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

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)

A 2022-built luxury Residential Condo at Paradise Ridge Estates offers what few Kihei properties can: true turnkey new construction, fee simple, with panoramic ocean and West Maui Mountain views. This gated 2-bedroom, 2-bath residence spans 1,251 sq ft of airy, open-concept living, framed by soaring high ceilings and oversized doors that blur the line between indoor and outdoor. Step onto your

Audrey Alessi Talk Realty LLC

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)

Gorgeous home with a legal attached ohana located on a quiet cul-de-sac just up the hill from Kamaole Beach Park III and Keawakapu Beach. This distinctive property, constructed with beautiful cedar siding on a solid slab foundation, features a 4-bedroom, 2-bath main home on the upper level with open beam vaulted ceilings, dual system air conditioning, and a fully remodeled kitchen. The home also

Travis Speck Redfin Corporation

Beautifully Upgraded/Designed, Fully Furnished 2 Bed/2 Bath Condo, Recently Built in 2023, in the Gated, Paradise Ridge Estates Neighborhood with Community Heated Pool/Spa! Very Private, only 32 homes! Location! Location! Location! The Spectacular Ocean, Mountain, and Sunset Views are Absolutely Amazing, right across the street from the World-Renowned Kamaole Beach III. This Immaculate Ground

Dano Sayles Coldwell Banker Island Prop(S)

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)

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)

Located along a quiet cul-de-sac at the edge of Wailea, this two-home property is a blend of resort proximity and easygoing island living. Just steps from the white sand of Keawakapu Beach, this south Kihei setting is one of Maui's most coveted stretches of coastline. This 3 bedroom, 3 bathroom residence has high ceilings and a fully detached cottage with its own private yard — a configuration

Josh Jerman Hawaii Life (W)

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)

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

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

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)

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

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)

This beautiful Wailea Palms ocean view retreat is part of an exclusive residential gated community. Enjoy tranquil ocean views from the spacious 1032 sq ft ground floor 1 bedroom/ 2 bath condo. Recent upgrades include brand new luxury flooring, custom paint, updated fixtures and a new AC system. This end unit has a garden setting next door for ample privacy and easy access. This property has a

Kathryn Petty REMAX Resort Realty

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

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)

Welcome to Unit 3501 at Wailea Palms, ideally situated in the quiet lower area of this lush and beautifully maintained Wailea community. Offering fabulous views of the Pacific Ocean and stunning Maui sunsets, this spacious one-bedroom, two-bath residence is designed for relaxed island living. The home features a generous floor plan and an exceptionally large lanai, creating an inviting setting

Marcus Nygren Coldwell Banker Island Prop(S)

Life is Better with Sandy Toes. Truer words were never spoken. Welcome to Hale Hui Kai unit 104. About 50 paces to the sand and Keawakapu Beach, this popular hotel-zoned property is beachfront and ready for seriously relaxed living. Well designed and nicely appointed, this two bedroom two bath ground floor unit is a fully furnished turn key property. Could it get better? Yes...The Beach House

Caleb Palmer Hawaii Life (W)

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

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)

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)

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)

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)

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

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)

OWN PRIME OCEANFRONT REAL ESTATE IN SOUTH MAUI! Kihei Surfside 213 is a direct oceanfront 1-bedroom, 1.5-bath condo with stunning views of the Pacific Ocean and West Maui Mountains. From the private lanai, watch whales in season put on a spectacular show and enjoy sunsets over the ocean. Fully furnished and turn-key, this light and airy condo features tile flooring throughout, an island kitchen

Heather Zidell Compass-W

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)

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