Wailea, HI Homes for Sale with Garage

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  $4,195,000

  • 4 Beds
  • 5 Baths
  • 3,328 Sq Ft

  3378 E Lani Ikena Way, Kihei, HI 96753

  The newly completed Wailea estate blends contemporary design with Maui’s natural beauty. Ocean-view living with seamless indoor-outdoor flow, abundant natural light, and locally inspired textures. Open-concept great room features panoramic ocean views, floor-to-ceiling glass, hardwood floors, and natural stone. Chef’s kitchen with waterfall stone island, premium appliances, and custom cabinetry.

  Valentin Lopes Coldwell Banker Island Prop-Ku

  3378 E Lani Ikena Way, Kihei, HI 96753
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  /42

  $3,999,999 Open Mon 10AM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,186 Sq Ft

  4400 Makena Rd Unit 107, Kihei, HI 96753

  Ideally positioned just one residence off the front row, Polo Beach 107 captures exceptional ocean views while offering the convenience of true ground-floor, walk-out access. From your lanai, step directly onto an expansive greenbelt that seamlessly extends your living space and leads just moments to the white sands of Polo Beach. The outdoor setting is one of this residence’s most compelling

  Patrick Franta Coldwell Banker Island Prop(S)

  4400 Makena Rd Unit 107, Kihei, HI 96753
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  /35

  $3,195,000

  • 4 Beds
  • 3 Baths
  • 2,843 Sq Ft

  162 W Ikea Kai Place, Kihei, HI 96753

  Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exceptionally designed 4 bedroom, 2.5 bathroom home in the prestigious Wailea Kialoa community offers privacy and ocean, sunset, and neighbor island views. The split-level layout provides effortless living with the main level featuring a gourmet chef’s kitchen, a formal dining room, a spacious living area, a

  Jeff Simon Hawaii Life (W)

  162 W Ikea Kai Place, Kihei, HI 96753
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  /41

  $3,150,000

  • 4 Beds
  • 3 Baths
  • 3,465 Sq Ft

  210 E Panana Place, Kihei, HI 96753

  Located in the desirable gated community of Wailea Kialoa, this 4-bedroom, 3-bathroom home offers convenient access to everything you could want. It's just a short stroll to beautiful beaches, golf courses, tennis facilities, shopping, restaurants, and resorts. The residence features a private, sunny, and spacious backyard with a large in-ground pool and spa, creating a perfect oasis. The

  Josh Jerman Hawaii Life (W)

  210 E Panana Place, Kihei, HI 96753
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  /29

  $2,199,000

  • 3 Beds
  • 4 Baths
  • 2,279 Sq Ft

  2760 Puu Hoolai St, Kihei, HI 96753

  The Blue Stucco Sapphire of Kihei, must be seen to believe! Current owners have enjoyed over a decade customizing this energy efficient, easy to maintain entertainer’s delight. This 2,279 square foot, 3 bedroom, 3.5 bath home is nestled in the middle of a quiet neighborhood. The front of the house enjoys views of the sunrise over Haleakala and the back has panoramic views of Maui sunsets year

  Robin Bartholomew Kokua Realty LLC

  2760 Puu Hoolai St, Kihei, HI 96753
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  /46

  $3,200,000

  • 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
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  $24,500,000

  • 5 Beds
  • 6 Baths
  • 7,244 Sq Ft

  3254 S Kihei Rd, Kihei, HI 96753

  Experience the pinnacle of oceanfront luxury in this stunning, 5 bedroom, 5 bath, plus 2 half bath, 7,244 sq. ft. home estate. This over a half-acre property is located within the ideal stretch of Keawakapu Beach, offering unparalleled access to Maui’s most coveted shoreline. This architectural triumph blends contemporary elegance and convenience with the island’s natural beauty, creating a

  David Richardson Hawaii Life (W)

  3254 S Kihei Rd, Kihei, HI 96753
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  /50

  $1,680,000

  • 5 Beds
  • 4 Baths
  • 2,142 Sq Ft

  2847 Puu Hoolai St, Kihei, HI 96753

  Nestled in one of South Maui's more desirable neighborhoods, this beautifully maintained Kihei home offers relaxed island living just minutes from the beach. Located at the end of the street, the property offers privacy and the gentle trades winds that define Maui's coastal lifestyle. The two story floor plan provides spacious, open living areas, filled with natural light. A generous kitchen and

  Thomas Brzozowski Hawaii Life (W)

  2847 Puu Hoolai St, Kihei, HI 96753
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  $3,550,000

  • 3 Beds
  • 3 Baths
  • 3,094 Sq Ft

  144 Hoolapa St, Kihei, HI 96753

  This spectacular custom home in arguably Kihei's finest neighborhood has been immaculately cared for and shows like new. The elegance of this home speaks for itself with 10 foot ceilings on the ground floor and Acacia hardwood floors throughout. The kitchen has marble countertops, custom shaker cabinets, and a separate dining room. The main level primary bedroom has a walk-in closet and large

  Roger Pleski Coldwell Banker Island Prop(S)

  144 Hoolapa St, Kihei, HI 96753
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  /50

  $14,990,000

  • 3 Beds
  • 4 Baths
  • 2,879 Sq Ft

  3800 Wailea Alanui Dr Unit B101, Kihei, HI 96753

  THE BEACHFRONT VILLA - A once in a generation oceanfront sanctuary! The sophisticated remodel completed in January 2025 transformed the B-101 front row Villa into one of Wailea’s most exceptional properties rarely available. Fresh, elegant, and contemporary - fully furnished turnkey residence is ready to deliver the ultimate Maui lifestyle by providing breathtaking ocean, sunset and outer island

  Dennis Rush Compass-W

  3800 Wailea Alanui Dr Unit B101, Kihei, HI 96753
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  /50

  $1,675,000

  • 3 Beds
  • 3 Baths
  • 1,910 Sq Ft

  161 Wailea Ike Place Unit C203, Kihei, HI 96753

  Where the Ocean Becomes Your Backdrop and Wailea Becomes Your Everyday. Wailea Town Center C-203 is a rare offering, blending the privacy of a boutique residential enclave with the panoramic beauty of the Pacific and the unmatched convenience of Wailea’s vibrant core. From this vantage point above it all, life unfolds in color, sunlight dancing across the sea, the silhouette of Kaho'olawe on the

  Jeannie Kong-Evarts Maui Real Estate Advisors LLC

  161 Wailea Ike Place Unit C203, Kihei, HI 96753
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  /50

  $26,000,000

  • 4 Beds
  • 6 Baths
  • 5,435 Sq Ft

  3060 S Kihei Rd, Kihei, HI 96753

  One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern structural integrity, and timeless refined island design. The residence was completely rebuilt from the foundation up, completed in 2013—retaining only the original pool and foundation to preserve its rare, grandfathered beachfront

  Meghan Clair Coldwell Banker Island Prop(S)

  3060 S Kihei Rd, Kihei, HI 96753
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  $3,160,000

  • 3 Beds
  • 3 Baths
  • 2,053 Sq Ft

  3220 Waileia Place, Kihei, HI 96753

  Nestled in the sought-after community of Maui Meadows, this exceptional property offers breathtaking views, flexible living spaces, and resort style amentities . The main residence features 3 bedrooms and 2.5 baths. The ground level offers an open concept great room with living, kitchen, and dining areas and broad ocean views. Expansive bi-fold doors open to a spacious covered lanai. A generous

  Jan Bryan Coldwell Banker Island Prop(S)

  3220 Waileia Place, Kihei, HI 96753
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  /50

  $3,500,000

  • 4 Beds
  • 4 Baths
  • 3,399 Sq Ft

  744 Lanina Place, Kihei, HI 96753

  Eclectic, exotic, bursting with energy this Maui Meadows home is such a special spot on the island with its breathtaking ocean views, deep tropical setting and exquisite finishes throughout. You will be Awestruck with the incredible design and finishes throughout this entire property with the beautiful pool, ideally situated for entertaining, lavish master suite and incredible chef’s kitchen.

  Tom Tezak Hawaii Life (W)

  744 Lanina Place, Kihei, HI 96753
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  /43

  $2,295,000

  • 3 Beds
  • 3 Baths
  • 1,786 Sq Ft

  19 Kai La Place Unit 43B, Kihei, HI 96753

  Welcome to Kai Malu 43B, beautifully remodeled in 2024, this 3-bedroom, 2.5-bathroom home offers unparalleled privacy, a spacious outdoor area and breathtaking views of the ocean and outer islands. Step inside to discover an open-concept kitchen and living room, perfect for both entertaining and everyday living. Wide plank oak flooring graces the upper and lower levels, adding warmth and elegance

  Patrick Franta Coldwell Banker Island Prop(S)

  19 Kai La Place Unit 43B, Kihei, HI 96753
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  /30

  $2,695,000

  • 3 Beds
  • 4 Baths
  • 2,788 Sq Ft

  139 Waaula Place, Kihei, HI 96753

  Located in the exclusive gated community of Wailea Kai, 139 Waaula Way is a custom-built 3-bedroom, 3.5-bath residence with a den, offering approximately 2,788 sq. ft. of interior living space and a detached garage, close to Keawakapu Beach. The open-concept floor plan features abundant natural light, a spacious main-level primary suite, and seamless indoor-outdoor living. Large windows and

  Sherry Llanes Coldwell Banker Island Prop-Ku

  139 Waaula Place, Kihei, HI 96753
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  /50

  $2,500,000

  • 6 Beds
  • 4 Baths
  • 4,900 Sq Ft

  2823 Puu Hoolai St, Kihei, HI 96753

  Discover one of South Kihei's most versatile and compelling properties-offering flexible living, strong income potential, and an unbeatable location just moments from Maui's renowned beaches. With approximately 4,900 sq. ft. of total living area, this impeccably maintained, ocean-view residence presents a rare opportunity for investors, multigenerational living, or a second-home buyer seeking

  Gary Mooers Coldwell Banker Island Prop(S)

  2823 Puu Hoolai St, Kihei, HI 96753
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  /49

  $1,799,900

  • 4 Beds
  • 4 Baths
  • 2,700 Sq Ft

  2727 Puu Hoolai St, Kihei, HI 96753

  This 4-bedroom, 3 1⁄2 -bath, well maintained home offers a flexible layout with a separate lower-level living area-ideal for extended family or guests. Upstairs features a beautifully remodeled kitchen that opens to a bright living space and a spacious lanai, perfect for indoor-outdoor living and entertaining. The primary bedroom is also located upstairs for added convenience. Owned solar helps

  Roger Pleski Coldwell Banker Island Prop(S)

  2727 Puu Hoolai St, Kihei, HI 96753
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  /48

  $2,795,000

  • 2 Beds
  • 2 Baths
  • 1,359 Sq Ft

  4000 Wailea Alanui Dr Unit 3404, Kihei, HI 96753

  You Deserve To Own & Experience Your Oceanfront Paradise Today! Unit 3404 is a delightful 2 bedroom, 2 bathroom upper-level, privately located, & meticulously maintained residence, within the highly-coveted, low density, lushly landscaped, & world-class tropical paradise known as Wailea Point. Upon entering the residence, you are transfixed by the lovely pastoral-framed Ocean, Molokini Crater, &

  Robbie Dein Maui Real Estate Advisors LLC

  4000 Wailea Alanui Dr Unit 3404, Kihei, HI 96753
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  $11,998,000

  • 4 Beds
  • 5 Baths
  • 5,126 Sq Ft

  14 Halapa Place, Kihei, HI 96753

  Atop the exclusive and private enclave of homes at The Ridge at Wailea, sits a masterpiece of modern architecture and design. A select few will experience the spectacular ocean views and the artistic flare of this residence as a livable sculpture. As you enter a large, covered entry, the striking black magma stone surrounds a tropical courtyard with a modern gate revealing an impressive steel and

  Diane Pool Hawaii Life (W)

  14 Halapa Place, Kihei, HI 96753
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  /50

  $12,950,000

  • 3 Beds
  • 4 Baths
  • 2,931 Sq Ft

  3800 Wailea Alanui Dr Unit B102, Kihei, HI 96753

  Where Beachfront Embraces Aloha! One of One! Private amenities include a plunge pool, outdoor shower and a one car garage. Only steps to white sand beach facilities, pool & spa. This exclusive offering features one of only eight front-row Wailea Beachfront Villas in the prestigious B building centered in the distinguished Wailea Resort on Maui. Notably, all owners in the front row B building have

  Dennis Rush Compass-W

  3800 Wailea Alanui Dr Unit B102, Kihei, HI 96753
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  /49

  $2,095,000

  • 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 (2025) wide-plank vinyl flooring, new carpeting, and more! Owners will love the outstanding privacy provided by this wonderful home, while still enjoying ocean views from an upstairs bedroom! Thanks to a very large lawn off the downstairs Lanai no other homes face this Townhouse, making the

  Jeff Simon Hawaii Life (W)

  139 Kai La Place Unit 35B, Kihei, HI 96753
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  /49

  $1,995,000

  • 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
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  /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
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  /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
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  /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
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  /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
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  /49

  $2,695,000

  • 3 Beds
  • 3 Baths
  • 1,902 Sq Ft

  3142 Waiea Place, Kihei, HI 96753

  Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a unique living style with the master on the main level and 2 bedrooms tucked away separately with a jack & jill bath, all 3 with vaulted ceilings. The master has a large lanai that overlooks the pool and lawn area. A major remodel of

  Terence Alling Coldwell Banker Island Prop-Ku

  3142 Waiea Place, Kihei, HI 96753
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  /50

  $2,495,000

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

  209 Holokahiki Ln Unit 103, Wailea-Makena, HI 96753

  Welcome to Makalii one of Wailea’s newest luxury residences known for its mid-century modern design. This spectacular condominium (7C) is located on the upper row and is situated in the only building that that faces north, overlooking the Wailea Blue Golf Course with wonderful ocean/sunset views.The orientation of this building provides exceptional privacy and an abundance of natural light from

  Leslie Smith Hawaii Life (W)

  209 Holokahiki Ln Unit 103, Wailea-Makena, HI 96753
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  $14,750,000

  • 4 Beds
  • 5 Baths
  • 4,803 Sq Ft

  19 Malukai Ln Unit 4, Kihei, HI 96753

  Step into a world of refined elegance and beachfront luxury in Maluhia at Wailea—a sanctuary within Wailea’s most exclusive beachfront enclave. Tucked behind the gates of this community of just 14 bespoke estates, this 4,800+ sq. ft. home is a fusion of contemporary sophistication and the raw, natural beauty of Hawaii. There are four exquisite bedrooms, including a lavish primary suite on the

  Josh Jerman Hawaii Life (W)

  19 Malukai Ln Unit 4, Kihei, HI 96753
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  /29

  $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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  /50

  $3,695,000

  • 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

  • 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

  $12,495,000

  • 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

  $2,750,000

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

  339 Kai Malu Place Unit 58B, Kihei, HI 96753

  DREAM LOCATION at KAI MALU with this RARE Developer Unit now Available! Breathtaking views - this is Kai Malu at its best. Beautifully appointed, this pristine home offers that sought after exceptional lifestyle. With the primary bedroom upstairs and balcony perched to behold the most awe-inspiring panorama. Sweeping Wailea Blue Golf Course greens extend upwards to views of towering and majestic

  Katy Foxwell Keller Williams Realty Maui-Ka

  339 Kai Malu Place Unit 58B, 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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  /49

  $1,744,000

  • 3 Beds
  • 3 Baths
  • 1,936 Sq Ft

  194 Kamakoi Loop, Kihei, HI 96753

  Kihei Oasis with Private Pool and Modern Island Living! Welcome to 194 Kamakoi Loop, a stunning 3-bedroom, 3-bathroom residence with a built in office perfectly situated in the desirable Keonekai Heights Subdivision in sunny South Kihei. This home is the epitome of South Maui living, seamlessly blending comfort, modern upgrades, and a private outdoor paradise. Step inside this Move-In Ready

  Jason Roberts Coldwell Banker Island Prop-Ku

  194 Kamakoi Loop, Kihei, HI 96753
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  /17

  $20,000,000

  • 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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  /30

  $1,325,250

  • 2 Beds
  • 2 Baths
  • 890 Sq Ft

  2575 S Kihei Rd Unit G508, Kihei, HI 96753

  This HOTEL-ZONED, top floor condo in the coveted G Building is a rare find: first time in 10 years a 2BR/2BA unit on the 5th floor of Maui Banyan's premier building is on the market. Panoramic, sweeping views from the ocean to West Maui Mountains to Haleakala. Enjoy sunsets from the lanai and whale sightings during whale season! The Northwest orientation of G508 significantly reduces the solar

  Jeffrey Samuels Jeffrey Samuels Realty

  2575 S Kihei Rd Unit G508, Kihei, HI 96753

Showing Results 41 - 79, Page 2 of 2