Sunset Key Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Sunset Key vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Hyatt Vacation Club at Windward Pointe, Key West
9.6/10 Exceptional! (1,002 reviews)
Apr 2 - Apr 6
4 night stay
Boston (BOS) to Key West (EYW)
Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,615, price is now $1,091 per person
$1,091
per person
found 1 day ago
Pool and service was great!!! Staff always pleasant and helpful!
Reviewed on Dec 6, 2025
2.5-star property
The Key West Hotel
Key West Historic District
9.2/10 Wonderful! (505 reviews)
Apr 3 - Apr 11
8 night stay
Boston (BOS) to Key West (EYW)
Spirit Airlines • Non-stop • Coach
Key West (EYW) to Boston (BOS)
American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $8,443, price is now $5,622 per person
$5,622
per person
found 1 day ago
Gorgeous property right on Duval Street but hidden from the noise and bustle. Convenient to everything you want to do and see. Wonderfully helpful and friendly staff.
Reviewed on Jan 5, 2025
4.0-star property
Southernmost Beach Resort and Guesthouses
Old Town Key West
8.6/10 Excellent! (2,844 reviews)
Apr 3 - Apr 11
8 night stay
Boston (BOS) to Key West (EYW)
Spirit Airlines • Non-stop • Coach
Key West (EYW) to Boston (BOS)
American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $3,317, price is now $2,266 per person
$2,266
per person
found 1 day ago
Billed me for parking when I didn’t have a car. Took several calls to try and resolve. Still haven’t received a refund. They were quick to take my money when I paid for the room but not so responsive in processing my refund.
Reviewed on Nov 1, 2025
4.0-star property
Pier House Resort & Spa
Key West Historic District
9/10 Wonderful! (1,006 reviews)
Apr 3 - Apr 11
8 night stay
Boston (BOS) to Key West (EYW)
Spirit Airlines • Non-stop • Coach
Key West (EYW) to Boston (BOS)
American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $4,915, price is now $3,493 per person
$3,493
per person
found 1 day ago
Everything, everyone is great!
Reviewed on Jan 26, 2026
4.0-star property
Havana Cabana at Key West
New Town
8.8/10 Excellent! (1,749 reviews)
Apr 3 - Apr 11
8 night stay
Boston (BOS) to Key West (EYW)
Spirit Airlines • Non-stop • Coach
Key West (EYW) to Boston (BOS)
American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $3,080, price is now $2,192 per person
$2,192
per person
found 1 day ago
Very nice family oriented place.
Reviewed on Feb 2, 2026
Top rated hotels for your Sunset Key vacation package
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
1.44 mi from Sunset Key
The price is $702 total per night
$702 total
per night
Mar 12 - Mar 13
Guests of Southernmost Beach Resort and Guesthouses have access to a full-service spa, 3 outdoor pools, and a gym. Self parking is offered for USD 53.75 per day. Multilingual staff at the 24-hour front desk can assist with tours or tickets, dry cleaning/laundry, and luggage storage. Other amenities at this beach hotel include conference space, coffee/tea in a common area, and a computer station.
Pool
Spa
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
2.83 mi from Sunset Key
The price is $465 total per night
$465 total
per night
Mar 2 - Mar 3
Guests of Ibis Bay Beach Resort have access to a private beach, a marina, and an outdoor pool. The 24-hour front desk has multilingual staff ready to assist with concierge services and luggage storage. Other amenities at this beach hotel include free WiFi in public areas, coffee/tea in a common area, and a computer station.
On private beach
Pool
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Free Cancellation
Reserve now, pay when you stay
5.33 mi from Sunset Key
The price is $464 total per night
$464 total
per night
Mar 9 - Mar 10
Guests of Oceans Edge Key West Resort, Hotel & Marina have access to a marina, 6 outdoor pools, and a 24-hour gym. If you drive, self parking is USD 32.63 per night, and there's also an area shuttle. Multilingual staff at the front desk are standing by 24/7 to help with tours or tickets, luggage storage, and securing valuables. Other amenities at this luxury hotel include free WiFi in public areas, meeting rooms, and free use of bicycles.
Pool
Pet friendly
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.