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.
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.
1 Hotel Hanalei Bay
Price was $6,229, price is now $5,075 per person
$5,075
per person
Sep 24 - Sep 28
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) 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 Shearwater
Price was $3,090, price is now $2,528 per person
$2,528
per person
Oct 11 - Oct 17
found 24 hours ago
Roundtrip flight included
Louisville (SDF) to Lihue (LIH)
Stay at this 3.5-star golf hotel in Princeville. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Hanalei Bay and Sealodge Beach are located nearby.
Lae Nani Kauai
Price was $1,475, price is now $1,208 per person
$1,208
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Lihue (LIH)
Book a stay at this beach condo in Kapaa. Enjoy free parking, a beach locale, and a garden. Popular attractions Lae Nani Beach and Coconut Marketplace are located nearby.
Hilton Garden Inn Kauai Wailua Bay, HI
Price was $1,534, price is now $1,284 per person
$1,284
per person
Sep 29 - Oct 6
found 1 day ago
Roundtrip flight included
San Francisco (SFO) 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.
Grand Hyatt Kauai Resort and Spa
Price was $5,408, price is now $4,530 per person
$4,530
per person
Oct 11 - Oct 17
found 24 hours ago
Roundtrip flight included
Louisville (SDF) to Lihue (LIH)
Stay at this 4.5-star luxury hotel in Koloa. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Poipu Beach and Poipu Bay Golf Course are located nearby.
Kukui'ula Luxury Home Collection - CoralTree Residence Collection
Price was $5,475, price is now $4,713 per person
$4,713
per person
Oct 11 - Oct 17
found 24 hours ago
Roundtrip flight included
Louisville (SDF) to Lihue (LIH)
Stay at this 3-star hotel in Koloa. Enjoy free WiFi, free parking, and private pools. Popular attractions Poipu Beach and Shops at Kukuiula are located nearby.
Timbers Kauai Ocean Club & Residences
Price was $6,784, price is now $5,886 per person
$5,886
per person
Sep 24 - Sep 28
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lihue (LIH)
Stay at this 5-star luxury aparthotel in Lihue. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Nawiliwili Harbor and Kauai Lagoons Golf Club are located nearby.
Castle Kiahuna Plantation & Beach Bungalows
Price was $2,257, price is now $1,966 per person
$1,966
per person
Oct 11 - Oct 17
found 24 hours ago
Roundtrip flight included
Louisville (SDF) 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.
OUTRIGGER Kauaʻi Beach Resort & Spa
Price was $3,330, price is now $2,931 per person
$2,931
per person
Sep 24 - Sep 28
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) 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. ...
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.
Discover Other Travel Deals
- Legoland Florida
- Universal Studios Hollywood®
- Legoland California
- Broadway New York
- The Wizarding World of Harry Potter
- Sanibel Captiva Island
- Paseo de España
- Universal Studios Florida
- San Antonio SeaWorld
- Siargao Island
- Australia Zoo
- Busch Gardens Tampa Bay
- SeaWorld® Orlando
- Tolantongo Caves
- Eleuthera and Harbour Island
- Biltmore Estate
- Blue Lagoon
- Swiss Alps
- Silver Dollar City
- Lackland Air Force Base
- Grand Teton National Park
- San Diego Zoo
- Holy Land Experience
- Grand Ole Opry
- Ark Encounter
- Levi's Stadium
- Breckenridge Ski Resort
- Alcatraz Island
- Six Flags Magic Mountain
- Walt Disney World®
- Dollywood
- Kalahari Waterpark Resort
- Giza Pyramid Complex
- Casino at Don Laughlin's Riverside Resort
- Hoover Dam
- Hollywood Beach
- Faisalabad Clock Tower
- Venice Beach Boardwalk
- Blue Lagoon Beach
- Moraine Lake
- Apartment Hotel in Princeville
- Hotels with a Pool in Princeville
- Romantic Hotels in Princeville
- Beach Hotels in Princeville
- Family Hotels in Princeville
- Hotels with Hot Tubs in Princeville
- Historic Hotels in Princeville
- Adults Only Resorts & Hotels in Princeville
- Resorts & Hotels with Spas in Princeville
- Oceanfront Hotels in Princeville