Search Deals onIsland Sails Vacation Packages
Island Sails Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Banyan Harbor Resort
Save 100% on your flight
Price was $1,558, price is now $891 per person
$891
per person
Sep 29 - Oct 6
found 1 day ago
Roundtrip flight included
San Francisco (SFO) 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.
Aston Islander on the Beach
Price was $1,497, price is now $1,032 per person
$1,032
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
The ISO by Castle
Price was $1,694, price is now $1,170 per person
$1,170
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lihue (LIH)
Stay at this 3.5-star beach resort in Kapaa. Enjoy a beach locale, a garden, and snorkeling on site. Our guests praise the breakfast and the pool in our reviews. Popular attractions Coconut Marketplace and Waipouli Beach are located nearby.
Club Wyndham Bali Hai Villas
Price was $1,911, price is now $1,376 per person
$1,376
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
1 Hotel Hanalei Bay
Save 100% on your flight
Price was $6,765, price is now $4,879 per person
$4,879
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Hanalei Bay Resort
Save 100% on your flight
Price was $2,196, price is now $1,646 per person
$1,646
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Lihue (LIH)
Stay at this 3-star condo in Princeville. Enjoy free WiFi, 2 outdoor pools, and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Hanalei Bay and Princeville Golf Club Prince Course are located nearby.
The Royal Sonesta Kaua'i Resort Lihue
Price was $2,235, price is now $1,688 per person
$1,688
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Norfolk (ORF) to Lihue (LIH)
Stay at this 4-star beach hotel in Lihue. Enjoy a full-service spa, 4 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Nawiliwili Harbor and Kalapaki Beach are located nearby.
Castle Kiahuna Plantation & Beach Bungalows
Price was $1,631, price is now $1,240 per person
$1,240
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Norfolk (ORF) to Lihue (LIH)
Stay at this 3-star beach aparthotel in Koloa. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the property condition in our reviews. Popular attractions Poipu Beach and Poipu Shopping Village are located nearby.
Hotel Coral Reef
Save 100% on your flight
Price was $1,430, price is now $1,089 per person
$1,089
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Lihue (LIH)
Book a stay at this beach hotel in Kapaa. Enjoy free WiFi, a beach locale, and free bicycles on site. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ho'olalaea Waterfall and Kapa'a Beach Park are located nearby.
Castle Kaha Lani Resort
Price was $1,579, price is now $1,211 per person
$1,211
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Norfolk (ORF) to Lihue (LIH)
Stay at this 3-star beach condo in Lihue. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Nawiliwili Harbor and Lydgate Beach are located nearby.
Sheraton Kauai Coconut Beach Resort
Price was $1,925, price is now $1,479 per person
$1,479
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lihue (LIH)
Stay at this 4-star beach hotel in Kapaa. Enjoy free WiFi, 6 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Coconut Marketplace and Waipouli Beach are located nearby.
Club Wyndham Ka ‘Eo Kai
Save 100% on your flight
Price was $1,761, price is now $1,369 per person
$1,369
per person
Sep 25 - Oct 3
found 1 day ago
Roundtrip flight included
San Francisco (SFO) 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 in our reviews. Popular attractions Hanalei Bay and Princeville Center 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. ...
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 ...
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 ...
The Westin Princeville Ocean Resort Villas
3838 Wyllie Rd, Princeville, HI
Stay at this 4-star eco-certified hotel in Princeville. Enjoy free WiFi, 4 outdoor pools, and private hot tubs. Our guests praise the helpful staff and the property ...
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
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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