77

Wailea, HI Homes for Sale with Garage

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  • /50

    $4,950,000

    • 3 Beds
    • 4 Baths
    • 2,386 Sq Ft

    3100 Wailea Alanui Dr Unit 12, Kihei, HI 96753

    This Residential condominium is also listed under single family residential MLS #406048. Papali Wailea Home 12 – Refined Single-Level Living. This rare 3-bedroom, 3.5-bath single-level residence in Papali Wailea combines architectural elegance with thoughtful upgrades, all within one of Wailea’s most private, low-density communities. Vaulted Alaskan yellow cedar ceilings, limestone floors, and

    Addie Heiner Coldwell Banker Island Prop-Ku

    3100 Wailea Alanui Dr Unit 12, Kihei, HI 96753
  • /50

    $1,895,000

    • 2 Beds
    • 2 Baths
    • 1,616 Sq Ft

    161 Wailea Ike Place Unit D201, Kihei, HI 96753

    Island Elegance in the Heart of Wailea! Wailea Town Center D-201 - this spacious 2-bedroom, 2-bath luxury condo offers the best of island living with the feel of an urban penthouse with stunning ocean views from Kahoolawe to the West Maui Mountains. The open layout features a large living & kitchen area with extra side windows and expands to the covered lanai with a built-in grill perfect for

    Max Nevius Coldwell Banker Island Prop-Ku

    161 Wailea Ike Place Unit D201, Kihei, HI 96753
  • /48

    $8,900,000

    • 3 Beds
    • 3 Baths
    • 2,726 Sq Ft

    4000 Wailea Alanui Dr Unit 502, Kihei, HI 96753

    Positioned in the coveted front row of Wailea Point, Residence 502 sits just 75 feet from the surveyed shoreline, offering commanding southwest-facing views of Molokini Crater and the resort’s iconic blowhole. Given the slight elevation directly on the ocean, the home is perfectly situated for dramatic vistas and exceptional privacy from the oceanfront path below. The residence underwent a

    Dave Wagner Wailea Point Realty, Inc.

    4000 Wailea Alanui Dr Unit 502, Kihei, HI 96753
  • /49

    $4,395,000

    • 3 Beds
    • 4 Baths
    • 3,810 Sq Ft

    164 W Ikea Moku Place, Kihei, HI 96753

    Where the Pacific breeze meets elevated living, 164 W Ikea Moku stands as a statement of timeless design and effortless island luxury. Positioned at the end of a quiet cul-de-sac within the revered gated enclave of Wailea Kialoa, this gracious 3-bedroom, 3.5-bathroom residence spans 3,810 square feet and offers an extraordinary sense of privacy, beauty, and refinement. From the moment you

    Robbie Dein Maui Real Estate Advisors LLC

    164 W Ikea Moku Place, Kihei, HI 96753
  • /30

    $2,690,000

    • 4 Beds
    • 3 Baths
    • 3,195 Sq Ft

    199 E Ikea Moku Place, Kihei, HI 96753

    Welcome to 199 E. Ikea Moku Place, a refined Wailea residence offering the perfect blend of privacy, comfort, and world-class surroundings. Located on a quiet cul-de-sac in the prestigious gated enclave of Wailea Kialoa, this 3,195 sq. ft. home is perfectly positioned to capture sweeping views of the Pacific, outer islands, and Maui’s radiant southern coast. Here, life unfolds to the rhythm of

    Robbie Dein Maui Real Estate Advisors LLC

    199 E Ikea Moku Place, Kihei, HI 96753
  • /50

    $19,850,000

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

    34 Ualei Place, Wailea, HI 96753

    Presenting a Makena Gem in one of Maui's most prestigious neighborhoods. Welcome to the exclusive gated neighborhood of One Palauea Bay. 34 Ualei Place is what Maui dreams are made of. This luxury home is situated on one acre of beautiful land, and adjacent to a 21 acre reserve that is protected from development. Expansive ocean and inter-island views greet you as you enter the backyard. The

    Paul Ferrall Coldwell Banker Island Prop-Ku

    34 Ualei Place, Wailea, HI 96753
  • /50

    $2,600,000

    • 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 beautiful Wailea Blue Golf Course. The orientation of this building provides wonderful privacy and an abundance of natural light from the floor to ceiling

    Leslie Smith Hawaii Life (W)

    209 Holokahiki Ln Unit 103, Wailea-Makena, HI 96753
  • /50

    $2,635,808

    • 4 Beds
    • 4 Baths
    • 2,490 Sq Ft

    137 Hoohale St, Kihei, HI 96753

    Our highly motivated sellers welcome you to an exceptional opportunity. Located in the private community of Kllohana Ridge, this four-bedroom, four-bath home with two distinct living areas sits three blocks from Wailea and an easy 700 steps from the world-famous Keawakapu Beach. Built in 2004, this house underwent a complete $1.3M makeover in 2020-21. This home is built to modern standards by

    Gary Mooers Coldwell Banker Island Prop(S)

    137 Hoohale St, Kihei, HI 96753
  • /29

    $3,995,000

    • 4 Beds
    • 3 Baths
    • 2,873 Sq Ft

    3179 S Noho Loihi Way, Kihei, HI 96753

    Experience Elevated Island Living in Wailea Pualani Tucked within Maui’s premier residential resort enclave, Wailea Pualani, this exceptional home sits at the end of a quiet cul-de-sac on an expansive oversized lot. Enjoy sweeping Haleakala mountain vistas by day and radiant ocean sunsets by evening from this elevated, private setting. Originally built in 2016 and tastefully updated in 2021,

    David Richardson Hawaii Life (W)

    3179 S Noho Loihi Way, Kihei, HI 96753
  • /33

    $3,900,000

    • 2 Beds
    • 2 Baths
    • 1,239 Sq Ft

    4400 Makena Rd Unit 301, Kihei, HI 96753

    A rare opportunity comes to market: South Side Polo 301 is a masterpiece of artistry and aloha. This island home has been cherished by one family since the inception of Polo. An extravagant remodel features lustrous tropical woods, enduring stone flooring and architectural ingenuity throughout. The compelling artwork is of significant value, and the furnishing, are exceptional. Absolutely

    Phylleen Jackson Coldwell Banker Island Prop(S)

    4400 Makena Rd Unit 301, Kihei, HI 96753
  • /50

    $3,795,000

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

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

    LAI LOA WIDE OCEAN VIEW IN WAILEA. Beautiful Turnkey Residence in La’i Loa with OVER $400k in luxury designer furnishings and decor. Discover the pinnacle of island luxury in this exquisite turnkey residence, nestled within Wailea’s prestigious new development—La’i Loa. Thoughtfully designed and lavishly appointed by Philpotts Interiors, the home comes fully furnished with high-end designer

    Carla Lorimor Polaris Pacific

    24 Kai Malu Dr Unit 102 (3B), Kihei, HI 96753
  • /36

    $2,600,000

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

    168 Kainui Loop Unit 63B, Kihei, HI 96753

    Wake up to these beautiful ocean views ! Located on the top row of the complex, Kai Malu 63B offers ocean views from the upstairs and downstairs elevations. The upstairs lanai allows you to enjoy your favorite morning beverage while taking in the ocean view from the outdoors ... a great way to start the day ! Kai Malu 63B offers very comfortable living with plentiful storage and a two car

    Peter Slate Coldwell Banker Island Prop(S)

    168 Kainui Loop Unit 63B, Kihei, HI 96753
  • /50

    $4,695,000

    • 3 Beds
    • 4 Baths
    • 2,426 Sq Ft

    24 Hoolei Cir Unit T2, Kihei, HI 96753

    Welcome to Ho'olei T2, a rare hotel-zoned luxury townhome in Wailea, offering unparalleled vacation rental potential. This 3 bed, 3.5 bath 2,426 sq. ft. residence boasts a spacious open floor plan, gourmet kitchen with Sub-Zero & Wolf appliances, and a private elevator for effortless access. The expansive lanai is equipped with a built-in BBQ, seamlessly blending indoor and outdoor living amidst

    Mike Marshall Real Broker LLC

    24 Hoolei Cir Unit T2, Kihei, HI 96753
  • /42

    $2,599,000

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

    182 Ponana St, Kihei, HI 96753

    You will LOVE this Newer Construction, Single Story Home located in the sought after Keawakapu Views neighborhood at 182 Ponana St. This meticulously crafted 2,088-square-foot single-story masterpiece was built in 2018 and checks every box! The thoughtful open design incorporates 11-foot recessed ceilings and expansive windows that frame picture-perfect garden views while flooding the space with

    Eric West Real Broker LLC

    182 Ponana St, Kihei, HI 96753
  • /45

    $16,000,000

    • 4 Beds
    • 4 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
  • /32

    $27,000,000

    • 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. 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 a matter of steps from the home’s living room. This architectural triumph blends contemporary elegance and convenience with the

    David Richardson Hawaii Life (W)

    3254 S Kihei Rd, Kihei, HI 96753
  • /30

    $2,695,000

    • 4 Beds
    • 4 Baths
    • 3,191 Sq Ft

    221 E Ikea Kai Place, Kihei, HI 96753

    THE BIGGEST HOUSE FOR THE LOWEST PRICE ON A LARGE LOT IN ALL WAILEA with a pool/spa. Beautiful floor plan with the living room, dining room, kitchen, two bedrooms and two baths on the main ground floor. Two LARGE bedrooms, two baths and a family room upstairs. VACANT and easy to show. THE PHOTOS ARE TEMPORARY AND do not properly represent the grandeur of this house. SEE IT ON SHORT NOTICE.

    Bruce Travis eXp Realty

    221 E Ikea Kai Place, Kihei, HI 96753
  • /39

    $6,250,000

    • 3 Beds
    • 4 Baths
    • 2,426 Sq Ft

    63 Hoolei Cir Unit B2, Kihei, HI 96753

    Location, location, location! Epic ocean views and one of the finest villas in the community make Ho'olei 63-2 an exclusive and highly desired opportunity. The Maile floor plan maximizes your outdoor living experience with the spacious covered lanai looking out towards the sea. This 3 bedroom, 3.5 bath luxury villa is ideally positioned to offer 180-degree ocean views and year round sunset

    Dano Sayles Coldwell Banker Island Prop(S)

    63 Hoolei Cir Unit B2, Kihei, HI 96753
  • /5

    $6,775,000

    • 4 Beds
    • 5 Baths
    • 4,537 Sq Ft

    151 Halau Place Unit 7, Kihei, HI 96753

    This 4-bedroom, 4.5-bathroom two-story home features elevated ceiling heights, an open and airy floor plan of approximately ~3,711 square feet of interior space sitting on a ~14,972 SF lot on the Wailea Blue Golf Course, with premier fairway and ocean views. Defined by an expansive lanai that leads to a large pool, this home embodies casual island elegance and seamless indoor/outdoor living. A

    David Richardson Hawaii Life (W)

    151 Halau Place Unit 7, Kihei, HI 96753
  • /39

    $27,500,000

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

    3060 S Kihei Rd, Kihei, HI 96753

    An exclusive opportunity awaits to own a legacy property nestled upon the pristine sands of Keawakapu Beach. Spread on over 5,000 square feet of interior living space, this trophy estate offers unrivaled panoramic views of year-round sunsets, gentle waves, breaching whales seasonally, and some of the most stunning views in the world. Step into luxury living of this four-bedroom single-family

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

    3060 S Kihei Rd, Kihei, HI 96753
  • /41

    $2,990,000

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

    244 Holomoana Way Unit 101 (17A), Wailea, HI 96753

    WIDE OCEAN UNOBSTRUCTED OCEAN VIEW!!! This luxurious 3-bedroom / 3-bath townhome-style condominium offers the ultimate in island living in the gated community of Makali'i at Wailea. Positioned in an exclusive location on the upper row with no buildings below obstructing your views, it combines the privacy of a single-family home with the convenience of a condominium resort lifestyle. Makali'i has

    Carla Lorimor Polaris Pacific

    244 Holomoana Way Unit 101 (17A), Wailea, HI 96753
  • /4

    $5,495,000

    • 3 Beds
    • 4 Baths
    • 2,969 Sq Ft

    162 Halau Place Unit 11, Kihei, HI 96753

    Discover island luxury in this single-story, 3-bedroom, 3.5-bathroom residence nestled along the Wailea Blue Golf Course. With ~3,000 sf of meticulously designed interior space, set on a ~14,272 sf lot, this home boasts a timeless color palette, subtle textures, and contemporary lines, exuding sophistication and casual elegance. Step into an open and airy floor plan where premium design elements,

    David Richardson Hawaii Life (W)

    162 Halau Place Unit 11, Kihei, HI 96753
  • /50

    $2,199,000

    • 3 Beds
    • 2 Baths
    • 2,111 Sq Ft

    521 Kupulau Dr, Kihei, HI 96753

    Nestled in the highly sought-after Maui Meadows neighborhood, this unique pole home on Kupulau Drive offers breathtaking views as you approach the covered lanai and front entry. The open-concept living area, featuring lots of windows, redwood walls and high ceilings, offers plenty of flexibility and captures stunning ocean and mountain vistas. The wrap-around covered deck enhances the home's

    Nancy Nevius Coldwell Banker Island Prop(S)

    521 Kupulau Dr, Kihei, HI 96753
  • /46

    $19,900,000

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

    4950 Makena Rd Unit 8, Kihei, HI 96753

    Nestled into a gated residential condominium community on Maui’s sun-drenched south shore, this 4-bedroom, 4.5-bath home provides over 4,300 sq.ft of interior space, beautifully renovated in 2024. This home offers stunning sunset views year-round. The updated kitchen has a substantial two-level island with Patagonia quartzite countertops and bar seating for six, with Leicht cabinetry, tile

    Leslie Smith Hawaii Life (W)

    4950 Makena Rd Unit 8, Kihei, HI 96753
  • /50

    $2,245,000

    • 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
  • /50

    $6,975,000

    • 4 Beds
    • 3 Baths
    • 2,892 Sq Ft

    3800 Wailea Alanui Dr Unit 208, Kihei, HI 96753

    Where the ocean whispers at your doorstep & refined luxury defines every detail, Wailea Beach Villas K-208 presents a rare chance to own a beachfront retreat with premier hotel-resort zoned rental eligibility. Framed by the golden sands of Wailea Beach & steps from the Four Seasons Maui & The Grand Wailea, this luxurious villa is a front-row seat to the best of Maui, where sunrise coffee carries

    Robbie Dein Maui Real Estate Advisors LLC

    3800 Wailea Alanui Dr Unit 208, Kihei, HI 96753
  • /50

    $2,495,000

    • 3 Beds
    • 5 Baths
    • 4,220 Sq Ft

    904 Kupulau Dr, Kihei, HI 96753

    Step into an extraordinary Modern Pole House, gracefully perched at the top of Maui Meadows, where breathtaking panoramic ocean views and vistas of the neighboring islands await you. Meticulously remodeled and completed in 2021, this architectural masterpiece seamlessly blends contemporary elegance with the unique charm of the original Frank Stiller design. This property is very private, with

    Todd Hudson Keller Williams Realty Maui-Ki

    904 Kupulau Dr, Kihei, HI 96753
  • /50

    $8,600,000

    • 3 Beds
    • 3 Baths
    • 1,961 Sq Ft

    3800 Wailea Alanui Dr Unit 405, Kihei, HI 96753

    Discover an exceptional opportunity to own in one of Maui’s highly coveted ocean front properties, Wailea Beach Villas. Penthouse 405 offers a stunning 3-bedroom, 3-bathroom floor plan with breathtaking panoramic views of Wailea Beach, Molokini, Kaho'olawe, Lanai, West Maui, and Haleakala. This exquisite residence has been meticulously upgraded featuring an elegant modern decor, with high-end

    Jolanta Frazier Coldwell Banker Island Prop(S)

    3800 Wailea Alanui Dr Unit 405, Kihei, HI 96753
  • /39

    $2,540,000

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

    161 Wailea Ike Place Unit C204, Kihei, HI 96753

    Discover the understated elegance of Wailea Town Center C204. Immerse yourself in sweeping ocean views from your bedroom, living room, and wrap around lanai. This 3-bed 3-bath residence spans over 1,900 sq. ft. featuring custom cabinetry, premium stone countertops, and Italian ceramic tile throughout. These timeless touches breathe life to the discerning tastes that led the Developer to choose

    Bryan Ocasio Coldwell Banker Island Prop(S)

    161 Wailea Ike Place Unit C204, Kihei, HI 96753
  • /40

    $3,649,000

    • 2 Beds
    • 2 Baths
    • 1,822 Sq Ft

    4000 Wailea Alanui Dr Unit 1904, Kihei, HI 96753

    Wailea Point 1904 is perfectly situated on over 26 acres of some of the most highly sought after oceanfront real estate in Maui, Hawaii. In addition to its prime location, Wailea Point 1904 offers exceptional design and craftsmanship with unmatched attention to detail. This world class enclave is right in between the Fairmont Kea Lani, the Four Seasons Wailea, and is equidistant to both Wailea

    Dano Sayles Coldwell Banker Island Prop(S)

    4000 Wailea Alanui Dr Unit 1904, Kihei, HI 96753
  • /45

    $6,195,000

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

    3800 Wailea Alanui Dr Unit E201, Kihei, HI 96753

    Here's your chance to own one of the spacious villas at one of the most prestigious condominium properties on Maui - Wailea Beach Villas. This special property, built in 2005, is located on Wailea Beach, in front of the famous Shops at Wailea, a short walk to world-class shopping, other 5-star resorts, fantastic restaurants, and a short drive to several championship golf courses. This luxurious

    Gary Mooers Coldwell Banker Island Prop(S)

    3800 Wailea Alanui Dr Unit E201, Kihei, HI 96753
  • /23

    $1,495,000

    • 4 Beds
    • 3 Baths
    • 2,214 Sq Ft

    2608 Lioholo Place, Kihei, HI 96753

    Discover the epitome of South Maui living in this ocean view, beautifully updated Keonekai residence, offering both luxury and flexibility just moments from the beach. This two-story home features 4 bedrooms and 3 bathrooms, along with an attached 1-bedroom, 1-bath ohana ideal for extended family, guests, or rental income. Inside, you’ll find gleaming bamboo floors, a modern kitchen with granite

    Clint Hansen Maui Luxury Real Estate LLC

    2608 Lioholo Place, Kihei, HI 96753
  • /50

    $1,395,000

    • 4 Beds
    • 3 Baths
    • 1,849 Sq Ft

    2611 Mikoi Place, Kihei, HI 96753

    Quiet Cul-de-sac location split level home in Keonekai Heights with attached one bedroom one bath ohana and room for your boat. Fantastic opportunity to own in this much sought after neighborhood. Walking distance to Kamaole Beach Park II and III as well as many restaurants and shops, with world class golf, tennis, dining and resorts a short drive away. This spacious four bedroom, three bath

    Tara Mathews Hawaii Life (W)

    2611 Mikoi Place, Kihei, HI 96753
  • /42

    $1,875,000 Open Tue 9:30AM - 1:30PM

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

    194 Kamakoi Loop, Kihei, HI 96753

    E Komo Mai – Welcome Home to Your South Maui Retreat. Discover resort-style island living at its finest in this beautifully remodeled 3-bedroom, 3-bath residence nestled at the end of a peaceful cul-de-sac in sunny Kihei. Thoughtfully designed with a split-level layout, this home offers a flexible floor plan perfect for entertaining and everyday living. The upper level features the main living

    Kale Boverman Big Wave Realty LLC

    194 Kamakoi Loop, Kihei, HI 96753
  • /37

    $1,200,000

    • 2 Beds
    • 2 Baths
    • 890 Sq Ft

    2575 S Kihei Rd Unit P203, Kihei, HI 96753

    *OPEN HOUSE Wed. July 16, 2025 from 3pm to 6pm. Come and enjoy Carefree, Convenient Condo Living! Maui Banyan is a Special Place in Paradise directly across the road from Beautiful Sandy Kamaole Beach 2. Hotel Zoned & Vacation Rentable P203 is on the popular South Side. 2nd Bedroom can be used as a Studio Apt. with private entrance and balcony, allowing 2 rentals in one condo. (one Bedroom

    Marilyn Steinmetz AOK Properties LLC

    2575 S Kihei Rd Unit P203, Kihei, HI 96753
  • /33

    $1,300,000

    • 4 Beds
    • 4 Baths
    • 3,291 Sq Ft

    2630 Kanakanui Rd, Kihei, HI 96753

    Nestled in the heart of Kihei this stunning 4 bedroom 4 bath home offers the perfect blend of island charm and modern convenience. This beautifully landscaped, generous lot is a tropical oasis with private tropical gardens, and vibrant flora that create a serene retreat just moments from the beach. Designed for versatility this home features the potential for 2 separate living spaces for

    Lori Wash Coldwell Banker Island Prop(S)

    2630 Kanakanui Rd, Kihei, HI 96753
  • /49

    $8,750,000

    • 3 Beds
    • 3 Baths
    • 2,613 Sq Ft

    5065 Makena Rd, Kihei, HI 96753

    NOW PRICED BELOW APPRAISED VALUE!!! Bring an Offer, Seller will consider Lease with an Option to Purchase. Modern at Makena Landing... Seize the opportunity to live the Makena Lifestyle in this exceptionally remodeled contemporary 3bed/3bath, fully furnished, executive home. Property is complemented by a luxurious Pool and Spa and custom Sunset Deck, all perched atop historic Makena Landing

    Meghan Clair Coldwell Banker Island Prop(S)

    5065 Makena Rd, Kihei, HI 96753

Showing Results 41 - 77, Page 2 of 2

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