A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

5 Star Hotels in Key West, Florida

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Key West 5 Star Hotels

Tonight
28 Sept - 29 Sept
Tomorrow
29 Sept - 30 Sept
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Key West.
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL
€227
30 Sept - 1 Oct
includes taxes & fees
8.6/10 Excellent! (3,636 reviews)
Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL
€166
4 Oct - 5 Oct
includes taxes & fees
8.6/10 Excellent! (2,700 reviews)
Blue Flamingo Resort Key West
Pier House Resort & Spa

Pier House Resort & Spa

1 Duval St Key West FL
€264
5 Oct - 6 Oct
includes taxes & fees
9/10 Wonderful! (1,340 reviews)
Pier House Resort & Spa
Still don't see what you're looking for?
See all properties in Key West.
You can also use these popular filters to refine your search.
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.

Learn more about Key West

Stroll Duval Street's colourful shops and bars before catching the sunset celebration at Mallory Square with local performers. Explore Hemingway's historic home where six-toed cats roam freely, then snorkel the vibrant coral reefs just offshore.

See all hotels in Key West
A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

Top Key West Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in Key West?
Step into a world of indulgence at Casa Marina Key West, Curio Collection by Hilton. This is one of the most highly rated 5-star hotels in Key West based on Expedia guest reviews. From its location to its amenities and services, you can expect the best of everything.
How much does it cost to stay in a 5-star hotel in Key West?
How much you pay for a 5-star hotel in Key West can vary according to when you want to travel and how long you plan to stay, among several factors. Take advantage of our price per night filter and other search tools to find the best rate on a high-end stay.
  • Search for the lowest price per night from €166
What makes a hotel 5 stars in Key West?
Impeccable guest service chatacterises every 5-star hotel in Key West. From the minute you step through the door, staff cater to your every need, whether recommending activities or providing a turn-down service. In addition, hotels must feature upscale conveniences to be considered for a 5-star rating. These can include luxury bathrooms, spa facilities, swimming pools, gastronomic restaurants and knowledgeable concierge.

Explore a world of travel with Expedia