Spend the Holidays in Paradise
Escape to Kaanapali Alii this holiday season, where warm island breezes, sparkling beaches, and the festive aloha spirit turn your winter getaway into a tropical celebration. The below collection of residences all have an opening during our extremely popular travel dates between December 18th and January 4. Can't find an option for your full dates? Please give our Reservations Team a call to see if we might be able to move things around and potentially open something up for you! 866-664-6410.
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87 properties available
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Quality: Diamond to Bronze
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Kaanapali Alii 41143 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Kaanapali Alii 4114 has recently completed a full renovation! This two-bedroom ocean-view vacation rental has a den off the living room that can be closed off to serve as a private third bedroom. Be one of the first guests to experience this
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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 (162)
Kaanapali Alii 4114
3 Bedroom Ocean View - Diamond
5
(5)
3
bedrooms
2
baths
6
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Kaanapali Alii 1542 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 154, a gorgeous one-bedroom condo, with a fully enclosed den that comfortably serves as a second bedroom. Featuring gleaming hardwood floors, bold artwork, and vibrant coastal accents, this spacious residence exudes bo
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Kaanapali Alii (162)
Kaanapali Alii 154
2 Bedroom Ocean View - Diamond
5
(2)
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Complex Pool
Private Outdoor space
Resort Golf
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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Kaanapali Alii (162)
Kaanapali Alii 216
2 Bedroom Garden View - Diamond
5
(9)
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Garden View
Complex Pool
Private Outdoor space
Kaanapali Alii 2933 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 293! Located on the 9th floor, this is a stunning 2-bedroom, ocean-view residence with a fully enclosed den that comfortably serves as a third bedroom. Step inside and discover a harmonious blend of modern luxury and i
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Kaanapali Alii (162)
Kaanapali Alii 293
3 Bedroom Ocean View - Diamond
5
(4)
3
bedrooms
2
baths
6
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Kaanapali Alii 3862 Bedrooms | 2 Bathrooms | Sleeps 4 | 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 (162)
Kaanapali Alii 386
2 Bedroom Ocean Front - Diamond
5
(1)
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Oceanfront View
Complex Pool
Private Outdoor space
Kaanapali Alii 2462 Bedroom | 2 Bathrooms | Sleeps 6 | Garden View________________________________________Kaanapali Alii 246 was designed for entertaining! This two-bedroom garden view condo is positioned in the corner of the resort, with most of the living room and dining room highlighted with wrap-around windows offering constant views of the bea
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Kaanapali Alii (162)
Kaanapali Alii 246
2 Bedroom Garden View - Diamond
5
(3)
2
bedrooms
2
baths
6
guests
Kaanapali, HI
Garden View
Complex Pool
Private Outdoor space
Kaanapali Alii 1252 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean Front________________________________________Kaanapali Alii 125 is a two-bedroom oceanfront second-floor condo that offers breathtaking ocean views from your private lanai, living room, and primary bedroom. This beautifully designed vacation rental combines island-inspired aesthetics wit
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Kaanapali Alii (162)
Kaanapali Alii 125
2 Bedroom Ocean Front - Diamond
5
(4)
2
bedrooms
2
baths
8
guests
Kaanapali, HI
Oceanfront View
Complex Pool
Private Outdoor space
Kaanapali Alii 11062 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean Front--------------------------------------------------Welcome to Kaanapali Alii 1106, a spectacular two-bedroom oceanfront retreat at Maui’s exclusive Kaanapali Alii Resort. This lavish residence offers unobstructed views of the sparkling Pacific Ocean and the neighboring islands of La
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Festive Availability
Festive Availability
This residence is still available over the high-demand travel dates between Christmas and New Years.
Kaanapali Alii (162)
Kaanapali Alii 1106
2 Bedroom Ocean Front - Diamond
5
(2)
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Oceanfront View
Complex Pool
Private Outdoor space
Kaanapali Alii 11042 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 1104, a beautifully and tastefully renovated two-bedroom, two-bath residence designed for both comfort and style. This spacious retreat sleeps up to six guests and features multiple luxurious, relaxing spaces with oce
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Kaanapali Alii (162)
Kaanapali Alii 1104
2 Bedroom Ocean View - Diamond
5
(4)
2
bedrooms
2
baths
6
guests
Kaanapali, HI
Ocean View
Complex Pool
Private Outdoor space
Ka'anapali Alii Unit 2142 Bedrooms | 2 Bathrooms | Sleeps 6 | Garden View________________________________________Welcome to Kaanapali Alii 214! This is a beautiful one-bedroom, two-bath garden view residence with a fully enclosed sleeping den that comfortably serves as the second bedroom. Located on the ground floor, this condo has direct access to
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Kaanapali Alii (162)
Kaanapali Alii 214
2 Bedroom Garden View - Platinum
5
(2)
2
bedrooms
2
baths
6
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 (162)
Kaanapali Alii 433
2 Bedroom Garden View - Platinum
4.7
(9)
2
bedrooms
2
baths
6
guests
Kaanapali, HI
Garden View
Complex Pool
Private Outdoor space
Kaanapali Alii 31122 Bedrooms | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Kaanapali Alii 3112 is a platinum-rated one-bedroom condo with a fully enclosed den that comfortably serves as a second bedroom. Unique furnishings and bold artwork create a relaxed Hawaiian ambiance, with accents of rattan, tropical f
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Kaanapali Alii (162)
Kaanapali Alii 3112
2 Bedroom Partial Ocean View - Platinum
5
(7)
2
bedrooms
2
baths
4
guests
Kaanapali, HI
Partial Oceanview
Complex Pool
Private Outdoor space
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