Wailea, HI Homes

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  /8

  $1,025,000

  Sold Jan 28, 2026

  22 Waikai St, Kihei, HI 96753

  • Land
  • 8,275 Sq Ft
  • $5,395,021 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 10 Days On Market

  Current Estimated Value $1,005,194

  Last Listing Agent David McAlear Coldwell Banker Island Prop-Ku

  22 Waikai St, Kihei, HI 96753
• 

  

  

  /50

  Est $5,150,308

  Not Listed For Sale

  195 Heleuma Place, Kihei, HI 96753

  • 4 Beds
  • 4 Baths
  • 3,718 Sq Ft
  • Built 1992

  195 Heleuma Place, Kihei, HI 96753

  Last Sold Summary

  • 301 Days On Market

  Last Listing Agent David Richardson Hawaii Life (W)
• 

  

  

  /50

  $1,525,000

  $224K PRICE DROP

  • 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
• 

  

  

  /49

  $605,000

  Sold Apr 02, 2026

  2695 S Kihei Rd Unit 6109, Kihei, HI 96753

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

  Last Sold Summary

  • 6% Below List Price
  • $740/SF
  • 82 Days On Market

  Last Listing Agent Laura Myers Coldwell Banker Island Prop-Ku

  2695 S Kihei Rd Unit 6109, Kihei, HI 96753
• 

  

  

  /26

  Est $1,846,000

  Not Listed For Sale

  183 Heleuma Place, Kihei, HI 96753

  183 Heleuma Place, Kihei, HI 96753

  Last Sold Summary

  • 43 Days On Market

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

  

  /16

  $978,800

  $42K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

  3950 Kalai Waa St Unit C102, Kihei, HI 96753

  $1179.49 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 Rlty Universal Inc

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

  

  /29

  $375,000

  Sold Apr 17, 2026

  2747 S Kihei Rd Unit C003, Kihei, HI 96753

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

  Last Sold Summary

  • 6% Below List Price
  • $537/SF
  • 99 Days On Market

  Current Estimated Value $402,317

  Last Listing Agent Amy Wisthoff-martin Coldwell Banker Island Prop-Ku

  2747 S Kihei Rd Unit C003, Kihei, HI 96753
• 

  

  /27

  Est $3,763,849

  Not Listed For Sale

  173 Heleuma Place, Kihei, HI 96753

  • 4 Beds
  • 3,562 Sq Ft
  • Built 2012

  173 Heleuma Place, Kihei, HI 96753

  Last Sold Summary

  • 157 Days On Market

  Last Listing Agent Nancy J. Callahan Coldwell Banker Island Prop(S)
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  /12

  $1,149,000

  $350K PRICE DROP

  • Land
  • 10,890 Sq Ft
  • $4,596,000 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

  $1,159,000

  Sold Mar 23, 2026

  3950 Kalai Waa St Unit W201, Kihei, HI 96753

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

  Last Sold Summary

  • 11% Below List Price
  • $1,221/SF
  • 179 Days On Market

  Current Estimated Value $1,130,559

  Last Listing Agent Katie Moquin Compass-W

  3950 Kalai Waa St Unit W201, Kihei, HI 96753
• 

  

  /39

  Est $8,038,047

  Not Listed For Sale

  4000 Wailea Alanui Dr Unit 1501, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 3,027 Sq Ft
  • Built 1987

  4000 Wailea Alanui Dr Unit 1501, Kihei, HI 96753

  Last Sold Summary

  • 75 Days On Market

  Last Listing Agent Kassandra Starr Teems Coldwell Banker Island Prop(S)
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  /50

  $24,500,000

  $2M PRICE DROP

  • 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
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  /48

  $1,300,000

  Sold Dec 23, 2025

  2757 S Kihei Rd Unit 104, Kihei, HI 96753

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

  Last Sold Summary

  • 19% Below List Price
  • $1,039/SF
  • 136 Days On Market

  Current Estimated Value $1,262,421

  Last Listing Agent Geoffrey Cook Century 21 Island Homes

  2757 S Kihei Rd Unit 104, Kihei, HI 96753
• 

  

  /36

  Est $2,435,885

  Not Listed For Sale

  4000 Wailea Alanui Dr Unit 3403, Kihei, HI 96753

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

  4000 Wailea Alanui Dr Unit 3403, Kihei, HI 96753

  Last Sold Summary

  • 443 Days On Market

  Last Listing Agent Christina Haywood Hawaii Life (W)
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  /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

  $2,780,000

  Sold Mar 16, 2026

  8 Manu Ihu Place, Kihei, HI 96753

  • 4 Beds
  • 4 Baths
  • 2,562 Sq Ft
  • Built 1988

  Last Sold Summary

  • 7% Below List Price
  • $1,085/SF
  • 36 Days On Market

  Current Estimated Value $2,678,256

  Last Listing Agent Jessica Baker Compass-W

  8 Manu Ihu Place, Kihei, HI 96753
• 

  

  /49

  Est $4,205,410

  Not Listed For Sale

  4000 Wailea Alanui Dr Unit 2804, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,923 Sq Ft
  • Built 1987

  4000 Wailea Alanui Dr Unit 2804, Kihei, HI 96753

  Last Sold Summary

  • 127 Days On Market

  Last Listing Agent Lydia Pedro Hawaii Life (W)
• 

  

  /28

  $750,000

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 9-306, Kihei, HI 96753

  Welcome to your South Maui sunset retreat at Kamaole Sands 9-306, a stylish 1-bedroom, 2-bath condo offering 818 square feet of bright, comfortable living space just moments from Kamaole Beach Park III. This inviting condo blends ocean-view living, resort-style amenities, and everyday convenience in one of Maui’s most loved coastal locations. Hop off the elevator on the third floor and step

  Mark Waite Compass-W

  2695 S Kihei Rd Unit 9-306, Kihei, HI 96753
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  /34

  $1,295,000

  Sold Sep 26, 2025

  676 Mililani Place Unit B, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 920 Sq Ft
  • Built 1975

  Last Sold Summary

  • 12% Below List Price
  • $1,408/SF
  • 67 Days On Market

  Last Listing Agent Dennis Carhart Coldwell Banker Island Prop(S)

  676 Mililani Place Unit B, Kihei, HI 96753
• 

  

  /43

  Est $3,267,146

  Not Listed For Sale

  4000 Wailea Alanui Dr Unit 2103, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,558 Sq Ft
  • Built 1987

  4000 Wailea Alanui Dr Unit 2103, Kihei, HI 96753

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC
• 

  

  /37

  $750,000

  • 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, with AC in both the living room and primary bedroom for added comfort. Enjoy

  Josh Jerman Hawaii Life (W)

  2777 S Kihei Rd Unit 109, Kihei, HI 96753
• 

  

  /38

  $1,250,000

  Sold Jan 09, 2026

  3150 Wailea Alanui Dr Unit 3007, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 1,022 Sq Ft
  • Built 1992

  Last Sold Summary

  • 10% Below List Price
  • $1,223/SF
  • 65 Days On Market

  Current Estimated Value $1,215,101

  Last Listing Agent Evan Harlow Coldwell Banker Island Prop-KP

  3150 Wailea Alanui Dr Unit 3007, Kihei, HI 96753
• 

  

  /42

  Est $3,216,409

  Not Listed For Sale

  4000 Wailea Alanui Dr Unit 2004, Kihei, HI 96753

  • 2 Beds
  • 3 Baths
  • 1,732 Sq Ft
  • Built 1987

  4000 Wailea Alanui Dr Unit 2004, Kihei, HI 96753

  Last Sold Summary

  • 323 Days On Market

  Last Listing Agent Dano Sayles Coldwell Banker Island Prop(S)
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  /43

  $1,995,000

  $500K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,786 Sq Ft

  19 Kai La Place Unit 43B, Kihei, HI 96753

  Welcome to Kai Malu 43B, beautifully remodeled in 2024, this 3-bedroom, 2.5-bathroom home offers unparalleled privacy, a spacious outdoor area and breathtaking views of the ocean and outer islands. Step inside to discover an open-concept kitchen and living room, perfect for both entertaining and everyday living. Wide plank oak flooring graces the upper and lower levels, adding warmth and elegance

  Patrick Franta Coldwell Banker Island Prop(S)

  19 Kai La Place Unit 43B, Kihei, HI 96753
• 

  

  /50

  $3,850,000

  Sold Oct 30, 2025

  66 Kai Malu Dr Unit 201 (12C), Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,742 Sq Ft
  • Built 2024

  Last Sold Summary

  • 7% Below List Price
  • $2,210/SF
  • 78 Days On Market

  Last Listing Agent Carla Lorimor Polaris Pacific

  66 Kai Malu Dr Unit 201 (12C), Kihei, HI 96753
• 

  

  /48

  Est $5,341,297

  Not Listed For Sale

  216 Pahi Place, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 3,198 Sq Ft
  • Built 1988

  216 Pahi Place, Kihei, HI 96753

  Last Sold Summary

  • 77 Days On Market

  Last Listing Agent Paul Ferrall Coldwell Banker Island Prop-Ku
• 

  

  /48

  $899,000

  • 1 Bed
  • 2 Baths
  • 1,039 Sq Ft

  2777 S Kihei Rd Unit 105, Kihei, HI 96753

  This a a spacious Ground floor condo- NO stairs. DONT MISS THIS ONE: LIVES LIKE A 2 BEDROOM 2 BATH CONDO- Maui Kamaole #L-105 is a 1-bedroom, 2-bath condominium offering 1,039 sq ft of interior living space and a partial ocean view. This well-designed unit includes a bonus room with a queen bed, ideal for additional sleeping accommodations, office, den, or storage. The open floor plan features a

  Robyn Curletti Compass

  2777 S Kihei Rd Unit 105, Kihei, HI 96753
• 

  

  /44

  $999,999

  Sold Oct 30, 2025

  3300 Wailea Alanui Dr Unit 43B, Kihei, HI 96753

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

  Last Sold Summary

  • 9% Below List Price
  • $1,130/SF
  • 129 Days On Market

  Current Estimated Value $1,080,134

  Last Listing Agent Sara Romvari Romvari Realty Ltd

  3300 Wailea Alanui Dr Unit 43B, Kihei, HI 96753
• 

  

  /50

  Est $3,684,773

  Not Listed For Sale

  3933 Wailea Ekolu Place, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 2,732 Sq Ft
  • Built 1985

  3933 Wailea Ekolu Place, Kihei, HI 96753

  Last Sold Summary

  • 170 Days On Market

  Last Listing Agent Chase Traphagen Coldwell Banker Island Prop-Ku
• 

  

  /37

  $725,000

  $155K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft

  2695 S Kihei Rd Unit 8-407, Kihei, HI 96753

  Opportunity Knocks with this 2 bedroom, 2 bathroom, large lanai condo, at Kamaole Sands. Priced to sell with loads of potential, for the next owner to make it their own. The condo is being sold fully furnished and is equipped with features including partial ocean and mountain views, top floor location, vaulted ceilings, a spacious lofted primary bedroom, stainless steel kitchen appliances, a well

  Matthew Tarasenko PMI Maui

  2695 S Kihei Rd Unit 8-407, Kihei, HI 96753
• 

  

  /50

  $4,500,000

  Sold Feb 11, 2026

  3100 Wailea Alanui Dr Unit 12, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 2,386 Sq Ft
  • Built 2008

  Last Sold Summary

  • $1,886/SF
  • 0 Days On Market

  Current Estimated Value $4,433,370

  Last Listing Agent Addie Heiner Coldwell Banker Island Prop-Ku

  3100 Wailea Alanui Dr Unit 12, Kihei, HI 96753
• 

  

  /48

  Est $2,552,515

  Not Listed For Sale

  3230 Pikai Way, Kihei, HI 96753

  • 3 Beds
  • 3.5 Baths
  • 2,612 Sq Ft
  • Built 1982

  3230 Pikai Way, Kihei, HI 96753

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Terence Alling Coldwell Banker Island Prop-Ku
• 

  

  /33

  $4,495,000

  • 2 Beds
  • 2 Baths
  • 1,558 Sq Ft

  4000 Wailea Alanui Dr Unit 2904, Kihei, HI 96753

  Wailea Point Beach Condo 2904 is designed for comfort and relaxation. Wailea Point! South Maui's most elegant, luxurious, and private community. This premier oceanfront enclave's luxury and casual sophistication marries the divine setting with dramatic ocean views. Enjoy the premier Maui lifestyle in this private, spacious, fully furnished 2-bedroom, 2-bath residence in beautiful Wailea Point.

  Kelly Anderson Coldwell Banker Island Prop(P)

  4000 Wailea Alanui Dr Unit 2904, Kihei, HI 96753
• 

  

  /42

  $685,000

  Sold Jul 20, 2026

  2695 S Kihei Rd Unit 10308, Kihei, HI 96753

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

  Last Sold Summary

  • $837/SF
  • 3 Days On Market

  Last Listing Agent Ken Wong Coldwell Banker Island Prop-Ku

  2695 S Kihei Rd Unit 10308, Kihei, HI 96753
• 

  

  /30

  Est $2,343,000

  Not Listed For Sale

  79 Pukolu Place, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 2,109 Sq Ft
  • Built 1986

  79 Pukolu Place, Kihei, HI 96753

  Last Sold Summary

  • 322 Days On Market

  Last Listing Agent Nancy Nevius Coldwell Banker Island Prop(S)
• 

  

  /41

  $1,850,000

  • 2 Beds
  • 2 Baths
  • 767 Sq Ft

  2960 S Kihei Rd Unit 615, Kihei, HI 96753

  Mana Kai magic! Peace and privacy are the hallmarks of this fabulous east-end unit with incredible Ocean, Keawakapu Beach, outer island (Molokini and Kahoolawe), and Upcountry views, with Pu’u Ola’i standing proudly to the south and majestic Haleakala to the east. This 2 bedroom, 2 bath gem in this HOTEL ZONED resort is ideally located to be convenient to everything South Kihei and the Wailea

  Jeff Simon Hawaii Life (W)

  2960 S Kihei Rd Unit 615, Kihei, HI 96753
• 

  

  /29

  $624,000

  Sold Mar 27, 2026

  160 Keonekai Rd Unit 8-101, Kihei, HI 96753

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

  Last Sold Summary

  • $832/SF
  • 2 Days On Market

  Current Estimated Value $604,134

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

  160 Keonekai Rd Unit 8-101, Kihei, HI 96753
• 

  

  /34

  Est $2,124,276

  Not Listed For Sale

  21 Waikai St, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 2,210 Sq Ft
  • Built 1989

  21 Waikai St, Kihei, HI 96753

  Last Sold Summary

  • 50 Days On Market

  Last Listing Agent Alex Iskenderian Berkshire Hathaway Maui Prop-L
• 

  

  /22

  $545,000

  • 2 Beds
  • 2 Baths
  • 750 Sq Ft

  160 Keonekai Rd Unit 2101, Kihei, HI 96753

  Discover the perfect blend of comfort, style, and island living at Keonekai Villages 2-101- a beautifully updated, move-in ready 2-bedroom, 1.5-bath ground-floor condo in sunny South Kihei. With no stairs to navigate and a private, fully fenced outdoor lanai, this condo lives like a home, and offers the ideal setting for morning coffee, outdoor dining, entertaining, or simply relaxing in your own

  Gary Mooers Coldwell Banker Island Prop(S)

  160 Keonekai Rd Unit 2101, Kihei, HI 96753
• 

  

  /50

  $9,000,000

  Sold Mar 30, 2026

  4850 Makena Alanui Unit A-103, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 3,415 Sq Ft
  • Built 1989

  Last Sold Summary

  • 25% Below List Price
  • $2,635/SF
  • 96 Days On Market

  Current Estimated Value $8,087,905

  Last Listing Agent Nancy Beebe Hawaii Life (W)

  4850 Makena Alanui Unit A-103, Kihei, HI 96753

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