Wailea, HI Homes

• 

  

  

  /31

  Est $1,857,208 Not Listed For Sale

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

  119 Ponana St, Kihei, HI 96753

  119 Ponana St, Kihei, HI 96753
• 

  

  

  /29

  $950,000

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

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

  Are you looking for a great value in a 2-bedroom vacation rentable home in South Kihei? This beautiful ocean view home would be a great get-away for family vacations, and/or a vacation rental, or it is even spacious enough to be your primary residence! Just steps from the Kam III Beach and Park, and also minutes from every convenience including restaurants, convenience stores, coffee, cinnamon

  Gary Mooers Coldwell Banker Island Prop(S)

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

  

  

  /23

  $1,380,000 Sold Apr 21, 2025

  • 1,087 Sq Ft
  • $1270/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1974

  432 Kupulau Dr, Kihei, HI 96753

  Welcome to 432 Kupulau Drive where island elegance meets unparalleled versatility. This exceptional property features a beautifully appointed main house and a charming cottage, perfectly situated on a half acre lot that offers both privacy and breathtaking views of Maui's stunning coastline. The expansive property lines offers potential for landscaping or future enhancements, allowing you to

  Radyn Deguzman-Gamit Ihu Properties LLC

  432 Kupulau Dr, Kihei, HI 96753
• 

  

  

  /30

  Est $1,708,489 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,011 Sq Ft

  2748 Puu Hoolai St, Kihei, HI 96753

  2748 Puu Hoolai St, Kihei, HI 96753
• 

  

  

  /50

  $8,980,000

  • 5 Beds
  • 6 Baths
  • 4,821 Sq Ft

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

  WHERE LUXURY MEETS ALOHA – One of One - a multi-generational family residential condo in paradise to entertain family and friends. A thoughtful and tasteful combination of two elegant units creating the ONLY 5-bedroom 6-bath residence @ Wailea Point AND the best $psf Value by far! This spacious, fully furnished turn-key LEGACY property lives like a home with the lock n’ leave convenience of a

  Dennis Rush Compass-W

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

  

  /29

  $1,632,500 Sold Apr 17, 2025

  • 1,383 Sq Ft
  • $1180/SF
  • 47 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  155 Wailea Ike Place Unit 83, Kihei, HI 96753

  Welcome to this charming three-bedroom unit at Grand Champions, located along the ninth hole of the Wailea Blue Golf Course. Unit 83 is a private, ground-floor unit nestled among the palms. The living room opens to a partially covered lanai that faces the beautifully manicured golf course. Savor your morning coffee while taking in the ocean views. Grand Champions is situated on over 12 lush acres

  Philip Campos Island Premier Realty LLC

  155 Wailea Ike Place Unit 83, Kihei, HI 96753
• 

  

  /50

  Est $1,724,042 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  2745 Puu Hoolai St, Kihei, HI 96753

  2745 Puu Hoolai St, Kihei, HI 96753
• 

  

  /50

  $1,299,000

  • 2 Beds
  • 2 Baths
  • 837 Sq Ft

  3267 Akala Dr, Kihei, HI 96753

  Welcome to this stunning custom home in the coveted Maui Meadows neighborhood, where country charm seamlessly blends with modern luxury. Nestled on a lush, fenced lot, this property offers a serene and private retreat, perfect for both relaxation and entertaining. As you approach the home, you'll be greeted by a large, inviting lanai that radiates a welcoming, farmhouse vibe. This beautifully

  Alana Rucynski Hawaii Life (W)

  3267 Akala Dr, Kihei, HI 96753
• 

  

  /49

  $1,600,000 Sold Apr 17, 2025

  • 1,692 Sq Ft
  • $946/SF
  • 175 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1992

  3150 Wailea Alanui Dr Unit 2803, Kihei, HI 96753

  Completely remodeled a few years ago, excellent privacy in this ocean view unit that enjoys one of the largest floor plans, with two bedrooms, two baths, and two large lanais. The third bathroom was converted into a large laundry/utility room that also has a 2nd refrigerator. Ocean views from nearly all rooms. Most furnishings remain for the new owner. Wailea Palms is a gated community with a

  Terence Alling Coldwell Banker Island Prop-Ku

  3150 Wailea Alanui Dr Unit 2803, Kihei, HI 96753
• 

  

  /50

  Est $1,816,475 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,084 Sq Ft

  2734 Kauhale St, Kihei, HI 96753

  2734 Kauhale St, Kihei, HI 96753
• 

  

  /13

  $799,000

  • Land
  • 0.29 Acre
  • $2,803,420 per Acre

  3267 Akala Dr Unit A, Kihei, HI 96753

  Discover a rare and captivating opportunity to own a piece of paradise in Maui Meadows. This expansive lot presents an unrivaled canvas for your dream home, boasting views of both the Pacific Ocean and the imposing Haleakala Mountain. From this vantage point, you’ll enjoy sunsets and the tranquil beauty of Maui. The property spans over 12,000 square feet, allowing ample space for designing a

  Alana Rucynski Hawaii Life (W)

  3267 Akala Dr Unit A, Kihei, HI 96753
• 

  

  /41

  $2,322,888 Sold Apr 16, 2025

  • 3,062 Sq Ft
  • $759/SF
  • 273 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1978

  1001 Kupulau Dr, Kihei, HI 96753

  Have it all... Gorgeous Ocean Views... Private Entrance... three quarters of an acre... Single Level... Maui Meadows Dream home... Beautifully Refurbished... Expansive Living Room... Four Spacious Bedrooms... Three full bathrooms and two half bathrooms... Magnificent Solar Heated Pool.. Large Lanais... Fabulous Orchard... Oversized Two-car Garage w/ built-in refrigerator and separate freezer...

  Bob Hansen Maui Luxury Real Estate LLC

  1001 Kupulau Dr, Kihei, HI 96753
• 

  

  /50

  Est $2,643,272 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,658 Sq Ft

  2776 Kauhale St, Kihei, HI 96753

  2776 Kauhale St, Kihei, HI 96753
• 

  

  /40

  $899,900

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  2619 S Kihei Rd Unit A310, Kihei, HI 96753

  Haleakala Shores A-310 is a beautifully updated and spacious two-bedroom, two-bath condo located just across the street from South Maui’s stunning Kama’ole Beaches—ideal for swimming, snorkeling with sea turtles, and enjoying picturesque sunsets. Situated on the quiet south side of the building, the condo features large windows and floor-to-ceiling sliding glass doors that fill the space with

  Roger Pleski Coldwell Banker Island Prop(S)

  2619 S Kihei Rd Unit A310, Kihei, HI 96753
• 

  

  /40

  $1,067,500 Sold Apr 15, 2025

  • 1,395 Sq Ft
  • $765/SF
  • 57 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1981

  2881 S Kihei Rd Unit 80, Kihei, HI 96753

  Discover the perfect blend of space, comfort, and location with this rarely available 3 bed, 3 bath unit in Maui Hill, one of South Maui’s legacy resorts near Wailea. With 1,395 sq. ft. of living space and soaring cathedral ceilings, this unit offers more room than comparable properties at an unbeatable value. This leasehold property, with a master lease extending through 2064, does allow for

  Josh Feyen Coldwell Banker Island Prop-Ku

  2881 S Kihei Rd Unit 80, Kihei, HI 96753
• 

  

  /50

  Est $1,752,003 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,241 Sq Ft

  2757 Kauhale St, Kihei, HI 96753

  2757 Kauhale St, Kihei, HI 96753
• 

  

  /37

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,035 Sq Ft

  2747 S Kihei Rd Unit E308, Kihei, HI 96753

  Welcome to Kihei Shores E308, one of the most affordable 3 bedroom condos on Maui. A clean top-floor, 3-bedroom, 2-bath condo in the desirable South Maui area. This home offers the added security of a 1 year home warranty provided with America's Preferred Home Warranty. This residential condo features a new AC, upgraded bathroom vanities, sleek laminate wood flooring, built-in closet organizers,

  Jyoti S Young eXp Realty

  2747 S Kihei Rd Unit E308, Kihei, HI 96753
• 

  

  /45

  $1,100,000 Sold Apr 09, 2025

  • 949 Sq Ft
  • $1159/SF
  • 271 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1998

  3950 Kalai Waa St Unit S103, Kihei, HI 96753

  Here it is, front row building #S right on the Wailea Old Blue golf course with great Pacific ocean views. 2 bedroom 2 bath super clean residential condominium in sought after Wailea Maui. Gorgeous grounds, pool ,BBQ's, fitness room and a kitchen equipped clubhouse. Enjoy Dining and Shopping at world class restaurants and shops all within a short distance of S-103.

  Bill Buffington Coldwell Banker Island Prop(S)

  3950 Kalai Waa St Unit S103, Kihei, HI 96753
• 

  

  /25

  Est $1,498,720 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  2751 Kauhale St, Kihei, HI 96753

  2751 Kauhale St, Kihei, HI 96753
• 

  

  /47

  $3,475,000

  • 2 Beds
  • 2 Baths
  • 1,536 Sq Ft

  3600 Wailea Alanui Dr Unit 2109, Kihei, HI 96753

  Wailea Elua beachfront estate on the famed Ulua Beach with endless ocean vistas. Spacious, quiet and private - this upgraded Wailea Elua gem is located at the top of this luxurious and amenity-rich resort community. Wailea Elua is ideally located for fun in the sun. VIP front row seats await you at the Wailea Elua beachfront pool deck with direct access to the Wailea Oceanfront Beach Path, a

  Geoffrey Cook Century 21 Island Homes

  3600 Wailea Alanui Dr Unit 2109, Kihei, HI 96753
• 

  

  /50

  $4,150,000 Sold Apr 04, 2025

  • 2,426 Sq Ft
  • $1711/SF
  • 333 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2007

  57 Makakehau St Unit J-2, Kihei, HI 96753

  Ascend the stairs to the great room of Ho'olei Villa 57-2 and be rewarded with one of the finest ocean views in Wailea! This spacious two-story, 3 bedroom, 3.5 bath townhome-style Villa has 2,426 square feet of living area and is gracefully located on the desirable third row in the heart of one of Wailea's most sought after vacation communities. Ho'olei 57-2 is perfectly positioned to maximize

  Dano Sayles Coldwell Banker Island Prop(S)

  57 Makakehau St Unit J-2, Kihei, HI 96753
• 

  

  /12

  Est $1,094,596 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,058 Sq Ft

  225 Hoohale Place, Kihei, HI 96753

  225 Hoohale Place, Kihei, HI 96753
• 

  

  /33

  $927,000

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  2619 S Kihei Rd Unit A207, Kihei, HI 96753

  Your Maui Beach Life Awaits at Haleakala Shores A207! Welcome to Haleakala Shores A207-a bright, spacious, and beautifully updated condo located just steps from the golden sands of Kamaole III Beach Park. This South Kihei gem is not only a "Guest Favorite" on Airbnb with many repeat visitors, but it also offers the perfect blend of comfort, convenience, and island charm-whether you're looking

  Donna Butterfield Coldwell Banker Island Prop(S)

  2619 S Kihei Rd Unit A207, Kihei, HI 96753
• 

  

  /50

  $1,101,000 Sold Apr 03, 2025

  • 885 Sq Ft
  • $1244/SF
  • 4 Days On Market

  • 1 Bed
  • 2 Baths
  • Built 1976

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

  Situated in one of Wailea’s premier direct beach and oceanfront condominium communities on Maui’s renowned south shore, this tastefully remodeled 1-bedroom, 2-bathroom Wailea Ekahi condo offers 885 square feet of stylish living space. The unit features two spacious lanais – a 114 sq. ft. lanai off the main living area and an 86 sq. ft. lanai connected to the bedroom – perfectly blending indoor

  Sara Romvari Romvari Realty Ltd

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

  

  /25

  Est $1,483,149 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,464 Sq Ft

  234 Hoohale Place, Kihei, HI 96753

  234 Hoohale Place, Kihei, HI 96753
• 

  

  /48

  $5,400,000

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

  4000 Wailea Alanui Dr Unit 3003, Kihei, HI 96753

  BREATHTAKING ocean views from 103 feet above the sea. Facing SW to Molokini Island, with Polo Beach, the Makena Coastline and even a bit of Haleakala. This is the GOLD COAST of Wailea Point view units. The new, mitered glass bay windows majestically frame the heavenly Hawaiian scenery. Ground level; NO-STAIR entry. Recently remodeled kitchen, lanai and primary bedroom “popout” for extra living

  Dave Wagner Wailea Point Realty, Inc.

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

  /2

  $1,940,000 Sold Apr 03, 2025

  • 2,102 Sq Ft
  • $923/SF
  • 97 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2003

  71 Hoohale St, Kihei, HI 96753

  Embrace the laid-back luxury of South Maui living in this exquisite single-story residence just moments away from the pristine shores of Maui’s Keawakapu Beach. Situated in one of Maui's most coveted neighbourhoods, Kilohana Ridge, this 4-bed, 2.5-bath retreat offers the perfect blend of comfort, style, and island charm. Located just a few blocks from Wailea, you'll find golfing, shops,

  Tara Smith Coldwell Banker Island Prop-Ku

  71 Hoohale St, Kihei, HI 96753
• 

  

  /30

  Est $1,283,908 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,908 Sq Ft

  2965 Kauhale St, Kihei, HI 96753

  2965 Kauhale St, Kihei, HI 96753
• 

  

  /30

  $759,000

  • 1 Bed
  • 2 Baths
  • 849 Sq Ft

  2777 S Kihei Rd Unit 101, Kihei, HI 96753

  Step into the Maui lifestyle with this fully furnished turnkey 1-bedroom, 2-bathroom Maui Kamaole condo in this highly desirable area of South Maui close to Wailea. Tucked away in a quiet end-unit location, this spacious condo boasting 849 square feet of interior living space and an additional 212 square foot of patio space—offers a blend of privacy, comfort, and resort-style living. The golden

  Josh Jerman Hawaii Life (W)

  2777 S Kihei Rd Unit 101, Kihei, HI 96753
• 

  

  /45

  $1,850,000 Sold Apr 02, 2025

  • 969 Sq Ft
  • $1909/SF
  • 10 Days On Market

  • 1 Bed
  • 2 Baths
  • Built 1976

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

  The BEST Wailea Ekahi oceanview is now AVAILABLE in the prestigious Wailea Resort on Maui! Contemporary, light and bright remodel completed in 2021. The largest 1B|2 FULL bath condo @ 969 sf interior living area features ultra high ceilings with an abundance of additional loft storage. Why is this so special? FIRST, fully furnished & turn-key sleeps 6 comfortably SECOND Some of the finest

  Dennis Rush Compass-W

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

  

  /30

  Est $1,774,845 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,302 Sq Ft

  2995 Kauhale St, Kihei, HI 96753

  2995 Kauhale St, Kihei, HI 96753
• 

  

  /44

  $995,000 Open Fri 10AM - 1PM

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

  2737 S Kihei Rd Unit 330, Kihei, HI 96753

  If you’ve been searching for something special in South Kihei, this top-floor, two-level condo at Hale Kamaole could be exactly what you’re looking for. With 2 bedrooms and 2 bathrooms, plus a rare grandfathered loft, there’s plenty of room for family or guests. The main floor bedroom includes a queen bed and shares the guest bathroom, which features a shower. Upstairs, the primary suite offers

  Heather Zidell Compass-W

  2737 S Kihei Rd Unit 330, Kihei, HI 96753
• 

  

  /43

  $2,550,000 Sold Apr 02, 2025

  • 1,699 Sq Ft
  • $1501/SF
  • 142 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1992

  3150 Wailea Alanui Dr Unit 3106, Kihei, HI 96753

  Nestled in the coveted Wailea Palms complex, Unit 3106 epitomizes modern, resort-style living in the heart of one of Maui’s most renowned communities. This elegant and contemporary residence offers breathtaking panoramic ocean views from almost every room and features seamless indoor-outdoor living with arguably the best floor plan in the complex. The open and inviting main living space is

  Kento Tanaka-Tamaki Coldwell Banker Island Prop(S)

  3150 Wailea Alanui Dr Unit 3106, Kihei, HI 96753
• 

  

  /30

  Est $2,229,377 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,408 Sq Ft

  2852 Puu Hoolai St, Kihei, HI 96753

  2852 Puu Hoolai St, Kihei, HI 96753
• 

  

  /49

  $2,808,000

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

  173 Holokahiki Ln Unit 10B, Wailea, HI 96753

  Embark on a journey of unparalleled luxury and vibrant community living at Makalii at Wailea which was recently completed in 2021, the distinguished recipient of the 2023 Golden Nugget Award for Best Multifamily Housing Community. Beyond being an architectural marvel, this exclusive enclave, home to just 68 total units, is predominantly embraced by second-home residents and invites you to savor

  Travis Speck Redfin Corporation

  173 Holokahiki Ln Unit 10B, Wailea, HI 96753
• 

  

  /30

  $2,525,000 Sold Apr 01, 2025

  • 2,820 Sq Ft
  • $895/SF
  • 119 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1975

  1108 Kupulau Dr, Kihei, HI 96753

  Breathtaking panoramic ocean views! Perched at the top of the prestigious Maui Meadows neighborhood, this thoughtfully remodeled classic cedar home experiences year round sunsets in the unobstructed view plane spanning from Molokini Crater to the West Maui mountains. Its new custom kitchen opens to the spacious living area and wrap around lanai for a seamless indoor-outdoor flow. Large windows

  Christopher Barca Compass-W

  1108 Kupulau Dr, Kihei, HI 96753
• 

  

  /31

  Est $1,230,218 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,171 Sq Ft

  265 Alaume St, Kihei, HI 96753

  265 Alaume St, Kihei, HI 96753
• 

  

  /40

  $880,000

  • 1 Bed
  • 2 Baths
  • 817 Sq Ft

  2881 S Kihei Rd Unit 41, Kihei, HI 96753

  Experience island living at its finest in this beautifully remodeled 1-bedroom, 2-bath condo at the sought-after Maui Hill Resort. Perched in a peaceful, private corner of the property, this luxurious retreat offers stunning ocean and sunset views, just steps from world-famous Keawakapu Beach and Wailea's finest dining and shopping. Thoughtfully updated with quality finishes, this inviting unit

  Shelley Addison Krynsen Coldwell Banker Island Prop(S)

  2881 S Kihei Rd Unit 41, Kihei, HI 96753
• 

  

  /39

  $8,655,000 Sold Mar 31, 2025

  • 3,027 Sq Ft
  • $2859/SF
  • 75 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1987

  4000 Wailea Alanui Dr Unit 1501, Kihei, HI 96753

  Experience unparalleled luxury and breathtaking ocean views in this meticulously crafted custom condo located in the prestigious Wailea Point community. Boasting a full remodel, this stunning residence offers the ultimate blend of sophistication, comfort, and coastal living. As you step into this exquisite 3 bedroom/4 bathroom condo, you'll be greeted by an open and airy floor plan bathed in

  Kassandra Starr Teems Coldwell Banker Island Prop(S)

  4000 Wailea Alanui Dr Unit 1501, Kihei, HI 96753
• 

  

  /49

  Est $1,720,125 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,208 Sq Ft

  2817 Panepoo St, Kihei, HI 96753

  2817 Panepoo St, Kihei, HI 96753

Showing Results 161 - 200, Page 5 of 18