Wailea, HI Homes

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  /44

  $1,535,000

  Sold Apr 01, 2026

  500A Mikioi Place, Kihei, HI 96753

  • 1 Bed
  • 1 Bath
  • 684 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Above List Price
  • $2,244/SF
  • 6 Days On Market

  Last Listing Agent Teresa Nelle Island Sotheby's International Realty(L)

  500A Mikioi Place, Kihei, HI 96753
• 

  

  

  /33

  Est $1,233,448

  Not Listed For Sale

  155 Wailea Ike Place Unit 99, Kihei, HI 96753

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

  155 Wailea Ike Place Unit 99, Kihei, HI 96753

  Last Sold Summary

  • 153 Days On Market

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

  

  

  /45

  $20,500,000

  • 3 Beds
  • 4 Baths
  • 3,279 Sq Ft

  3146 S Kihei Rd, Kihei, HI 96753

  Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless Hawaiian residence embraces its unrivaled setting with approximately 2,500 square feet of covered outdoor living space, perfectly suited for beachfront lounging and entertaining. Designed with architectural integrity and island

  David Richardson Hawaii Life (W)

  3146 S Kihei Rd, Kihei, HI 96753
• 

  

  

  /47

  $1,125,000

  Sold Apr 27, 2026

  3150 Wailea Alanui Dr Unit 2504, Kihei, HI 96753

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

  Last Sold Summary

  • 34% Below List Price
  • $942/SF
  • 353 Days On Market

  Current Estimated Value $1,251,355

  Last Listing Agent Amy Ellul Coldwell Banker Island Prop(S)

  3150 Wailea Alanui Dr Unit 2504, Kihei, HI 96753
• 

  

  

  /43

  Est $1,060,584

  Not Listed For Sale

  155 Wailea Ike Place Unit 92, Kihei, HI 96753

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

  155 Wailea Ike Place Unit 92, Kihei, HI 96753

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC
• 

  

  /34

  $2,095,000

  $180K PRICE DROP

  • 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 wide-plank vinyl flooring, new carpeting, and much more! Owners will love the outstanding garden privacy provided by this peaceful home, while still enjoying peek ocean views from an upstairs bedroom! The Lanai and yard area are a spacious outdoor private sanctuary perfect for entertaining,

  Jeff Simon Hawaii Life (W)

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

  

  /49

  $1,900,000

  Sold Mar 23, 2026

  3150 Wailea Alanui Dr Unit 2902, Kihei, HI 96753

  • 2 Beds
  • 3 Baths
  • 1,559 Sq Ft
  • Built 1992

  Last Sold Summary

  • 17% Below List Price
  • $1,219/SF
  • 115 Days On Market

  Current Estimated Value $1,862,286

  Last Listing Agent Bradley MacArthur Hawaii Life (W)

  3150 Wailea Alanui Dr Unit 2902, Kihei, HI 96753
• 

  

  /29

  Est $1,620,857

  Not Listed For Sale

  155 Wailea Ike Place Unit 83, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,383 Sq Ft
  • Built 1990

  155 Wailea Ike Place Unit 83, Kihei, HI 96753

  Last Sold Summary

  • 47 Days On Market

  Last Listing Agent Philip Campos Island Premier Realty LLC
• 

  

  /40

  $2,995,000

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

  3600 Wailea Alanui Dr Unit 2010, Kihei, HI 96753

  Wailea Elua Unit 2010 presents an exceptional opportunity to own in one of Wailea's most coveted beachfront communities. Ideally positioned on the second floor, this 2 bedroom, 2 bathroom residence offers 1,363 square feet of interior living space with beautiful ocean views and the added privacy of bordering a lush greenbelt. Vaulted ceilings in the living room and guest bedroom create an open,

  Ryan MacLaughlin Island Sotheby's International Realty(W)

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

  

  /34

  $4,150,000

  Sold Jun 03, 2026

  4850 Makena Alanui Unit F207, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,313 Sq Ft
  • Built 1984

  Last Sold Summary

  • 8% Below List Price
  • $3,161/SF
  • 98 Days On Market

  Current Estimated Value $4,142,965

  Last Listing Agent David McAlear Coldwell Banker Island Prop-Ku

  4850 Makena Alanui Unit F207, Kihei, HI 96753
• 

  

  /27

  Est $1,238,086

  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

  • 81 Days On Market

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

  

  /42

  $699,000

  $176K PRICE DROP

  • 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
• 

  

  /50

  $2,375,000

  Sold Jan 29, 2026

  124 Waaula Place, Kihei, HI 96753

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

  Last Sold Summary

  • 11% Below List Price
  • $940/SF
  • 71 Days On Market

  Current Estimated Value $2,357,161

  Last Listing Agent Bradley MacArthur Hawaii Life (W)

  124 Waaula Place, Kihei, HI 96753
• 

  

  /48

  Est $1,453,944

  Not Listed For Sale

  155 Wailea Ike Place Unit 48, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 1989

  155 Wailea Ike Place Unit 48, Kihei, HI 96753

  Last Sold Summary

  • 360 Days On Market

  Last Listing Agent Bradley MacArthur Hawaii Life (W)
• 

  

  /48

  $4,500,000

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

  4000 Wailea Alanui Dr Unit 1203, Kihei, HI 96753

  Experience direct oceanfront, front-row living at Residence 1203 in Wailea Point, offering breathtaking, unobstructed ocean views, spectacular year-round sunsets, and front-row seats for seasonal whale watching—all from one of Maui's premier luxury communities. This spacious single-level, ground-floor residence is complemented by expansive covered and open-air lanais that create an exceptional

  Dave Wagner Wailea Point Realty, Inc.

  4000 Wailea Alanui Dr Unit 1203, Kihei, HI 96753
• 

  

  /27

  $769,000

  Sold Jun 26, 2026

  2695 S Kihei Rd Unit 2-301, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,036 Sq Ft
  • Built 1983

  Last Sold Summary

  • 22% Below List Price
  • $742/SF
  • 353 Days On Market

  Last Listing Agent Michelle Collatos-Ruml Keller Williams Realty Maui-Ka

  2695 S Kihei Rd Unit 2-301, Kihei, HI 96753
• 

  

  /50

  Est $1,319,670

  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

  • 92 Days On Market

  Last Listing Agent Mary Kerstulovich Hawaii Life (W)
• 

  

  /26

  $750,000

  • 1 Bed
  • 2 Baths
  • 908 Sq Ft

  155 Wailea Ike Place Unit 74, Kihei, HI 96753

  Immerse yourself in the essence of Hawaiian paradise at Grand Champions Villa Unit 74, a desired top-floor gem perfectly situated in the uppermost section of the complex. This prime location not only ensures unparalleled privacy but also offers the most coveted, unobstructed views of the shimmering Pacific Ocean and the lush 2nd fairway of the Wailea Blue Golf Course. Surrounded by tropical

  Kento Tanaka-Tamaki Coldwell Banker Island Prop(S)

  155 Wailea Ike Place Unit 74, Kihei, HI 96753
• 

  

  /48

  $4,550,000

  Sold Apr 14, 2026

  4000 Wailea Alanui Dr Unit 3003, Kihei, HI 96753

  • 2 Beds
  • 3 Baths
  • 1,620 Sq Ft
  • Built 1987

  Last Sold Summary

  • 16% Below List Price
  • $2,809/SF
  • 209 Days On Market

  Current Estimated Value $4,460,158

  Last Listing Agent Dave Wagner Wailea Point Realty, Inc.

  4000 Wailea Alanui Dr Unit 3003, Kihei, HI 96753
• 

  

  /40

  Est $1,129,222

  Not Listed For Sale

  155 Wailea Ike Place Unit 16, Kihei, HI 96753

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

  155 Wailea Ike Place Unit 16, Kihei, HI 96753

  Last Sold Summary

  • 53 Days On Market

  Last Listing Agent Laurie Lowson Lowson & Associates
• 

  

  /22

  $799,000

  • 1 Bed
  • 2 Baths
  • 1,039 Sq Ft

  2777 S Kihei Rd Unit 103, Kihei, HI 96753

  Escape to Paradise at Maui Kamaole Experience the ultimate Maui getaway in this beautiful ground-floor condo, located in the highly sought-after Maui Kamaole resort community. Perfectly situated across the street from Maui's renowned Golden Mile beaches, this tropical retreat places you within easy walking distance of pristine beaches, shops, restaurants, and island activities. Maui Kamaole

  Cliff Jordan Coldwell Banker Island Prop(S)

  2777 S Kihei Rd Unit 103, Kihei, HI 96753
• 

  

  /28

  $533,000

  Sold Mar 06, 2026

  3300 Wailea Alanui Dr Unit 39D, Kihei, HI 96753

  • 1 Bed
  • 1 Bath
  • 792 Sq Ft
  • Built 1976

  Last Sold Summary

  • 33% Above List Price
  • $673/SF
  • 15 Days On Market

  Current Estimated Value $1,207,667

  Last Listing Agent Don McEntire McEntire Realty

  3300 Wailea Alanui Dr Unit 39D, Kihei, HI 96753
• 

  

  /49

  Est $5,916,020

  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

  • 560 Days On Market

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

  

  /34

  $619,900

  • 1 Bed
  • 2 Baths
  • 849 Sq Ft

  2777 S Kihei Rd Unit 105, Kihei, HI 96753

  •BEST PRICED MAUI KAMAOLE• This Unit K-105 NEWLY RENOVATED. 849 SQ FT 1 bed, 2 full bathrooms built in 1999 and renovated in 2026. Fresh Sherwin-Williams Pure White interior paint, BRAND NEW Sputnik dining chandelier, NEW recessed lights, newer cabinets with fully adjustable shelves, melamine interiors and under cabinet lighting. NEW Brushed nickel cabinet and door hardware throughout. Newer

  Christine Hamilton Coldwell Banker Island Prop(S)

  2777 S Kihei Rd Unit 105, Kihei, HI 96753
• 

  

  /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

  Current Estimated Value $1,764,872

  Last Listing Agent Randolph Antonio Keller Williams Realty Maui-Ka

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

  

  /35

  Est $4,774,381

  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

  • 316 Days On Market

  Last Listing Agent Bob Hansen Maui Luxury Real Estate LLC
• 

  

  /41

  $4,975,000

  $400K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,609 Sq Ft

  3600 Wailea Alanui Dr Unit 803, Kihei, HI 96753

  Truly one of Wailea's pinnacle properties, Wailea Elua 803 defines single-level luxury living, with a full-scale remodel encompassing the finest in surfaces and amenities and sweeping ocean views from the main living area and Master Suite. Every detail has been refined in this rare 3-bedroom offering (only 7 have come to market in the last 10 years), which is bathed abundantly in natural light

  Kevin Spaise Keller Williams Realty Maui-Ki

  3600 Wailea Alanui Dr Unit 803, Kihei, HI 96753
• 

  

  /42

  $516,000

  Sold May 12, 2026

  160 Keonekai Rd Unit 11-104, Kihei, HI 96753

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

  Last Sold Summary

  • 6% Below List Price
  • $688/SF
  • 27 Days On Market

  Current Estimated Value $511,679

  Last Listing Agent Todd Hudson Keller Williams Realty Maui-Ki

  160 Keonekai Rd Unit 11-104, Kihei, HI 96753
• 

  

  /30

  Est $5,566,975

  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

  • 260 Days On Market

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

  

  /7

  $1,296,000

  • Land
  • 21,780 Sq Ft
  • $2,592,000 per Acre

  769 Kumulani Dr, Wailea-Makena, HI 96753

  Perched along the coveted uppermost street in the highly desirable Maui Meadows neighborhood, this exceptional homesite presents a rare opportunity to create a custom estate in one of South Maui's most sought-after communities. Among the few remaining vacant homesites in this premier location, it offers an exceptional blend of privacy, space, and natural beauty. Situated on the ocean side of the

  Marina Owen The Agency Maui

  769 Kumulani Dr, Wailea-Makena, HI 96753
• 

  

  /47

  $550,000

  Sold Jul 09, 2026

  2695 S Kihei Rd Unit 5-114, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft
  • Built 1983

  Last Sold Summary

  • 12% Below List Price
  • $672/SF
  • 83 Days On Market

  Last Listing Agent Dale Richardson Hawaii Life (W)

  2695 S Kihei Rd Unit 5-114, Kihei, HI 96753
• 

  

  /50

  Est $3,799,191

  Not Listed For Sale

  3800 Wailea Alanui Dr Unit 106, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,899 Sq Ft
  • Built 2005

  3800 Wailea Alanui Dr Unit 106, Kihei, HI 96753

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Karen Olsen Keller Williams Realty Maui-Ki
• 

  

  /49

  $1,950,000

  $200K PRICE DROP

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

  28 Kai La Place Unit 19A, Kihei, HI 96753

  Meticulously maintained 3 bedroom 2.5 bathroom Ocean and Mountain View Kai Malu unit with new plush carpets upstairs, luxury vinyl floors downstairs, beautiful epoxy two car garage floor and new wi-fi garage door opener as well as new hot water heater with timer, new stainless steel refrigerator, and new lanai sunshades. An advantage of this particular unit location is the North facing lanai to

  Adam Falb Berkshire Hathaway Maui Prop-W

  28 Kai La Place Unit 19A, Kihei, HI 96753
• 

  

  /50

  $2,685,000

  Sold Feb 06, 2026

  61 Kainehe Place Unit 13B, Kihei, HI 96753

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

  Last Sold Summary

  • 6% Below List Price
  • $1,495/SF
  • 36 Days On Market

  Current Estimated Value $2,545,682

  Last Listing Agent Hank Rapoza Coldwell Banker Island Prop-Ku

  61 Kainehe Place Unit 13B, Kihei, HI 96753
• 

  

  /49

  Est $1,327,869

  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

  • 25 Days On Market

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

  

  /30

  $9,000,000

  Pending

  • 2 Beds
  • 4 Baths
  • 2,760 Sq Ft

  4584 Makena Rd, Kihei, HI 96753

  Over an acre of direct beachfront in Makena is an exceptional rarity — and 4584 Makena Road stands as one of the most compelling value opportunities along Maui's coastline. Positioned on Poolenalena Beach, the property offers expansive grounds, exceptional privacy, and irreplaceable beach frontage. The existing residence requires renovation, making this an ideal opportunity for investors or end

  Ryan MacLaughlin Island Sotheby's International Realty(W)

  4584 Makena Rd, Kihei, HI 96753
• 

  

  /29

  $1,200,000

  Sold Jul 08, 2026

  10 Wailea Ekolu Place Unit 506, Kihei, HI 96753

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

  Last Sold Summary

  • 20% Below List Price
  • $1,120/SF
  • 52 Days On Market

  Current Estimated Value $1,355,973

  Last Listing Agent Lawrence Endrina Okamoto Realty LLC

  10 Wailea Ekolu Place Unit 506, Kihei, HI 96753
• 

  

  /31

  Est $1,932,112

  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

  • 2 Days On Market

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

  

  /32

  $949,000

  • 1 Bed
  • 1 Bath
  • 504 Sq Ft

  2936 S Kihei Rd Unit 209, Kihei, HI 96753

  Kihei Surfside Unit 209 is OCEANFRONT ON THE ISLAND OF MAUI. GORGEOUS OCEAN VIEWS! Set along South Maui’s treasured shoreline, where seasonal whale watching and sea turtle sightings reflect the natural rhythm of the coast, this contemporary remodeled one-bedroom, one-bath condominium offers an inspiring connection to its surroundings. In the main living area, an entire wall of windows frames

  Jeannie Kong-Evarts Maui Real Estate Advisors LLC

  2936 S Kihei Rd Unit 209, Kihei, HI 96753
• 

  

  /50

  $1,550,000

  Sold May 20, 2026

  521 Kupulau Dr, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 2,111 Sq Ft
  • Built 1974

  Last Sold Summary

  • 35% Below List Price
  • $734/SF
  • 489 Days On Market

  Current Estimated Value $1,733,390

  Last Listing Agent Nancy Nevius Coldwell Banker Island Prop(S)

  521 Kupulau Dr, Kihei, HI 96753

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