Wailea, HI Homes

• 

  

  

  /30

  $2,695,000

  • 3 Beds
  • 4 Baths
  • 2,788 Sq Ft

  139 Waaula Place, Kihei, HI 96753

  Located in the exclusive gated community of Wailea Kai, 139 Waaula Way is a custom-built 3-bedroom, 3.5-bath residence with a den, offering approximately 2,788 sq. ft. of interior living space and a detached garage, close to Keawakapu Beach. The open-concept floor plan features abundant natural light, a spacious main-level primary suite, and seamless indoor-outdoor living. Large windows and

  Sherry Llanes Coldwell Banker Island Prop-Ku

  139 Waaula Place, Kihei, HI 96753
• 

  

  

  /48

  $1,000,000 Sold Feb 06, 2026

  2730 Ohina St, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,256 Sq Ft
  • Built 1979

  Last Sold Summary

  • 23% Below List Price
  • $796/SF
  • 221 Days On Market

  Current Estimated Value $1,115,552

  Last Listing Agent Jean Keating Coldwell Banker Island Prop-Ku

  2730 Ohina St, Kihei, HI 96753
• 

  

  

  /27

  Est $1,322,382 Not Listed For Sale

  155 Wailea Ike Place Unit 51, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1990

  155 Wailea Ike Place Unit 51, Kihei, HI 96753

  Last Sold Summary

  • 15% Above List Price
  • $1,089/SF
  • 81 Days On Market

  • Last Sold Price $1,150,000
  • Sep 09, 2024

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

  

  

  /40

  $5,100,000

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

  81 Makakehau St Unit H-2, Kihei, HI 96753

  Discover luxury resort living in this exceptional ocean-view Villa located within the prestigious gated community of Ho'olei in Wailea. It is ideally positioned near world-class resorts, fine dining, luxury shopping, championship golf courses, and Maui's best beaches. The Villa features 3 bedrooms and 3.5 bathrooms, in a two-story townhome-style, encompassing 2,426 square feet. There is an

  Jan Bryan Coldwell Banker Island Prop(S)

  81 Makakehau St Unit H-2, Kihei, HI 96753
• 

  

  

  /50

  $560,000 Sold May 09, 2025

  160 Keonekai Rd Unit 1-101, Kihei, HI 96753

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

  Last Sold Summary

  • 3% Below List Price
  • $747/SF
  • 6 Days On Market

  Current Estimated Value $528,163

  Last Listing Agent Bob Hansen Maui Luxury Real Estate LLC

  160 Keonekai Rd Unit 1-101, Kihei, HI 96753
• 

  

  /50

  Est $1,512,028 Not Listed For Sale

  155 Wailea Ike Place Unit 42, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 1990

  155 Wailea Ike Place Unit 42, Kihei, HI 96753

  Last Sold Summary

  • 21% Above List Price
  • $1,089/SF
  • 92 Days On Market

  • Last Sold Price $1,250,000
  • Nov 22, 2024

  Last Listing Agent Mary Kerstulovich Hawaii Life (W)
• 

  

  /7

  $5,679,000

  • 5 Beds
  • 6 Baths
  • 4,532 Sq Ft

  211 E Ikea Kai Place, Kihei, HI 96753

  Discover the rare opportunity to create your own island sanctuary in the heart of Wailea. Designed to capture sweeping panoramic ocean views, this custom two-story luxury home invites you to personalize every finish and detail to reflect your vision of paradise. With 5 bedrooms and 6 bathrooms across approximately 5,100 square feet of thoughtfully designed living space, the residence is crafted

  Valentin Lopes Coldwell Banker Island Prop-Ku

  211 E Ikea Kai Place, Kihei, HI 96753
• 

  

  /44

  $775,000 Sold Sep 08, 2025

  2653 S Kihei Rd Unit 306, Kihei, HI 96753

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

  Last Sold Summary

  • 14% Below List Price
  • $871/SF
  • 67 Days On Market

  Current Estimated Value $804,430

  Last Listing Agent Joshua Broady Real Broker

  2653 S Kihei Rd Unit 306, Kihei, HI 96753
• 

  

  /30

  Est $1,361,095 Not Listed For Sale

  155 Wailea Ike Place Unit 30, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 532,303 Sq Ft
  • Built 1989

  155 Wailea Ike Place Unit 30, Kihei, HI 96753

  Last Sold Summary

  • 12% Below List Price
  • $3/SF
  • 80 Days On Market

  • Last Sold Price $1,550,000
  • Jun 02, 2023

  Last Listing Agent Candy Mulcoy Coldwell Banker Island Prop-Ku
• 

  

  /29

  $520,000

  • 2 Beds
  • 2 Baths
  • 756 Sq Ft

  160 Keonekai Rd Unit 27-201, Kihei, HI 96753

  Welcome to Keonekai Villages, a residential condominium in South Kihei, ideally located just up the road from Kamaole III Beach Park and minutes from Wailea. This desirable top-floor unit offers 2 bedrooms and 2 baths, featuring the largest floor plan available in the complex. Tucked in the corner of building 27, this condo is set back from the road, offering added privacy. Pet owners will

  Gabriela Ramirez eXp Realty

  160 Keonekai Rd Unit 27-201, Kihei, HI 96753
• 

  

  /49

  Est $5,999,897 Not Listed For Sale

  3800 Wailea Alanui Dr Unit G201, Kihei, HI 96753

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

  3800 Wailea Alanui Dr Unit G201, Kihei, HI 96753

  Last Sold Summary

  • 16% Below List Price
  • $2,478/SF
  • 560 Days On Market

  • Last Sold Price $7,133,000
  • Oct 23, 2024

  Last Listing Agent Mary Anne Fitch Coldwell Banker Island Prop-KP
• 

  

  /50

  $2,500,000

  • 6 Beds
  • 4 Baths
  • 4,900 Sq Ft

  2823 Puu Hoolai St, Kihei, HI 96753

  Discover one of South Kihei's most versatile and compelling properties-offering flexible living, strong income potential, and an unbeatable location just moments from Maui's renowned beaches. With approximately 4,900 sq. ft. of total living area, this impeccably maintained, ocean-view residence presents a rare opportunity for investors, multigenerational living, or a second-home buyer seeking

  Gary Mooers Coldwell Banker Island Prop(S)

  2823 Puu Hoolai St, Kihei, HI 96753
• 

  

  /44

  Est $7,004,076 Not Listed For Sale

  Unlisted Address

  • 3 Beds
  • 3 Baths
  • 467,834 Sq Ft
  • Built 2005

  Unlisted Address

  Last Sold Summary

  • 19% Below List Price
  • $18/SF
  • 40 Days On Market

  • Last Sold Price $8,600,000
  • Aug 10, 2023

  Last Listing Agent Tom Tezak Hawaii Life (W)
• 

  

  /31

  $2,950,000

  • 1 Bed
  • 2 Baths
  • 1,031 Sq Ft

  3600 Wailea Alanui Dr Unit 2012, Kihei, HI 96753

  Welcome to Wailea Elua, an exclusive oceanfront, hotel-zoned vacation rental set atop a lush greenbelt in prestigious Wailea. Spanning 24 acres of tropical paradise, this sought-after community offers an unparalleled blend of luxury, serenity, and income potential in South Maui. This rare second-floor 1-bedroom, 2-bathroom condominium is your gateway to breathtaking sunsets and front-row whale

  Shelley Hefner Coldwell Banker Island Prop(S)

  3600 Wailea Alanui Dr Unit 2012, Kihei, HI 96753
• 

  

  /35

  Est $4,582,968 Not Listed For Sale

  3800 Wailea Alanui Dr Unit 404, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,978 Sq Ft
  • Built 2005

  3800 Wailea Alanui Dr Unit 404, Kihei, HI 96753

  Last Sold Summary

  • 8% Below List Price
  • $2,528/SF
  • 316 Days On Market

  • Last Sold Price $5,000,000
  • Mar 24, 2025

  Last Listing Agent Bob Hansen Maui Luxury Real Estate LLC
• 

  

  /49

  $1,799,900

  • 4 Beds
  • 4 Baths
  • 2,700 Sq Ft

  2727 Puu Hoolai St, Kihei, HI 96753

  This 4-bedroom, 3 1⁄2 -bath, well maintained home offers a flexible layout with a separate lower-level living area-ideal for extended family or guests. Upstairs features a beautifully remodeled kitchen that opens to a bright living space and a spacious lanai, perfect for indoor-outdoor living and entertaining. The primary bedroom is also located upstairs for added convenience. Owned solar helps

  Roger Pleski Coldwell Banker Island Prop(S)

  2727 Puu Hoolai St, Kihei, HI 96753
• 

  

  /30

  Est $5,581,857 Not Listed For Sale

  3800 Wailea Alanui Dr Unit 312, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 467,834 Sq Ft
  • Built 2005

  3800 Wailea Alanui Dr Unit 312, Kihei, HI 96753

  Last Sold Summary

  • 14% Below List Price
  • $14/SF
  • 260 Days On Market

  • Last Sold Price $6,525,000
  • Sep 15, 2023

  Last Listing Agent Kento Tanaka-Tamaki Coldwell Banker Island Prop(S)
• 

  

  /44

  $4,495,000 Pending

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

  4850 Makena Alanui Unit F108, Kihei, HI 96753

  Welcome to Makena Surf F-108. This ground floor 2-bedroom, 2-bathroom luxury condominium is just steps to the beach with unobstructed ocean views. Features include a spacious open floor plan with the living, dining and kitchen areas opening to an expansive lanai and grass area for seamless indoor/outdoor living. Tile flooring throughout, plantation shutters and central AC. This unit is being sold

  Leslie Smith Hawaii Life (W)

  4850 Makena Alanui Unit F108, Kihei, HI 96753
• 

  

  /49

  Est $1,366,684 Not Listed For Sale

  3150 Wailea Alanui Dr Unit 3706, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,194 Sq Ft
  • Built 1992

  3150 Wailea Alanui Dr Unit 3706, Kihei, HI 96753

  Last Sold Summary

  • 12% Below List Price
  • $1,298/SF
  • 25 Days On Market

  • Last Sold Price $1,550,000
  • Sep 30, 2024

  Last Listing Agent Ken Smith Coldwell Banker Island Prop(S)
• 

  

  /44

  $2,549,000

  • 3 Beds
  • 3 Baths
  • 3,028 Sq Ft

  3291 Waileia Place, Kihei, HI 96753

  Luxury Spanish Villa in Wailea, Maui. Nestled in one of Wailea’s most sought-after neighborhoods, this meticulously upgraded contemporary Spanish villa blends timeless elegance with modern comfort. Situated on over half an acre of prime real estate and boasting over 5,000 square feet of living space under roof, this estate epitomizes luxury island living with single level living, having only the

  Alex Iskenderian Berkshire Hathaway Maui Prop-L

  3291 Waileia Place, Kihei, HI 96753
• 

  

  /31

  Est $2,008,605 Not Listed For Sale

  3150 Wailea Alanui Dr Unit 3201, Kihei, HI 96753

  • 2 Beds
  • 2.5 Baths
  • 631,620 Sq Ft
  • Built 1992

  3150 Wailea Alanui Dr Unit 3201, Kihei, HI 96753

  Last Sold Summary

  • 23% Below List Price
  • $4/SF
  • 2 Days On Market

  • Last Sold Price $2,595,000
  • Oct 13, 2023

  Last Listing Agent Evan Harlow Coldwell Banker Island Prop-KP
• 

  

  /14

  $399,000

  • 1 Bed
  • 1 Bath
  • 597 Sq Ft

  2747 S Kihei Rd Unit A101, Kihei, HI 96753

  Kihei Shores A101 is the least expensive fee simple condo in Kihei at the time of this listing. This one bedroom one bath unit is located just a short walk to Kamaole III beach park. Enjoy the garden view and a peek of ocean from the living room. Kihei Shores is conveniently located to shopping, dining, and several wonderful beach parks. The complex offers a pool, spa, BBQ areas and surfboard

  Leslie Smith Hawaii Life (W)

  2747 S Kihei Rd Unit A101, Kihei, HI 96753
• 

  

  /43

  Est $2,286,433 Not Listed For Sale

  3150 Wailea Alanui Dr Unit 3106, Kihei, HI 96753

  • 2 Beds
  • 3 Baths
  • 1,699 Sq Ft
  • Built 1992

  3150 Wailea Alanui Dr Unit 3106, Kihei, HI 96753

  Last Sold Summary

  • 10% Below List Price
  • $1,501/SF
  • 142 Days On Market

  • Last Sold Price $2,550,000
  • Apr 02, 2025

  Last Listing Agent Kento Tanaka-Tamaki Coldwell Banker Island Prop(S)
• 

  

  /43

  $754,000

  • 1 Bed
  • 2 Baths
  • 849 Sq Ft

  2777 S Kihei Rd Unit 107, Kihei, HI 96753

  Situated in South Kihei’s premier resort community, Maui Kamaole, this spacious 1-bedroom, 2-bath condo offers a perfect blend of comfort, privacy, and convenience. Located on 23 acres of lush tropical landscaping directly across from Kamaole Beach Park III, this unit feels like a private oasis yet is just minutes from Wailea’s top golf, dining, and shopping. The downstairs condo is exceptionally

  Ron Silva Island Sotheby's International Realty(M)

  2777 S Kihei Rd Unit 107, Kihei, HI 96753
• 

  

  /50

  Est $1,982,833 Not Listed For Sale

  3150 Wailea Alanui Dr Unit 2804, Kihei, HI 96753

  • 2 Beds
  • 3 Baths
  • 1,699 Sq Ft
  • Built 1992

  3150 Wailea Alanui Dr Unit 2804, Kihei, HI 96753

  Last Sold Summary

  • 12% Below List Price
  • $1,324/SF
  • 68 Days On Market

  • Last Sold Price $2,250,000
  • Apr 30, 2024

  Last Listing Agent Dale Richardson Hawaii Life (W)
• 

  

  /40

  $2,250,000 Open Sat 12PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  63 Wailea Gateway Place Unit 5-103, Kihei, HI 96753

  Keala O Wailea 5-103 offers panoramic Pacific Ocean views from one of Wailea's premier hillside communities. This single-level 2-bedroom, 2-bathroom residence spans approximately 1,248 square feet and was built in 2018, with updates completed in 2025. Retractable glass doors frame sweeping ocean vistas and create seamless indoor-outdoor living. The open-concept layout positions the living area,

  Stacy Levin Coldwell Banker Island Prop(S)

  63 Wailea Gateway Place Unit 5-103, Kihei, HI 96753
• 

  

  /49

  Est $1,818,282 Not Listed For Sale

  3150 Wailea Alanui Dr Unit 2803, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,692 Sq Ft
  • Built 1992

  3150 Wailea Alanui Dr Unit 2803, Kihei, HI 96753

  Last Sold Summary

  • 14% Above List Price
  • $946/SF
  • 175 Days On Market

  • Last Sold Price $1,600,000
  • Apr 17, 2025

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

  

  /48

  $2,795,000

  • 2 Beds
  • 2 Baths
  • 1,359 Sq Ft

  4000 Wailea Alanui Dr Unit 3404, Kihei, HI 96753

  You Deserve To Own & Experience Your Oceanfront Paradise Today! Unit 3404 is a delightful 2 bedroom, 2 bathroom upper-level, privately located, & meticulously maintained residence, within the highly-coveted, low density, lushly landscaped, & world-class tropical paradise known as Wailea Point. Upon entering the residence, you are transfixed by the lovely pastoral-framed Ocean, Molokini Crater, &

  Robbie Dein Maui Real Estate Advisors LLC

  4000 Wailea Alanui Dr Unit 3404, Kihei, HI 96753
• 

  

  /47

  Est $1,429,486 Not Listed For Sale

  3150 Wailea Alanui Dr Unit 2708, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,194 Sq Ft
  • Built 1992

  3150 Wailea Alanui Dr Unit 2708, Kihei, HI 96753

  Last Sold Summary

  • 13% Below List Price
  • $1,382/SF
  • 38 Days On Market

  • Last Sold Price $1,650,000
  • Apr 01, 2024

  Last Listing Agent Ken Wong Coldwell Banker Island Prop-Ku
• 

  

  /43

  $1,045,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  155 Wailea Ike Place Unit 140, Kihei, HI 96753

  This lovely remodeled and cared for 2 bedroom/2 bathroom Grand Champions unit speaks of Hawaiiana and is being sold 'Turn Key' Furnished. Unit #140 is upper-level with vaulted ceilings and lives large. The sheer scale and volume of space adds a sense of elegance and comfort to the living experience. Vernal and serene truly describe the setting. There are peaceful, green and pastoral views from

  Robbie Dein Maui Real Estate Advisors LLC

  155 Wailea Ike Place Unit 140, Kihei, HI 96753
• 

  

  /30

  Est $1,474,054 Not Listed For Sale

  3150 Wailea Alanui Dr Unit 2706, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 631,620 Sq Ft
  • Built 1992

  3150 Wailea Alanui Dr Unit 2706, Kihei, HI 96753

  Last Sold Summary

  • 13% Below List Price
  • $3/SF
  • 67 Days On Market

  • Last Sold Price $1,700,000
  • Aug 02, 2023

  Last Listing Agent Sara Romvari Romvari Realty Ltd
• 

  

  /32

  $699,900

  • 2 Beds
  • 2 Baths
  • 1,115 Sq Ft

  2881 S Kihei Rd Unit 100, Kihei, HI 96753

  Well kept and nicely appointed vacation rental located near the top of the complex. This is a very spacious 2 bed, 2 bath with an open floor plan that appeals to visitors. The south Maui location offers restaurants, shopping, resort golf courses and beautiful beaches in close proximity to the condo. Call your favorite REALTOR® to schedule a private showing today. This is a Leasehold property.

  Roger Pleski Coldwell Banker Island Prop(S)

  2881 S Kihei Rd Unit 100, Kihei, HI 96753
• 

  

  /48

  Est $1,415,673 Not Listed For Sale

  3150 Wailea Alanui Dr Unit 2403, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,194 Sq Ft
  • Built 1992

  3150 Wailea Alanui Dr Unit 2403, Kihei, HI 96753

  Last Sold Summary

  • 23% Above List Price
  • $963/SF
  • 79 Days On Market

  • Last Sold Price $1,150,000
  • Nov 07, 2024

  Last Listing Agent Carol Olsen Coldwell Banker Island Prop(S)
• 

  

  /35

  $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
• 

  

  /42

  Est $1,444,013 Not Listed For Sale

  3200 Wailea Alanui Dr Unit 2302, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 728,759 Sq Ft
  • Built 1992

  3200 Wailea Alanui Dr Unit 2302, Kihei, HI 96753

  Last Sold Summary

  • 23% Below List Price
  • $3/SF
  • 7 Days On Market

  • Last Sold Price $1,875,000
  • Aug 09, 2023

  Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC
• 

  

  /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
• 

  

  /50

  Est $1,355,246 Not Listed For Sale

  3200 Wailea Alanui Dr Unit 1501, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 728,759 Sq Ft
  • Built 1992

  3200 Wailea Alanui Dr Unit 1501, Kihei, HI 96753

  Last Sold Summary

  • 28% Below List Price
  • $3/SF
  • 145 Days On Market

  • Last Sold Price $1,875,000
  • Oct 12, 2023

  Last Listing Agent Violeta Ylaite Coldwell Banker Island Prop-Ku
• 

  

  /50

  $2,995,000

  • 2 Beds
  • 2 Baths
  • 1,363 Sq Ft

  3600 Wailea Alanui Dr Unit 2010, Kihei, HI 96753

  THE PRICE IS RIGHT! This is the Wailea Elua second floor unit you have waited for! It is oriented for optimal southwest-facing ocean views from its L-shaped lanai from the living room and dining areas and just as magnificent is the view from the primary bedroom and private balcony. In its original condition it has a wonderfully welcoming feel and is well maintained with new carpeting and

  Katy Foxwell Keller Williams Realty Maui-Ka

  3600 Wailea Alanui Dr Unit 2010, Kihei, HI 96753
• 

  

  /45

  Est $1,618,812 Not Listed For Sale

  3200 Wailea Alanui Dr Unit 1406, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 728,759 Sq Ft
  • Built 1992

  3200 Wailea Alanui Dr Unit 1406, Kihei, HI 96753

  Last Sold Summary

  • 17% Below List Price
  • $3/SF
  • 4 Days On Market

  • Last Sold Price $1,950,000
  • Jun 22, 2023

  Last Listing Agent Tom Tezak Hawaii Life (W)
• 

  

  /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

Showing Results 601 - 640, Page 16 of 18