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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161 properties available
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Kaanapali Alii 1642 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to your serene getaway at Kaanapali Alii 164! This stunning platinum-rated two-bedroom, two-bath condo is designed to accommodate up to four guests, making it perfect for families or friends seeking a relaxing retreat. Step onto the fur
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Kaanapali Alii (161)
Kaanapali Alii 164
2 Bedroom Ocean View - Platinum
4
(1)
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Kaanapali Alii 3432 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 343, a beautifully designed platinum-rated condo that invites you to gather and soak in stunning ocean views framed by swaying palms. This spacious retreat is perfect for families or groups, comfortably accommodating u
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Kaanapali Alii (161)
Kaanapali Alii 343
2 Bedroom Ocean View - Platinum
5
(16)
2
bedrooms
2
baths
6
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Kaanapali Alii 3543 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 354, an exquisite 3-bedroom, ocean-view residence with a fully enclosed den that comfortably serves as a third bedroom.This Platinum Rated residence truly shines with its beautifully designed interiors and thoughtful
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Kaanapali Alii (161)
Kaanapali Alii 354
3 Bedroom Ocean View - Platinum
5
(6)
3
bedrooms
2
baths
6
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Kaanapali Alii 11111 Bedroom | 2 Bathrooms | Sleeps 4 | Partial Ocean View_________________________________________________Welcome to Condo 1111 at the Kaanapali Alii Resort, a stunning 1-bedroom with a partial ocean view overlooking the turquoise waters of Maui’s famed Kaanapali Beach. This Platinum Rated, luxurious one-bedroom, two-bath residence
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Kaanapali Alii (161)
Kaanapali Alii 1111
1 Bedroom Partial Ocean View - Platinum
4
(1)
1
bedrooms
2
baths
4
guests
Kaanapali, HI
Partial Oceanview
Complex Pool
Private Outdoor space
Kaanapali Alii 3222 Bedrooms | 2 Bathrooms | Sleeps 4 | Garden View________________________________________Welcome to Kaanapali Alii 322, a one-bedroom mountain view condo with a fully enclosed den that comfortably serves as a second bedroom. This stunning residence offers refreshing views of lush gardens, creating a serene backdrop for your Hawai
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Kaanapali Alii (161)
Kaanapali Alii 322
2 Bedroom Garden View - Gold
5
(15)
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Garden View
Complex Pool
Private Outdoor space
Kaanapali Alii 4332 Bedroom | 2 Bathrooms | Sleeps 6 | Garden View________________________________________Kaanapali Alii 433 is beautiful one-bedroom garden view condo with a fully enclosed den that comfortably serves as a second bedroom. Spanning an impressive 1,513 square feet, this spacious condo offers plenty of room for guests to settle in and
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Kaanapali Alii (161)
Kaanapali Alii 433
2 Bedroom Garden View - Platinum
5
(10)
2
bedrooms
2
baths
6
guests
Kaanapali, HI
Garden View
Complex Pool
Private Outdoor space
Kaanapali Alii 3612 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________This beautiful platinum-rated sixth-floor Maui condo is a serene escape, featuring one-bedroom with a fully enclosed den that comfortably serves as a second bedroom. Guests can unwind on the large, private lanai while soaking in the gorgeous oc
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Kaanapali Alii (161)
Kaanapali Alii 361
2 Bedroom Ocean View - Platinum
5
(2)
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Kaanapali Alii 2162 Bedrooms | 2 Bathrooms | Sleeps 4 | Garden View________________________________________Experience luxury and convenience at Kaanapali Alii 216, a ground floor garden view two-bedroom retreat perfect for your Hawaiian getaway. This exceptional condo offers easy access to the beach and pool, eliminating the need for elevators and
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Featured Summer Stay
Featured Summer Stay
A top-rated luxury residence with newly released summer availability.
Kaanapali Alii (161)
Kaanapali Alii 216
2 Bedroom Garden View - Diamond
5
(16)
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Garden View
Complex Pool
Private Outdoor space
Kaanapali Alii 2552 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Kaanapali Alii 255 is a stunning two-bedroom, two-bathroom ocean-view residence that features a warm and inviting contemporary design. This spacious vacation rental can comfortably accommodate up to six guests. View the gleaming Pacific Ocean a
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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 modern design and attention to detail.
Kaanapali Alii (161)
Kaanapali Alii 255
2 Bedroom Ocean View - Gold
5
(20)
2
bedrooms
2
baths
6
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Kaanapali Alii 4721 Bedroom | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 472, a gorgeous one-bedroom ocean view condo at Maui’s exclusive Kaanapali Alii Resort. This freshly remodeled residence offers a direct ocean view from every room, creating a private, serene retreat where the Pacific i
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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 modern design and attention to detail.
Kaanapali Alii (161)
Kaanapali Alii 472
1 Bedroom Ocean View - Silver
4
(1)
1
bedrooms
2
baths
4
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Kaanapali Alii 3662 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean Front________________________________________Welcome to Kaanapali Alii 366, a gorgeous condominium in Maui's exclusive Kaanapali Alii Resort. This lavish residence offers stunning unobstructed views of the sparkling Pacific Ocean and neighboring islands Lanai and Molokai. Vast windows an
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Featured Summer Stay
Featured Summer Stay
A top-rated luxury residence with newly released summer availability.
Kaanapali Alii (161)
Kaanapali Alii 366
2 Bedroom Ocean Front - Platinum
5
(1)
2
bedrooms
2
baths
6
guests
Kaanapali, HI
Oceanfront View
Complex Pool
Private Outdoor space
Kaanapali Alii 1962 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean Front________________________________________Welcome to Kaanapali Alii 196, a charming two-bedroom oceanfront residence at Maui’s exclusive Kaanapali Alii Resort. Offering unobstructed views of the sparkling Pacific Ocean and the neighboring islands of Lana’i and Molokai, this home is fi
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Kaanapali Alii (161)
Kaanapali Alii 196
2 Bedroom Ocean Front - Silver
5
(2)
2
bedrooms
2
baths
6
guests
Kaanapali, HI
Oceanfront View
Complex Pool
Private Outdoor space
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