Key West Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ₩234,741 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Luxury Key West Hotels
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Pamper yourself with a luxury stay at Oceans Edge Key West Resort, Hotel & Marina, where you can enjoy amenities like Egyptian cotton sheets, plush bedding, ...
8.8/10 Excellent! (1,677 reviews)
"The Staff at this resort are very nice. Ana was very accommodating and made sure we had a wonderful stay. The rooms were super clean and nice. The amenities were very fun. Overall oceans edge is the best Hotel in Key west!"
Reviewed on Jun 30, 2025
The Marker Key West Harbor Resort
200 William Street, Key West, FL
Be treated to a grand stay at The Marker Key West Harbor Resort, where you'll find deep soaking bathtubs and premium bedding. The 3 outdoor pools, poolside bar, ...
9/10 Wonderful! (1,025 reviews)
"⭐️⭐️⭐️⭐️⭐️ An unforgettable experience My stay at the hotel was excellent, but what truly stood out was the exceptional service from Dylan at the front desk. From the very first moment, he was incredibly kind, professional, and genuinely attentive. He made sure everything was perfect throughout my ..."
Reviewed on Jun 30, 2025
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street, Key West, FL
Casa Marina Key West, Curio Collection by Hilton is one of the Key West luxury 4-star beach properties where you can pamper yourself with designer toiletries, ...
8.2/10 Very Good! (205 reviews)
"OUR REGULAR PLACE. WE GO REGULARLY ONCE OR 2 X AYEAR. STAFF VERY HELPFULL. WE LOVE THE SUITES BLDG BY HIGGS BEACH. ONLY LITTLE ISSUE IS THAT THE BATHROOMS ARE TOO SMALL FOR THE SIZE SUITE."
Reviewed on Jul 1, 2025
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.
More Vacation Ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.