Wailea, HI Homes

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  $5,200,000 Sold Mar 11, 2025

  4400 Makena Rd Unit 605, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,321 Sq Ft
  • Built 1981

  Last Sold Summary

  • 10% Below List Price
  • $3,936/SF
  • 210 Days On Market

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

  4400 Makena Rd Unit 605, Kihei, HI 96753
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  /45

  Est $877,697 Not Listed For Sale

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

  2619 S Kihei Rd Unit A312, Kihei, HI 96753

  2619 S Kihei Rd Unit A312, Kihei, HI 96753
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  /50

  $699,000

  • 2 Beds
  • 2 Baths
  • 890 Sq Ft

  2653 S Kihei Rd Unit 114, Kihei, HI 96753

  Embrace the Maui lifestyle in this beautifully updated 2-bed, 2-bath, ground-level condo at Maui Parkshore 114. Directly across from the world-renowned Kamaole Beach Park III, this unit combines convenience with a welcoming atmosphere for an unforgettable island experience. Upgrades include an open, modern kitchen with sleek stainless appliances, stylish cabinetry, and elegant countertops. With

  Mike Marshall Real Broker

  2653 S Kihei Rd Unit 114, Kihei, HI 96753
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  /50

  $1,700,000 Sold Apr 28, 2025

  484 Hoala Dr, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 2,160 Sq Ft
  • Built 1995

  Last Sold Summary

  • 7% Below List Price
  • $787/SF
  • 22 Days On Market

  Current Estimated Value $2,041,162

  Last Listing Agent Mary Kerstulovich Hawaii Life (W)

  484 Hoala Dr, Kihei, HI 96753
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  /9

  Est $845,130 Not Listed For Sale

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

  2619 S Kihei Rd Unit A304, Kihei, HI 96753

  2619 S Kihei Rd Unit A304, Kihei, HI 96753
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  /50

  $10,995,000

  • 4 Beds
  • 5 Baths
  • 3,777 Sq Ft

  184 Lolowaa Place, Kihei, HI 96753

  NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . The most exciting new luxury release to hit the market. A brand new single-level oceanview smart home that truly makes you say WOW. A 2026 Wailea Cohen Development Group design- Never Occupied- Wailea’s larger .54 Acre landscaped homesite- 23,461 sf level land- Clean architectural lines- Bright & sophisticated- Contemporary

  Dennis Rush Compass-W

  184 Lolowaa Place, Kihei, HI 96753
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  /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 $441,780

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

  2747 S Kihei Rd Unit C004, Kihei, HI 96753
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  /26

  Est $968,699 Not Listed For Sale

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

  2619 S Kihei Rd Unit A301, Kihei, HI 96753

  2619 S Kihei Rd Unit A301, Kihei, HI 96753
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  $3,550,000

  • 3 Beds
  • 3 Baths
  • 3,094 Sq Ft

  144 Hoolapa St, Kihei, HI 96753

  This spectacular custom home in arguably Kihei's finest neighborhood has been immaculately cared for and shows like new. The elegance of this home speaks for itself with 10 foot ceilings on the ground floor and Acacia hardwood floors throughout. The kitchen has marble countertops, custom shaker cabinets, and a separate dining room. The main level primary bedroom has a walk-in closet and large

  Roger Pleski Coldwell Banker Island Prop(S)

  144 Hoolapa St, Kihei, HI 96753
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  /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
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  /14

  Est $812,607 Not Listed For Sale

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

  2619 S Kihei Rd Unit A209, Kihei, HI 96753

  2619 S Kihei Rd Unit A209, Kihei, HI 96753
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  $1,099,000

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

  2757 S Kihei Rd Unit 804, Kihei, HI 96753

  Maui is for dreamers and they could come true at Paradise Ridge Estates. Imagine yourself in this luxurious gated estate with a waterfall pool and spa just across the street from golden sandy beaches and warm crystal blue waters. This exclusive, brand new, gated community on a bluff in South Kihei offers a rare opportunity to own a modern condo with breathtaking ocean and mountain views. This

  Geoffrey Cook Century 21 Island Homes

  2757 S Kihei Rd Unit 804, Kihei, HI 96753
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  /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 $1,144,631

  Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC

  155 Wailea Ike Place Unit 92, Kihei, HI 96753
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  /18

  Est $677,143 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft

  2737 S Kihei Rd Unit 240, Kihei, HI 96753

  2737 S Kihei Rd Unit 240, Kihei, HI 96753
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  /50

  $4,450,000

  • 3 Beds
  • 4 Baths
  • 3,076 Sq Ft

  24 Hoolei Cir Unit T-1, Kihei, HI 96753

  OUTSTANDING NEW PRICE, this Luxury resort villa situated conveniently at the doorstep to Grand Wailea, Wailea Beach, for an elevated lifestyle landing in the hub of paradise. Split level townhome unit T-1, offers great privacy coupled with being the largest floor plan, (Hibiscus), in a most desired end unit position with optimal biophilic design of 3076 sq ft refreshed indoor space and 700 sq ft

  Katy Foxwell Keller Williams Realty Maui-Ka

  24 Hoolei Cir Unit T-1, Kihei, HI 96753
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  /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 $1,463,904

  Last Listing Agent Ryan MacLaughlin Island Sotheby's Int'l Rlty(W)

  3200 Wailea Alanui Dr Unit 1001, Kihei, HI 96753
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  /31

  Est $756,400 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft

  2737 S Kihei Rd Unit 171, Kihei, HI 96753

  2737 S Kihei Rd Unit 171, Kihei, HI 96753
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  /50

  $14,990,000 Pre-Foreclosure

  • 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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  /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

  Last Listing Agent Donavan OToole Real Broker

  2653 S Kihei Rd Unit 305, Kihei, HI 96753
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  /50

  Est $698,039 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 778 Sq Ft

  2737 S Kihei Rd Unit 145, Kihei, HI 96753

  2737 S Kihei Rd Unit 145, Kihei, HI 96753
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  /50

  $1,889,000

  • 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

  $1,815,000 Sold Oct 10, 2025

  3950 Kalai Waa St Unit R103, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,833 Sq Ft
  • Built 1998

  Last Sold Summary

  • 7% Below List Price
  • $990/SF
  • 78 Days On Market

  Last Listing Agent Christopher Bannowsky eXp Realty

  3950 Kalai Waa St Unit R103, Kihei, HI 96753
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  /30

  Est $733,027 Not Listed For Sale

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

  2737 S Kihei Rd Unit 111, Kihei, HI 96753

  2737 S Kihei Rd Unit 111, Kihei, HI 96753
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  /46

  $6,750,000 Pending

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

  3800 Wailea Alanui Dr Unit 505, Kihei, HI 96753

  Welcome to Wailea Beach Villas J505! This spectacular, rarely available top-floor, 3-bedroom, 3-bath penthouse unit offers direct west-facing views of the ocean, Molokini, Kaho‘olawe, Lanai, and breathtaking sunsets. Featuring over 2,000 square feet of luxurious indoor and outdoor living space, J505 provides an ideal setting for upscale oceanfront living. The primary suite offers stunning ocean

  Leslie Smith Hawaii Life (W)

  3800 Wailea Alanui Dr Unit 505, Kihei, HI 96753
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  /29

  $1,632,500 Sold Apr 17, 2025

  155 Wailea Ike Place Unit 83, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,383 Sq Ft
  • Built 1990

  Last Sold Summary

  • 7% Below List Price
  • $1,180/SF
  • 47 Days On Market

  Current Estimated Value $1,702,867

  Last Listing Agent Philip Campos Island Premier Realty LLC

  155 Wailea Ike Place Unit 83, Kihei, HI 96753
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  /30

  Est $1,103,630 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 1,015,819 Sq Ft

  2777 S Kihei Rd Unit 121, Kihei, HI 96753

  2777 S Kihei Rd Unit 121, Kihei, HI 96753
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  /50

  $4,695,000

  • 3 Beds
  • 4 Baths
  • 2,426 Sq Ft

  24 Hoolei Cir Unit T2, Kihei, HI 96753

  Welcome to Ho'olei T2, a rare hotel-zoned luxury townhome in Wailea, offering unparalleled vacation rental potential. This 3 bed, 3.5 bath 2,426 sq. ft. residence boasts a spacious open floor plan, gourmet kitchen with Sub-Zero & Wolf appliances, and a private elevator for effortless access. The expansive lanai is equipped with a built-in BBQ, seamlessly blending indoor and outdoor living amidst

  Mike Marshall Real Broker

  24 Hoolei Cir Unit T2, Kihei, HI 96753
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  /50

  $12,600,000 Sold Mar 17, 2025

  4000 Wailea Alanui Dr Unit 101, Kihei, HI 96753

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

  Last Sold Summary

  • 9% Below List Price
  • $3,273/SF
  • 29 Days On Market

  Current Estimated Value $8,716,064

  Last Listing Agent Dave Wagner Wailea Point Realty, Inc.

  4000 Wailea Alanui Dr Unit 101, Kihei, HI 96753
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  Est $1,209,976 Not Listed For Sale

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

  2777 S Kihei Rd Unit 215, Kihei, HI 96753

  2777 S Kihei Rd Unit 215, Kihei, HI 96753
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  /40

  $4,999,000

  • 3 Beds
  • 4 Baths
  • 2,426 Sq Ft

  99 Hoolei Cir Unit E5, Kihei, HI 96753

  Special properties like Ho’olei Villa 99-5 rarely become available. A premier top-row, turn-key townhome with one of the best locations in the entire community! When you get up to the 4th tier of the Ho'olei neighborhood, you can see clearly over the Grand Wailea Resort and the Four Seasons Wailea. With the 180-degree view, gorgeous sunsets are enjoyed year-round. Each of the 3 bedrooms in this

  Dano Sayles Coldwell Banker Island Prop(S)

  99 Hoolei Cir Unit E5, Kihei, HI 96753
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  /40

  $750,000 Sold Dec 12, 2025

  2881 S Kihei Rd Unit 41, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 817 Sq Ft
  • Built 1981

  Last Sold Summary

  • 15% Below List Price
  • $918/SF
  • 120 Days On Market

  Last Listing Agent Shelley Addison Krynsen Coldwell Banker Island Prop(S)

  2881 S Kihei Rd Unit 41, Kihei, HI 96753
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  Est $1,452,473 Not Listed For Sale

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

  2777 S Kihei Rd Unit 212, Kihei, HI 96753

  2777 S Kihei Rd Unit 212, Kihei, HI 96753
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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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  /43

  $1,999,999 Sold Dec 11, 2025

  3351 W Lani Ikena Way, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 2,129 Sq Ft
  • Built 2003

  Last Sold Summary

  • $939/SF
  • 6 Days On Market

  Last Listing Agent Sara Fox Keller Williams Realty Maui-Ki

  3351 W Lani Ikena Way, Kihei, HI 96753
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  /35

  Est $968,438 Not Listed For Sale

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

  2777 S Kihei Rd Unit 209, Kihei, HI 96753

  2777 S Kihei Rd Unit 209, Kihei, HI 96753
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  /37

  $580,000

  • 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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  /2

  $5,250,000 Sold Mar 31, 2025

  4000 Wailea Alanui Dr Unit 2703, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 2,554 Sq Ft

  Last Sold Summary

  • $2,056/SF

  Current Estimated Value $5,447,179

  Last Listing Agent Dave Wagner Wailea Point Realty, Inc.

  4000 Wailea Alanui Dr Unit 2703, Kihei, HI 96753
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  /42

  Est $972,811 Not Listed For Sale

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

  2777 S Kihei Rd Unit 206, Kihei, HI 96753

  2777 S Kihei Rd Unit 206, Kihei, HI 96753
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  /22

  $1,295,000

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft

  155 Wailea Ike Place Unit 21, Kihei, HI 96753

  Experience the allure of this exquisite two-bedroom, two-bathroom condominium at the prestigious Grand Champion Villas in Wailea, boasting a tranquil garden panorama. Awaken to the enchanting melodies of birdsong as you indulge in your morning coffee on the lanai. An unparalleled opportunity awaits investors, as this gem is nestled in a condominium area ripe for vacation rentals. Revel in the

  Susana McIntosh Hawaii Life (W)

  155 Wailea Ike Place Unit 21, Kihei, HI 96753
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  /39

  $880,000 Sold Nov 07, 2025

  2695 S Kihei Rd Unit 4408, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 1983

  Last Sold Summary

  • 20% Below List Price
  • $741/SF
  • 159 Days On Market

  Last Listing Agent Linda Bordingnon Coldwell Banker Island Prop(S)

  2695 S Kihei Rd Unit 4408, Kihei, HI 96753

Showing Results 321 - 360, Page 9 of 18