Key West Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
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! (1,748 reviews)
The property was beautiful. The staff was welcoming and helpful. The room and accommodations were wonderful. Enjoyed the convenience of the concierge services as well as the shuttle. Everyone from the bellmen Sam to the shuttle drivers were friendly and made the time spent on property a joy.
Reviewed on Nov 25, 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! (1,012 reviews)
Clean rooms
Reviewed on Nov 24, 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! (443 reviews)
The hotel is in good state, clean and fresh; the rooms offer plenty of comfort and beach front balcony is a pleasing extra!
Reviewed on Nov 23, 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.