Wailea Vacation Rentals for Families by CoralTree Residence Collection
This collection of Wailea residences features two to four bedrooms and is ideal for families of all sizes in Maui's premier Resort location. With kitchens, living rooms, and multiple bedrooms- your family has room to roam. Find your perfect stay!
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114 properties available
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CORALTREE RESIDENCE COLLECTION presents... Wailea Ekolu Village 1007A spacious 1,316 sq.ft. 2-bedroom condo offering ground-floor convenience and step-free access in an elevated hillside setting next to 3 golf courses. Sip your morning coffee on the private lanai while enjoying distant views of the Pacific Ocean. Walk to premier dining and shops at
Wailea Ekolu Village 1007
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2 Bedroom Ocean View Condo
5
(85)
2
bedrooms
2
baths
4
guests
Wailea, HI
Ocean View
Steps to Shopping
Complex Pool
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
5
(4)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to the Makena Surf E302 Beachfront Resort, your perfect oasis in Wailea, HI. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a luxurious retreat for up to four guests. Step into the open-concept living space, where modern design meets comfort. The living area features a cozy sofa, a flat-screen TV with cable, and a dining area t
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Makena Surf (23)
Makena Surf E302 Beachfront Resort
2 Bedroom Oceanfront Condo
4.9
(44)
2
bedrooms
2
baths
4
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to the serene and luxurious Wailea Grand Champions 102, your perfect retreat in the heart of Wailea. This stunning 2-bedroom, 2-bathroom condo offers a spacious 1,698 square feet of living space, comfortably accommodating up to six guests. Step inside to find a thoughtfully designed layout that combines elegance and comfort. The master bedr
Recently Renovated
Recently Renovated
This newly renovated partial ocean view condo offers the ultimate blend of luxury and comfort, featuring modern design touches in the fully-equipped kitchen.
Wailea Grand Champions 102
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2 Bedroom Golf Course View Condo
5
(11)
2
bedrooms
2
baths
5
guests
Wailea, HI
Golf 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
4.9
(144)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to the Makena Surf A102 Beachfront Resort, your perfect oasis in Wailea, HI. This stunning 2-bedroom, 2-bathroom oceanfront condo sleeps up to six guests and offers a luxurious retreat with breathtaking views of the Pacific Ocean. Step inside to find a spacious, open-concept living area with a fully equipped kitchen, perfect for preparing m
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Guest Favorite
Guest Favorite
This guest-favorite condo offers the perfect blend of convenience and charm, with modern furnishings and sleek design.
Makena Surf (23)
Makena Surf A102 Beachfront Resort
2 Bedroom Oceanfront Condo - Diamond
5
(34)
2
bedrooms
2
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
CORALTREE RESIDENCE COLLECTION presents... Polo Beach Club 801Experience an elevated Hawaiian getaway at this top-floor 2-bedroom oceanfront condo. Perfect for families or couples, this spacious retreat offers breathtaking ocean and mountain views, modern elegance, and direct access to the white sands of Polo Beach. Enjoy exclusive resort amenities
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Polo Beach Club (10)
Polo Beach Club 801
2 Bedroom Oceanfront Condo
4.9
(34)
2
bedrooms
2
baths
4
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Wailea Beach Villas Penthouse 406 is desirable for its remarkable Pacific Ocean and Island views. This upscale penthouse vacation rental features two bedrooms, two bathrooms, exotic hardwood furnishings, an incredible antiquities collection, and an amazing ocean view. The luxurious and expansive sightline is visible from the front entry and boasts
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Wailea Beach Villas (31)
Wailea Beach Villas PH406
2 Bedroom Ocean View Condo - Platinum
5
(5)
2
bedrooms
2
baths
6
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
CORALTREE RESIDENCE COLLECTION presents... Wailea Grand Champions 43Wailea Grand Champions is an 11-acre country club-style resort set along the Wailea Blue Golf Course and Wailea Tennis Club. Unit 43 is a highly spacious 2-bedroom, 2-bathroom retreat perfectly equipped to comfortably sleep 6. Enjoy a private lanai with serene views, plus incredibl
Wailea Grand Champions 43
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2 Bedroom Garden View Condo
5
(9)
2
bedrooms
2
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
Welcome to your luxurious Wailea Ekahi Village 22F, a stunning 2-bedroom ocean view condo that promises an unforgettable stay. This spacious 1,505 square foot property comfortably sleeps up to six guests, making it perfect for families or groups of friends. Step inside to find a thoughtfully designed layout with two full bathrooms, each featuring m
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Wailea Ekahi Village (45)
Wailea Ekahi Village 22F
2 Bedroom Ocean View Condo
5
(32)
2
bedrooms
2
baths
6
guests
Wailea, HI
Ocean 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
(20)
3
bedrooms
3
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
Welcome to the serene and luxurious Wailea Elua Village 1001, a stunning 2-bedroom oceanfront condo nestled in the heart of Wailea. This meticulously designed property offers a perfect blend of comfort and elegance, ideal for your dream vacation.Step inside to discover a spacious, open-plan living area that seamlessly flows into a private balcony,
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Wailea Elua Village (42)
Wailea Elua Village 1001
2 Bedroom Oceanfront Condo - Diamond
5
(19)
2
bedrooms
2
baths
4
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
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