Wailea, HI Homes for Sale

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  $9,395,000

  • 3 Beds
  • 4 Baths
  • 3,666 Sq Ft

  144 Halau Place, Kihei, HI 96753

  Set behind the gates of Wailea Golf Estates, this like-new contemporary estate captures the essence of modern Hawaiian luxury. Spanning over 5,000 square feet of indoor-outdoor living, this single level home is designed as a seamless pavilion between architecture and nature, where walls of glass dissolve into tropical gardens and panoramic Pacific vistas. Also available to the qualified buyer is

  Mark Waite Compass-W

  144 Halau Place, Kihei, HI 96753
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  /19

  $490,000

  $9K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 719 Sq Ft

  2747 S Kihei Rd Unit B306, Kihei, HI 96753

  Top-floor corner unit in the highly sought-after “B” building at Kihei Shores—offering added privacy, excellent airflow, and no units above. This 2-bedroom, 2-bath residence features high ceilings and a bright, open feel, enhanced by fresh interior paint and new flooring in the main living and bedroom areas. The functional layout includes a spacious living area, private lanai, and AC. Originally

  Kokua Realty Kokua Realty LLC

  2747 S Kihei Rd Unit B306, Kihei, HI 96753
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  /50

  $3,589,000

  $206K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,742 Sq Ft

  24 Kai Malu Dr Unit 102 (3B), Kihei, HI 96753

  La’i Loa Luxury with Outstanding Ocean View! Wailea’s Newest Development and your golden opportunity to have it all is here! This gorgeous Turnkey Residence in La’i Loa comes with over $400K in luxury furnishings and decor - everything you need to begin the Maui life you’ve earned. Perfectly situated within the community, you will enjoy the pinnacle of island luxury in this exquisite turnkey

  Dale Richardson Hawaii Life (W)

  24 Kai Malu Dr Unit 102 (3B), Kihei, HI 96753
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  $2,750,000

  $25K PRICE DROP

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

  197 Holokahiki Ln Unit 8A, Wailea, HI 96753

  Experience modern island living at Makalii 8A, a 3-bed, 3-bath contemporary townhome tucked away in a quiet corner of the complex, featuring refined new construction in the heart of Wailea Resort. This first offering is fully furnished, turnkey, and presented in immaculate condition. Thoughtfully designed with clean architectural lines and subtle mid-century influences, the residence offers 1,574

  Nancy J. Callahan Coldwell Banker Island Prop(S)

  197 Holokahiki Ln Unit 8A, Wailea, HI 96753
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  /50

  $11,745,000

  $750K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,814 Sq Ft

  3550 Wailea Alanui Dr Unit 801 (F2), Kihei, HI 96753

  Andaz Residences Unit 801 (F2) offers a rare opportunity to own one of the coveted private villas at the Andaz Maui Wailea Resort. Ownership combines the privacy of an oceanfront home with full access to the exceptional amenities of the Andaz Hotel including pools, spa, fitness center, beach service, concierge, and award-winning dining. These exclusive residences rarely come to market. This

  Anne Bakoulis Coldwell Banker Island Prop(S)

  3550 Wailea Alanui Dr Unit 801 (F2), Kihei, HI 96753
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  /50

  $1,000,000

  $250K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 680 Sq Ft

  2936 S Kihei Rd Unit 213, Kihei, HI 96753

  OWN PRIME MAUI REAL ESTATE! Kihei Surfside 213 is a direct oceanfront 1-bedroom, 1.5 bath condo in one of South Maui's most sought-after complexes—perfect for a vacation rental investment or personal enjoyment. This unit offers spectacular views of the Pacific Ocean and the West Maui Mountains. The open layout is light and airy, with large windows that bring the ocean right into your living

  Heather Zidell Compass-W

  2936 S Kihei Rd Unit 213, Kihei, HI 96753
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  /35

  $3,750,000

  • 3 Beds
  • 3 Baths
  • 3,839 Sq Ft

  3919 Waakaula Place, Kihei, HI 96753

  Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedroom, 3-bath residence in Wailea Golf Estates offers a rare combination of privacy, elegance, and effortless island living. Relax and recharge with EV charging and the opportunity to add your own personal touches, making this a

  Geoffrey Cook Century 21 Island Homes

  3919 Waakaula Place, Kihei, HI 96753
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  /42

  $3,200,000

  $400K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,064 Sq Ft

  3435 Hookipa Place Unit A - B - C, Kihei, HI 96753

  NOW AVAILABLE AS A UNIQUE OPPORTUNITY: Three beautifully positioned CPR units with more than 26,300 sq ft of combined land—offering generous space, flexible options, and lasting value for years to come. Experience breathtaking panoramic ocean views from this stunning Unit B of a 3 unit CPR, newly remodeled 2-story home offering 3,064 sq ft of modern coastal living. The open floor plan, with

  Roni Panzarini Equity One Real Estate Inc (M)

  3435 Hookipa Place Unit A - B - C, Kihei, HI 96753
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  /50

  $5,900,000

  • 4 Beds
  • 3 Baths
  • 3,059 Sq Ft

  19 Halapa Place, Kihei, HI 96753

  Experience practical elegance in this thoughtfully designed single level custom Wailea home, completed in 2021. Enjoy the magnificent & expansive ocean views, perfect for sunsets & whale watching (during whale season). Perfectly positioned at the top of Wailea in The Ridge at Wailea, a coveted neighborhood with just nine lots. This 4 bedroom, 3 bathroom home with a separate home office blends

  Sherrie Stinger Coldwell Banker Island Prop(S)

  19 Halapa Place, Kihei, HI 96753
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  /48

  $1,349,000

  $50K PRICE DROP

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

  155 Wailea Ike Place Unit 78, Kihei, HI 96753

  Stunning ocean view, overlooking the Wailea Blue Golf Course, this gem is beautifully positioned in one of Wailea’s most sought-after resort communities—Grand Champions. This 2-bedroom, 2-bath, 1,056 sq. ft. condo is adjacent to Wailea Blue Golf Course hole 15. This second-floor residence features high vaulted ceilings, an expansive walk-in master closet, and a spacious shower designed for two.

  Sara Romvari Romvari Realty Ltd

  155 Wailea Ike Place Unit 78, Kihei, HI 96753
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  /50

  $2,395,000

  • 4 Beds
  • 3 Baths
  • 1,894 Sq Ft

  3236 Pikai Way, Kihei, HI 96753

  Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of world-famous Keawakapu Beach. Situated on a quiet private cul-de-sac in Little Wailea Kai, this beautifully maintained 4-bedroom, 3-bath home offers the perfect blend of luxury, privacy, and effortless island living. Designed

  Keoni Fursse Kokua Realty LLC

  3236 Pikai Way, Kihei, HI 96753
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  /50

  $1,150,000

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

  2777 S Kihei Rd Unit 207, Kihei, HI 96753

  Spectacular ocean view from this very private lanai on the front row of Maui Kamaole. Updated kitchen with bamboo cabinet doors, granite counter tops & newer black appliances. Both bathroom shower walls have been re-tiled. New water heater. Beautiful Murphy bed in the guest bedroom. This has not been used as a vacation rental, but it would make a great one! Maui Kamaole offers 2 pools, 2 hot

  Roger Pleski Coldwell Banker Island Prop(S)

  2777 S Kihei Rd Unit 207, Kihei, HI 96753
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  /25

  $1,395,000

  • Land
  • 13,372 Sq Ft
  • $4,543,959 per Acre

  3414 Keha Dr Unit A, Kihei, HI 96753

  Rarely does a lot of this caliber come to market. Situated on 13,373 square feet of land in one of Maui Meadows' most coveted pockets, this Main House CPR unit offers an extraordinary opportunity to build your forever home on what is simply one of the finest view lots in all of South Maui. In addition to a main dwelling the entitlements may allow for an additional ADU as well. The views here are

  Patrick Franta Coldwell Banker Island Prop(S)

  3414 Keha Dr Unit A, Kihei, HI 96753
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  $639,000

  • 1 Bed
  • 2 Baths
  • 650 Sq Ft

  2575 S Kihei Rd Unit H101, Kihei, HI 96753

  1 bedroom, 2 bathroom condotel unit available for sale at the popular Maui Banyan in South Kihei, across from Kamaole Beach Park II. Fully furnished including a full kitchen, washer/dryer in the unit and private lanai. Currently in the Aqua-Aston hotel pool. Great on-site amenities to relax and enjoy Maui's resort lifestyle.

  Kay Mukaigawa Engel & Volkers Honolulu

  2575 S Kihei Rd Unit H101, Kihei, HI 96753
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  /5

  $3,500,000

  • Land
  • 20,559 Sq Ft
  • $7,415,380 per Acre

  5171 Makena Rd Unit 7, Kihei, HI 96753

  Set on approximately ±0.5 acres (20,573 sq ft), this exceptional gated property offers unobstructed ocean views in one of South Maui’s most coveted locations—directly across from Makena Landing with immediate beach and ocean access. The elevated parcel provides an ideal setting for a private coastal retreat, capturing sweeping sunset views, cooling trade winds, and the soothing presence of the

  Robert Merriman Discovery Makena Realty LLC

  5171 Makena Rd Unit 7, Kihei, HI 96753
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  /31

  $749,000

  • 1 Bed
  • 2 Baths
  • 650 Sq Ft

  2575 S Kihei Rd Unit H207, Kihei, HI 96753

  What a fantastic deal. This condo has been upgraded in 2023 with superior upgrades and professional decor. Must see to appreciate. 2 pools, 2 tennis courts, 2 BBQ areas, garage parking. 2 pets under 20#. Low maintenance fees and excellent location in South Kihei. Beach access in minutes, restaurants of all levels within walking and short drive distance. H2 zoning offering security of STR

  Kevin Eliason Maui Paradise Properties LLC

  2575 S Kihei Rd Unit H207, Kihei, HI 96753
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  /21

  $925,000

  • 2 Beds
  • 2 Baths
  • 890 Sq Ft

  2575 S Kihei Rd Unit G101, Kihei, HI 96753

  Steps from the sand and perfectly positioned in South Kihei, Maui Banyan G101 offers an easygoing island escape right across from the beach and within walking distance of restaurants, shops, and local favorites. This inviting ground-floor corner condo features 2 bedrooms, 2 bathrooms. The condo is Hotel Zoned and perfect for personal or vacation rental use with space for up to 6 guests, making it

  Daniel Kisiel Hawaii Real Estate Executives Inc

  2575 S Kihei Rd Unit G101, Kihei, HI 96753
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  /50

  $900,000

  $275K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  2575 S Kihei Rd Unit Q104, Kihei, HI 96753

  This South Kihei condo will check off most everything on your wish list! Welcome to Maui Banyan Q-104, a fully furnished first-floor 2 bed, 2 bath condo in this highly desirable, Hotel-Zoned community—perfect as a primary home, vacation retreat, or high-performing, legally permitted short-term rental (the complex is NOT on the Minatoya List). The flexible lock-off floor plan allows the unit to be

  Dennis O'Donnell Romvari Realty Ltd

  2575 S Kihei Rd Unit Q104, Kihei, HI 96753
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  /19

  $9,950,000

  • Land
  • 32,273 Sq Ft
  • $13,429,450 per Acre

  17 Maluaka Place Unit 5, Makena, HI 96753

  17 Maluaka within the prestigious, gated Maluaka enclave represents a rare and compelling opportunity to create a legacy estate in one of Makena’s most revered coastal neighborhoods. Encompassing approximately three-quarters of an acre, this exceptional property is ideally perched to capture sweeping ocean view corridors, offering a breathtaking backdrop for a world-class architectural

  Ryan MacLaughlin Island Sotheby's International Realty(W)

  17 Maluaka Place Unit 5, Makena, HI 96753
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  /30

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 890 Sq Ft

  2575 S Kihei Rd Unit P310, Kihei, HI 96753

  Live Life to the fullest in your new lovingly remodeled condo, with wonderful heated pools, jacuzzies, tennis court, and BBQ at the pool cabana area to enjoy. What an added advantage to be located directly across the road from one of the Best white sandy beaches in Kihei; Kamaole 2 Beach park, where you can do all the fun beach activities; kayak, stand up paddle or just soak up the sunshine. Also

  Marilyn Steinmetz AOK Properties LLC

  2575 S Kihei Rd Unit P310, Kihei, HI 96753
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  /22

  $3,295,000

  • Land
  • 23,699 Sq Ft
  • $6,056,128 per Acre

  5159 Makena Rd, Kihei, HI 96753

  Ready to build your Makena, Maui Dream Home? Papa'anui, across from Makena Landing, is incomparable in its unique location. You will enjoy south facing Ocean, pristine Makena coastline, Kaho’olawe & Molokini Crater Views. This idyllic location affords spectacular sunsets with a beautiful sandy beach & majestic ocean waters just steps from your front door. Makena is just south of Wailea and is

  Robbie Dein Maui Real Estate Advisors LLC

  5159 Makena Rd, Kihei, HI 96753
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  /16

  $18,900,000

  $1M PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,834 Sq Ft

  5417 Makena Rd Unit 2, Kihei, HI 96753

  Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a private gated entry to one of only four homes in this intimate and highly sought-after neighborhood. Enjoy the ultimate island lifestyle with the beach just steps away for snorkeling, swimming, and sunsets. This spacious home

  Robert Merriman Discovery Makena Realty LLC

  5417 Makena Rd Unit 2, Kihei, HI 96753
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  $1,150,000

  $49K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  2575 S Kihei Rd Unit T207, Kihei, HI 96753

  Beautifully remodeled 2-bed, 2-bath hotel zoned condo located in the desirable Maui Banyan, directly across the street from the world-famous Kamaole II Beach Park. This south-facing second-floor unit enjoys added privacy with lush palm views from the lanai and cooling island breezes. The interior features a modern, ocean-inspired design with updated cabinetry, sleek finishes, and a stunning

  Jeanne Dunn Corcoran Pacific Properties

  2575 S Kihei Rd Unit T207, Kihei, HI 96753
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  /11

  $36,900,000

  • 5 Beds
  • 6 Baths
  • 6,517 Sq Ft

  34 Maluaka Place Unit 9, Kihei, HI 96753

  This Maui residence spans 6,517 square feet of refined luxury, featuring five spacious bedrooms and five and a half beautifully appointed bathrooms. Designed with seamless indoor-outdoor living, the home showcases breathtaking panoramic ocean views, complemented by sweeping vistas of neighboring islands. Expansive glass walls, elegant finishes, and thoughtfully curated living spaces create an

  Robert Merriman Discovery Makena Realty LLC

  34 Maluaka Place Unit 9, Kihei, HI 96753
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  /34

  $9,500,000

  • Land
  • 3.35 Acres
  • $2,835,821 per Acre

  4520 Makena Alanui, Wailea-Makena, HI 96753

  Set within one of Makena’s most coveted enclaves, this exceptional 3.349-acre homesite captures the essence of refined island living. 4520 Makena Alanui commands sweeping panoramic views of Makena’s shimmering coastline and the vibrant turquoise waters extending to Molokini, Kahoolawe, Lanai and the majestic West Maui Mountains. A rare offering, this expansive parcel presents the opportunity to

  Ryan MacLaughlin Island Sotheby's International Realty(W)

  4520 Makena Alanui, Wailea-Makena, HI 96753
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  /19

  $29,900,000

  $9M PRICE DROP

  • 5 Beds
  • 6 Baths
  • 9,176 Sq Ft

  5050 Makena Rd, Kihei, HI 96753

  Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtaking, unobstructed Pacific views from nearly every room. Set on over 22,190 sq. ft. of land, this two-story, five-bedroom, five-and-a-half–bath residence is a masterpiece of luxury and Hawaii’s signature indoor–outdoor living.

  Robert Merriman Discovery Makena Realty LLC

  5050 Makena Rd, Kihei, HI 96753
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  /50

  $2,749,000

  • 2 Beds
  • 3 Baths
  • 2,183 Sq Ft

  4955 Makena Rd Unit F102, Kihei, HI 96753

  Welcome to Na Hale O Makena, one of South Maui’s most private and low-density luxury communities. This beautifully appointed 2-bedroom, 2.5-bath residence offers the ease and comfort of desirable ground-level living with no stairs/elevators to enter, creating effortless access throughout the home and lanai. Tucked within lush tropical landscaping, the property enjoys an exceptional sense of

  Max Blair Coldwell Banker Island Prop(S)

  4955 Makena Rd Unit F102, Kihei, HI 96753
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  /30

  $620,000

  $145K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 650 Sq Ft

  2575 S Kihei Rd Unit H210, Kihei, HI 96753

  Welcome to Maui Banyan H-210, a beautifully maintained 1-bedroom, 2-bathroom condo located in one of Kihei's most sought-after resort communities. One of the advantages of owning at Maui Banyan is that this property is HOTEL ZONED. This designation provides peace of mind for owners, as it ensures greater flexibility for vacation rentals and is NOT impacted by Bill 9, yet the pricing is comparable

  Malia Miller Coldwell Banker Island Prop-Ku

  2575 S Kihei Rd Unit H210, Kihei, HI 96753

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