Wailea Vacation Rentals for Families by CoralTree Residence Collection
This collection of Wailea residences features two- to four-bedroom homes, making it ideal for families of all sizes in Maui’s premier resort destination. With full kitchens, spacious living areas, and multiple bedrooms, there’s room for everyone to relax and enjoy time together. Find your perfect stay in Wailea, and be sure to inquire about our family-friendly board game library during your stay—we’d be happy to include a selection of games for added enjoyment. Full-size washers and dryers make it easy to pack less and travel more!
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114 properties available
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Welcome to Villa G302, your luxurious Hawaiian escape where relaxation meets elegance. This stunning ocean view villa features two walls of retractable sliding doors that seamlessly blend the open living area with a spacious corner lanai, complete with a built-in Viking grill-perfect for sunset barbecues in a tranquil island atmosphere.Designed wit
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Wailea Beach Villas (31)
Wailea Beach Villas G302
3 Bedroom Ocean View Villa - Platinum
5
(5)
3
bedrooms
3.5
baths
8
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Wailea Grand Champions 31 is a vacation rental that offers a perfect blend of comfort, style, and convenience in the heart of Wailea. This two-bedroom, two-bathroom condo features modern upgrades including granite countertops, new cabinetry, and state-of-the-art appliances, ensuring a luxuriously modern stay for guests.The spacious lanai, accessibl
Wailea Grand Champions 31
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2 Bedroom Golf Course View Condo - Gold
5
(13)
2
bedrooms
2
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
Welcome to Makena Surf F305, your ideal vacation rental for a dream-filled island getaway! This stunning oceanfront residence, located on the third floor, is adorned with bright flowering plants and vibrant island touches that set a cheerful mood for your stay. Start your mornings with a freshly brewed coffee on your spacious 251 sq. ft. lanai, whe
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Makena Surf (23)
Makena Surf F305 Beachfront Resort
2 Bedroom Oceanfront Condo - Gold
5
(14)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to Villa F201, an expansive vacation retreat that embodies upscale relaxation. Spanning a generous 3,676 square feet, this luxurious 3-bedroom, 3.5-bath villa is perfect for families or couples seeking a serene getaway.Villa F201 is a decorator's dream, harmoniously blending Hawaiiana art, modern furnishings, and Asian accents. Enjoy breath
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Wailea Beach Villas (31)
Wailea Beach Villas F201
3 Bedroom Ocean View Villa - Platinum
5
(4)
3
bedrooms
3.5
baths
8
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Welcome to Makena Surf F208, a luxurious oceanfront vacation residence that offers an unparalleled Hawaiian retreat. Situated on the second floor, this 1,313 square feet residence is designed to provide the ultimate in comfort and relaxation, featuring elegant touches such as textured walls, beautiful tiling, and exquisite tray ceilings with dramat
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Makena Surf (23)
Makena Surf F208 Beachfront Resort
2 Bedroom Oceanfront Condo - Platinum
4.9
(21)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to the Makena Surf F207, where luxury meets the ocean's edge. This beautifully renovated 2-bedroom, 2-bathroom oceanfront condo is perfect for your dream Maui getaway. The spacious 1,313 square foot open features floor-to-ceiling windows that bring the ocean views and natural lighting into the living room, kitchen, and dining area.Spend gen
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New Rental!
New Rental!
Be one of the first guests to stay in this vacation residence that just joined our rental program!
Makena Surf (23)
Makena Surf F207 Beachfront Resort
2 Bedroom Ocean Front Condo - Platinum
4.9
(132)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Call this private piece of paradise home, which features panoramic views of Maui and the ocean below as well as luxurious interior elements everywhere you look. This contemporary vacation residence spans 2,500 square feet and captures the true allure of vacationing in Hawaii while providing the ultimate in luxury, comfort, and convenience. Blending
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Wailea Beach Villas (31)
Wailea Beach Villas PH201
3 Bedroom Garden View Condo - Platinum
5
(10)
3
bedrooms
3
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
CORALTREE RESIDENCE COLLECTION presents... Makena Surf A204Experience an intimate Hawaiian retreat at this 2-bedroom second-floor condo on Po'olenalena Beach. Perfect for families or couples, this quiet escape offers spectacular ocean, mountain, and pool views on three sides. Enjoy instant access to a secluded stretch of sand, world-class sea turtl
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Makena Surf (23)
Makena Surf A204 Beachfront Resort
2 Bedroom Oceanfront Condo - Silver
5
(4)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Curated with our guests in mind, Wailea Beach Villas PH111's outdoor elements are just as immaculate as the home’s interiors. Unwind and enjoy peekaboo views of the ocean along with tropical greenery from your private lanai. The pristine Wailea Beach is located nearby for additional endless entertainment and relaxation.Step inside to discover seren
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Wailea Beach Villas (31)
Wailea Beach Villas PH111
2 Bedroom Garden View Condo - Platinum
5
(10)
2
bedrooms
2
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
Indulge in entertainment abound when vacationing in Wailea Beach Villas Penthouse 211. After you've spent an action-packed day at the beach or hiking one of Maui’s scenic trails, return to your vacation residence and discover some more relaxing entertainment options that will bring a smile to your face. Whether you choose to put in your favorite mo
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Cool Arcade Machine
Cool Arcade Machine
Test your skills at the custom-built arcade machine equipped with fan-favorite video games.
Wailea Beach Villas (31)
Wailea Beach Villas PH211
2 Bedroom Garden View Condo - Platinum
5
(13)
2
bedrooms
2
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
Makena Surf F304 is a stunning oceanfront vacation rental located in the beautiful Makena region of Maui, Hawaii. This luxurious third-floor condo offers breathtaking views of the Pacific Ocean and is perfect for families or couples seeking a relaxing getaway. The interior of F304 features modern decor and high-end finishes that create a welcomi
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Makena Surf (23)
Makena Surf F304 Beachfront Resort
2 Bedroom Oceanfront Condo - Platinum
5
(5)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to Makena Surf B305, an extraordinary oceanfront retreat offering some of the most breathtaking views on all of Maui. Perfectly positioned within the exclusive gated Makena Surf resort, this spacious two-bedroom, two-bathroom residence sits just steps from the some of the best snorkeling on Maui. Snorkel boat tours often anchor just offsho
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New Rental!
New Rental!
Be one of the first guests to stay in this vacation residence that just joined our rental program!
Makena Surf (23)
Makena Surf B305 Beachfront Resort
2 Bedroom Ocean Front Condo - Gold
4.9
(21)
2
bedrooms
2
baths
4
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
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