Wailea, HI Homes

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  /15

  $2,400,000

  • 3 Beds
  • 3 Baths
  • 2,484 Sq Ft

  3300 Keha Dr, Kihei, HI 96753

  Amazing ocean and West Maui Mountain views from this three bedroom, three bath pole house in Maui Meadows on a flag lot. Enjoy the pool and spa together with the spectacular views.

  Joan Ham Capitol Properties

  3300 Keha Dr, Kihei, HI 96753
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  /34

  $578,800 Sold Aug 14, 2025

  160 Keonekai Rd Unit 9-102, Kihei, HI 96753

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

  Last Sold Summary

  • 21% Below List Price
  • $772/SF
  • 203 Days On Market

  Current Estimated Value $570,259

  Last Listing Agent Kirstin Shipe Whalers Investment Group LLC

  160 Keonekai Rd Unit 9-102, Kihei, HI 96753
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  /10

  Est $485,963 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 719 Sq Ft

  2747 S Kihei Rd Unit D204, Kihei, HI 96753

  2747 S Kihei Rd Unit D204, Kihei, HI 96753
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  /49

  $1,444,000

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

  155 Wailea Ike Place Unit 40, Kihei, HI 96753

  Grand Champions #40 is situated in the highly sought after Wailea Golf Resort & near the Shops at Wailea & 5 luxury oceanfront Wailea Resorts. This is one of the nicest 2bd/2bth "lock off" units in the complex. It features its own private landing leading to both entry doors with 2 primary-suites, spacious bathrooms & separate entrances. With a door in the middle of the unit that can be locked to

  Lori Winterhalter eXp Realty

  155 Wailea Ike Place Unit 40, Kihei, HI 96753
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  /26

  $550,000 Sold Dec 12, 2025

  160 Keonekai Rd Unit 7-101, Kihei, HI 96753

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

  Last Sold Summary

  • 4% Below List Price
  • $733/SF
  • 25 Days On Market

  Last Listing Agent Austin MacArthur Hawaii Life (W)

  160 Keonekai Rd Unit 7-101, Kihei, HI 96753
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  /22

  Est $523,234 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 301,871 Sq Ft

  2747 S Kihei Rd Unit D107, Kihei, HI 96753

  2747 S Kihei Rd Unit D107, Kihei, HI 96753
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  /30

  $2,450,000 Open Sun 10AM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,996 Sq Ft

  3138 N Noho Loihi Way, Kihei, HI 96753

  Step into the ultimate Maui luxury lifestyle with this newly remodeled, furnished residence in the exclusive gated community of Wailea Pualani Estates. Perfectly positioned minutes from Wailea’s world-renowned beaches, luxury resorts, golf, tennis, and The Shops at Wailea, this home offers a rare opportunity to own in one of Maui’s most coveted neighborhoods. At over 200 feet above sea level,

  Riette Jenkins Coldwell Banker Island Prop(S)

  3138 N Noho Loihi Way, Kihei, HI 96753
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  /50

  $1,750,000 Sold Mar 04, 2025

  754 Kumulani Dr, Kihei, HI 96753

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

  Last Sold Summary

  • 24% Below List Price
  • $891/SF
  • 63 Days On Market

  Current Estimated Value $1,952,572

  Last Listing Agent Darla Phillips eXp Realty

  754 Kumulani Dr, Kihei, HI 96753
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  /21

  Est $508,587 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 301,871 Sq Ft

  2747 S Kihei Rd Unit D101, Kihei, HI 96753

  2747 S Kihei Rd Unit D101, Kihei, HI 96753
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  /50

  $11,500,000

  • 3 Beds
  • 3 Baths
  • 2,430 Sq Ft

  4000 Wailea Alanui Dr Unit 1404, Kihei, HI 96753

  Wailea Point 1404 is a front-row, 3 bedroom / 3 bath oceanfront masterpiece—an inspired blend of refined design, master craftsmanship, and timeless elegance in one of Maui’s most exclusive communities. Reimagined through an extensive, no-expense-spared renovation, this one-of-a-kind residence offers sweeping views of white sand beaches, dramatic coastline, and the neighboring islands of Molokini,

  Ken Smith Coldwell Banker Island Prop(S)

  4000 Wailea Alanui Dr Unit 1404, Kihei, HI 96753
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  /40

  $1,260,000 Sold Mar 24, 2025

  3300 Wailea Alanui Dr Unit 47B, Kihei, HI 96753

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

  Last Sold Summary

  • 8% Below List Price
  • $1,324/SF
  • 149 Days On Market

  Current Estimated Value $1,200,436

  Last Listing Agent Wendy R. Peterson Island Sotheby's International Realty(M)

  3300 Wailea Alanui Dr Unit 47B, Kihei, HI 96753
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  /30

  Est $515,096 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 301,871 Sq Ft

  2747 S Kihei Rd Unit C304, Kihei, HI 96753

  2747 S Kihei Rd Unit C304, Kihei, HI 96753
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  /50

  $1,880,000

  • 5 Beds
  • 4 Baths
  • 2,142 Sq Ft

  2847 Puu Hoolai St, Kihei, HI 96753

  Nestled in one of South Maui's more desirable neighborhoods, this beautifully maintained Kihei home offers relaxed island living just minutes from the beach. Located at the end of the street, the property offers privacy and the gentle trades winds that define Maui's coastal lifestyle. The two story floor plan provides spacious, open living areas, filled with natural light. A generous kitchen and

  Thomas Brzozowski Hawaii Life (W)

  2847 Puu Hoolai St, Kihei, HI 96753
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  /43

  $925,000 Sold Nov 05, 2025

  2737 S Kihei Rd Unit 3-251, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,112 Sq Ft
  • Built 1974

  Last Sold Summary

  • 18% Below List Price
  • $832/SF
  • 55 Days On Market

  Last Listing Agent Chelsea Dimin Compass-W

  2737 S Kihei Rd Unit 3-251, Kihei, HI 96753
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  /38

  Est $499,537 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 719 Sq Ft

  2747 S Kihei Rd Unit C102, Kihei, HI 96753

  2747 S Kihei Rd Unit C102, Kihei, HI 96753
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  /22

  $645,000

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft

  2737 S Kihei Rd Unit 1119, Kihei, HI 96753

  Located directly across the street from the ocean, this turn-key, spacious one-bedroom, one bath condo (larger than most 2-bedroom units in the area) is a rare find in the heart of Kihei-equally compelling as a full-time residence, island getaway, or smart long-term investment. Thoughtfully designed and impeccably maintained the unit truly lives like a home away from home. Upon entry, you're

  Gary Mooers Coldwell Banker Island Prop(S)

  2737 S Kihei Rd Unit 1119, Kihei, HI 96753
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  /44

  $650,000 Sold Nov 13, 2025

  2653 S Kihei Rd Unit 213, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 890 Sq Ft
  • Built 1974

  Last Sold Summary

  • 23% Below List Price
  • $730/SF
  • 127 Days On Market

  Last Listing Agent Donavan OToole Real Broker

  2653 S Kihei Rd Unit 213, Kihei, HI 96753
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  /17

  Est $484,226 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 301,871 Sq Ft

  2747 S Kihei Rd Unit C001, Kihei, HI 96753

  2747 S Kihei Rd Unit C001, Kihei, HI 96753
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  /50

  $2,800,000

  • 3 Beds
  • 2 Baths
  • 2,078 Sq Ft

  384 Pualoa Nani Place, Kihei, HI 96753

  Within the gated community of Wailea Pualani, 384 Pualoa Nani Place is a design forward residence that blends privacy, craftsmanship, and modern comfort in a truly special setting. This 3 bedroom, 2 bathroom home with a large dedicated office spans 2,078 square feet and has been thoughtfully curated with distinctive finishes and upgrades throughout. The open living, dining, and kitchen areas are

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

  384 Pualoa Nani Place, Kihei, HI 96753
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  /50

  $4,800,000 Sold Aug 25, 2025

  15 Kiloa St Unit N4, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 2,619 Sq Ft
  • Built 2008

  Last Sold Summary

  • 11% Below List Price
  • $1,833/SF
  • 190 Days On Market

  Current Estimated Value $4,904,772

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

  15 Kiloa St Unit N4, Kihei, HI 96753
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  /36

  Est $495,854 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 301,871 Sq Ft

  2747 S Kihei Rd Unit B103, Kihei, HI 96753

  2747 S Kihei Rd Unit B103, Kihei, HI 96753
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  /50

  $2,395,000

  • 3 Beds
  • 3 Baths
  • 1,802 Sq Ft

  209 Holokahiki Ln Unit 103, Wailea-Makena, HI 96753

  Welcome to Makalii one of Wailea’s newest luxury residences known for its mid-century modern design. This spectacular condominium (7C) is located on the upper row and is situated in the only building that that faces north, overlooking the beautiful Wailea Blue Golf Course. The orientation of this building provides wonderful privacy and an abundance of natural light from the floor to ceiling

  Leslie Smith Hawaii Life (W)

  209 Holokahiki Ln Unit 103, Wailea-Makena, HI 96753
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  /39

  $2,300,000 Sold Aug 05, 2025

  3950 Kalai Waa St Unit H101, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,790 Sq Ft
  • Built 1998

  Last Sold Summary

  • 11% Below List Price
  • $1,285/SF
  • 205 Days On Market

  Current Estimated Value $2,209,845

  Last Listing Agent Leslie Smith Hawaii Life (W)

  3950 Kalai Waa St Unit H101, Kihei, HI 96753
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  /24

  Est $496,769 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 301,871 Sq Ft

  2747 S Kihei Rd Unit A006, Kihei, HI 96753

  2747 S Kihei Rd Unit A006, Kihei, HI 96753
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  /48

  $778,000

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

  2619 S Kihei Rd Unit A409, Kihei, HI 96753

  Haleakala Shores A409: Your Maui Beach Escape Awaits. Discover the perfect opportunity to own a highly sought-after TOP FLOOR unit at Haleakala Shores, ideally positioned directly across from the world-famous golden sands of Kamaole Beach Park III, renowned for excellent snorkeling, swimming with sea turtles, and spectacular sunsets. This beautifully updated and spacious 2-bedroom, 2-bathroom

  Scott Catton eXp Realty

  2619 S Kihei Rd Unit A409, Kihei, HI 96753
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  /32

  $959,000 Sold Oct 29, 2025

  2724 Panepoo St, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Below List Price
  • $569/SF
  • 6 Days On Market

  Last Listing Agent Lesa Warner-Burke Real Broker

  2724 Panepoo St, Kihei, HI 96753
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  /37

  Est $513,331 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 301,871 Sq Ft

  2747 S Kihei Rd Unit A004, Kihei, HI 96753

  2747 S Kihei Rd Unit A004, Kihei, HI 96753
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  /40

  $899,900

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

  2619 S Kihei Rd Unit A310, Kihei, HI 96753

  Haleakala Shores A-310 is a beautifully updated and spacious two-bedroom, two-bath condo located just across the street from South Maui’s stunning Kama’ole Beaches—ideal for swimming, snorkeling with sea turtles, and enjoying picturesque sunsets. Situated on the quiet south side of the building, the condo features large windows and floor-to-ceiling sliding glass doors that fill the space with

  Roger Pleski Coldwell Banker Island Prop(S)

  2619 S Kihei Rd Unit A310, Kihei, HI 96753
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  /50

  $4,150,000 Sold Apr 04, 2025

  57 Makakehau St Unit J-2, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 2,426 Sq Ft
  • Built 2007

  Last Sold Summary

  • 31% Below List Price
  • $1,711/SF
  • 333 Days On Market

  Current Estimated Value $4,929,787

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

  57 Makakehau St Unit J-2, Kihei, HI 96753
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  /37

  Est $938,963 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 77,972 Sq Ft

  2653 S Kihei Rd Unit 204, Kihei, HI 96753

  2653 S Kihei Rd Unit 204, Kihei, HI 96753
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  /50

  $960,000 Pending

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

  155 Wailea Ike Place Unit 12, Kihei, HI 96753

  Outstanding Value in the Wailea Resort! Grand Champions #12 puts you in the perfect position to have it all. This spacious, top floor 2 bedroom 2 bath unit for the versatility that you and your guests will enjoy. Conveniently located near one of the two beautiful pools and the property entrance, you won’t believe the privacy that this unit affords. Your designated parking space is directly in

  Dale Richardson Hawaii Life (W)

  155 Wailea Ike Place Unit 12, Kihei, HI 96753
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  /49

  $1,400,000 Sold Jan 24, 2025

  2825 Kauhale St, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,225 Sq Ft
  • Built 1985

  Last Sold Summary

  • 10% Below List Price
  • $1,143/SF
  • 93 Days On Market

  Current Estimated Value $1,505,969

  Last Listing Agent Roger Pleski Coldwell Banker Island Prop(S)

  2825 Kauhale St, Kihei, HI 96753
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  /38

  Est $911,298 Not Listed For Sale

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

  2619 S Kihei Rd Unit B512, Kihei, HI 96753

  2619 S Kihei Rd Unit B512, Kihei, HI 96753
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  /32

  $999,900

  • 1 Bed
  • 2 Baths
  • 1,039 Sq Ft

  2777 S Kihei Rd Unit B104, Kihei, HI 96753

  Excellent location toward the front of the complex, this extra wide 1 bedroom, 2 bathroom has a nicely updated kitchen with oak cabinets that open into a very spacious living room. The outdoor greenbelt gives the living room lanai a great sense of space. Maui Kamaole offers many amenities including 2 pools, 2 hot tubs, storage for kayaks and paddle boards and BBQ Grill areas for each cluster.

  Roger Pleski Coldwell Banker Island Prop(S)

  2777 S Kihei Rd Unit B104, Kihei, HI 96753
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  /50

  $1,425,000 Sold Sep 05, 2025

  145 Poailani Place Unit 26, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,984 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Below List Price
  • $718/SF
  • 3 Days On Market

  Current Estimated Value $1,733,387

  Last Listing Agent Leslie Smith Hawaii Life (W)

  145 Poailani Place Unit 26, Kihei, HI 96753
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  /28

  Est $803,140 Not Listed For Sale

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

  2619 S Kihei Rd Unit B402, Kihei, HI 96753

  2619 S Kihei Rd Unit B402, Kihei, HI 96753
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  /50

  $2,999,999 Open Tue 2PM - 5PM

  • 4 Beds
  • 5 Baths
  • 3,310 Sq Ft

  563 Mikioi Place, Kihei, HI 96753

  Luxury, privacy, and breathtaking ocean views converge in this stunning South Maui estate in Maui Meadows, nestled at the end of a serene cul-de-sac on a beautifully landscaped, fully gated half-acre lot. Just minutes from world-class beaches, shopping, dining, and schools, this exceptional residence offers the ultimate on island living. Thoughtfully designed and exquisitely remodeled, this

  Sara Fox Keller Williams Realty Maui-Ki

  563 Mikioi Place, Kihei, HI 96753
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  /50

  $1,388,000 Sold Mar 28, 2025

  235 Hoohale Place, Kihei, HI 96753

  • 4 Beds
  • 3 Baths
  • 1,932 Sq Ft
  • Built 1986

  Last Sold Summary

  • 24% Below List Price
  • $718/SF
  • 229 Days On Market

  Current Estimated Value $1,387,129

  Last Listing Agent Jean Keating Coldwell Banker Island Prop-Ku

  235 Hoohale Place, Kihei, HI 96753
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  /36

  Est $811,145 Not Listed For Sale

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

  2619 S Kihei Rd Unit B204, Kihei, HI 96753

  2619 S Kihei Rd Unit B204, Kihei, HI 96753
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  /33

  $1,149,000

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

  3950 Kalai Waa St Unit C202, Kihei, HI 96753

  Step into true Wailea bliss with this gorgeous 2-bedroom, 2-bathroom condo at Wailea Fairway Villas. Perched above the Wailea Blue Golf Course on the second floor, C202 offers sweeping ocean and West Maui mountain views that will take your breath away. This unit was thoughtfully renovated in 2022 with sleek quartz countertops, modern laminate flooring, and a fresh, contemporary design throughout.

  Haley Gorman Coldwell Banker Island Prop-Ku

  3950 Kalai Waa St Unit C202, Kihei, HI 96753

Showing Results 281 - 320, Page 8 of 18