29

Wailea, HI 1-Story Homes for Sale

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  • /38

    $2,295,000

    • 3 Beds
    • 3 Baths
    • 2,088 Sq Ft

    182 Ponana St, Kihei, HI 96753

    Imagine finishing your morning coffee and stepping outside to a 45-foot heated lap pool and spa — in your own backyard. No resort crowds. No reservations. Just warm water and Maui sunshine. 182 Ponana Street sits inside Kihei's highly sought-after Keawakapu Views neighborhood. This 2,088-square-foot single-story home was built in 2018 with one thing in mind: the ultimate Maui lifestyle, no

    Agent Photo

    Eric West

    Real Broker

    (808) 515-5189

    182 Ponana St, Kihei, HI 96753
  • /32

    $2,595,000 Open Fri 12PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft

    20 Hoohale St, Kihei, HI 96753

    20 Hoohale is a beautifully appointed single-story home in the sought-after Kilohana Ridge community, just moments from the world-renowned Keawakapu Beach. This 3-bed, 2-bath furnished residence sits at the end of a private driveway, creating a serene retreat with exceptional privacy! Enjoy the best of Maui living with a sparkling saltwater pool, outdoor shower, and a covered lanai ideal for

    Andrea Olson Coldwell Banker Island Prop(S)

    20 Hoohale St, Kihei, HI 96753
  • /42

    $4,300,000

    • 2 Beds
    • 3 Baths
    • 2,375 Sq Ft

    3800 Wailea Alanui Dr Unit 108, Kihei, HI 96753

    Experience the epitome of island elegance with Villa PH108, a stunning 2-bedroom, 2.5-bathroom + den ground-floor residence located in the exclusive Penthouse building of Wailea Beach Villas, a coveted beachfront resort in the heart of the Wailea Resort community on Maui’s South Shore. This spacious, fully furnished villa offers a seamless blend of indoor-outdoor living with 2,375 square feet of

    Elena Panigada Island Sotheby's International Realty(M)

    3800 Wailea Alanui Dr Unit 108, Kihei, HI 96753
  • /50

    $13,900,000

    • 3 Beds
    • 3 Baths
    • 3,850 Sq Ft

    4000 Wailea Alanui Dr Unit 1602, Kihei, HI 96753

    FABULOUS world class Wailea Point “double” unit with a MOST DYNAMIC ocean & beach front location. Perhaps the finest condominium residence in Hawaii, no expense was spared to set this exclusive Maui home apart. Unsurpassed world class views, from iconic Polo Beach and the Makena coastline, to the vast Pacific and offshore islands, and north to the Kihei & Maalaea coastlines. Just steps to the

    Dave Wagner Wailea Point Realty, Inc.

    4000 Wailea Alanui Dr Unit 1602, Kihei, HI 96753
  • /50

    $699,000

    • 2 Beds
    • 2 Baths
    • 890 Sq Ft

    2653 S Kihei Rd Unit 114, Kihei, HI 96753

    Embrace the Maui lifestyle in this beautifully updated 2-bed, 2-bath, ground-level condo at Maui Parkshore 114. Directly across from the world-renowned Kamaole Beach Park III, this unit combines convenience with a welcoming atmosphere for an unforgettable island experience. Upgrades include an open, modern kitchen with sleek stainless appliances, stylish cabinetry, and elegant countertops. With

    Mike Marshall Real Broker

    2653 S Kihei Rd Unit 114, Kihei, HI 96753
  • /50

    $3,495,000

    • 2 Beds
    • 2 Baths
    • 1,347 Sq Ft

    3600 Wailea Alanui Dr Unit 2201, Kihei, HI 96753

    Aloha from Wailea Elua; Wailea Elua is one of Wailea's premier properties with direct beach/ocean access that is HOTEL/RESORT ZONED :)!! This allows owners the ability to "Short Term Vacation Rental" to generate income!! This is an added premium valuation in todays market - as all and any Maui properties from here on will be zoned for long term rental only. Situated on twenty-five acres with

    Bruce McDonald Coldwell Banker Island Prop(S)

    3600 Wailea Alanui Dr Unit 2201, Kihei, HI 96753
  • /50

    $675,000

    • 2 Beds
    • 2 Baths
    • 890 Sq Ft

    2653 S Kihei Rd Unit 105, Kihei, HI 96753

    At Maui Parkshore 105, days begin with the sound of the ocean and end with South Maui sunsets glowing across your lanai. This turnkey 2-bedroom, 2-bath condo offers a relaxed, close beach proximity lifestyle, where beach walks, warm breezes, and swaying palms are part of the everyday rhythm. Just across from Kamaole Beach Park III, you’re moments from soft sand, gentle waves, and one of Kihei’s

    Clint Hansen Maui Luxury Real Estate LLC

    2653 S Kihei Rd Unit 105, Kihei, HI 96753
  • /50

    $6,500,000

    • 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, built in 2020 by Buddy L & Sons. Perfectly positioned at the top of Wailea in The Ridge at Wailea, a coveted neighborhood with just nine lots. This 4 bedroom, 3 bath home with a separate home office blends luxury and comfort with open living spaces that flow seamlessly to the pool & outdoor entertaining

    Sherrie Stinger Coldwell Banker Island Prop(S)

    19 Halapa Place, Kihei, HI 96753
  • /50

    $2,490,000

    • 3 Beds
    • 2 Baths
    • 2,078 Sq Ft

    384 Pualoa Nani Place, Kihei, HI 96753

    Within the gated community of Wailea Pualani, 384 Pualoa Nani Place is a design forward residence that blends privacy, craftsmanship, and modern comfort in a truly special setting. This 3 bedroom, 2 bathroom home with a large dedicated office spans 2,078 square feet and has been thoughtfully curated with distinctive finishes and upgrades throughout. The open living, dining, and kitchen areas are

    Ryan MacLaughlin Island Sotheby's Int'l Rlty(W)

    384 Pualoa Nani Place, Kihei, HI 96753
  • /50

    $10,995,000

    • 4 Beds
    • 5 Baths
    • 3,777 Sq Ft

    184 Lolowaa Place, Kihei, HI 96753

    NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . The most exciting new luxury release to hit the market. A brand new single-level oceanview smart home that truly makes you say WOW. A 2026 Wailea Cohen Development Group design- Never Occupied- Wailea’s larger .54 Acre landscaped homesite- 23,461 sf level land- Clean architectural lines- Bright & sophisticated- Contemporary

    Dennis Rush Compass-W

    184 Lolowaa Place, Kihei, HI 96753
  • /27

    $1,475,000

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

    2757 S Kihei Rd Unit 101, Kihei, HI 96753

    Welcome to Paradise Ridge Estates #101. Set on the ground floor of Building 1, this home offers convenient access and a private, tucked-away location within the community. Inside, you’ll find contemporary finishes and an open-concept living and dining area designed for comfortable everyday living. Two assigned parking stalls—#64 and #70—as well as handicapped stalls are located close by for easy

    Mark Waite Compass-W

    2757 S Kihei Rd Unit 101, Kihei, HI 96753
  • /43

    $549,000 Open Fri 11AM - 2PM

    • 1 Bed
    • 2 Baths
    • 818 Sq Ft

    2695 S Kihei Rd Unit 4-113, Kihei, HI 96753

    Moments to crystal blue waters and golden sandy Kamaole Beach park as you are ideally located across the street from one of Maui's top beaches. Tucked away in a peaceful corner of Building 4 at Kamaole Sands, this ground-floor condo is ideally located near the BBQ area and just moments to the iconic Kamaole III Beach Park. This turn-key unit is both a successful short-term vacation rental and a

    Geoffrey Cook Century 21 Island Homes

    2695 S Kihei Rd Unit 4-113, Kihei, HI 96753
  • /34

    $1,574,000

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

    10 Wailea Ekolu Place Unit 105, Kihei, HI 96753

    Welcome to Wailea Ekolu 105. Easy access to this beautifully remodeled luxury ground floor 2B/2B unit. Condo enjoys the luxury of panoramic ocean and outer island views from one end of the condo, through the living room, kitchen and master bedroom lanai. Thought, care and expert design principles were incorporated into this sleek renovated interior giving a nod to a mid-century modern vibe.

    Michele White Coldwell Banker Island Prop(S)

    10 Wailea Ekolu Place Unit 105, Kihei, HI 96753
  • /42

    $1,399,000

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    3258 Waileia Place, Kihei, HI 96753

    Welcome to your retreat in Maui Meadows! This charming 2-bedroom, 1-bathroom single-level cottage offers awesome ocean views and spectacular South Maui sunsets that will captivate you from the moment you arrive. The open living room and kitchen area are perfect for entertaining with a freshly painted interior that creates a warm and inviting atmosphere. The quality Dryvit siding and traditional

    Nancy Nevius Coldwell Banker Island Prop(S)

    3258 Waileia Place, Kihei, HI 96753
  • /49

    $5,995,000

    • 4 Beds
    • 4 Baths
    • 4,292 Sq Ft

    3857 Waakaula Place, Kihei, HI 96753

    Experience the pinnacle of luxury island living at 3857 Waakaula Place. Nestled within the prestigious gated subdivision of Wailea Golf Estates and bordered by the iconic Wailea Blue Golf Course, this elegant 4,292 sq. ft. residence boasts sweeping ocean views and offers a classic, well-thought-out design to seamless transition the interior living space to the spacious lanais (nearly 3,000 square

    Ryan MacLaughlin Island Sotheby's Int'l Rlty(W)

    3857 Waakaula Place, Kihei, HI 96753
  • /41

    $698,000

    • 1 Bed
    • 2 Baths
    • 849 Sq Ft

    2777 S Kihei Rd Unit 102, Kihei, HI 96753

    * CLEAN & TURN KEY * UPDATED* 849 SQ FT 1 Bed, 2 Full BATHROOMS * MAUI KAMAOLE Built in 1999 UPDATED in 2020-2025. Located across from Kamaole Beach Park III & Kihei Boat Ramp. FRESH Sherwin Williams Duration Pure White Interior Paint, BRAND NEW 18 Light SPUTNIK Dining Chandelier, BRAND NEW Recessed Lights, Newer Bamboo Cabinets with Fully Adjustable Shelves and Melamine Interiors. BRUSHED NICKEL

    Christine Hamilton Coldwell Banker Island Prop(S)

    2777 S Kihei Rd Unit 102, Kihei, HI 96753
  • /19

    $900,000

    • 1 Bed
    • 2 Baths
    • 680 Sq Ft

    2936 S Kihei Rd Unit 311, Kihei, HI 96753

    Experience the magic of Maui sunsets from your private lanai at Kihei Surfside, set on 1.5 acres of spectacular oceanfront property. This one-bedroom, one-and-a-half bath condo is located in the hotel zone, allowing short-term rentals while also offering the comfort of a perfect primary or second home. Resort-style amenities include a pool, barbecue area, putting green, and an expansive park-like

    Debra Merle Island Sotheby's International Realty(M)

    2936 S Kihei Rd Unit 311, Kihei, HI 96753
  • /32

    $1,275,000

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

    3200 Wailea Alanui Dr Unit 1605, Kihei, HI 96753

    Discover Unbeatable Wailea Value Experience the perfect blend of affordability and luxury in the prestigious Palms at Wailea. This inviting, turnkey furnished, ground-level, 2-bedroom, 2-bath residence in Building 16 is priced as one of the most accessible two-bedrooms in the complex, presenting a rare opportunity to own in this sought-after community. The unit is designed for comfort and privacy

    Kathleen Tezak Island Sotheby's Int'l Rlty(W)

    3200 Wailea Alanui Dr Unit 1605, Kihei, HI 96753
  • /43

    $754,000

    • 1 Bed
    • 2 Baths
    • 849 Sq Ft

    2777 S Kihei Rd Unit 107, Kihei, HI 96753

    Situated in South Kihei’s premier resort community, Maui Kamaole, this spacious 1-bedroom, 2-bath condo offers a perfect blend of comfort, privacy, and convenience. Located on 23 acres of lush tropical landscaping directly across from Kamaole Beach Park III, this unit feels like a private oasis yet is just minutes from Wailea’s top golf, dining, and shopping. The downstairs condo is exceptionally

    Ron Silva Island Sotheby's International Realty(M)

    2777 S Kihei Rd Unit 107, Kihei, HI 96753
  • /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
  • /36

    $1,249,000

    • 2 Beds
    • 2 Baths
    • 949 Sq Ft

    3950 Kalai Waa St Unit Y102, Kihei, HI 96753

    Don't miss this stunning 2 bedroom, 2 bath condo, downstairs unit, located on the 11th hole of the Wailea Blue Course Fairway, with amazing ocean views. The Y building offers an open feel to the course, and making every view green, or blue. The unit is being sold furnished, newer paint and carpet, granite kitchen, travertine tiles, Minka air ceiling fans, newer oven, and appliances. This unit

    Jamie Martin Coldwell Banker Island Prop(S)

    3950 Kalai Waa St Unit Y102, Kihei, HI 96753
  • /41

    $5,375,000

    • 3 Beds
    • 2 Baths
    • 1,609 Sq Ft

    3600 Wailea Alanui Dr Unit 803, Kihei, HI 96753

    Truly one of Wailea's pinnacle properties, Wailea Elua 803 defines single-level luxury living, with a full-scale remodel encompassing the finest in surfaces and amenities and sweeping ocean views from the main living area and Master Suite. Every detail has been refined in this rare 3-bedroom offering (only 7 have come to market in the last 10 years), which is bathed abundantly in natural light

    Kevin Spaise Keller Williams Realty Maui-Ki

    3600 Wailea Alanui Dr Unit 803, Kihei, HI 96753
  • /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 Int'l Rlty(W)

    4584 Makena Rd, Kihei, HI 96753
  • /39

    $672,000

    • 1 Bed
    • 1 Bath
    • 778 Sq Ft

    2737 S Kihei Rd Unit 1-102, Kihei, HI 96753

    Beautifully remodeled and meticulously maintained, this stunning condo features an updated kitchen with stainless steel appliances, bathroom with custom tiled walk-in shower and pride of ownership shining throughout. Perfectly located close to the beach with convenient access to 2 pools and 2 barbecue areas, the unit also offers gorgeous ocean views and spectacular sunsets from your private

    Terri Nicholson Real Broker

    2737 S Kihei Rd Unit 1-102, Kihei, HI 96753
  • /25

    $1,350,000

    • 2 Beds
    • 2 Baths
    • 949 Sq Ft

    3950 Kalai Waa St Unit E102, Kihei, HI 96753

    Stunning ocean and fairway views. Ground floor lanai flowing out to spacious grass area. Upgraded custom woodwork includes sapele kitchen, front entry cabinet, bathroom vanities, and closet build outs. Includes a unique additional custom shiplap murphy bed wall unit with cabinets and pull-out panels to create a third bedroom in front room for guests. Optional custom sapele murphy bed in second

    Nathalie Mullinix Nathalie Mullinix R. U., Inc.

    3950 Kalai Waa St Unit E102, Kihei, HI 96753
  • /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
  • /50

    $15,999,000

    • 4 Beds
    • 5 Baths
    • 6,754 Sq Ft

    34 Ualei Place, Wailea, HI 96753

    Discover a rare Makena luxury estate in the exclusive gated community of One Palauea Bay, Maui. Welcome to 34 Ualei Place, a private residence on one acre of lush land, adjacent to a 21-acre protected reserve, offering breathtaking ocean and inter-island views. The backyard is a true tropical oasis, featuring a grotto-style pool with cascading waterfalls, expansive lanais perfect for

    Paul Ferrall Coldwell Banker Island Prop-Ku

    34 Ualei Place, Wailea, HI 96753
  • /35

    $2,675,000

    • 2 Beds
    • 2 Baths
    • 1,505 Sq Ft

    3300 Wailea Alanui Dr Unit 32A, Kihei, HI 96753

    The 2 Bedroom Lower Village unit you've been waiting for! Arguably the BEST unit in all of Wailea Ekahi! It was designer renovated from floor to ceiling over a 6 month period with no expense spared, and now exudes elegance and is the epitome of luxury within Wailea Ekahi. Boasting an expansive ocean view (with NO STAIRS!) in a serene, quiet atmosphere, this unit features porcelain tile floors, a

    Don McEntire McEntire Realty

    3300 Wailea Alanui Dr Unit 32A, Kihei, HI 96753
  • /41

    $1,130,000

    • 2 Beds
    • 2 Baths
    • 904 Sq Ft

    2611 Lioholo Place, Kihei, HI 96753

    Welcome to 2611 Lioholo Place, nestled in the heart of Keonekai Heights, one of South Kihei’s most desirable residential neighborhoods. This charming cul-de-sac property offers the perfect blend of island tranquility and everyday convenience. Enjoy two separate dwellings on a beautifully landscaped 7,500 sq. ft. lot, ideal for multi-generational living or income-generating potential. The boutique

    Dennis Carhart Coldwell Banker Island Prop(S)

    2611 Lioholo Place, Kihei, HI 96753
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