Wailea, HI Homes

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  /27

  Est $4,016,022 Not Listed For Sale

  • 4 Beds
  • 3,562 Sq Ft

  173 Heleuma Place, Kihei, HI 96753

  173 Heleuma Place, Kihei, HI 96753
• 

  

  

  /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
• 

  

  

  /48

  $1,295,000 Sold Apr 30, 2025

  721 Mililani Place Unit B, Kihei, HI 96753

  • 2 Beds
  • 1 Bath
  • 939 Sq Ft
  • Built 2019

  Last Sold Summary

  • $1,379/SF
  • 7 Days On Market

  Current Estimated Value $1,212,000

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

  721 Mililani Place Unit B, Kihei, HI 96753
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  /29

  Est $5,506,181 Not Listed For Sale

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

  4000 Wailea Alanui Dr Unit 601, Kihei, HI 96753

  4000 Wailea Alanui Dr Unit 601, Kihei, HI 96753
• 

  

  

  /36

  $1,795,000

  • 2 Beds
  • 2 Baths
  • 1,616 Sq Ft

  161 Wailea Ike Place Unit D201, Kihei, HI 96753

  Immaculate 2-bedroom, 2-bath residence at Wailea Town Center offering streamlined island living in a prime Wailea location. This second-story condo, with elevator access, enjoys sweeping ocean views stretching from Kahoolawe to the West Maui Mountains and fronts the Wailea Tennis Club. The open living and kitchen area is bright and spacious, enhanced by extra side windows and nine-foot ceilings,

  Josh Jerman Hawaii Life (W)

  161 Wailea Ike Place Unit D201, Kihei, HI 96753
• 

  

  /48

  $1,110,000 Sold Mar 18, 2025

  2757 S Kihei Rd Unit 501, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,389 Sq Ft
  • Built 2023

  Last Sold Summary

  • 7% Below List Price
  • $799/SF
  • 36 Days On Market

  Current Estimated Value $1,114,416

  Last Listing Agent Geoffrey Cook Century 21 Island Homes

  2757 S Kihei Rd Unit 501, Kihei, HI 96753
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  /49

  Est $4,791,242 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,923 Sq Ft

  4000 Wailea Alanui Dr Unit 2804, Kihei, HI 96753

  4000 Wailea Alanui Dr Unit 2804, Kihei, HI 96753
• 

  

  /8

  $1,095,808 Pending

  • Land
  • 0.19 Acre
  • $5,767,714 per Acre

  22 Waikai St, Kihei, HI 96753

  Tucked inside the world-renowned Wailea Resort lies the exclusive, gated community of Wailea Kai. This rare offering features the last undeveloped level lot in the neighborhood, a unique chance to bring your vision of a custom luxury home to life. Just a short stroll from your doorstep, you'll find Keawakapu Beach, celebrated as one of Maui's finest stretches of sand. From sunrise to sunsets, the

  David McAlear Coldwell Banker Island Prop-Ku

  22 Waikai St, Kihei, HI 96753
• 

  

  /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 $5,176,396 Not Listed For Sale

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

  4000 Wailea Alanui Dr Unit 2302, Kihei, HI 96753

  4000 Wailea Alanui Dr Unit 2302, Kihei, HI 96753
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  /49

  $645,000

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 6109, Kihei, HI 96753

  **SELLER FINANCING AVAILABLE** Amazing opportunity to own a unit in one of Maui’s sought-after resort-style complexes, Kamaole Sands Resort. Located directly across the street from the ocean, Unit 6-109 is an updated garden courtyard view, ground-floor condo that blends comfort, convenience, and the best of Maui living. This inviting one-bedroom retreat offers two full bathrooms and an in-unit

  Laura Myers Coldwell Banker Island Prop-Ku

  2695 S Kihei Rd Unit 6109, Kihei, HI 96753
• 

  

  /7

  $860,000 Sold Feb 20, 2025

  92 Hoolapa St, Kihei, HI 96753

  • Land
  • 0.17 Acre
  • $4,920,105 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 102 Days On Market

  Current Estimated Value $967,977

  Last Listing Agent Nathalie Mullinix Nathalie Mullinix Rlty Universal Inc

  92 Hoolapa St, Kihei, HI 96753
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  /43

  Est $3,390,336 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,558 Sq Ft

  4000 Wailea Alanui Dr Unit 2103, Kihei, HI 96753

  4000 Wailea Alanui Dr Unit 2103, Kihei, HI 96753
• 

  

  /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
• 

  

  /47

  $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 $884,465

  Last Listing Agent Darla Phillips eXp Realty

  2619 S Kihei Rd Unit A101, Kihei, HI 96753
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  /30

  Est $7,707,343 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,389 Sq Ft

  3986 Wailea Ekolu Place, Kihei, HI 96753

  3986 Wailea Ekolu Place, Kihei, HI 96753
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  /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
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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 $1,231,717

  Last Listing Agent Sid Kirkland Maui Real Estate Advisors LLC

  2936 S Kihei Rd Unit 610, Kihei, HI 96753
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  /48

  Est $5,546,757 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,198 Sq Ft

  216 Pahi Place, Kihei, HI 96753

  216 Pahi Place, Kihei, HI 96753
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  /29

  $400,000

  • 2 Beds
  • 2 Baths
  • 698 Sq Ft

  2747 S Kihei Rd Unit C003, Kihei, HI 96753

  PRICED TO SELL! Being sold as-is. Cozy two-bedroom, two-bathroom ground-floor unit with a quiet garden setting. You're sure to enjoy life in the heart of South Maui, steps from Kamaole Beach III, shops, and restaurants. The complex is well-maintained and boasts a pool, hot tub, and ample parking. The unit includes a washer and dryer, is partially furnished, and has one deeded parking space. This

  Amy Wisthoff-martin Coldwell Banker Island Prop-Ku

  2747 S Kihei Rd Unit C003, 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 $6,543,761

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

  3800 Wailea Alanui Dr Unit E201, Kihei, HI 96753
• 

  

  /19

  Est $6,595,773 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 4,079 Sq Ft

  3977 Wailea Ekolu Place, Kihei, HI 96753

  3977 Wailea Ekolu Place, Kihei, HI 96753
• 

  

  /50

  $1,224,999

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

  3950 Kalai Waa St Unit W201, Kihei, HI 96753

  PANORAMIC OCEAN VIEWS! Welcome to Unit W-201 at Wailea Fairway Villas, where island elegance meets effortless living. This immaculate 2-bedroom, 2-bathroom corner unit spans 949 square feet, offering the privacy of a single shared wall and an abundance of natural light courtesy of additional windows. Upon entering, you are greeted by ocean views & a contemporary ambiance enriched with coastal

  Katie Moquin Compass-W

  3950 Kalai Waa St Unit W201, Kihei, HI 96753
• 

  

  /17

  $1,800,000 Sold Apr 30, 2025

  4362 Melianani Place Unit Lot 5, Kihei, HI 96753

  • Land
  • 0.49 Acre
  • $3,636,400 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 619 Days On Market

  Current Estimated Value $1,828,977

  Last Listing Agent Riette Jenkins Coldwell Banker Island Prop(S)

  4362 Melianani Place Unit Lot 5, Kihei, HI 96753
• 

  

  /30

  Est $2,848,472 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,298 Sq Ft

  3226 Pikai Way, Kihei, HI 96753

  3226 Pikai Way, Kihei, HI 96753
• 

  

  /43

  $1,299,000

  • 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
• 

  

  /26

  $1,720,000 Sold Mar 12, 2025

  127 Ahekolo St Unit 13, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft
  • Built 2003

  Last Sold Summary

  • 7% Below List Price
  • $993/SF
  • 25 Days On Market

  Current Estimated Value $1,722,334

  Last Listing Agent Andrea Olson Coldwell Banker Island Prop(S)

  127 Ahekolo St Unit 13, Kihei, HI 96753
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  /48

  Est $2,652,683 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,612 Sq Ft

  3230 Pikai Way, Kihei, HI 96753

  3230 Pikai Way, Kihei, HI 96753
• 

  

  /50

  $2,995,000

  • 4 Beds
  • 4 Baths
  • 2,562 Sq Ft

  8 Manu Ihu Place, Kihei, HI 96753

  Exquisitely renovated Wailea Kai home in one of the closest lots to world-famous Keawakapu Beach! This unique residence fully embraces its Spanish-inspired design, seamlessly merging timeless style with modern finishes. With cooling tile padding softly underfoot and vaulted wood beam ceilings, this light and airy home opens to a central courtyard for dining among vibrant botanicals and a gently

  Jessica Baker Compass-W

  8 Manu Ihu Place, Kihei, HI 96753
• 

  

  /48

  $2,350,000 Sold Apr 30, 2025

  3152 S Noho Loihi Way, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,749 Sq Ft
  • Built 1996

  Last Sold Summary

  • $1,344/SF
  • 8 Days On Market

  Current Estimated Value $2,230,272

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

  3152 S Noho Loihi Way, Kihei, HI 96753
• 

  

  /30

  Est $2,517,934 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,109 Sq Ft

  79 Pukolu Place, Kihei, HI 96753

  79 Pukolu Place, Kihei, HI 96753
• 

  

  /50

  $3,999,000

  • 3 Beds
  • 3 Baths
  • 1,742 Sq Ft

  30 Kai Malu Dr Unit 201, Kihei, HI 96753

  The one you’ve been waiting for at La’i Loa! Pride of ownership shines in this premier 3 bedroom, 3 bath villa, set in the most coveted location of the community. Villa 4C (aka 30-201) offers epic ocean and golf course views and allows you to enjoy one of the closest proximities to the exclusive recreational center. Blending elegance and comfort, the spacious open concept layout features upgraded

  Dano Sayles Coldwell Banker Island Prop(S)

  30 Kai Malu Dr Unit 201, Kihei, HI 96753
• 

  

  /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

  Last Listing Agent Josh Jerman Hawaii Life (W)

  194 E Panana Place, Kihei, HI 96753
• 

  

  /34

  Est $2,172,722 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,210 Sq Ft

  21 Waikai St, Kihei, HI 96753

  21 Waikai St, Kihei, HI 96753
• 

  

  /49

  $1,100,000

  • 1 Bed
  • 1 Bath
  • 792 Sq Ft

  3300 Wailea Alanui Dr Unit 25C, Kihei, HI 96753

  This charming, private ground-floor 1-bedroom, 1-bathroom end-unit is flooded with natural light and has been meticulously maintained. From the spacious living area, kitchen, and extended tiled lanai, you'll enjoy beautiful views of the lush garden. The unit perfectly blends indoor and outdoor living, with direct access from the kitchen that's ideal for alfresco dining. It's like stepping into

  David McAlear Coldwell Banker Island Prop-Ku

  3300 Wailea Alanui Dr Unit 25C, Kihei, HI 96753
• 

  

  /5

  $1,199,000 Sold Oct 15, 2025

  769 Kumulani Dr, Wailea-Makena, HI 96753

  • Land
  • 0.5 Acre
  • $2,398,000 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 265 Days On Market

  Last Listing Agent Max Baader Pacific Image Properties

  769 Kumulani Dr, Wailea-Makena, HI 96753
• 

  

  /30

  Est $2,827,153 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,419 Sq Ft

  110 Hale Alii Place, Kihei, HI 96753

  110 Hale Alii Place, Kihei, HI 96753
• 

  

  /49

  $4,795,000

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

  3100 Wailea Alanui Dr Unit 17, Kihei, HI 96753

  Where do timeless design, ultimate privacy, and panoramic ocean vistas all converge in Wailea? Welcome to Papali #17. Perfectly positioned in the community’s premier location, this exquisite residence is being offered for the first time since the original developer release. This single-level three bedroom and three-and-a-half baths provides the comfort and presence of a private home with the

  Dano Sayles Coldwell Banker Island Prop(S)

  3100 Wailea Alanui Dr Unit 17, Kihei, HI 96753
• 

  

  /50

  $3,300,000 Sold Jan 07, 2026

  206 Heleuma Place, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 3,169 Sq Ft
  • Built 1994

  Last Sold Summary

  • 6% Below List Price
  • $1,041/SF
  • 33 Days On Market

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

  206 Heleuma Place, Kihei, HI 96753
• 

  

  /30

  Est $2,772,694 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,277 Sq Ft

  3343 Kuaua Place, Kihei, HI 96753

  3343 Kuaua Place, Kihei, HI 96753

Showing Results 481 - 520, Page 13 of 18