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 $1,741, price is now $1,051 per person
$1,051
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip non-stop 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.
Hanalei Colony Resort C2
Price was $2,240, price is now $2,132 per person
$2,132
per person
Oct 14 - Oct 21
found 18 hours ago
Roundtrip non-stop flight included
Louisville (SDF) to Lihue (LIH)
Book a stay at this beach condo in Hanalei. Enjoy a beach locale and outdoor pool access. Popular attractions Hanalei Bay and Kepuhi Point Beach 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 1 day 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.
Hilton Garden Inn Kauai Wailua Bay, HI
Price was $1,750, price is now $1,542 per person
$1,542
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip non-stop 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.
Hotel Coral Reef
Price was $1,251, price is now $1,116 per person
$1,116
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip 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.
Hilton Vacation Club The Point At Poipu Kauai
Price was $3,081, price is now $2,778 per person
$2,778
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Louisville (SDF) to Lihue (LIH)
Stay at this 3.5-star beach hotel in Koloa. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Poipu Beach and Keoniloa Bay are located nearby.
Sheraton Kauai Resort
Price was $3,860, price is now $3,515 per person
$3,515
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Lihue (LIH)
Book a stay at this beach resort in Koloa. Enjoy 2 outdoor pools, 2 restaurants, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Poipu Beach and Kiahuna Beach are located nearby.
Makana Nui 3 Bedroom Home by RedAwning
Save 100% on your flight
Price was $10,355, price is now $9,519 per person
$9,519
per person
Oct 9 - Oct 13
found 9 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to Lihue (LIH)
Stay at this 3.5-star vacation home in Hanalei. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Hanalei Bay and Hanalei Beach Park are located nearby.
Hanalei Beachfront 3 Bedroom Home by RedAwning
Save 100% on your flight
Price was $10,545, price is now $9,728 per person
$9,728
per person
Oct 6 - Oct 10
found 3 hours ago
Roundtrip flight included
San Francisco (SFO) to Lihue (LIH)
Stay at this 3.5-star vacation home in Hanalei. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Hanalei Bay and Waiʻoli Huiʻia Church & Waiʻoli Mission House are located nearby.
Hale Tiare 2 Bedroom Condo by RedAwning
Price was $3,029, price is now $2,810 per person
$2,810
per person
Oct 6 - Oct 10
found 3 hours ago
Roundtrip flight included
San Francisco (SFO) to Lihue (LIH)
Stay at this 4-star condo in Kapaa. Enjoy free WiFi, a fitness center, and cable/satellite TV service. Popular attractions Fuji Beach and Coconut Marketplace are located nearby.
Club Wyndham Ka ‘Eo Kai
Price was $3,092, price is now $2,895 per person
$2,895
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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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