Wailea, HI Homes

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  /50

  $14,990,000

  • 3 Beds
  • 4 Baths
  • 2,879 Sq Ft

  3800 Wailea Alanui Dr Unit B101, Kihei, HI 96753

  THE BEACHFRONT VILLA - A once in a generation oceanfront sanctuary! The sophisticated remodel completed in January 2025 transformed the B-101 front row Villa into one of Wailea’s most exceptional properties rarely available. Fresh, elegant, and contemporary - fully furnished turnkey residence is ready to deliver the ultimate Maui lifestyle by providing breathtaking ocean, sunset and outer island

  Dennis Rush Compass-W

  3800 Wailea Alanui Dr Unit B101, Kihei, HI 96753
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  /50

  $3,200,000 Sold Jun 25, 2025

  4361 E Waiola Loop, Kihei, HI 96753

  • 4 Beds
  • 5 Baths
  • 3,693 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Below List Price
  • $867/SF
  • 2 Days On Market

  Current Estimated Value $3,363,278

  Last Listing Agent Paul Ferrall Coldwell Banker Island Prop-Ku

  4361 E Waiola Loop, Kihei, HI 96753
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  /50

  Est $5,550,738 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

  • 13% Below List Price
  • $1,720/SF
  • 301 Days On Market

  • Last Sold Price $6,395,000
  • Apr 18, 2024

  Last Listing Agent David Richardson Hawaii Life (W)
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  /50

  $1,095,000

  • 1 Bed
  • 2 Baths
  • 885 Sq Ft

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

  Experience effortless island living in this beautifully updated ground-floor center courtyard condo in Wailea Ekahi Village - one of South Maui’s most desirable beachfront communities. Set within 34 acres of low-density, lush tropical grounds, this 1-bedroom, 2-bath residence offers the ease of single-level living with a thoughtfully expanded layout. Features include an expanded primary bedroom

  Sara Romvari Romvari Realty Ltd

  3300 Wailea Alanui Dr Unit 43B, Kihei, HI 96753
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  /44

  $1,875,000 Sold Nov 21, 2025

  147 Ponana St, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,988 Sq Ft
  • Built 1996

  Last Sold Summary

  • 4% Below List Price
  • $943/SF
  • 4 Days On Market

  Current Estimated Value $1,871,000

  Last Listing Agent Jean Keating Coldwell Banker Island Prop-Ku

  147 Ponana St, Kihei, HI 96753
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  /27

  Est $3,847,228 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

  • 6% Below List Price
  • $1,144/SF
  • 157 Days On Market

  • Last Sold Price $4,075,000
  • Aug 02, 2024

  Last Listing Agent Nancy J. Callahan Coldwell Banker Island Prop(S)
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  /50

  $1,675,000

  • 3 Beds
  • 3 Baths
  • 1,910 Sq Ft

  161 Wailea Ike Place Unit C203, Kihei, HI 96753

  Where the Ocean Becomes Your Backdrop and Wailea Becomes Your Everyday. Wailea Town Center C-203 is a rare offering, blending the privacy of a boutique residential enclave with the panoramic beauty of the Pacific and the unmatched convenience of Wailea’s vibrant core. From this vantage point above it all, life unfolds in color, sunlight dancing across the sea, the silhouette of Kaho'olawe on the

  Jeannie Kong-Evarts Maui Real Estate Advisors LLC

  161 Wailea Ike Place Unit C203, Kihei, HI 96753
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  /50

  $765,000 Sold May 30, 2025

  2695 S Kihei Rd Unit 10-108, Kihei, HI 96753

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

  Last Sold Summary

  • 1% Below List Price
  • $935/SF
  • 6 Days On Market

  Last Listing Agent Geoffrey Cook Century 21 Island Homes

  2695 S Kihei Rd Unit 10-108, Kihei, HI 96753
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  /29

  Est $5,269,857 Not Listed For Sale

  4000 Wailea Alanui Dr Unit 601, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,149,984 Sq Ft
  • Built 1986

  4000 Wailea Alanui Dr Unit 601, Kihei, HI 96753

  Last Sold Summary

  • 2% Above List Price
  • $4/SF
  • 85 Days On Market

  • Last Sold Price $5,162,500
  • Apr 19, 2023

  Last Listing Agent David Richardson Hawaii Life (W)
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  /40

  $949,900 Open House 5/28

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

  2695 S Kihei Rd Unit 3-403, Kihei, HI 96753

  Enjoy island living at Kamaole Sands Unit 3-403, a top-floor 2-bedroom, 2-bath condo offering approximately 1,188 sq. ft. of living space. Located in the desirable Building 3, this unit features a nice ocean view along with beautiful views of the pool and lush tropical grounds from the private lanai-perfect for relaxing and enjoying the island atmosphere. The spacious floor plan provides comfort

  Yuko Wheelock Coldwell Banker Island Prop-Ku

  2695 S Kihei Rd Unit 3-403, Kihei, HI 96753
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  /30

  $12,900,000 Sold Aug 22, 2025

  4000 Wailea Alanui Dr Unit 102, Kihei, HI 96753

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

  Last Sold Summary

  • 11% Below List Price
  • $3,351/SF
  • 260 Days On Market

  Current Estimated Value $9,193,824

  Last Listing Agent Dave Wagner Wailea Point Realty, Inc.

  4000 Wailea Alanui Dr Unit 102, Kihei, HI 96753
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  /50

  Est $8,704,012 Not Listed For Sale

  4000 Wailea Alanui Dr Unit 101, Kihei, HI 96753

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

  4000 Wailea Alanui Dr Unit 101, Kihei, HI 96753

  Last Sold Summary

  • 31% Below List Price
  • $3,273/SF
  • 29 Days On Market

  • Last Sold Price $12,600,000
  • Mar 17, 2025

  Last Listing Agent Dave Wagner Wailea Point Realty, Inc.
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  /21

  $675,000 Pending

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 310B6, Kihei, HI 96753

  Nicely updated, turnkey and priced to sell! This 1 bedroom, 2 bathroom condo at Kamaole Sands features ground floor convenience, a large lanai with an inner court picturesque location, and close proximity to the pool with beautiful garden views. The condo has been a guest favorite with features including easy access to the pool and BBQ area's, luxury vinyl laminate flooring, cabinetry with

  Matthew Tarasenko PMI Maui

  2695 S Kihei Rd Unit 310B6, Kihei, HI 96753
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  /36

  $1,875,000 Sold Mar 17, 2026

  758 Lanina Place, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 2,344 Sq Ft
  • Built 1977

  Last Sold Summary

  • 6% Below List Price
  • $800/SF
  • 128 Days On Market

  Current Estimated Value $1,966,700

  Last Listing Agent Chana Boone The Agency Maui

  758 Lanina Place, Kihei, HI 96753
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  Est $8,037,001 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

  • 7% Below List Price
  • $2,859/SF
  • 75 Days On Market

  • Last Sold Price $8,655,000
  • Mar 31, 2025

  Last Listing Agent Kassandra Starr Teems Coldwell Banker Island Prop(S)
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  $5,300,000

  • 2 Beds
  • 2 Baths
  • 1,321 Sq Ft

  4400 Makena Rd Unit 605, Kihei, HI 96753

  Truly breathtaking center-unit residence featuring a spectacular renovation in Polo Beach Club. This beautifully upgraded 2-bedroom, 2-bathroom condo is ideally positioned within the complex, offering some of the most dramatic oceanfront living in South Maui. Enjoy incredible sunsets year-round as the waves crash directly on the beach in front of your unit. The highly desirable center stack

  Tom Tezak Hawaii Life (W)

  4400 Makena Rd Unit 605, Kihei, HI 96753
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  /42

  $630,000 Sold Jul 10, 2025

  2695 S Kihei Rd Unit 7308, Kihei, HI 96753

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

  Last Sold Summary

  • 3% Below List Price
  • $770/SF
  • 6 Days On Market

  Last Listing Agent Holly Crouse Maui Realty Connections

  2695 S Kihei Rd Unit 7308, Kihei, HI 96753
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  Est $4,501,511 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

  • 9% Below List Price
  • $2,574/SF
  • 127 Days On Market

  • Last Sold Price $4,950,000
  • Jul 11, 2024

  Last Listing Agent Lydia Pedro Hawaii Life (W)
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  /21

  $555,000

  • 2 Beds
  • 1 Bath
  • 625 Sq Ft

  160 Keonekai Rd Unit 14-202, Kihei, HI 96753

  Welcome to your island oasis in the highly sought-after Keonekai Villages! This beautifully remodeled, fully-furnished 2-bedroom, 1-bath condo offers the perfect blend of modern luxury and Maui charm. Nestled in the heart of South Kihei, this gem is just a few blocks from the beach and Kamaole Park III, which offers breathtaking views of the sunset. Step inside to discover a thoughtfully designed

  Nathalie Mullinix Nathalie Mullinix Rlty Universal Inc

  160 Keonekai Rd Unit 14-202, Kihei, HI 96753
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  /41

  $2,785,000 Sold Oct 10, 2025

  244 Holomoana Way Unit 101 (17A), Wailea, HI 96753

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

  Last Sold Summary

  • 19% Below List Price
  • $1,769/SF
  • 252 Days On Market

  Last Listing Agent Carla Lorimor Polaris Pacific

  244 Holomoana Way Unit 101 (17A), Wailea, HI 96753
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  /30

  Est $4,767,979 Not Listed For Sale

  4000 Wailea Alanui Dr Unit 2302, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 2,178 Sq Ft
  • Built 1987

  4000 Wailea Alanui Dr Unit 2302, Kihei, HI 96753

  Last Sold Summary

  • 17% Below List Price
  • $2,652/SF
  • 142 Days On Market

  • Last Sold Price $5,775,000
  • Jun 01, 2023

  Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC
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  $565,000

  • 2 Beds
  • 2 Baths
  • 750 Sq Ft

  160 Keonekai Rd Unit 22-201, Kihei, HI 96753

  Sought after second floor corner unit at Keonekai Villages! This special home has small ocean views from living room and both bedrooms. This 2 bed, 1.5 bath condo stands out in a beautiful location, located in front of dog park. The layout provides ease and comfort with expansive views. It boasts a recently renovated kitchen and bath. This unit has two deeded parking stalls. Keonekai Villages is

  Robin Bartholomew Kokua Realty LLC

  160 Keonekai Rd Unit 22-201, Kihei, HI 96753
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  $890,000 Sold Jul 23, 2025

  2619 S Kihei Rd Unit A101, Kihei, HI 96753

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

  Last Sold Summary

  • 11% Below List Price
  • $849/SF
  • 110 Days On Market

  Current Estimated Value $850,776

  Last Listing Agent Darla Phillips eXp Realty

  2619 S Kihei Rd Unit A101, Kihei, HI 96753
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  Est $3,185,730 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

  • 22% Below List Price
  • $2,625/SF
  • 32 Days On Market

  • Last Sold Price $4,090,000
  • Mar 20, 2024

  Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC
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  $4,650,000

  • 2 Beds
  • 2 Baths
  • 1,510 Sq Ft

  4850 Makena Alanui Unit B103, Kihei, HI 96753

  Welcome to one of the most coveted locations at Makena Surf - B103 - a spectacular two-bedroom, two-bath, 1,510 square foot, ground floor unit sitting just above the sand on one of Maui's most beautiful and secluded beaches, providing an exceptional blend of privacy, security, and natural beauty! This highly desired unit in this gated community offers breathtaking ocean views that stretch across

  Jeff Simon Hawaii Life (W)

  4850 Makena Alanui Unit B103, Kihei, HI 96753
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  /44

  $1,200,000 Sold Sep 03, 2025

  2936 S Kihei Rd Unit 610, Kihei, HI 96753

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

  Last Sold Summary

  • 11% Below List Price
  • $1,765/SF
  • 61 Days On Market

  Current Estimated Value $1,165,991

  Last Listing Agent Sid Kirkland Maui Real Estate Advisors LLC

  2936 S Kihei Rd Unit 610, Kihei, HI 96753
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  Est $5,545,220 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

  • 8% Below List Price
  • $1,892/SF
  • 77 Days On Market

  • Last Sold Price $6,050,000
  • May 14, 2024

  Last Listing Agent Paul Ferrall Coldwell Banker Island Prop-Ku
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  $5,145,000

  • 3 Beds
  • 4 Baths
  • 4,355 Sq Ft

  3943 Wailea Ekolu Place, Kihei, HI 96753

  A TIMELESS, light-filled OCEAN VIEW residence designed for indoor/outdoor Maui living, this ELEGANT 3-bedroom plus office (possible 4th bedroom) & add'l den, 4-bath home (approx. 4,355 sq. ft.) welcomes you with a stately sense of arrival with soaring ceilings and beautifully crafted ARCHITECTURAL detail. Arched mahogany-and-glass entry doors, keystoned with African Wenge accents, open to a GRAND

  Robbie Dein Maui Real Estate Advisors LLC

  3943 Wailea Ekolu Place, Kihei, HI 96753
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  /45

  $6,185,000 Sold Aug 27, 2025

  3800 Wailea Alanui Dr Unit E201, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 2,879 Sq Ft
  • Built 2005

  Last Sold Summary

  • $2,148/SF
  • 28 Days On Market

  Current Estimated Value $6,275,654

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

  3800 Wailea Alanui Dr Unit E201, Kihei, HI 96753
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  Est $2,567,341 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

  • 9% Above List Price
  • $900/SF
  • 13 Days On Market

  • Last Sold Price $2,350,000
  • Sep 08, 2023

  Last Listing Agent Terence Alling Coldwell Banker Island Prop-Ku
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  $1,360,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,588 Sq Ft

  298 Ohina Place Unit 298 Ohina Place, Kihei, HI 96753

  Welcome to this highly sought-after Keonekai neighborhood in South Kihei! This property offers a private covered Lanai and backyard oasis perfect for entertaining while enjoy stunning ocean and sunset views or just relaxing with your morning coffee. If you have been looking for a perfectly appointed 3 bedroom 2 bath single story home on a quiet cul-de-sac with a picture perfect yard with mature

  Kale Boverman Big Wave Realty LLC

  298 Ohina Place Unit 298 Ohina Place, Kihei, HI 96753
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  $1,150,000 Sold Apr 24, 2026

  3950 Kalai Waa St Unit V202, Kihei, HI 96753

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

  Last Sold Summary

  • 6% Below List Price
  • $1,212/SF
  • 175 Days On Market

  Current Estimated Value $1,148,172

  Last Listing Agent Kela Fernandez Keller Williams Realty Maui-Ka

  3950 Kalai Waa St Unit V202, Kihei, HI 96753
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  Est $2,371,828 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

  • 12% Below List Price
  • $1,278/SF
  • 322 Days On Market

  • Last Sold Price $2,695,000
  • May 24, 2024

  Last Listing Agent Nancy Nevius Coldwell Banker Island Prop(S)
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  $549,000 Pending

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 4-113, Kihei, HI 96753

  Moments to crystal blue waters and golden sandy Kamaole Beach park as you are ideally located across the street from one of Maui's top beaches. Tucked away in a peaceful corner of Building 4 at Kamaole Sands, this ground-floor condo is ideally located near the BBQ area and just moments to the iconic Kamaole III Beach Park. This turn-key unit is both a successful short-term vacation rental and a

  Geoffrey Cook Century 21 Island Homes

  2695 S Kihei Rd Unit 4-113, Kihei, HI 96753
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  $4,150,000 Sold Apr 02, 2026

  179 Lolowaa Place Unit 2, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 3,330 Sq Ft
  • Built 2024

  Last Sold Summary

  • 31% Below List Price
  • $1,246/SF
  • 218 Days On Market

  Current Estimated Value $5,022,372

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

  179 Lolowaa Place Unit 2, Kihei, HI 96753
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  Est $2,147,873 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

  • 11% Above List Price
  • $873/SF
  • 50 Days On Market

  • Last Sold Price $1,930,000
  • Feb 06, 2024

  Last Listing Agent Alex Iskenderian Berkshire Hathaway Maui Prop-L
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  /38

  $600,000

  • 2 Beds
  • 2 Baths
  • 750 Sq Ft

  160 Keonekai Rd Unit 8-102, Kihei, HI 96753

  Beautifully remodeled ground-floor residence at Keonekai Villages offers a rare combination of comfort, style, and indoor-outdoor living. This 2-bedroom, 1.5-bath unit has been thoughtfully updated throughout and is truly move-in ready. The open-concept design creates a seamless flow between the kitchen and living area that extends to the lanai and backyard. Enhanced by crown molding and elevated

  Nathan Moore Kumulani Vacations&Realty

  160 Keonekai Rd Unit 8-102, Kihei, HI 96753
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  /39

  $3,240,400 Sold Nov 28, 2025

  194 E Panana Place, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 3,024 Sq Ft
  • Built 1992

  Last Sold Summary

  • 18% Below List Price
  • $1,072/SF
  • 190 Days On Market

  Current Estimated Value $3,210,887

  Last Listing Agent Josh Jerman Hawaii Life (W)

  194 E Panana Place, Kihei, HI 96753
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  /41

  Est $2,425,797 Not Listed For Sale

  1001 Kupulau Dr, Kihei, HI 96753

  • 4 Beds
  • 4 Baths
  • 3,062 Sq Ft
  • Built 1978

  1001 Kupulau Dr, Kihei, HI 96753

  Last Sold Summary

  • 4% Above List Price
  • $759/SF
  • 273 Days On Market

  • Last Sold Price $2,322,888
  • Apr 16, 2025

  Last Listing Agent Bob Hansen Maui Luxury Real Estate LLC
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  /31

  $1,299,000

  • 1 Bed
  • 1 Bath
  • 950 Sq Ft

  3330 Kehala Dr, Kihei, HI 96753

  3330 Kehala Drive presents a unique opportunity in Maui Meadows with endless possibilities on one of the largest lots in the community. Spanning over a half acre, this property offers exceptional space, privacy, and flexibility in one of South Maui’s most desirable neighborhoods. Mature tropical landscaping and a serene, park-like setting create the ideal backdrop for creating your dream estate.

  Dano Sayles Coldwell Banker Island Prop(S)

  3330 Kehala Dr, Kihei, HI 96753

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