34

Wailea, HI Homes for Sale under $1,500,000

Section Image Section Image
  • /42

    $1,435,000

    $140K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,194 Sq Ft

    3200 Wailea Alanui Dr Unit 1207, Kihei, HI 96753

    Discover the perfect blend of comfort, style, and location at Palms at Wailea #1207. This beautifully updated 2-bedroom, 2-bath ground-level condominium enjoys a prime position within the complex, nestled along the serene inner greenbelt. The spacious lanai opens directly onto the lush greenbelt, creating a seamless indoor-outdoor living experience ideal for relaxing or entertaining. The unit

    Agent Photo

    Bradley MacArthur

    Hawaii Life (W)

    3200 Wailea Alanui Dr Unit 1207, Kihei, HI 96753
  • /48

    $1,350,000

    • 1 Bed
    • 2 Baths
    • 885 Sq Ft

    3300 Wailea Alanui Dr Unit 17A, Kihei, HI 96753

    This beautifully appointed 1-bedroom, 2-bathroom condo offers serene ocean views from a private, quiet location within Wailea Ekahi. Wailea Ekahi #17A features an inviting tropical atmosphere and comes fully furnished, ready for immediate enjoyment. The entire complex has just been freshly painted and features brand new landscaping throughout, creating an enhanced resort experience. The unit

    Agent Photo

    Bradley MacArthur

    Hawaii Life (W)

    3300 Wailea Alanui Dr Unit 17A, Kihei, HI 96753
  • /37

    $1,449,000

    $326K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,194 Sq Ft

    3200 Wailea Alanui Dr Unit 1505, Kihei, HI 96753

    Experience breathtaking ocean views and unforgettable sunsets from the comfort of your private lanai. This exceptional ground-floor villa is nestled in a highly sought-after inner circle location, where you can unwind with the gentle Hawaiian breezes or take a leisurely stroll to the vibrant community gathering center. The villa boasts a spacious living area with an open dining area and a

    Bob Hansen Maui Luxury Real Estate LLC

    3200 Wailea Alanui Dr Unit 1505, Kihei, HI 96753
  • /49

    $1,335,000

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,071 Sq Ft

    10 Wailea Ekolu Place Unit 203, Kihei, HI 96753

    Perfectly positioned in Wailea Ekolu! The incredible ground floor 2 Bedroom 2 Bath Vacation Rental in the Heart of Wailea you’ve been waiting for is here. Located in Building 2, you are steps away from the amazing Wailea Village Center with wonderful restaurants and shopping at your fingertips. This stunning condo offers ground floor convenience and features 2 spacious bedrooms and 2 full baths,

    Dale Richardson Hawaii Life (W)

    10 Wailea Ekolu Place Unit 203, Kihei, HI 96753
  • /37

    $1,079,000

    • 2 Beds
    • 2 Baths
    • 949 Sq Ft

    3950 Kalai Waa St Unit S202, Kihei, HI 96753

    Discover epic island living at an incredible value in the Wailea Resort. Wailea Fairway Villas S202 is one of the best view locations in the community, capturing breathtaking ocean, outer island, and golf course views with unforgettable year-round sunsets. This finely appointed 2-bedroom, 2-bath residence has been freshly painted from top to bottom and features a brand-new split A/C system.

    Dano Sayles Coldwell Banker Island Prop(S)

    3950 Kalai Waa St Unit S202, Kihei, HI 96753
  • /39

    $1,149,000

    $150K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,052 Sq Ft

    2777 S Kihei Rd Unit 219, Kihei, HI 96753

    Priced to Sell! This 2bd/2bth unit in Maui Kamaole boasts impressive ocean and West Maui mountain views, and is perfectly situated in the complex between the two gorgeous pool areas. The spacious floor plan offers plenty of living space as well as 3 separate lanais, and being a corner unit provides an extra living room window for added natural light. Both bathrooms have been remodeled with

    Jordan Kamikawa Hawaii Life (W)

    2777 S Kihei Rd Unit 219, Kihei, HI 96753
  • /50

    $1,025,000

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    155 Wailea Ike Place Unit 10, Kihei, HI 96753

    Welcome to your serene escape in the heart of paradise! Grand Champions unit #10 is a 2-bedroom, 2-bath condominium with a lock off option creating multiple living or rental arrangements_ Located on the top floor with soaring ceilings enhances the sense of space and elegance, making the condo feel even more inviting. The open concept living space has a fully-equipped kitchen, dining and living

    Carol Olsen Coldwell Banker Island Prop(S)

    155 Wailea Ike Place Unit 10, Kihei, HI 96753
  • /44

    $1,189,000

    • 2 Beds
    • 2 Baths
    • 949 Sq Ft

    3950 Kalai Waa St Unit Y202, Kihei, HI 96753

    Stunning 2-bedroom, 2-bath upper-level furnished unit with beautiful ocean/sunset and golf course views. Remodeled in 2014, features include new window treatments, tile, new kitchen appliances, full renovations of both bathrooms (toilets, sinks/faucets, countertops, shower, bath enclosure and lighting). Replacement of front and back door screen doors, new lighting in kitchen and dining room, and

    Leslie Smith Hawaii Life (W)

    3950 Kalai Waa St Unit Y202, Kihei, HI 96753
  • /30

    $1,475,000

    Open Thu 1PM - 4PM
    • 2 Beds
    • 2 Baths
    • 1,071 Sq Ft

    10 Wailea Ekolu Place Unit 1206, Kihei, HI 96753

    Ocean, Molokini, and Wailea Blue Golf Course views set the tone from the moment you arrive. This 2-bedroom, 2-bath Wailea Ekolu condo offers a quiet, private setting tucked away from the road, creating a peaceful relaxing environment. Inside, vaulted ceilings and an open layout bring in natural light, while high-end furnishings give the unit a more refined feel than your typical vacation rental.

    David McAlear Coldwell Banker Island Prop-Ku

    10 Wailea Ekolu Place Unit 1206, Kihei, HI 96753
  • /49

    $1,100,000

    • 1 Bed
    • 1 Bath
    • 792 Sq Ft

    3300 Wailea Alanui Dr Unit 25C, Kihei, HI 96753

    This charming, private ground-floor 1-bedroom, 1-bathroom end-unit is flooded with natural light and has been meticulously maintained. From the spacious living area, kitchen, and extended tiled lanai, you'll enjoy beautiful views of the lush garden. The unit perfectly blends indoor and outdoor living, with direct access from the kitchen that's ideal for alfresco dining. It's like stepping into

    David McAlear Coldwell Banker Island Prop-Ku

    3300 Wailea Alanui Dr Unit 25C, Kihei, HI 96753
  • /50

    $1,495,000

    • 3 Beds
    • 3 Baths
    • 2,042 Sq Ft

    250 Hoohale Place, Kihei, HI 96753

    Enjoy sweeping ocean views that frame Kaho‘olawe and Molokini Crater from this quintessential South Maui beach house's primary suite. Perfectly positioned near Wailea’s world-class golf, fine dining, boutique shopping, and some of Maui’s most iconic white sand beaches, this home blends convenience with the tranquility of a tucked-away cul-de-sac. Some homes don’t just sit on a street—they greet

    Mary Kerstulovich Hawaii Life (W)

    250 Hoohale Place, Kihei, HI 96753
  • /35

    $1,395,000

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

    3200 Wailea Alanui Dr Unit 1509, Kihei, HI 96753

    Experience the beauty of Wailea resort living from this well-positioned "C" model at the Palms at Wailea. Unit 1509 offers 1,242 square feet of interior living space complemented by an expansive 352-square-foot lanai bringing your total living area to nearly 1,600 square feet of Wailea comfort. Enjoy sweeping ocean views from every room, making this unit a rare find where the Pacific serves as

    Ken Wong Coldwell Banker Island Prop-Ku

    3200 Wailea Alanui Dr Unit 1509, Kihei, HI 96753
  • /49

    $1,050,000

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

    2777 S Kihei Rd Unit 204, Kihei, HI 96753

    Perched at the top of Maui Kamaole affords this condo a very nice ocean view. Situated near the tropical pool, but facing away from it makes this a very quiet location. Stainless appliances, nicely furnished, new sliding glass door in the main floor bedroom and that lanai was waterproofed and retiled. A short distance to the tennis courts. Make this your Maui home today. Call your favorite

    Roger Pleski Coldwell Banker Island Prop(S)

    2777 S Kihei Rd Unit 204, Kihei, HI 96753
  • /23

    $1,295,000

    • 2 Beds
    • 2 Baths
    • 949 Sq Ft

    3950 Kalai Waa St Unit R102, Kihei, HI 96753

    Welcome to this beautiful 2-bedroom, 2-bathroom condo at Wailea Fairway Villas, offered fully furnished and move-in ready. Enjoy breathtaking ocean views and spectacular Maui sunsets from the comfort of your own home. Residents enjoy exceptional amenities, including a clubhouse with a fitness center, swimming pool, hot tub, barbecue area, outdoor dining space, and event room. Ideally located in

    Bob Cella Coldwell Banker Island Prop-Ku

    3950 Kalai Waa St Unit R102, Kihei, HI 96753
  • /47

    $1,450,000

    • 2 Beds
    • 2 Baths
    • 898 Sq Ft

    2994 S Kihei Rd Unit 301, Kihei, HI 96753

    Beach Front! Hidden along the renowned mile long white sandy beach of Keawakapu, Hale Hui Kai is a charming, low rise beachfront complex that captures the timeless feeling of Old Hawaii. Lush tropical landscaping and open air walkways welcome you into this well maintained oceanfront retreat, where the relaxed Maui lifestyle takes center stage. From the ground floor garden access to the pool and

    Napua Banks Island Sotheby's International Realty(W)

    2994 S Kihei Rd Unit 301, 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. Arguably the best location in the complex, this corner, ground floor condo in building one is in a private, tucked-away location at the top of Paradise Ridge Estates. 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

    Mark Waite Compass-W

    2757 S Kihei Rd Unit 101, Kihei, HI 96753
  • /35

    $1,475,000

    Open Sun 12:30PM - 3:30PM $194K PRICE DROP
    • 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
  • /50

    $1,245,000

    $105K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 969 Sq Ft

    3300 Wailea Alanui Dr Unit 41B, Kihei, HI 96753

    Located in the heart of Wailea, this beautifully maintained 1-bedroom, 2-bathroom ground-floor unit offers the perfect blend of comfort, privacy, and convenience. Situated within the highly sought-after Wailea Ekahi Village, Unit 41B is just a short distance to world-class beaches, oceanfront paths, and all the luxury amenities Wailea has to offer. This unit offers an exceptional blend of refined

    Todd Hudson Keller Williams Realty Maui-Ki

    3300 Wailea Alanui Dr Unit 41B, Kihei, HI 96753
  • /31

    $1,299,000

    • 1 Bed
    • 1 Bath
    • 950 Sq Ft

    3330 Kehala Dr, Kihei, HI 96753

    3330 Kehala Drive presents a unique opportunity in Maui Meadows with endless possibilities on one of the largest lots in the community. Spanning over a half acre, this property offers exceptional space, privacy, and flexibility in one of South Maui’s most desirable neighborhoods. Mature tropical landscaping and a serene, park-like setting create the ideal backdrop for creating your dream estate.

    Dano Sayles Coldwell Banker Island Prop(S)

    3330 Kehala Dr, Kihei, HI 96753
  • /50

    $1,075,000

    $75K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 885 Sq Ft

    3300 Wailea Alanui Dr Unit 37C, Kihei, HI 96753

    Wailea Ekahi 37C is a beautifully updated ground-floor 1 bed / 2 bath condo in the highly desirable oceanfront Wailea Ekahi community. The 2019 remodel includes granite countertops, wood cabinetry, and tile floors throughout, creating a clean, modern, and low-maintenance interior. This garden-view residence offers excellent privacy and indoor-outdoor living with easy access to the lush tropical

    Austin MacArthur Hawaii Life (W)

    3300 Wailea Alanui Dr Unit 37C, Kihei, HI 96753
  • /30

    $1,325,000

    $170K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 1,876 Sq Ft

    2735 Panepoo St, Kihei, HI 96753

    Located in the desirable Keonekai neighborhood of South Kihei, this beautifully maintained multi-unit property has a very flexible floor plan to host a large family and/or create a comfortable rental revenue stream. The upstairs level is a 3-bedroom/2-bath home with soaring vaulted open beam/wood ceilings, fresh paint, abundant natural light, beautiful woodwork, the space feels open, airy, and

    David John Lansing PKR Realty

    2735 Panepoo St, Kihei, HI 96753
  • /12

    $1,149,000

    $350K PRICE DROP
    • Land
    • 10,890 Sq Ft
    • $4,596,000 per Acre

    3381 E Lani Ikena Way, Kihei, HI 96753

    Vacant canvas located in one of Maui's most desirable neighborhoods in Wailea. Large 10,890 square foot lot with plans to build a custom 3100 sq ft family oriented home with a pool. See Plans in Associated Documents. Well known and trusted Architect, engineer and builder are on board to see the project through to completion. Close to Wailea Beaches and Shops. Plans approved by the HOA. Ready for

    Keith Zielinski Pacific Shores Realty

    3381 E Lani Ikena Way, Kihei, HI 96753
  • /32

    $1,275,000

    $74K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,242 Sq Ft

    3200 Wailea Alanui Dr Unit 1605, Kihei, HI 96753

    Enjoy the Wailea lifestyle from this ground-floor, fee-simple 2-bedroom, 2-bath condominium at The Palms at Wailea, one of the most affordable fee-simple, vacation-rentable two-bedroom condominiums currently available in Wailea. Just a short walk to Keawakapu Beach Park and the Wailea Beach Path, and minutes from The Shops at Wailea, championship golf, tennis, luxury resorts, spas, and

    Kathleen Tezak Island Sotheby's International Realty(W)

    3200 Wailea Alanui Dr Unit 1605, Kihei, HI 96753
  • /50

    $1,199,000

    • 1 Bed
    • 2 Baths
    • 866 Sq Ft

    10 Wailea Ekolu Place Unit 1204, Kihei, HI 96753

    Whether you're seeking a high-performing vacation rental, a lock-and-leave second home, or a comfortable full-time residence, Wailea Ekolu #1204 offers exceptional value in one of South Maui's most desirable communities. Positioned on the front row overlooking the Wailea Blue Golf Course with sweeping ocean views beyond, this beautifully updated 1-bedroom, 2-bath residence combines privacy,

    Gary Mooers Coldwell Banker Island Prop(S)

    10 Wailea Ekolu Place Unit 1204, Kihei, HI 96753
  • /43

    $1,045,000

    $350K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    155 Wailea Ike Place Unit 140, Kihei, HI 96753

    This lovely remodeled and cared for 2 bedroom/2 bathroom Grand Champions unit speaks of Hawaiiana and is being sold 'Turn Key' Furnished. Unit #140 is upper-level with vaulted ceilings and lives large. The sheer scale and volume of space adds a sense of elegance and comfort to the living experience. Vernal and serene truly describe the setting. There are peaceful, green and pastoral views from

    Robbie Dein Maui Real Estate Advisors LLC

    155 Wailea Ike Place Unit 140, Kihei, HI 96753
  • /5

    $1,450,000

    • Land
    • 12,414 Sq Ft
    • $5,087,719 per Acre

    160 Manalo St, Kihei, HI 96753

    Can't find what you're looking for? Take advantage of this rare corner lot to build your dream Maui home ! Located near the center of the prestigious Wailea Golf Vistas gated community, this gently sloping lot offers East and West mountain views, as well as, ocean views! Seller is a licensed real estate agent in Arizona.

    Peter Slate Coldwell Banker Island Prop(S)

    160 Manalo St, Kihei, HI 96753
  • /7

    $1,296,000

    • Land
    • 21,780 Sq Ft
    • $2,592,000 per Acre

    769 Kumulani Dr, Wailea-Makena, HI 96753

    Perched along the coveted uppermost street in the highly desirable Maui Meadows neighborhood, this exceptional homesite presents a rare opportunity to create a custom estate in one of South Maui's most sought-after communities. Among the few remaining vacant homesites in this premier location, it offers an exceptional blend of privacy, space, and natural beauty. Situated on the ocean side of the

    Marina Owen The Agency Maui

    769 Kumulani Dr, Wailea-Makena, HI 96753
  • /32

    $1,250,000

    $145K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,071 Sq Ft

    10 Wailea Ekolu Place Unit 1603, Kihei, HI 96753

    Relax and Enjoy Ultimate Privacy! Enter your new Wailea place of peace, serenity and tranquility. This 2 Bedroom 2 Bath Vacation Rental Condo has been beautifully renovated and it is nestled in a lush tropical and private setting in Wailea. Surrounded by vibrant greenery and swaying palm trees, this condominium offers a peaceful retreat where you can relax and unwind. The interior is thoughtfully

    Dale Richardson Hawaii Life (W)

    10 Wailea Ekolu Place Unit 1603, Kihei, HI 96753
  • /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
  • /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
  • /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
  • /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
  • /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
  • /38

    $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
How to Buy a Home How to Finance a Home How to Sell a Home