Wailea Lodging
Luxury Resorts, WORLD CLASS Golf, AND Upscale Shopping
Wailea is a luxurious resort community in South Maui, renowned for its beautiful crescent shaped beaches. The area is home to several world-class golf courses, luxurious shopping, and exquisite dining options. Known for its upscale accommodations, Wailea boasts numerous resorts and vacation rentals, including family-friendly options, making it ideal for both relaxation and adventure.
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179 properties available
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Welcome to the serene and luxurious Wailea Elua Village 2502, a stunning 2-bedroom ocean view condo nestled in the heart of Wailea, Hawaii. This meticulously designed 1,336 sq. ft. property offers a perfect blend of comfort and elegance, ideal for a memorable family getaway.Step inside to discover a thoughtfully laid-out living space featuring a co
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Recently Renovated
Recently Renovated
This beautifully renovated two-bedroom condo offers the ultimate blend of luxury and comfort, featuring high-end finishes and top-of-the-line appliances. Enjoy its impeccable design and attention to detail.
Wailea Elua Village (42)
Wailea Elua Village 2502
2 Bedroom Ocean View Condo - Platinum
5
(11)
2
bedrooms
2
baths
4
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Enter the cool marbled foyer of Makena Surf C105, a luxurious 1,600 sq. ft. ocean view vacation rental on the first floor of the prestigious Makena Surf resort. As you make your way to the elegant living area, you'll be greeted by sliding doors that showcase spectacular ocean views. The spacious kitchen and dining area, located alongside the living
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Makena Surf (23)
Makena Surf C105 Beachfront Resort
2 Bedroom Oceanfront Condo - Gold
5
(9)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Wailea Grand Champions Villa 73 is a recently renovated vacation rental that offers a perfect blend of luxury, comfort, and stunning views in the heart of Wailea, Maui. As you enter the villa, you're greeted by a bright and spacious great room, ideal for relaxation after a day of golfing or beach activities. The contemporary design and superior fin
Wailea Grand Champions 73
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1 Bedroom Partial Ocean View Condo - Gold
5
(6)
1
bedrooms
2
baths
4
guests
Wailea, HI
Golf View
Complex Pool
Private Outdoor space
When vacationing in Wailea Elua 1303, you'll feel pampered by the extra touches that await you in this suite featuring modern comforts throughout. For example, readers will enjoy the owner's book selection and the individual, overhead reading lights in the master bedroom. Wine drinkers will appreciate the built-in wine refrigerator for cooling that
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Wailea Elua Village (42)
Wailea Elua Village 1303
2 Bedroom Oceanfront Condo - Platinum
4.9
(17)
2
bedrooms
2
baths
4
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
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. Guests also love the convenient location, just a five-minute walk to the beach or pool and a
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Wailea Ekahi Village (45)
Wailea Ekahi Village 22F
2 Bedroom Ocean View Condo
5
(18)
2
bedrooms
2
baths
6
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Welcome to your serene oasis at Wailea Ekahi Village, where luxury meets tranquility. This 1 Bedroom Ocean View Condo is the perfect retreat for up to four guests seeking a relaxing getaway. Step inside to find a beautifully appointed living room with a plush sofa bed, offering a cozy spot to unwind after a day of exploration. The master bedroom fe
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Wailea Ekahi Village (45)
Wailea Ekahi Village 12E
1 Bedroom Ocean View Condo
5
(4)
1
bedrooms
1
baths
4
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
CORALTREE RESIDENCE COLLECTION presents... Wailea Ekahi Village 39ASome settings at Wailea Ekahi face the ocean. 39A faces the garden — and that's the point. Tucked into a quiet corner of 34-acre tropical grounds, with a private lanai and its own Weber grill, this is one of the most secluded 1-bedroom settings in the complex. Keawakapu Beach is a s
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Wailea Ekahi Village (45)
Wailea Ekahi Village 39A
1 Bedroom Garden View Condo
5
(4)
1
bedrooms
1
baths
4
guests
Wailea, HI
Garden View
Complex Pool
Private Outdoor space
CORALTREE RESIDENCE COLLECTION presents... Wailea Ekolu Village 1205Perched above Wailea, 1205 is situated in the most walkable complex in our Maui portfolio. This peaceful 1,071-sqft 2-Bedroom condo features a private lanai with sweeping views of the Wailea Blue Golf Course and the Pacific. Wailea Village is steps away for morning coffee, grocerie
Guest Favorite
Guest Favorite
This guest-favorite condo offers the perfect blend of convenience and charm, with modern furnishings and sleek design.
Wailea Ekolu Village 1205
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2 Bedroom Ocean View Condo - Silver
5
(42)
2
bedrooms
2
baths
4
guests
Wailea, HI
Ocean View
Steps to Shopping
Complex Pool
Welcome to the serene Wailea Ekahi Village 6F, your perfect retreat nestled in the heart of Wailea. This meticulously designed 1-bedroom, 2-bathroom condo offers a luxurious escape for up to four guests. Step into the open-concept living area, where modern elegance meets comfort. The living room features a plush sofa bed, ideal for unwinding after
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Complete Renovation
Complete Renovation
This condo recently completed a full renovation and everything in the home is brand new!
Wailea Ekahi Village (45)
Wailea Ekahi Village 6F
1 Bedroom Garden View Condo - Platinum
5
(5)
1
bedrooms
2
baths
4
guests
Wailea, HI
Garden View
Complex Pool
Private Outdoor space
Makena Surf G202 is an inviting oceanfront vacation home located on the peaceful southern side of the Makena Surf community. Set on the second floor and surrounded by lush tropical landscaping, the residence offers beautiful views toward the secluded beach at the southern edge of the property and a relaxed setting for enjoying the natural beauty of
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Makena Surf (23)
Makena Surf G202 Beachfront Resort
2 Bedroom Oceanfront Condo - Silver
5
(8)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
The beautifully renovated Makena Surf A102 is a prime oceanfront vacation home spanning 1,510 square feet. This ground-floor unit boasts direct beach access from its private lanai, allowing guests to step right onto the sand. The residence features two bedrooms and two bathrooms, accommodating up to five guests comfortably. The fully equipped ki
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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
4.9
(19)
2
bedrooms
2
baths
6
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
CORALTREE RESIDENCE COLLECTION presents... Wailea Ekahi Village 47EPicture your morning: coffee on a sweeping 224-square-foot lanai, tropical gardens around you, the Pacific glinting in the distance. Inside, vaulted ceilings and a custom kitchen anchor this bright, airy 1-bedroom, 2-bathroom condo. A short walk to Keawakapu Beach, where sea turtles
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Wailea Ekahi Village (45)
Wailea Ekahi Village 47E
1 Bedroom Garden View Condo
5
(15)
1
bedrooms
2
baths
4
guests
Wailea, HI
Garden View
Complex Pool
Private Outdoor space
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