Wailea, HI Homes

• 

  

  

  /38

  $1,475,000

  Sold May 08, 2026

  3414 Keha Dr Unit B, Kihei, HI 96753

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Built 2025

  Last Sold Summary

  • 8% Below List Price
  • $1,756/SF
  • 108 Days On Market

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

  3414 Keha Dr Unit B, Kihei, HI 96753
• 

  

  

  /50

  Est $2,609,274

  Not Listed For Sale

  20 Kainui Loop Unit 74B, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,796 Sq Ft
  • Built 2007

  20 Kainui Loop Unit 74B, Kihei, HI 96753

  Last Sold Summary

  • 15 Days On Market
• 

  

  

  /50

  $8,740,000

  • 5 Beds
  • 6 Baths
  • 4,913 Sq Ft

  4000 Wailea Alanui Dr Unit 802/804, Kihei, HI 96753

  Wailea Point Residence 802 & 804 is an exquisite, rare, double residence featuring 5 bedrooms and 6 full bathrooms. Enjoy unobstructed panoramic ocean and sunset views from four ocean-view lanais or from inside the expansive great room, enhanced by the upgraded, dual-mitered glass bay “aquarium” windows that dramatically enhance the vistas and whale watching (in season). This turnkey

  Dave Wagner Wailea Point Realty, Inc.

  4000 Wailea Alanui Dr Unit 802/804, Kihei, HI 96753
• 

  

  

  /50

  $1,550,000

  Sold Nov 17, 2025

  3950 Kalai Waa St Unit L101, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,568 Sq Ft
  • Built 1998

  Last Sold Summary

  • 22% Below List Price
  • $989/SF
  • 298 Days On Market

  Current Estimated Value $1,561,345

  Last Listing Agent Todd Hudson Keller Williams Realty Maui-Ki

  3950 Kalai Waa St Unit L101, Kihei, HI 96753
• 

  

  

  /42

  Est $2,302,455

  Not Listed For Sale

  145 Kai La Place Unit 34A, Kihei, HI 96753

  • 3 Beds
  • 2.5 Baths
  • 1,095,970 Sq Ft
  • Built 2006

  145 Kai La Place Unit 34A, Kihei, HI 96753

  Last Sold Summary

  • 2 Days On Market
• 

  

  /49

  $6,350,000

  • 3 Beds
  • 3 Baths
  • 2,892 Sq Ft

  3800 Wailea Alanui Dr Unit 208, Kihei, HI 96753

  Where the ocean whispers at your doorstep & refined luxury defines every detail, Wailea Beach Villas K-208 presents a rare chance to own a Premier Beachfront retreat with Legal Hotel-Resort Zoning. Framed by the golden sands of Wailea Beach & steps from the Four Seasons Maui & The Grand Wailea, this luxurious villa is a front-row seat to the best of Maui, where sunrise coffee carries the scent of

  Robbie Dein Maui Real Estate Advisors LLC

  3800 Wailea Alanui Dr Unit 208, Kihei, HI 96753
• 

  

  /47

  $2,395,000

  Sold Mar 04, 2026

  30 Hoawaa Way, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,948 Sq Ft
  • Built 1988

  Last Sold Summary

  • 11% Below List Price
  • $1,229/SF
  • 178 Days On Market

  Current Estimated Value $2,344,892

  Last Listing Agent Art Manzano eXp Realty

  30 Hoawaa Way, Kihei, HI 96753
• 

  

  /50

  Est $2,715,574

  Not Listed For Sale

  104 Kai La Place Unit 26A, Kihei, HI 96753

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

  104 Kai La Place Unit 26A, Kihei, HI 96753

  Last Sold Summary

  • 42 Days On Market
• 

  

  /50

  $2,998,000

  $351K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,822 Sq Ft

  4000 Wailea Alanui Dr Unit 1904, Kihei, HI 96753

  From the moment you enter Wailea Point 1904, the world seems to pause. Before you lies a sea of liquid blue: waves shimmering under the sun, clouds drifting like silk across the West Maui Mountains, and the scent of salt carried on the breeze. It’s not just a view; it’s an experience that reaches into your senses and holds you there, suspended between sea and sky. Polished marble floors guide you

  Robbie Dein Maui Real Estate Advisors LLC

  4000 Wailea Alanui Dr Unit 1904, Kihei, HI 96753
• 

  

  /45

  $2,550,000

  Sold Dec 31, 2025

  3300 Wailea Alanui Dr Unit 38F, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,205 Sq Ft
  • Built 1976

  Last Sold Summary

  • 9% Below List Price
  • $2,116/SF
  • 227 Days On Market

  Current Estimated Value $2,437,044

  Last Listing Agent Marcus Nygren Coldwell Banker Island Prop(S)

  3300 Wailea Alanui Dr Unit 38F, Kihei, HI 96753
• 

  

  /50

  Est $2,813,966

  Not Listed For Sale

  106 Kai La Place Unit 27B, Kihei, HI 96753

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

  106 Kai La Place Unit 27B, Kihei, HI 96753

  Last Sold Summary

  • 21 Days On Market
• 

  

  /50

  $13,495,000

  $1M PRICE DROP

  • 4 Beds
  • 6 Baths
  • 4,273 Sq Ft

  4000 Wailea Alanui Dr Unit 1202/1204, Kihei, HI 96753

  A 'WORK OF ART’. A 'LEGACY PROPERTY'. An ‘Equity Location’. A luxurious marriage of two Wailea Point oceanfront units at Maui's finest Condominium Project! When a lifelong collector with her heart in The Arts collaborates with a world-class interior designer, & engages Maui's most accomplished condominium contractor, the result is this ENVIRONMENT PAR-EXCELLENCE! Upon entering, it's like being on

  Robbie Dein Maui Real Estate Advisors LLC

  4000 Wailea Alanui Dr Unit 1202/1204, Kihei, HI 96753
• 

  

  /42

  $3,750,000

  Sold Jun 10, 2026

  4400 Makena Rd Unit 107, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,186 Sq Ft
  • Built 1981

  Last Sold Summary

  • 6% Below List Price
  • $3,162/SF
  • 72 Days On Market

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

  4400 Makena Rd Unit 107, Kihei, HI 96753
• 

  

  /50

  Est $3,743,669

  Not Listed For Sale

  181 Hokai Place, Kihei, HI 96753

  • 4 Beds
  • 3 Baths
  • 4,004 Sq Ft
  • Built 2003

  181 Hokai Place, Kihei, HI 96753

  Last Sold Summary

  • 49 Days On Market
• 

  

  /50

  $13,900,000

  • 3 Beds
  • 3 Baths
  • 3,850 Sq Ft

  4000 Wailea Alanui Dr Unit 1602, Kihei, HI 96753

  FABULOUS world class Wailea Point “double” unit with a MOST DYNAMIC ocean & beach front location. Perhaps the finest condominium residence in Hawaii, no expense was spared to set this exclusive Maui home apart. Unsurpassed world class views, from iconic Polo Beach and the Makena coastline, to the vast Pacific and offshore islands, and north to the Kihei & Maalaea coastlines. Just steps to the

  Dave Wagner Wailea Point Realty, Inc.

  4000 Wailea Alanui Dr Unit 1602, Kihei, HI 96753
• 

  

  /50

  $2,100,000

  Sold Jul 01, 2025

  360 Kai Malu Place Unit 49B, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,852 Sq Ft
  • Built 2007

  Last Sold Summary

  • 29% Below List Price
  • $1,134/SF
  • 358 Days On Market

  Current Estimated Value $2,198,995

  Last Listing Agent Kathy Worley Pali Kai Inc

  360 Kai Malu Place Unit 49B, Kihei, HI 96753
• 

  

  /45

  Est $3,351,540

  Not Listed For Sale

  168 Hokai Place, Kihei, HI 96753

  • 4 Beds
  • 4 Baths
  • 3,307 Sq Ft
  • Built 2005

  168 Hokai Place, Kihei, HI 96753

  Last Sold Summary

  • 11 Days On Market
• 

  

  /50

  $4,650,000

  $240K PRICE DROP

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

  21 Kiloa St Unit 4, Kihei, HI 96753

  E Komo Mai and welcome to Ho'olei 21-4, an elegant 3 bed, 3.5 bath townhome located in the heart of Wailea, Maui. This Hotel Zoned property boasts wonderful ocean views and is offered tastefully furnished, totally turnkey, and is active and successful in the Grand Wailea's exclusive vacation rental program. The Plumeria floor plan enjoys the widest lanai and forward most position of the building,

  Lucas Woodford Hawaii Life (W)

  21 Kiloa St Unit 4, Kihei, HI 96753
• 

  

  /44

  $1,541,000

  Sold Dec 18, 2025

  10 Wailea Ekolu Place Unit 706, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,071 Sq Ft
  • Built 1979

  Last Sold Summary

  • 14% Below List Price
  • $1,439/SF
  • 262 Days On Market

  Current Estimated Value $1,519,658

  Last Listing Agent Jai Jimenez Hawaii Life (W)

  10 Wailea Ekolu Place Unit 706, Kihei, HI 96753
• 

  

  /50

  Est $2,240,014

  Not Listed For Sale

  109 Hokai Place, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,852 Sq Ft
  • Built 2003

  109 Hokai Place, Kihei, HI 96753

  Last Sold Summary

  • 112 Days On Market
• 

  

  /48

  $8,900,000

  • 3 Beds
  • 3 Baths
  • 2,778 Sq Ft

  4000 Wailea Alanui Dr Unit 502, Kihei, HI 96753

  Positioned in the coveted front row of Wailea Point, Residence 502 sits just 75 feet from the surveyed shoreline, offering commanding southwest-facing views of Molokini Crater and the resort’s iconic blowhole. Given the slight elevation directly on the ocean, the home is perfectly situated for dramatic vistas and exceptional privacy from the oceanfront path below. The residence underwent a

  Dave Wagner Wailea Point Realty, Inc.

  4000 Wailea Alanui Dr Unit 502, Kihei, HI 96753
• 

  /2

  $5,990,000

  Sold May 15, 2026

  3600 Wailea Alanui Dr Unit 1603, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,363 Sq Ft
  • Built 1981

  Last Sold Summary

  • $4,395/SF
  • 0 Days On Market

  Current Estimated Value $3,450,477

  Last Listing Agent Ryan MacLaughlin Island Sotheby's International Realty(W)

  3600 Wailea Alanui Dr Unit 1603, Kihei, HI 96753
• 

  

  /50

  Est $2,637,210

  Not Listed For Sale

  141 Hokai Place, Kihei, HI 96753

  • 4 Beds
  • 4 Baths
  • 2,673 Sq Ft
  • Built 2006

  141 Hokai Place, Kihei, HI 96753

  Last Sold Summary

  • 33 Days On Market
• 

  

  /49

  $1,650,000

  $300K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,203 Sq Ft

  301 Ohina Place, Kihei, HI 96753

  Gorgeous home with a legal attached ohana located on a quiet cul-de-sac just up the hill from Kamaole Beach Park III and Keawakapu Beach. This distinctive property, constructed with beautiful cedar siding on a solid slab foundation, features a 4-bedroom, 2-bath main home on the upper level with open beam vaulted ceilings, dual system air conditioning, and a fully remodeled kitchen. The home also

  Travis Speck Redfin Corporation

  301 Ohina Place, Kihei, HI 96753
• 

  

  /47

  $6,485,000

  Sold Sep 05, 2025

  3885 Wailea Ekolu Place, Kihei, HI 96753

  • 4 Beds
  • 4 Baths
  • 4,588 Sq Ft
  • Built 1998

  Last Sold Summary

  • 18% Below List Price
  • $1,413/SF
  • 195 Days On Market

  Current Estimated Value $6,300,844

  Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC

  3885 Wailea Ekolu Place, Kihei, HI 96753
• 

  

  /49

  Est $1,879,562

  Not Listed For Sale

  98 Ahekolo St, Kihei, HI 96753

  • 5 Beds
  • 4 Baths
  • 2,660 Sq Ft
  • Built 2004

  98 Ahekolo St, Kihei, HI 96753

  Last Sold Summary

  • 15 Days On Market
• 

  

  /49

  $5,895,000

  $205K PRICE DROP

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

  3800 Wailea Alanui Dr Unit 511, Kihei, HI 96753

  Welcome to this stunning top-floor oceanfront residence in the exclusive Penthouse building at Wailea Beach Villas. This tranquil 2-bedroom, 2-bath + den villa offers over 2,000 square feet of thoughtfully designed indoor and outdoor living space, seamlessly blending contemporary elegance with relaxed island sophistication. Perched approximately 100 feet above the Pacific Ocean, the villa

  Myriam Haynal Coldwell Banker Island Prop-Ku

  3800 Wailea Alanui Dr Unit 511, Kihei, HI 96753
• 

  

  /43

  $622,000

  Sold Sep 02, 2025

  2881 S Kihei Rd Unit 55, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,115 Sq Ft
  • Built 1981

  Last Sold Summary

  • 27% Below List Price
  • $558/SF
  • 116 Days On Market

  Current Estimated Value $835,002

  Last Listing Agent Josh Jerman Hawaii Life (W)

  2881 S Kihei Rd Unit 55, Kihei, HI 96753
• 

  

  /48

  Est $1,846,779

  Not Listed For Sale

  168 Ahekolo Place, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 2,124 Sq Ft
  • Built 2004

  168 Ahekolo Place, Kihei, HI 96753

  Last Sold Summary

  • 151 Days On Market
• 

  

  /37

  $819,000

  $30K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 10-213, Kihei, HI 96753

  Welcome to your Maui getaway at Kamaole Sands, Building 10! This 1 bedroom, 2 bathroom condo has been completely upgraded and designed with comfort and style in mind. One of the best features is the large lanai with sweeping ocean views — it truly feels like an extra room where you can relax, dine, or just soak in the sunsets. Inside, you’ll find tile flooring throughout and a custom built-in

  Alex Abreu Hawaii Life (W)

  2695 S Kihei Rd Unit 10-213, Kihei, HI 96753
• 

  

  /41

  $2,900,000

  Sold Mar 30, 2026

  3076 Manu Hope Place, Kihei, HI 96753

  • 4 Beds
  • 4 Baths
  • 2,526 Sq Ft
  • Built 1985

  Last Sold Summary

  • 9% Below List Price
  • $1,148/SF
  • 39 Days On Market

  Current Estimated Value $2,858,710

  Last Listing Agent Meghan Clair Coldwell Banker Island Prop(S)

  3076 Manu Hope Place, Kihei, HI 96753
• 

  

  /45

  Est $1,627,128

  Not Listed For Sale

  119 Ahekolo St, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,650 Sq Ft
  • Built 2003

  119 Ahekolo St, Kihei, HI 96753

  Last Sold Summary

  • 74 Days On Market
• 

  

  /50

  $2,695,000

  • 4 Beds
  • 4 Baths
  • 2,129 Sq Ft

  100 Poailani Place Unit 29, Wailea-Makena, HI 96753

  Also listed as Residential MLS# 409490. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and

  Don McEntire McEntire Realty

  100 Poailani Place Unit 29, Wailea-Makena, HI 96753
• 

  

  /42

  $1,975,000

  Sold Apr 22, 2026

  3300 Wailea Alanui Dr Unit 3A, Kihei, HI 96753

  • 2 Beds
  • 3 Baths
  • 1,575 Sq Ft
  • Built 1976

  Last Sold Summary

  • 16% Below List Price
  • $1,254/SF
  • 338 Days On Market

  Current Estimated Value $1,982,185

  Last Listing Agent Marcus Nygren Coldwell Banker Island Prop(S)

  3300 Wailea Alanui Dr Unit 3A, Kihei, HI 96753
• 

  

  /37

  Est $2,584,514

  Not Listed For Sale

  131 Ponana St, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 2,564 Sq Ft
  • Built 2016

  131 Ponana St, Kihei, HI 96753

  Last Sold Summary

  • 54 Days On Market
• 

  

  /48

  $2,200,000

  $350K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,215 Sq Ft

  614 Kupulau Dr, Kihei, HI 96753

  Up to 3 units total. 3 Bed 2 Bath Main Dwelling + Attached Studio Ohana + 1 Bed 1 Bath Unattached Cottage Ohana with lanais on both buildings. Maui Meadows is renowned for its awe-inspiring ocean views. Prominently situated with a single level on the hillside, you'll discover within this contemporary elegant home, a spacious living-room kitchen area that seamlessly extends to the highlight of the

  Lucas Peterson Bello Realty Inc

  614 Kupulau Dr, Kihei, HI 96753
• 

  

  /29

  $925,000

  Sold Sep 12, 2025

  2737 S Kihei Rd Unit 5-274, Kihei, HI 96753

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

  Last Sold Summary

  • 3% Below List Price
  • $832/SF
  • 25 Days On Market

  Current Estimated Value $927,243

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

  2737 S Kihei Rd Unit 5-274, Kihei, HI 96753
• 

  

  /31

  Est $1,786,595

  Not Listed For Sale

  119 Ponana St, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft
  • Built 2018

  119 Ponana St, Kihei, HI 96753

  Last Sold Summary

  • 27 Days On Market
• 

  

  /43

  $3,300,000

  • 2 Beds
  • 3 Baths
  • 1,584 Sq Ft

  4000 Wailea Alanui Dr Unit 2101, Kihei, HI 96753

  Wailea Point 2101 is a rare, single-level residence featuring 2 bedrooms and 3 bathrooms with the convenience of no-stair entry. Enjoy breathtaking ocean and garden views, complemented by the stunning “bonus” views of Haleakala and the West Maui mountains. The open-concept kitchen is perhaps the most popular remodel scope of work in Wailea Point, and it’s already done in this lovely home,

  Dave Wagner Wailea Point Realty, Inc.

  4000 Wailea Alanui Dr Unit 2101, Kihei, HI 96753
• 

  

  /50

  $2,330,000

  Sold Aug 11, 2025

  62 Ponana St, Kihei, HI 96753

  • 4 Beds
  • 3 Baths
  • 2,073 Sq Ft
  • Built 2001

  Last Sold Summary

  • 9% Below List Price
  • $1,124/SF
  • 65 Days On Market

  Current Estimated Value $2,264,488

  Last Listing Agent Stephanie Dutcher Coldwell Banker Island Prop-Ku

  62 Ponana St, Kihei, HI 96753

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