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 Polo Beach Club 301, your perfect oceanfront retreat nestled in the heart of Wailea. This stunning 2-bedroom, 2-bathroom condo offers a luxurious escape for up to six guests. Step inside to discover a thoughtfully designed living space, complete with a cozy sofa bed for additional guests. The master bedroom features a plush ki
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Polo Beach Club (10)
Polo Beach Club 301
2 Bedroom Oceanfront Condo
4.9
(79)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to Polo Beach Club 609, your idyllic retreat in Wailea, HI. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a luxurious escape for up to six guests. As you step inside, you'll be greeted by an open-concept living area with a plush sofa bed, perfect for unwinding after a day of adventure. The master bedroom features a king bed, w
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Recently Renovated
Recently Renovated
This beautifully renovated oceanfront 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.
Polo Beach Club (10)
Polo Beach Club 609
2 Bedroom Oceanfront Condo
5
(70)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
CORALTREE RESIDENCE COLLECTION presents... Wailea Ekahi Village 3BA cozy 600 sq.ft. ground-floor studio, offering step-free access and direct garden path walkout to tropical beachfront resort grounds spanning 34 acres. Positioned just steps from a quiet secondary pool and the renovated oceanfront pavilion, this garden-view retreat provides a quick
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Wailea Ekahi Village (45)
Wailea Ekahi Village 3B
Studio Garden View Condo
5
(9)
1
baths
2
guests
Wailea, HI
Garden View
Complex Pool
Private Outdoor space
Warm breezes and lush tropical gardens greet guests of Wailea Beach Villas E202 as the spacious and comfortably appointed interior blends seamlessly onto the private outdoor lanai. Contemporary neutral and earth-toned furnishings are complimented by splashes of color throughout, accentuating the natural light, swaying palms and fresh air of Maui.Tw
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Wailea Beach Villas (31)
Wailea Beach Villas E202
3 Bedroom Garden View Villa - Platinum
4.9
(19)
3
bedrooms
3.5
baths
8
guests
Wailea, HI
Complex Pool
Private Outdoor space
Resort Golf
Welcome to the serene and luxurious Wailea Elua Village 1303, your perfect short-term rental in the heart of Wailea. This stunning 2-bedroom, 2-bathroom ocean front condo offers a blend of modern elegance and comfort, ideal for your Hawaiian getaway. Step inside to discover a spacious, open-concept living area with sleek, contemporary design. The l
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Wailea Elua Village (42)
Wailea Elua Village 1303
2 Bedroom Oceanfront Condo - Platinum
4.9
(40)
2
bedrooms
2
baths
4
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to the Makena Surf C207 Beachfront Resort, your idyllic retreat nestled in the heart of Wailea. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a perfect blend of luxury and comfort, ideal for families or groups of friends. Step inside to discover a spacious, open-concept living area with a cozy sofa bed, perfect for unwinding a
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Makena Surf (23)
Makena Surf C207 Beachfront Resort
2 Bedroom Oceanfront Condo
5
(24)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to your serene oasis at Wailea Grand Champions 73, a luxurious 1-bedroom condo nestled in the heart of Wailea. This meticulously designed retreat offers a perfect blend of comfort and elegance, ideal for your next Hawaiian getaway. Step into the spacious, open-concept living area, where modern design meets cozy charm. The living room featur
Wailea Grand Champions 73
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1 Bedroom Partial Ocean View Condo
5
(13)
1
bedrooms
2
baths
4
guests
Wailea, HI
Golf View
Complex Pool
Private Outdoor space
Welcome to your serene oasis at Wailea Ekahi Village 3E, a beautifully designed 1-bedroom, 1-bathroom condo nestled in the heart of Wailea. This stunning garden view condo offers a perfect blend of comfort and elegance, ideal for a relaxing getaway. Step inside to discover a spacious, open-concept living area where you can unwind on the plush sofa
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Wailea Ekahi Village (45)
Wailea Ekahi Village 3E
1 Bedroom Garden View Condo
5
(11)
1
bedrooms
1
baths
4
guests
Wailea, HI
Garden View
Complex Pool
Private Outdoor space
Welcome to your serene oasis at Wailea Ekahi Village 4D, a stunning studio condo nestled in the heart of Wailea. This meticulously designed retreat offers a perfect blend of comfort and luxury, ideal for a romantic getaway or a solo adventure. Step inside to discover a thoughtfully laid-out space featuring an inviting living area with a plush king-
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Wailea Ekahi Village (45)
Wailea Ekahi Village 4D
Studio Garden View Condo
5
(45)
1
baths
2
guests
Wailea, HI
Garden View
Complex Pool
Private Outdoor space
Welcome to the luxurious Wailea Grand Champions 159, your perfect vacation retreat nestled in the heart of Wailea. This stunning 3-bedroom condo offers a blend of elegance and comfort, ideal for families or groups of friends seeking a memorable getaway. Step inside to discover a thoughtfully designed layout that maximizes space and style. The maste
Great for Families
Great for Families
This three-bedroom condo is the perfect retreat for families, offering plenty of space and versatile bedding options to accommodate everyone.
Wailea Grand Champions 159
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3 Bedroom Golf Course View Condo
5
(137)
3
bedrooms
2
baths
8
guests
Wailea, HI
Golf View
Complex Pool
Private Outdoor space
CORALTREE RESIDENCE COLLECTION presents... Makena Surf B106Experience an intimate Hawaiian retreat at this 2-bedroom ground-floor condo on Po'olenalena Beach. Perfect for families, this quiet escape offers a short path directly from your private lanai to the sand. Enjoy world-class sea turtle snorkeling right off the property, a highly praised chef
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Makena Surf (23)
Makena Surf B106 Beachfront Resort
2 Bedroom Oceanfront Condo - Platinum
5
(54)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to the serene and luxurious Wailea Elua Village 208, your perfect oasis in the heart of Wailea. This stunning 1-bedroom, 2-bathroom ocean view condo is designed for comfort and elegance, accommodating up to four guests. The master bedroom features a plush king-sized bed, while the living room offers a cozy sofa bed for additional guests. St
View Details
Recently Renovated
Recently Renovated
This beautifully renovated 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 208
1 Bedroom Ocean View Condo - Platinum
5
(14)
1
bedrooms
2
baths
4
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
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