcome to Kamaole Sands 7-304, a 1-bedroom, 2-bathroom condo ideally positioned in the heart of the resort with a serene garden view overlooking the lush, beautifully maintained tropical grounds. The peaceful setting keeps the unit cool and calm throughout the day, making it a true island retreat. Inside, rattan furnishings carry an authentic Hawaii feel throughout, and the kitchen features

  Scott Catton eXp Realty

  2695 S Kihei Rd Unit 7-304, Kihei, HI 96753
• 

  

  /49

  $1,900,000 Sold Mar 23, 2026

  3150 Wailea Alanui Dr Unit 2902, Kihei, HI 96753

  • 2 Beds
  • 3 Baths
  • 1,559 Sq Ft
  • Built 1992

  Last Sold Summary

  • 17% Below List Price
  • $1,219/SF
  • 115 Days On Market

  Current Estimated Value $2,082,922

  Last Listing Agent Bradley MacArthur Hawaii Life (W)

  3150 Wailea Alanui Dr Unit 2902, Kihei, HI 96753
• 

  

  /50

  Est $3,154,338 Not Listed For Sale

  3366 Kehala Dr, Kihei, HI 96753

  • 4 Beds
  • 5 Baths
  • 3,535 Sq Ft
  • Built 1978

  3366 Kehala Dr, Kihei, HI 96753

  Last Sold Summary

  • 11% Below List Price
  • $999/SF
  • 31 Days On Market

  • Last Sold Price $3,530,000
  • Jun 18, 2024

  Last Listing Agent Clint Hansen Maui Luxury Real Estate LLC
• 

  

  /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
• 

  

  /50

  $1,525,000 Sold Jul 28, 2025

  2709 Puu Hoolai St, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 2,180 Sq Ft
  • Built 1989

  Last Sold Summary

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

  Current Estimated Value $1,502,886

  Last Listing Agent Kimberly Sloan REMAX Hawaii Maui

  2709 Puu Hoolai St, Kihei, HI 96753
• 

  

  /50

  Est $2,872,232 Not Listed For Sale

  3476 Akala Dr, Kihei, HI 96753

  • 4 Beds
  • 4 Baths
  • 4,312 Sq Ft
  • Built 1986

  3476 Akala Dr, Kihei, HI 96753

  Last Sold Summary

  • 3% Above List Price
  • $649/SF
  • 160 Days On Market

  • Last Sold Price $2,800,000
  • Aug 30, 2023

  Last Listing Agent Alex Abreu Hawaii Life (W)
• 

  

  /5

  $1,020,700

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

  3950 Kalai Waa St Unit C102, Kihei, HI 96753

  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 appliances and split AC

  Nathalie Mullinix Nathalie Mullinix Rlty Universal Inc

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

  

  /50

  $2,375,000 Sold Jan 29, 2026

  124 Waaula Place, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 2,526 Sq Ft
  • Built 1985

  Last Sold Summary

  • 11% Below List Price
  • $940/SF
  • 71 Days On Market

  Current Estimated Value $2,406,855

  Last Listing Agent Bradley MacArthur Hawaii Life (W)

  124 Waaula Place, Kihei, HI 96753
• 

  

  /43

  Est $4,538,173 Not Listed For Sale

  4400 Makena Rd Unit 706, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,236 Sq Ft
  • Built 1982

  4400 Makena Rd Unit 706, Kihei, HI 96753

  Last Sold Summary

  • 16% Below List Price
  • $4,369/SF
  • 170 Days On Market

  • Last Sold Price $5,400,000
  • Mar 11, 2024

  Last Listing Agent Nancy J. Callahan Coldwell Banker Island Prop(S)
• 

  

  /50

  $699,900 Pending

  • 1 Bed
  • 2 Baths
  • 1,039 Sq Ft

  2777 S Kihei Rd Unit 107, Kihei, HI 96753

  Welcome to Maui Kamaole — where island living meets convenience. This spacious 1-bedroom, 2-bath with a bonus den unit offers 1,039 sq ft of single-level comfort in a well-maintained 1999 building. Inside, you’ll find an open layout that flows easily from living area to dining and kitchen, plus a lanai off the living room to enjoy Maui breezes. The bedroom features 2 lanais! Split System AC units

  Roger Pleski Coldwell Banker Island Prop(S)

  2777 S Kihei Rd Unit 107, Kihei, HI 96753
• 

  

  /48

  $4,550,000 Sold Apr 14, 2026

  4000 Wailea Alanui Dr Unit 3003, Kihei, HI 96753

  • 2 Beds
  • 3 Baths
  • 1,620 Sq Ft
  • Built 1987

  Last Sold Summary

  • 16% Below List Price
  • $2,809/SF
  • 209 Days On Market

  Current Estimated Value $4,857,893

  Last Listing Agent Dave Wagner Wailea Point Realty, Inc.

  4000 Wailea Alanui Dr Unit 3003, Kihei, HI 96753
• 

  

  /50

  Est $3,756,431 Not Listed For Sale

  4400 Makena Rd Unit 201, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,238 Sq Ft
  • Built 1981

  4400 Makena Rd Unit 201, Kihei, HI 96753

  Last Sold Summary

  • 342% Above List Price
  • $687/SF
  • 143 Days On Market

  • Last Sold Price $850,000
  • Mar 20, 2025

  Last Listing Agent Don McEntire McEntire Realty
• 

  

  /11

  $1,499,000

  • Land
  • 10,890 Sq Ft
  • $5,996,000 per Acre

  3381 E Lani Ikena Way, Kihei, HI 96753

  Vacant canvas located in one of Maui's most desirable neighborhoods in Wailea. Large 10,890 square foot lot with plans to build a custom 3100 sq ft family oriented home with a pool. See Plans in Associated Documents. Well known and trusted Architect, engineer and builder are on board to see the project through to completion. Close to Wailea Beaches and Shops. Plans approved by the HOA. Ready for

  Keith Zielinski Pacific Shores Realty

  3381 E Lani Ikena Way, Kihei, HI 96753
• 

  

  /50

  $2,600,000 Sold Jun 13, 2025

  109 Hokai Place, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,852 Sq Ft
  • Built 2003

  Last Sold Summary

  • 6% Below List Price
  • $1,404/SF
  • 112 Days On Market

  Current Estimated Value $2,241,795

  Last Listing Agent Bradley MacArthur Hawaii Life (W)

  109 Hokai Place, Kihei, HI 96753
• 

  

  /26

  Est $1,155,159 Not Listed For Sale

  3950 Kalai Waa St Unit Y101, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 538,837 Sq Ft
  • Built 2000

  3950 Kalai Waa St Unit Y101, Kihei, HI 96753

  Last Sold Summary

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

  • Last Sold Price $1,194,000
  • Sep 29, 2023

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

  

  /50

  $26,000,000

  • 4 Beds
  • 6 Baths
  • 5,435 Sq Ft

  3060 S Kihei Rd, Kihei, HI 96753

  One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern structural integrity, and timeless refined island design. The residence was completely rebuilt from the foundation up, completed in 2013—retaining only the original pool and foundation to preserve its rare, grandfathered beachfront

  Meghan Clair Coldwell Banker Island Prop(S)

  3060 S Kihei Rd, Kihei, HI 96753
• 

  

  /50

  $1,820,000 Sold Aug 04, 2025

  2733 Puu Hoolai St, Kihei, HI 96753

  • 5 Beds
  • 4 Baths
  • 2,788 Sq Ft
  • Built 1989

  Last Sold Summary

  • 19% Below List Price
  • $653/SF
  • 192 Days On Market

  Current Estimated Value $1,775,120

  Last Listing Agent Todd Hudson Keller Williams Realty Maui-Ki

  2733 Puu Hoolai St, Kihei, HI 96753
• 

  

  /30

  Est $1,806,521 Not Listed For Sale

  3950 Kalai Waa St Unit X103, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 538,837 Sq Ft
  • Built 1998

  3950 Kalai Waa St Unit X103, Kihei, HI 96753

  Last Sold Summary

  • 9% Above List Price
  • $3/SF
  • 56 Days On Market

  • Last Sold Price $1,653,022
  • May 03, 2023

  Last Listing Agent Tom Tezak Hawaii Life (W)
• 

  

  /44

  $925,000

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

  2737 S Kihei Rd Unit 330, Kihei, HI 96753

  If you’ve been searching for something special in South Kihei, this top-floor, two-level condo at Hale Kamaole could be exactly what you’re looking for. With 2 bedrooms and 2 bathrooms, plus a loft (approx 110 SQFT), there’s plenty of room for family or guests. The main floor bedroom includes a queen bed and shares the guest bathroom, which features a shower. Upstairs, the primary suite offers a

  Heather Zidell Compass-W

  2737 S Kihei Rd Unit 330, Kihei, HI 96753
• 

  

  /28

  $533,000 Sold Mar 06, 2026

  3300 Wailea Alanui Dr Unit 39D, Kihei, HI 96753

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

  Last Sold Summary

  • 33% Above List Price
  • $673/SF
  • 15 Days On Market

  Current Estimated Value $1,282,000

  Last Listing Agent Don McEntire McEntire Realty

  3300 Wailea Alanui Dr Unit 39D, Kihei, HI 96753
• 

  

  /45

  Est $1,053,289 Not Listed For Sale

  3950 Kalai Waa St Unit S103, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft
  • Built 1998

  3950 Kalai Waa St Unit S103, Kihei, HI 96753

  Last Sold Summary

  • 4% Below List Price
  • $1,159/SF
  • 271 Days On Market

  • Last Sold Price $1,100,000
  • Apr 09, 2025

  Last Listing Agent Bill Buffington Coldwell Banker Island Prop(S)
• 

  

  /48

  $2,499,000

  • 3 Beds
  • 3 Baths
  • 2,055 Sq Ft

  3450 Malina Place, Kihei, HI 96753

  Enjoy incredible ocean views from this beautifully updated home and cottage located in the highly sought-after Maui Meadows neighborhood. Tucked away on a quiet cul-de-sac, this .59-acre property offers exceptional privacy surrounded by lush tropical landscaping, while the spacious pool and deck area create the perfect setting for relaxing or entertaining in true island style. The main residence

  Renee Zaima Wailea Point Realty, Inc.

  3450 Malina Place, Kihei, HI 96753
• 

  

  /50

  $1,600,000 Sold Oct 31, 2025

  71 Wailea Gateway Place Unit 7-104, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,312 Sq Ft
  • Built 2018

  Last Sold Summary

  • 16% Below List Price
  • $1,220/SF
  • 46 Days On Market

  Current Estimated Value $1,826,536

  Last Listing Agent Randolph Antonio Keller Williams Realty Maui-Ka

  71 Wailea Gateway Place Unit 7-104, Kihei, HI 96753

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