Search Deals onIsland Sails Vacation Packages
Island Sails Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Coral Reef
per person
Jan 30 - Feb 3
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) 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.
1 Hotel Hanalei Bay
Save 100% on your flight
per person
Feb 11 - Feb 16
found 14 hours ago
Roundtrip flight included
New York (JFK) 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.
Club Wyndham Bali Hai Villas
Save 100% on your flight
per person
Jan 24 - Feb 1
found 23 hours ago
Roundtrip flight included
New York (JFK) 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.
Hilton Garden Inn Kauai Wailua Bay, HI
per person
Jan 24 - Feb 1
found 23 hours ago
Roundtrip flight included
New York (JFK) 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.
The Royal Sonesta Kaua'i Resort Lihue
per person
Feb 14 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Lihue (LIH)
Book a stay at this 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.
Waimea Plantation Cottages, a Coast Resort
per person
Feb 11 - Feb 16
found 14 hours ago
Roundtrip flight included
New York (JFK) to Lihue (LIH)
Stay at this 3.5-star beach resort in Waimea. Enjoy a beach locale, a 24-hour front desk, and a business center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Waimea State Recreational Pier and Faye Museum are located nearby.
Hanalei Bay Resort
per person
Feb 2 - Feb 6
found 22 hours ago
Roundtrip flight included
New York (JFK) 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 ISO by Castle
per person
Jan 22 - Jan 27
found 17 hours ago
Roundtrip non-stop flight included
New York (JFK) 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.
Ko'a Kea Resort on Po'ipu Beach
per person
Feb 11 - Feb 16
found 14 hours ago
Roundtrip flight included
New York (JFK) to Lihue (LIH)
Stay at this 4.5-star luxury resort in Koloa. Enjoy a full-service spa, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Poipu Beach and ʻAuliʻi Lūʻau are located nearby.
Castle Kiahuna Plantation & Beach Bungalows
per person
Jan 30 - Feb 3
found 9 hours ago
Roundtrip non-stop flight included
Portland (PDX) 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.
Hale Kaweonui 3 Bedroom Home by RedAwning
per person
Feb 3 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Lihue (LIH)
Stay at this 3-star vacation home in Princeville. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Hanalei Bay and Sealodge 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. ...
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 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 spa tubs. Our guests praise the helpful staff in our reviews. Popular ...
Club Wyndham Ka ‘Eo Kai
3970 Wyllie Rd., Kauai, 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 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 breakfast (surcharge). Our guests praise the helpful staff and ...
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.
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Dec 25 - Wed, Dec 25
HNL
Daniel K. Inouye Intl.
LIH
Lihue
$204 Roundtrip, found 5 days ago
$204
Roundtrip
found 5 days ago
Wed, Jan 29 - Mon, Feb 3
SEA
Seattle - Tacoma Intl.
LIH
Lihue
$253 Roundtrip, found 3 days ago
$253
Roundtrip
found 3 days ago
Sun, Jan 26 - Tue, Jan 28
SJC
Norman Y. Mineta San Jose Intl.
LIH
Lihue
$256 Roundtrip, found 5 days ago
$256
Roundtrip
found 5 days ago
Mon, Feb 17 - Wed, Feb 19
LAX
Los Angeles Intl.
LIH
Lihue
$277 Roundtrip, found 4 days ago
$277
Roundtrip
found 4 days ago
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Hotels Near Points of Interest in Island Sails
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Car Rentals in Island Sails
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