Search Deals onIsland Sails Vacation Packages
Island Sails Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Aston Islander on the Beach
Save 100% on your flight
Price was $1,343, price is now $887 per person
$887
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
Stay at this 3-star beach hotel in Kapaa. Enjoy a beach locale, laundry facilities, and a picnic area. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Coconut Marketplace and Waipouli Beach are located nearby.

1 Hotel Hanalei Bay
Save 100% on your flight
Price was $4,702, price is now $3,112 per person
$3,112
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
Stay at this 5-star luxury resort in Princeville. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Hanalei Bay and Puupoa Beach are located nearby.

Kauai Inn
Save 100% on your flight
Price was $1,507, price is now $1,000 per person
$1,000
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
Stay at this 3-star hotel in Lihue. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Nawiliwili Harbor and Niumalu Beach Park are located nearby.

Club Wyndham Bali Hai Villas
Save 100% on your flight
Price was $2,231, price is now $1,512 per person
$1,512
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
Stay at this 3-star golf hotel in Princeville. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Hanalei Bay and Island Sails are located nearby.

2417 at Lihue Oceanfront Resort
Price was $1,557, price is now $1,100 per person
$1,100
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
Stay at this 3.5-star beach resort in Lihue. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Popular attractions Nawiliwili Harbor and Kitchens Beach are located nearby.

Hanalei Colony Resort
Save 100% on your flight
Price was $1,850, price is now $1,327 per person
$1,327
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
Stay at this 3.5-star beach resort in Hanalei. Enjoy free parking, a full-service spa, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Hanalei Bay and Kepuhi Point Beach are located nearby.

Hilton Garden Inn Kauai Wailua Bay, HI
Save 100% on your flight
Price was $1,277, price is now $928 per person
$928
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
Book a stay at this beach hotel in Lihue. Enjoy 2 outdoor pools, 2 restaurants, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Nawiliwili Harbor and Hikinaakala Heiau are located nearby.

Aston at Poipu Kai
Save 100% on your flight
Price was $1,517, price is now $1,130 per person
$1,130
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
Stay at this hotel in Koloa. Enjoy a garden, tennis courts, and a picnic area. Our guests praise the property condition in our reviews. Popular attractions Poipu Beach and Poipu Kai Tennis Center are located nearby.

Banyan Harbor Resort
Save 100% on your flight
Price was $1,406, price is now $1,054 per person
$1,054
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
Stay at this 3-star aparthotel in Lihue. Enjoy a 24-hour business center, laundry facilities, and concierge services. Our guests praise the helpful staff in our reviews. Popular attractions Nawiliwili Harbor and Nawiliwili Park are located nearby.

Plantation Hale Suites
Price was $1,662, price is now $1,264 per person
$1,264
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
Book a stay at this business-friendly aparthotel in Kapaa. Enjoy 3 outdoor pools, 2 hot tubs, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Coconut Marketplace and Waipouli Beach are located nearby.

Koloa Landing Resort at Poipu, Autograph Collection
Save 100% on your flight
Price was $2,137, price is now $1,681 per person
$1,681
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
Stay at this 4.5-star luxury hotel in Koloa. Enjoy free WiFi, 3 outdoor pools, and 5 hot tubs. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Poipu Beach and Shops at Kukuiula are located nearby.

OUTRIGGER Kauaʻi Beach Resort & Spa
Price was $1,319, price is now $1,038 per person
$1,038
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
Stay at this 4-star beach resort in Lihue. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Nawiliwili Harbor and Kitchens Beach are located nearby.
3-4 Night Vacations in Island Sails
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Island Sails
Price found within the past 48 hours. Click for updated prices.



Island Sails Last Minute Hotel Deals

1 Hotel Hanalei Bay
5520 Ka Haku Road, Princeville, HI
Stay at this 5-star luxury resort in Princeville. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. ...

The Cliffs at Princeville
3811 Edward Road, Princeville, HI
Stay at this 3.5-star golf aparthotel in Princeville. Enjoy free WiFi, 2 outdoor pools, and 2 hot tubs. Our guests praise the helpful staff in our reviews. Popular ...

Club Wyndham Bali Hai Villas
4970 Pepelani Loop, Princeville, HI
Stay at this 3-star golf hotel in Princeville. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition ...

The Westin Princeville Ocean Resort Villas
3838 Wyllie Rd, Princeville, HI
Stay at this 4-star golf hotel in Princeville. Enjoy free WiFi, 4 outdoor pools, and private hot tubs. Our guests praise the helpful staff and the property condition ...

Makai Club Resort
4180 Lei O Papa Road, Princeville, HI
Stay at this 3.5-star golf condo in Princeville. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff in our reviews. Popular ...

Club Wyndham Bali Hai Villas
Princeville
Stay at this hotel in Princeville. Enjoy free parking and a garden. Popular attractions Hanalei Bay and Island Sails are located nearby.

The Cliffs at Princeville by VRHost
3811 Edward Rd, Princeville, HI
Stay at this aparthotel in Princeville. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Hanalei Bay and Island Sails are located ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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