Wailea, HI Homes

• 

  

  

  /43

  Est $2,247,325

  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

  • 142 Days On Market

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

  

  

  /48

  $2,875,000

  • 2 Beds
  • 2 Baths
  • 1,374 Sq Ft

  78 Kai Malu Dr Unit 202 (14D), Kihei, HI 96753

  Experience elevated island living at La‘i Loa Wailea, Wailea’s newest luxury condominium development, in this beautiful 2-bedroom, 2-bath 1,374 sq. ft. residence offering beautiful ocean and Molokini views from the spacious lanai. Designed to embrace Maui’s coveted indoor-outdoor lifestyle, this luxury condominium blends modern elegance, comfort, and resort-style amenities within one of South

  Spring Lee Polaris Pacific

  78 Kai Malu Dr Unit 202 (14D), Kihei, HI 96753
• 

  

  

  /50

  $2,700,000

  Sold Jan 02, 2026

  153 Hokai Place, Kihei, HI 96753

  • 5 Beds
  • 3 Baths
  • 3,175 Sq Ft
  • Built 2004

  Last Sold Summary

  • 10% Below List Price
  • $850/SF
  • 25 Days On Market

  Current Estimated Value $2,687,379

  Last Listing Agent Lydia Pedro Hawaii Life (W)

  153 Hokai Place, Kihei, HI 96753
• 

  

  

  /50

  Est $1,914,584

  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

  • 68 Days On Market

  Last Listing Agent Dale Richardson Hawaii Life (W)
• 

  

  

  /44

  $449,000

  $100K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 719 Sq Ft

  2747 S Kihei Rd Unit B203, Kihei, HI 96753

  Fantastic opportunity to own a beautifully updated condo in sunny South Kihei! This 2-bedroom, 2-bath condo in Kihei Shores, Building B, is ideally located on the second floor and just a short stroll from the golden sands of Kamaole III Beach Park. Enjoy the convenience of being close to shopping, dining, and a wide variety of island activities. On-site amenities include a sparkling pool,

  Holly Crouse Maui Realty Connections

  2747 S Kihei Rd Unit B203, Kihei, HI 96753
• 

  

  /23

  $1,800,000

  Sold Jul 14, 2026

  71 Poailani Place Unit 14, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 2,229 Sq Ft
  • Built 2006

  Last Sold Summary

  • 10% Below List Price
  • $808/SF
  • 214 Days On Market

  Current Estimated Value $2,104,883

  Last Listing Agent Jude Augustine REMAX Resort Realty

  71 Poailani Place Unit 14, Kihei, HI 96753
• 

  

  /49

  Est $1,671,430

  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

  • 175 Days On Market

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

  

  /50

  $3,695,000

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

  208 Holomoana Way Unit 14B, Wailea, HI 96753

  Makali’i Magnificence! Premium top row position with unbelievable Ocean and Outer Island views! Makali’i #14B is arguably the best location in the community with expansive and unobstructed views. This gently lived in home has gorgeous finishes throughout with smooth tile floors extending in all directions. The chef’s kitchen is exquisite with high quality SubZero, Wolf, and Cove stainless

  Dale Richardson Hawaii Life (W)

  208 Holomoana Way Unit 14B, Wailea, HI 96753
• 

  

  /40

  $1,320,000

  Sold Feb 11, 2026

  2757 S Kihei Rd Unit 403, Kihei, HI 96753

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

  Last Sold Summary

  • 16% Below List Price
  • $950/SF
  • 370 Days On Market

  Current Estimated Value $1,296,211

  Last Listing Agent Matthew Tarasenko PMI Maui

  2757 S Kihei Rd Unit 403, Kihei, HI 96753
• 

  

  /47

  Est $1,408,336

  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

  • 38 Days On Market

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

  

  /26

  $999,500

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

  3950 Kalai Waa St Unit U202, Kihei, HI 96753

  Best Value in Wailea! Come fall in love with this beautifully remodeled Wailea Fairway Villas second floor unit. Attention to detail is evident throughout from the abundance of recessed LED lighting to the built-in closet organizers in each bedroom, the 3 split A/C system, built-in storage cabinets, and even a Pulse Showerspa shower system. Freshly painted with a warm and inviting color palette

  Adam Falb Berkshire Hathaway Maui Prop-W

  3950 Kalai Waa St Unit U202, Kihei, HI 96753
• 

  

  /41

  $800,000

  Sold Nov 04, 2025

  155 Wailea Ike Place Unit 67, Kihei, HI 96753

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

  Last Sold Summary

  • 26% Below List Price
  • $881/SF
  • 342 Days On Market

  Current Estimated Value $1,041,947

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

  155 Wailea Ike Place Unit 67, Kihei, HI 96753
• 

  

  /48

  Est $1,224,747

  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

  • 79 Days On Market

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

  

  /22

  $13,900,000

  • 4 Beds
  • 4 Baths
  • 3,820 Sq Ft

  4000 Wailea Alanui Dr Unit 101, Kihei, HI 96753

  Level One oceanfront at Wailea Point — Hawaii's finest residential condominium, nestled between Wailea Beach and Polo Beach on Maui's coveted Gold Coast. 3,820 SF · 4 bed · 4 bath · 180-degree unobstructed Pacific and island views · 46 feet above the shore. One bedroom functions as a den. From the moment the door opens, the reaction is immediate — an arrival that announces itself before a single

  LaTasha Baldwin Engel & Volkers Maui

  4000 Wailea Alanui Dr Unit 101, Kihei, HI 96753
• 

  

  /32

  $1,200,000

  Sold Jul 31, 2026

  239 Keonekai Rd, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,896 Sq Ft
  • Built 1994

  Last Sold Summary

  • $633/SF
  • 8 Days On Market

  Current Estimated Value $1,474,684

  Last Listing Agent Marilyn Griffin Island Sotheby's International Realty(W)

  239 Keonekai Rd, Kihei, HI 96753
• 

  

  /50

  Est $1,319,066

  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

  • 145 Days On Market

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

  

  /47

  $1,800,000

  $100K PRICE DROP

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

  3150 Wailea Alanui Dr Unit 3202, Kihei, HI 96753

  Wailea Palms #3202 boasts a private location in the complex overlooking meticulously manicured lawn, gardens and putting green where one can enjoy splendid sunsets, perfectly framed with palm trees and lush landscaping. The light-filled living area has west-facing windows which open to a spacious living area and a stunning view of the ocean. Relax and enjoy the ocean view from your lanai, living

  Mardi Werner Coldwell Banker Island Prop-Ku

  3150 Wailea Alanui Dr Unit 3202, Kihei, HI 96753
• 

  

  /33

  $980,000

  Sold Feb 06, 2026

  10 Wailea Ekolu Place Unit 408, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 866 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Below List Price
  • $1,132/SF
  • 8 Days On Market

  Current Estimated Value $1,160,044

  Last Listing Agent David McAlear Coldwell Banker Island Prop-Ku

  10 Wailea Ekolu Place Unit 408, Kihei, HI 96753
• 

  

  /43

  Est $1,494,673

  Not Listed For Sale

  3200 Wailea Alanui Dr Unit 1101, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,194 Sq Ft
  • Built 1990

  3200 Wailea Alanui Dr Unit 1101, Kihei, HI 96753

  Last Sold Summary

  • 138 Days On Market

  Last Listing Agent Kathy Englert Rentals Maui Inc
• 

  

  /39

  $550,000

  Pending

  • 2 Beds
  • 2 Baths
  • 750 Sq Ft

  160 Keonekai Rd Unit 21-101, Kihei, HI 96753

  Welcome to Keonekai Villages 21-101, a desirable ground-floor corner unit offering the perfect blend of comfort, convenience, and island living. This move-in-ready 2-bedroom, 1.5-bath condo features a beautifully remodeled kitchen with modern finishes, ample cabinetry, and an open layout ideal for everyday living and entertaining. Freshly painted throughout and enhanced with stylish new light

  Mandy Trella Coldwell Banker Island Prop-Ku

  160 Keonekai Rd Unit 21-101, Kihei, HI 96753
• 

  /2

  $750,000

  Sold Apr 30, 2026

  2777 S Kihei Rd Unit 110, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 1,039 Sq Ft
  • Built 1990

  Last Sold Summary

  • $722/SF
  • 0 Days On Market

  Current Estimated Value $720,859

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

  2777 S Kihei Rd Unit 110, Kihei, HI 96753
• 

  

  /45

  Est $1,373,060

  Not Listed For Sale

  3200 Wailea Alanui Dr Unit 1001, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • Built 1990

  3200 Wailea Alanui Dr Unit 1001, Kihei, HI 96753

  Last Sold Summary

  • 189 Days On Market

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

  

  /50

  $2,900,000

  • 3 Beds
  • 3 Baths
  • 1,574 Sq Ft

  137 Holomoana Way Unit 4A, Kihei, HI 96753

  Ocean view residence at Makali'i at Wailea, offered fully furnished with a custom modern interior package. This thoughtfully designed home features contemporary finishes, open-concept living, and seamless indoor-outdoor flow ideal for enjoying Maui’s year-round climate. Located in one of Wailea’s newest communities, just minutes to world-class beaches, golf, dining, and shopping. Owner holds

  Ryan MacLaughlin Island Sotheby's International Realty(W)

  137 Holomoana Way Unit 4A, Kihei, HI 96753
• 

  

  /26

  $475,000

  Sold Apr 21, 2026

  160 Keonekai Rd Unit 16-102, Kihei, HI 96753

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

  Last Sold Summary

  • $633/SF
  • 2 Days On Market

  Current Estimated Value $503,014

  Last Listing Agent Paul Ferrall Coldwell Banker Island Prop-Ku

  160 Keonekai Rd Unit 16-102, Kihei, HI 96753
• 

  

  /33

  Est $1,253,209

  Not Listed For Sale

  3200 Wailea Alanui Dr Unit 604, Kihei, HI 96753

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

  3200 Wailea Alanui Dr Unit 604, Kihei, HI 96753

  Last Sold Summary

  • 240 Days On Market

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

  

  /25

  $499,900

  $100K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft

  2737 S Kihei Rd Unit 126, Kihei, HI 96753

  Remodeled, Turnkey, and Priced to Sell! Unit 126 at Hale Kamaole is a rare find. This active vacation rental has been fully updated including rigid core flooring and comes completely furnished. Located directly across from Kamaole III, guests and owners love the prime location and resort amenities including two pools and tennis/pickleball courts. A premier South Maui investment offered at an

  Joshua McKim Luxe Maui Properties LLC

  2737 S Kihei Rd Unit 126, Kihei, HI 96753
• 

  

  /41

  $375,000

  Sold Jul 30, 2026

  2747 S Kihei Rd Unit D102, Kihei, HI 96753

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

  Last Sold Summary

  • 22% Below List Price
  • $522/SF
  • 105 Days On Market

  Current Estimated Value $448,620

  Last Listing Agent Gloria Ezera REMAX Hawaii Maui

  2747 S Kihei Rd Unit D102, Kihei, HI 96753
• 

  

  /38

  Est $1,329,285

  Not Listed For Sale

  3200 Wailea Alanui Dr Unit 203, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,194 Sq Ft
  • Built 1990

  3200 Wailea Alanui Dr Unit 203, Kihei, HI 96753

  Last Sold Summary

  • 118 Days On Market

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

  

  /32

  $1,250,000

  $145K PRICE DROP

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

  10 Wailea Ekolu Place Unit 1603, Kihei, HI 96753

  Relax and Enjoy Ultimate Privacy! Enter your new Wailea place of peace, serenity and tranquility. This 2 Bedroom 2 Bath Vacation Rental Condo has been beautifully renovated and it is nestled in a lush tropical and private setting in Wailea. Surrounded by vibrant greenery and swaying palm trees, this condominium offers a peaceful retreat where you can relax and unwind. The interior is thoughtfully

  Dale Richardson Hawaii Life (W)

  10 Wailea Ekolu Place Unit 1603, Kihei, HI 96753
• 

  

  /50

  $1,680,000

  Sold Mar 13, 2026

  2871 Ohina St, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Below List Price
  • $915/SF
  • 13 Days On Market

  Current Estimated Value $1,655,671

  Last Listing Agent Dennis Carhart Coldwell Banker Island Prop(S)

  2871 Ohina St, Kihei, HI 96753
• 

  

  /31

  Est $1,590,245

  Not Listed For Sale

  10 Wailea Ekolu Place Unit 1507, Kihei, HI 96753

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

  10 Wailea Ekolu Place Unit 1507, Kihei, HI 96753

  Last Sold Summary

  • 115 Days On Market

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

  

  /41

  $1,550,000

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

  3200 Wailea Alanui Dr Unit 304, Kihei, HI 96753

  If you’re looking for the ultimate Maui property, this is it! This luxury top-floor condo at the highly sought-after Palms at Wailea puts you just steps from the spectacular resort-style pool, relaxing Jacuzzi, and all the amenities that make this community so desirable. Beautifully maintained and fully air-conditioned, this spacious two-bedroom, two-bath residence offers approximately 1,200

  Kento Tanaka-Tamaki Coldwell Banker Island Prop(S)

  3200 Wailea Alanui Dr Unit 304, Kihei, HI 96753
• 

  

  /45

  $999,000

  Sold Mar 09, 2026

  2777 S Kihei Rd Unit 104, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 1,039 Sq Ft
  • Built 1990

  Last Sold Summary

  • 20% Below List Price
  • $962/SF
  • 307 Days On Market

  Current Estimated Value $817,843

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

  2777 S Kihei Rd Unit 104, Kihei, HI 96753
• 

  

  /45

  Est $1,575,028

  Not Listed For Sale

  10 Wailea Ekolu Place Unit 1305, Kihei, HI 96753

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

  10 Wailea Ekolu Place Unit 1305, Kihei, HI 96753

  Last Sold Summary

  • 111 Days On Market

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

  

  /31

  $15,500,000

  • 3 Beds
  • 3 Baths
  • 5,468 Sq Ft

  3002 S Kihei Rd, Kihei, HI 96753

  Hawaiiana meets contemporary design with this exceptional estate on the pristine shores of Keawakapu Beach. The property has been approved for a renovation expanding the home to a 5-bedroom, 5-bath home. Construction to commence early 2026. Beyond the gated entrance lies a world of relaxation and rejuvenation, where quality adjoins an unrivaled location. Upon entering the property, you're

  Josh Jerman Hawaii Life (W)

  3002 S Kihei Rd, Kihei, HI 96753
• 

  

  /42

  $2,400,000

  Sold Feb 25, 2026

  137 Hoohale St, Kihei, HI 96753

  • 4 Beds
  • 4 Baths
  • 2,490 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Below List Price
  • $964/SF
  • 78 Days On Market

  Current Estimated Value $2,339,293

  Last Listing Agent David Richardson Hawaii Life (W)

  137 Hoohale St, Kihei, HI 96753
• 

  

  /33

  Est $1,509,499

  Not Listed For Sale

  10 Wailea Ekolu Place Unit 1207, Kihei, HI 96753

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

  10 Wailea Ekolu Place Unit 1207, Kihei, HI 96753

  Last Sold Summary

  • 194 Days On Market

  Last Listing Agent Nancy Beebe Hawaii Life (W)
• 

  

  /50

  $9,450,000

  $530K PRICE DROP Pending

  • 5 Beds
  • 5 Baths
  • 5,708 Sq Ft

  11 Halapa Place, Kihei, HI 96753

  Nestled within one of Wailea's most coveted residential enclaves, this architecturally refined contemporary residence offers an exceptional blend of privacy, timeless design, and resort-style living. Expansive ocean views anchor both the main living level and the upper primary suite, capturing Maui's dramatic coastline, year-round sunsets, and ever-changing skies. Fleetwood pocketing glass doors

  Diane Pool Hawaii Life (W)

  11 Halapa Place, Kihei, HI 96753
• 

  

  /25

  $418,500

  Sold Apr 21, 2026

  160 Keonekai Rd Unit 18-202, Kihei, HI 96753

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

  Last Sold Summary

  • 16% Below List Price
  • $558/SF
  • 108 Days On Market

  Last Listing Agent Anya MacKay Island Sotheby's International Realty(M)

  160 Keonekai Rd Unit 18-202, Kihei, HI 96753
• 

  

  /50

  Est $1,538,155

  Not Listed For Sale

  10 Wailea Ekolu Place Unit 1006, Kihei, HI 96753

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

  10 Wailea Ekolu Place Unit 1006, Kihei, HI 96753

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Leslie Smith Hawaii Life (W)

Showing Results 601 - 640, Page 16 of 18