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Island Sails Vacation Packages

Island Sails Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Kauai Coast at the Beachboy

Kauai Coast at the Beachboy

3.5 out of 5
Price was $1,383, price is now $1,136 per person
$1,136
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
Stay at this 3.5-star beach hotel in Kapaa. Enjoy free WiFi, a beach locale, and in-room massages. Popular attractions Coconut Marketplace and Waipouli Beach are located nearby.
Plantation Hale Suites

Plantation Hale Suites

3 out of 5
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.
Grand Hyatt Kauai Resort and Spa

Grand Hyatt Kauai Resort and Spa

4.5 out of 5
Price was $3,690, price is now $2,888 per person
$2,888
per person
Dec 10 - 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, 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.
1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

5 out of 5
Price was $4,175, price is now $3,288 per person
$3,288
per person
Dec 10 - Dec 14
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.
Aston Islander on the Beach

Aston Islander on the Beach

3 out of 5
Price was $2,098, price is now $1,722 per person
$1,722
per person
Dec 10 - 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.
Lae Nani Kauai

Lae Nani Kauai

3 out of 5
Price was $1,483, price is now $1,221 per person
$1,221
per person
Nov 26 - Nov 30
found 16 hours ago
Roundtrip flight included
Los Angeles (LAX) 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.
Kauai Inn

Kauai Inn

3 out of 5
Price was $2,163, price is now $1,805 per person
$1,805
per person
Dec 10 - 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.
Hilton Garden Inn Kauai Wailua Bay, HI

Hilton Garden Inn Kauai Wailua Bay, HI

3.5 out of 5
Price was $2,063, price is now $1,774 per person
$1,774
per person
Dec 10 - 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.

3-4 Night Vacations in Island Sails

Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kauaʻi Beach Resort & Spa

OUTRIGGER Kauaʻi Beach Resort & Spa

4 out of 5
Price was $1,136, price is now $940 per person
$940
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

5 out of 5
Price was $4,175, price is now $3,288 per person
$3,288
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
Lae Nani Kauai

Lae Nani Kauai

3 out of 5
Waipouli
Price was $1,483, price is now $1,221 per person
$1,221
per person
Nov 26 - Nov 30
found 16 hours ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)

5-7 Night Vacations in Island Sails

Price found within the past 48 hours. Click for updated prices.
2417 at Lihue Oceanfront Resort

2417 at Lihue Oceanfront Resort

3.5 out of 5
Price was $1,522, price is now $1,134 per person
$1,134
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
Kauai Beach Villas

Kauai Beach Villas

4 out of 5
Price was $1,636, price is now $1,225 per person
$1,225
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

5 out of 5
Price was $4,579, price is now $3,447 per person
$3,447
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
Plantation Hale Suites

Plantation Hale Suites

3 out of 5
Waipouli
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)

Island Sails Last Minute Hotel Deals

1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

5 out of 5
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. ...
1 Hotel Hanalei Bay
The Cliffs at Princeville

The Cliffs at Princeville

3.5 out of 5
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 ...
The Cliffs at Princeville
Club Wyndham Bali Hai Villas

Club Wyndham Bali Hai Villas

3 out of 5
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 ...
Club Wyndham Bali Hai Villas
The Westin Princeville Ocean Resort Villas

The Westin Princeville Ocean Resort Villas

4 out of 5
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 ...
The Westin Princeville Ocean Resort Villas
Makai Club Resort

Makai Club Resort

3.5 out of 5
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 ...
Makai Club Resort
Club Wyndham Bali Hai Villas

Club Wyndham Bali Hai Villas

2 out of 5
Princeville
Stay at this hotel in Princeville. Enjoy free parking and a garden. Popular attractions Hanalei Bay and Island Sails are located nearby.
Club Wyndham Bali Hai Villas
The Cliffs at Princeville by VRHost

The Cliffs at Princeville by VRHost

2.5 out of 5
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 ...
The Cliffs at Princeville by VRHost
See all 2,221 properties in Island Sails
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.