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 1842 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Welcome to Kaanapali Alii 184, a breathtaking two-bedroom condominium that captures panoramic ocean views from nearly every room. Wake up to the sight of the glistening Pacific, framed by swaying palm trees and the resort’s lush, manicured grou
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Kaanapali Alii (161)
Kaanapali Alii 184
2 Bedroom Ocean View - Gold
4.5
(2)
2
bedrooms
2
baths
8
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Kaanapali Alii 3632 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 363, a stunning two-bedroom condo in Maui’s exclusive Kaanapali Alii Resort. This deluxe residence offers breathtaking views of the sparkling Pacific Ocean and the resort’s beautifully manicured gardens. Expansive wind
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Kaanapali Alii (161)
Kaanapali Alii 363
2 Bedroom Ocean View - Gold
5
(1)
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Kaanapali Alii 4662 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 466, a beautiful two-bedroom condominium in Maui’s exclusive Kaanapali Alii Resort. This 1,788-square-foot residence offers stunning views of the Pacific Ocean, swaying palms, and Kaanapali’s pristine white-sand beache
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Kaanapali Alii (161)
Kaanapali Alii 466
2 Bedroom Ocean View - Bronze
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Ocean 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
(1)
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Kaanapali Alii 2633 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Welcome to Kaanapali Alii 263, a stunning 2-bedroom, ocean-view residence with a fully enclosed den that comfortably serves as a third bedroom. Inside, step into this stunning sixth-floor residence that has a Platinum rating. It's open floor
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Kaanapali Alii (161)
Kaanapali Alii 263
3 Bedroom Ocean View - Platinum
5
(12)
3
bedrooms
2
baths
8
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Kaanapali Alii Unit 2152 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Welcome to Kaanapali Alii 215, a gorgeous condominium in Maui’s exclusive Kaanapali Alii Resort. This deluxe ground-floor residence places Kaʻanapali Beach right at your doorstep. Step outside to be surrounded by the resort’s lush gardens
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Kaanapali Alii (161)
Kaanapali Alii 215
2 Bedroom Ocean View - Gold
2
bedrooms
2
baths
8
guests
Kaanapali, HI
Garden 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 1611 Bedroom | 2 Bathrooms | Sleeps 4 | Partial Ocean View___________________________________________________Welcome to Kaanapali Alii 161, a serene one-bedroom retreat that has partial ocean views of the Pacific. This residence captures the essence of Maui living. Walk to a world-famous beach directly out front, stroll to a nearby s
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Kaanapali Alii (161)
Kaanapali Alii 161
1 Bedroom Partial Ocean View - Gold
1
bedrooms
2
baths
4
guests
Kaanapali, HI
Partial Oceanview
Complex Pool
Private Outdoor space
Kaanapali Alii 3862 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean Front________________________________________Welcome to Kaanapali Alii 386, a gorgeous eighth floor front row condominium in Maui's exclusive Kaanapali Alii Resort. This impressive corner residence offers unobstructed and elevated wrap-around views of the calming Pacific Ocean and neighb
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New Listing
New Listing
Be one of the first guests to stay in this freshly renovated residence that is the newest member of our rental program!
Kaanapali Alii (161)
Kaanapali Alii 386
2 Bedroom Ocean Front - Diamond
5
(1)
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Complex Pool
Private Outdoor space
Resort Golf
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
(21)
2
bedrooms
2
baths
6
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Kaanapali Alii 3105 /31034 Bedrooms | 4 Bathrooms | Sleeps 10 | Ocean Front / Ocean View________________________________________Introducing the Kaanapali Alii ʻOhana Suite – An Exceptional Multi-Residence RetreatThe ʻOhana Suite experience is ideal for multi-generational families, couples traveling together, or groups seeking shared experiences dur
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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 Ohana Suite
4 BR Ocean Front/Ocean View Bedroom Suite
4
bedrooms
4
baths
10
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Kaanapali Alii 1141 Bedroom | 1.5 Bathrooms | Sleeps 4 | Garden View_________________________________________________________Welcome to Kaanapali Alii 114, a serene one-bedroom garden view condo nestled among the lush tropical landscape of Maui’s premier beachfront resort. This peaceful retreat combines the ease of ground-level access with the comf
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Kaanapali Alii (161)
Kaanapali Alii 114
1 Bedroom Garden View - Platinum
1
bedrooms
1.5
baths
4
guests
Kaanapali, HI
Garden View
Complex Pool
Private Outdoor space
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