Wailea, HI Homes

• 

  

  

  /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. Also, the new retractable sliding screen door allows the gentle trade winds

  Adam Falb Berkshire Hathaway Maui Prop-W

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

  

  

  /50

  Est $1,966,383

  Not Listed For Sale

  3600 Wailea Alanui Dr Unit 2102, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 1,013 Sq Ft
  • Built 1980

  3600 Wailea Alanui Dr Unit 2102, Kihei, HI 96753

  Last Sold Summary

  • 159 Days On Market
• 

  

  

  /26

  $1,300,000

  • 3 Beds
  • 2 Baths
  • 1,237 Sq Ft

  2833 Ohina St, Kihei, HI 96753

  Welcome to easy island living in South Kihei. This charming single-level home offers 3 bedrooms, 2 bathrooms, and a spacious covered lanai, perfect for relaxing or entertaining year-round. Inside, you’ll find a thoughtfully designed kitchen with bamboo cabinetry, granite countertops, and stainless-steel appliances. The primary suite is a private retreat, featuring French doors that open to a

  Lori Powers Island Sotheby's International Realty(L)

  2833 Ohina St, Kihei, HI 96753
• 

  

  

  /41

  Est $3,281,916

  Not Listed For Sale

  3600 Wailea Alanui Dr Unit 1504, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,032,372 Sq Ft
  • Built 1981

  3600 Wailea Alanui Dr Unit 1504, Kihei, HI 96753

  Last Sold Summary

  • 5 Days On Market
• 

  

  

  /30

  $9,000,000

  • 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
• 

  

  /36

  Est $2,598,435

  Not Listed For Sale

  3600 Wailea Alanui Dr Unit 1302, Kihei, HI 96753

  • 1 Bed
  • 1 Bath
  • 1,044,395 Sq Ft
  • Built 1977

  3600 Wailea Alanui Dr Unit 1302, Kihei, HI 96753

  Last Sold Summary

  • 34 Days On Market
• 

  

  /14

  $550,000

  $45K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 728 Sq Ft

  2747 S Kihei Rd Unit H001, Kihei, HI 96753

  Welcome to Kihei Shores, where comfort and convenience meet island living! This ground-floor corner unit offers a prime location just a short walk to Kamaole Beach III, plus access to an on-site pool, hot tub, and lush tropical surroundings. Step inside this beautifully updated 2-bedroom, 2-bathroom condo and experience modern coastal elegance. The open-concept layout is highlighted by gray

  Alex Iskenderian Berkshire Hathaway Maui Prop-L

  2747 S Kihei Rd Unit H001, Kihei, HI 96753
• 

  

  /41

  Est $1,176,975

  Not Listed For Sale

  3300 Wailea Alanui Dr Unit 24B, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 885 Sq Ft
  • Built 1976

  3300 Wailea Alanui Dr Unit 24B, Kihei, HI 96753

  Last Sold Summary

  • 131 Days On Market
• 

  

  /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

  Est $4,407,074

  Not Listed For Sale

  3600 Wailea Alanui Dr Unit 905, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 398,138 Sq Ft
  • Built 1977

  3600 Wailea Alanui Dr Unit 905, Kihei, HI 96753

  Last Sold Summary

  • 78 Days On Market
• 

  

  /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
• 

  

  /48

  Est $3,264,838

  Not Listed For Sale

  3600 Wailea Alanui Dr Unit 201, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,269 Sq Ft
  • Built 1976

  3600 Wailea Alanui Dr Unit 201, Kihei, HI 96753

  Last Sold Summary

  • 25 Days On Market
• 

  

  /44

  $549,000

  • 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
• 

  

  /50

  Est $896,752

  Not Listed For Sale

  3300 Wailea Alanui Dr Unit 52E, Kihei, HI 96753

  • Studio
  • 1 Bath
  • 440,827 Sq Ft
  • Built 1976

  3300 Wailea Alanui Dr Unit 52E, Kihei, HI 96753

  Last Sold Summary

  • 3 Days On Market
• 

  

  /45

  $4,495,000

  Pending

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

  4850 Makena Alanui Unit E205, Kihei, HI 96753

  Welcome to Makena Surf E-205! This rare beachfront condominium is perfectly positioned in the complex and is perched above one of Makena's finest beaches. Enjoy panoramic ocean and outer island views form this beautifully furnished & decorated 2 bedroom, 2 bath unit featuring a spacious open floor plan with living, dining and kitchen areas opening to the expansive lanai for seamless

  Leslie Smith Hawaii Life (W)

  4850 Makena Alanui Unit E205, Kihei, HI 96753
• 

  

  /49

  Est $1,069,894

  Not Listed For Sale

  3300 Wailea Alanui Dr Unit 48E, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 792 Sq Ft
  • Built 1976

  3300 Wailea Alanui Dr Unit 48E, Kihei, HI 96753

  Last Sold Summary

  • 172 Days On Market
• 

  

  /26

  $999,500

  Open Sun 1PM - 5PM

  • 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
• 

  

  /40

  Est $1,174,541

  Not Listed For Sale

  3300 Wailea Alanui Dr Unit 47B, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 952 Sq Ft
  • Built 1976

  3300 Wailea Alanui Dr Unit 47B, Kihei, HI 96753

  Last Sold Summary

  • 149 Days On Market
• 

  

  /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
• 

  

  /35

  Est $1,392,833

  Not Listed For Sale

  3300 Wailea Alanui Dr Unit 40D, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 440,827 Sq Ft
  • Built 1978

  3300 Wailea Alanui Dr Unit 40D, Kihei, HI 96753

  Last Sold Summary

  • 2 Days On Market
• 

  

  /50

  $1,125,000

  • 2 Beds
  • 2 Baths
  • 1,052 Sq Ft

  2777 S Kihei Rd Unit C210, Kihei, HI 96753

  Picture Postcard ocean views from this 2 bed, 2 bath condo located just above the lower pool. Close proximity to south Maui's finest beaches, restaurants, shopping and world class resort golf courses. Maui Kamaole offers excellent amenities including 2 pools, 2 hot tubs, 2 tennis courts and owner storage for paddle boards and kayaks. Do not wait, call your favorite REALTOR® to schedule a private

  Roger Pleski Coldwell Banker Island Prop(S)

  2777 S Kihei Rd Unit C210, Kihei, HI 96753
• 

  

  /49

  Est $2,374,568

  Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 1,205 Sq Ft
  • Built 1975

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

  Last Sold Summary

  • 4 Days On Market
• 

  

  /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. Currently tenant

  Ryan MacLaughlin Island Sotheby's International Realty(W)

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

  

  /47

  Est $1,772,580

  Not Listed For Sale

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

  • 1 Bed
  • 2 Baths
  • 440,827 Sq Ft
  • Built 1976

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

  Last Sold Summary

  • 8 Days On Market
• 

  

  /25

  $499,900

  $100K PRICE DROP

  • 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
• 

  

  /45

  Est $1,583,143

  Not Listed For Sale

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

  • 1 Bed
  • 2 Baths
  • 969 Sq Ft
  • Built 1976

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

  Last Sold Summary

  • 10 Days On Market
• 

  

  /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
• 

  

  /44

  Est $1,154,506

  Not Listed For Sale

  3300 Wailea Alanui Dr Unit 37E, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 969 Sq Ft
  • Built 1976

  3300 Wailea Alanui Dr Unit 37E, Kihei, HI 96753

  Last Sold Summary

  • 16 Days On Market
• 

  

  /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
• 

  

  /47

  Est $1,024,304

  Not Listed For Sale

  3300 Wailea Alanui Dr Unit 37B, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 952 Sq Ft
  • Built 1976

  3300 Wailea Alanui Dr Unit 37B, Kihei, HI 96753

  Last Sold Summary

  • 36 Days On Market
• 

  

  /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
• 

  

  /50

  Est $1,062,077

  Not Listed For Sale

  3300 Wailea Alanui Dr Unit 36D, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 885 Sq Ft
  • Built 1976

  3300 Wailea Alanui Dr Unit 36D, Kihei, HI 96753

  Last Sold Summary

  • 4 Days On Market
• 

  

  /50

  $9,980,000

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

  11 Halapa Place, Kihei, HI 96753

  Nestled within one of Wailea’s most coveted residential settings, this architecturally refined contemporary residence offers an exceptional blend of privacy, design integrity, and resort-style living. Expansive ocean views anchor both the main living level and the elevated primary suite, capturing Maui’s coastline, dramatic skies, and unforgettable sunsets. Walls of Fleetwood sliding glass doors

  Diane Pool Hawaii Life (W)

  11 Halapa Place, Kihei, HI 96753
• 

  

  /34

  Est $953,909

  Not Listed For Sale

  3300 Wailea Alanui Dr Unit 15E, Kihei, HI 96753

  • Studio
  • 1 Bath
  • 484 Sq Ft
  • Built 1976

  3300 Wailea Alanui Dr Unit 15E, Kihei, HI 96753

  Last Sold Summary

  • 13 Days On Market
• 

  

  /48

  $1,545,000

  $150K PRICE DROP

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

  10 Wailea Ekolu Place Unit 402, Kihei, HI 96753

  Wake up to sweeping, just about, 180-degree ocean views at Wailea Ekolu 402 with Lana’i, Kaho’olawe and Molokini crater in the frame. This is a beautifully updated two bedroom, two bath upstairs condo that perfectly captures the relaxed elegance of Wailea living. This tastefully renovated unit is being sold furnished and features soaring high ceilings that create an open, airy feel, while split

  Alex Abreu Hawaii Life (W)

  10 Wailea Ekolu Place Unit 402, Kihei, HI 96753
• 

  

  /39

  Est $1,270,788

  Not Listed For Sale

  3300 Wailea Alanui Dr Unit 6F, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 885 Sq Ft
  • Built 1976

  3300 Wailea Alanui Dr Unit 6F, Kihei, HI 96753

  Last Sold Summary

  • 24 Days On Market
• 

  

  /37

  $949,900

  $50K PRICE DROP

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

  155 Wailea Ike Place Unit 111, Kihei, HI 96753

  Discover Grand Champions 111, a beautifully updated 2-bedroom, 2-bath condominium in the heart of Wailea. This spacious and fully furnished unit offers an inviting open floor plan with stylish finishes throughout. This condo provides convenient access to amenities including Two resort-style swimming pools with spas and BBQ areas while maintaining a sense of privacy and comfort. The interior has

  Tom Tezak Hawaii Life (W)

  155 Wailea Ike Place Unit 111, Kihei, HI 96753
• 

  

  /36

  Est $1,494,209

  Not Listed For Sale

  3300 Wailea Alanui Dr Unit 6E, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 952 Sq Ft
  • Built 1976

  3300 Wailea Alanui Dr Unit 6E, Kihei, HI 96753

  Last Sold Summary

  • 3 Days On Market
• 

  

  /29

  $4,000,000

  $900K PRICE DROP

  • Land
  • 1.88 Acres
  • $2,125,319 per Acre

  21 Ualei Place Unit 1, Kihei, HI 96753

  There is only one undeveloped lot remaining in the prestigious gated enclave of One Palauea Bay, so if you want to build in one of the best neighborhoods in Maui this is your last chance. 21 Ualei Place offers over 1.8 acres of land and a generous building envelope that allows for a luxury home and a separate cottage. It is, quite simply, one of the last chances to create something extraordinary

  Billy Jalbert The Maui Real Estate Team Inc

  21 Ualei Place Unit 1, Kihei, HI 96753
• 

  

  /34

  Est $1,294,810

  Not Listed For Sale

  3300 Wailea Alanui Dr Unit 6C, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 885 Sq Ft
  • Built 1976

  3300 Wailea Alanui Dr Unit 6C, Kihei, HI 96753

  Last Sold Summary

  • 92 Days On Market

Showing Results 641 - 680, Page 17 of 18