Wailea, HI Homes

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  $1,800,000

  • 2 Beds
  • 2 Baths
  • 767 Sq Ft

  2960 S Kihei Rd Unit 310, Kihei, HI 96753

  HOTEL ZONING! Enjoy spectacular ocean views from BOTH sides of this wonderful two bedroom, two bath condominium unit! From the living area, the main bedroom, and the spacious lanai, there are breathtaking ocean, Keawakapu Beach, Molokini, Kahoolawe, and Upcountry views!! The guest bedroom on the north side of the unit offers both spectacular ocean and West Maui mountain views! The positioning of

  Jeff Simon Hawaii Life (W)

  2960 S Kihei Rd Unit 310, Kihei, HI 96753
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  /49

  $4,000,000 Sold Feb 10, 2025

  3100 Wailea Alanui Dr Unit 21, Kihei, HI 96753

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

  Last Sold Summary

  • 11% Below List Price
  • $1,676/SF
  • 30 Days On Market

  Current Estimated Value $4,012,154

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

  3100 Wailea Alanui Dr Unit 21, Kihei, HI 96753
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  /30

  Est $2,159,665 Not Listed For Sale

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

  535 Kupulau Dr, Kihei, HI 96753

  535 Kupulau Dr, Kihei, HI 96753
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  /39

  $1,800,000

  • 2 Beds
  • 2 Baths
  • 767 Sq Ft

  2960 S Kihei Rd Unit 514, Kihei, HI 96753

  Aloha and welcome to Mana Kai 514. This beautifully updated 2-bedroom, 2-bath unit features two walk-in showers, two split A/C units, smoothed ceilings, full tile flooring, and stunning ocean views overlooking world-famous Keawakapu Beach. The owners also took advantage of the "walled-off" extra door in the primary bedroom and rotated the bed to capture those incredible ocean views directly from

  David McAlear Coldwell Banker Island Prop-Ku

  2960 S Kihei Rd Unit 514, Kihei, HI 96753
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  /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 $1,532,330

  Last Listing Agent Kimberly Sloan REMAX Hawaii Maui

  2709 Puu Hoolai St, Kihei, HI 96753
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  Est $1,542,187 Not Listed For Sale

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

  3038 Mapu Place, Kihei, HI 96753

  3038 Mapu Place, Kihei, HI 96753
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  /50

  $11,998,000

  • 4 Beds
  • 5 Baths
  • 5,126 Sq Ft

  14 Halapa Place, Kihei, HI 96753

  Atop the exclusive and private enclave of homes at The Ridge at Wailea, sits a masterpiece of modern architecture and design. A select few will experience the spectacular ocean views and the artistic flare of this residence as a livable sculpture. As you enter a large, covered entry, the striking black magma stone surrounds a tropical courtyard with a modern gate revealing an impressive steel and

  Diane Pool Hawaii Life (W)

  14 Halapa Place, Kihei, HI 96753
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  /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 $2,285,873

  Last Listing Agent Bradley MacArthur Hawaii Life (W)

  109 Hokai Place, Kihei, HI 96753
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  /50

  Est $3,295,583 Not Listed For Sale

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

  3366 Kehala Dr, Kihei, HI 96753

  3366 Kehala Dr, Kihei, HI 96753
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  /50

  $2,499,000

  • 2 Beds
  • 2 Baths
  • 1,172 Sq Ft

  3300 Wailea Alanui Dr Unit 41C, Kihei, HI 96753

  Absolutely stunning and meticulously remodeled from top to bottom, this luxury retreat delivers a rare combination of tasteful modern design, exceptional craftsmanship curated by ADX Construction, and undeniable wow factor. Wailea Ekahi 41C is a 1,172 sq. ft. top-floor single-level, corner residence featuring 2 bedrooms and 2 bathrooms. Expansive vaulted ceilings in the kitchen, living room, and

  Sara Romvari Romvari Realty Ltd

  3300 Wailea Alanui Dr Unit 41C, Kihei, HI 96753
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  /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 $1,802,288

  Last Listing Agent Todd Hudson Keller Williams Realty Maui-Ki

  2733 Puu Hoolai St, Kihei, HI 96753
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  /50

  Est $2,884,605 Not Listed For Sale

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

  3476 Akala Dr, Kihei, HI 96753

  3476 Akala Dr, Kihei, HI 96753
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  /50

  $12,950,000

  • 3 Beds
  • 4 Baths
  • 2,931 Sq Ft

  3800 Wailea Alanui Dr Unit B102, Kihei, HI 96753

  Where Beachfront Embraces Aloha! One of One! Private amenities include a plunge pool, outdoor shower and a one car garage. Only steps to white sand beach facilities, pool & spa. This exclusive offering features one of only eight front-row Wailea Beachfront Villas in the prestigious B building centered in the distinguished Wailea Resort on Maui. Notably, all owners in the front row B building have

  Dennis Rush Compass-W

  3800 Wailea Alanui Dr Unit B102, Kihei, HI 96753
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  /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

  Last Listing Agent Randolph Antonio Keller Williams Realty Maui-Ka

  71 Wailea Gateway Place Unit 7-104, Kihei, HI 96753
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  /43

  Est $4,944,875 Not Listed For Sale

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

  4400 Makena Rd Unit 706, Kihei, HI 96753

  4400 Makena Rd Unit 706, Kihei, HI 96753
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  /30

  $825,000

  • 1 Bed
  • 2 Baths
  • 908 Sq Ft

  155 Wailea Ike Place Unit 68, Kihei, HI 96753

  Welcome to Grand Champions unit 68. This unit has one of Grand Champions' most coveted locations, situated along the fairway on the second hole of the Wailea Blue Golf Course. As you enter the unit you will be delighted by the spacious living room's tall, vaulted ceilings, and the amazing ocean views will please even the most discerning buyer! The large bedroom has an adorable, unique Hawaiian

  Marcus Nygren Coldwell Banker Island Prop(S)

  155 Wailea Ike Place Unit 68, Kihei, HI 96753
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  /30

  $2,525,000 Sold Apr 01, 2025

  1108 Kupulau Dr, Kihei, HI 96753

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

  Last Sold Summary

  • 8% Below List Price
  • $895/SF
  • 119 Days On Market

  Current Estimated Value $2,447,792

  Last Listing Agent Christopher Barca Compass-W

  1108 Kupulau Dr, Kihei, HI 96753
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  /26

  Est $1,214,899 Not Listed For Sale

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

  3950 Kalai Waa St Unit Y101, Kihei, HI 96753

  3950 Kalai Waa St Unit Y101, Kihei, HI 96753
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  /50

  $1,295,000

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 10-313, Kihei, HI 96753

  Simply the Best! If you’ve been waiting for the most gorgeous Kamaole Sands one Bedroom two Bath unit in the best location in the community, your wait is over! This beautiful condo has been updated to perfection in every way. This third floor unit features the larger lanai plan with amazing ocean views and puts you steps away from the community amenities and directly across the street from the

  Dale Richardson Hawaii Life (W)

  2695 S Kihei Rd Unit 10-313, Kihei, HI 96753
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  /50

  $2,700,000 Sold Jan 02, 2026

  153 Hokai Place, Kihei, HI 96753

  • 5 Beds
  • 3 Baths
  • 3,175 Sq Ft
  • Built 2004

  Last Sold Summary

  • 10% Below List Price
  • $850/SF
  • 25 Days On Market

  Last Listing Agent Lydia Pedro Hawaii Life (W)

  153 Hokai Place, Kihei, HI 96753
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  /30

  Est $1,806,332 Not Listed For Sale

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

  3950 Kalai Waa St Unit X103, Kihei, HI 96753

  3950 Kalai Waa St Unit X103, Kihei, HI 96753
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  /50

  $2,750,000

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

  180 Kainui Loop Unit 62B, Kihei, HI 96753

  Premium Wailea Privacy! Kai Malu is the best value and best kept secret in the Wailea Resort. This updated and meticulously cared for home is offered turnkey, fully and beautifully furnished including artwork, with everything you need to live your best life on Maui. Kai Malu #62-B is in the premium position for ultimate privacy on the coveted upper row and nestled in the back corner with the

  Dale Richardson Hawaii Life (W)

  180 Kainui Loop Unit 62B, Kihei, HI 96753
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  /38

  $515,000 Sold May 01, 2025

  2747 S Kihei Rd Unit A208, Kihei, HI 96753

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

  Last Sold Summary

  • 26% Below List Price
  • $716/SF
  • 287 Days On Market

  Current Estimated Value $500,496

  Last Listing Agent Matt Berglund-Foster Coldwell Banker Island Prop-Ku

  2747 S Kihei Rd Unit A208, Kihei, HI 96753
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  /29

  Est $1,285,759 Not Listed For Sale

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

  3950 Kalai Waa St Unit R102, Kihei, HI 96753

  3950 Kalai Waa St Unit R102, Kihei, HI 96753
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  /50

  $11,995,000

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

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

  Introducing Makena Surf A103, the only original three-bedroom home in this iconic oceanfront community. This single-level residence offers 3,415 sq ft of interior living space plus an additional 900+ sq ft of covered lanai, all set against spectacular ocean views along Makena’s pristine coastline. Located at Makena Surf, one of Maui’s premier beachfront properties, A103 blends privacy, space, and

  Nancy Beebe Hawaii Life (W)

  4850 Makena Alanui Unit A-103, Kihei, HI 96753
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  /41

  $800,000 Sold Nov 04, 2025

  155 Wailea Ike Place Unit 67, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 908 Sq Ft
  • Built 1990

  Last Sold Summary

  • 26% Below List Price
  • $881/SF
  • 342 Days On Market

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

  155 Wailea Ike Place Unit 67, Kihei, HI 96753
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  Est $1,354,000 Not Listed For Sale

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

  3950 Kalai Waa St Unit Q201, Kihei, HI 96753

  3950 Kalai Waa St Unit Q201, Kihei, HI 96753
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  /49

  $711,889

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

  2619 S Kihei Rd Unit A305, Kihei, HI 96753

  Welcome to your South Kihei retreat, Haleakala Shores, just steps from world-famous Kamaole III Beach. This spacious 2-bedroom, 2-bath condo offers the perfect blend of island comfort and modern convenience in one of Kihei's most walkable, beach-friendly neighborhoods. Flooded with natural light, the open-concept living space feels bright, airy, and inviting from the moment you enter. Large

  Donna Butterfield Coldwell Banker Island Prop(S)

  2619 S Kihei Rd Unit A305, Kihei, HI 96753
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  $4,200,000 Sold Jan 29, 2025

  3100 Wailea Alanui Dr Unit 5, Kihei, HI 96753

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

  Last Sold Summary

  • 5% Below List Price
  • $1,760/SF
  • 11 Days On Market

  Current Estimated Value $4,124,444

  Last Listing Agent Tom Tezak Hawaii Life (W)

  3100 Wailea Alanui Dr Unit 5, Kihei, HI 96753
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  /43

  Est $1,247,246 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

  3950 Kalai Waa St Unit P202, Kihei, HI 96753

  3950 Kalai Waa St Unit P202, Kihei, HI 96753
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  $2,275,000

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

  139 Kai La Place Unit 35B, Kihei, HI 96753

  Welcome to 139 Kai La Place at Kai Malu -- a 3-bedroom, 2.5 bath townhouse beautifully upgraded with new (2025) wide-plank vinyl flooring, new carpeting, and more! Owners will love the outstanding privacy provided by this wonderful home, while still enjoying ocean views from an upstairs bedroom! Thanks to a very large lawn off the downstairs Lanai no other homes face this Townhouse, making the

  Jeff Simon Hawaii Life (W)

  139 Kai La Place Unit 35B, Kihei, HI 96753
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  /43

  $640,000 Sold Feb 13, 2025

  2737 S Kihei Rd Unit 105, Kihei, HI 96753

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

  Last Sold Summary

  • 17% Below List Price
  • $823/SF
  • 60 Days On Market

  Current Estimated Value $670,356

  Last Listing Agent Nancy Beebe Hawaii Life (W)

  2737 S Kihei Rd Unit 105, Kihei, HI 96753
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  Est $1,111,794 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

  3950 Kalai Waa St Unit M201, Kihei, HI 96753

  3950 Kalai Waa St Unit M201, Kihei, HI 96753
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  $875,000

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

  2619 S Kihei Rd Unit 309A, Kihei, HI 96753

  Discover the perfect opportunity to own a highly sought after 2 bedroom, 2 bathroom condominium in South Kihei's premier location. Haleakala Shores A-309 is ideally positioned just one block from the world famous golden sands of Kamaole Beach Park III, renowned for excellent snorkeling, calm swimming, and spectacular sunsets. The spacious floor plan is designed for maximum comfort and privacy,

  Jude Augustine REMAX Resort Realty

  2619 S Kihei Rd Unit 309A, Kihei, HI 96753
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  /48

  $2,500,000 Sold Jul 09, 2025

  134 Kainui Loop Unit 66A, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,796 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Below List Price
  • $1,392/SF
  • 9 Days On Market

  Current Estimated Value $2,497,478

  Last Listing Agent Sara Romvari Romvari Realty Ltd

  134 Kainui Loop Unit 66A, Kihei, HI 96753
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  Est $2,142,465 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,788 Sq Ft

  3950 Kalai Waa St Unit E103, Kihei, HI 96753

  3950 Kalai Waa St Unit E103, Kihei, HI 96753
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  /50

  $1,550,000

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

  10 Wailea Ekolu Place Unit 203, Kihei, HI 96753

  Beautiful Ground-Floor 2-Bedroom, 2-Bath Vacation Rental in the Heart of Wailea Welcome to your own slice of paradise! This stunning ground-floor condo offers 2 spacious bedrooms and 2 full bathrooms, perfectly nestled in the heart of Wailea. Just steps away from world-class restaurants, boutique shopping, and the finest beaches, this location is as convenient as it is luxurious. Enjoy ultimate

  Carla Lorimor Polaris Pacific

  10 Wailea Ekolu Place Unit 203, Kihei, HI 96753
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  $2,075,000 Sold Jul 16, 2025

  2841 Umalu Place, Kihei, HI 96753

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

  Last Sold Summary

  • 17% Below List Price
  • $741/SF
  • 489 Days On Market

  Current Estimated Value $2,020,405

  Last Listing Agent Brandy Shelby Westminster Realty Inc

  2841 Umalu Place, Kihei, HI 96753
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  Est $1,253,710 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

  3950 Kalai Waa St Unit E101, Kihei, HI 96753

  3950 Kalai Waa St Unit E101, Kihei, HI 96753
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  $1,249,000

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

  3950 Kalai Waa St Unit Y102, Kihei, HI 96753

  Don't miss this stunning 2 bedroom, 2 bath condo, downstairs unit, located on the 11th hole of the Wailea Blue Course Fairway, with amazing ocean views. The Y building offers an open feel to the course, and making every view green, or blue. The unit is being sold furnished, newer paint and carpet, granite kitchen, travertine tiles, Minka air ceiling fans, newer oven, and appliances. This unit

  Jamie Martin Coldwell Banker Island Prop(S)

  3950 Kalai Waa St Unit Y102, Kihei, HI 96753

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