Key West 5-star Hotels
Compare rates for 5-star hotels in Key West, FL from hundreds of popular travel sites on HotelsCombined.
Key West, United States
May 7 — May 82
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Travel insights for hotels in Key West
Use our HotelsCombined data-powered tips to help you find your next hotel in Key West.
How much do hotels in Key West cost?
The average price of a hotel in Key West has been around $343/night over the last 3 days. You can expect year-round prices for a 5-star hotel in Key West to be around $633/night, a 4-star hotel at $449/night, and a 3-star at $389/night on average.
What is the cheapest month to book a hotel in Key West?
The cheapest month to book a hotel in Key West is September ($276). Conversely, the most expensive month to stay in Key West is December ($506).
What is the cheapest day to stay in a hotel in Key West?
The cheapest day to stay in Key West is Monday ($287). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is $347.
How much is a hotel in Key West tonight?
Users have found prices for hotels in Key West tonight starting as low as $175, rising to an average cost of $354, based on searches in the last 72 hours. Prices start from $184 for a 4-star hotel in Key West for tonight.
How much is a Key West hotel room this weekend?
In the past 72 hours, we’ve seen prices for hotels in Key West this weekend for as little as $176/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as $176/night. For a 4-star hotel in Key West, the cheapest rate recently found was $288/night for this weekend.
How far ahead should you book a hotel in Key West?
Save money by booking a hotel at least 2 days before your trip to Key West. The lowest price found when booking 2 days ahead was $301 per night.
Cheapest 5-star hotels in Key West
Discover affordable 5-star hotels in Key West that provide a quality experience without breaking the bank. 5-star hotels in Key West can be found for as low as $406 per night. Price data was last updated on April 30, 2025
These are the lowest-priced 5-star hotels our users have recently found in Key West. Prices may vary based on dates selected and hotel location.
Show all 2 5-star hotels
1500 Reynolds Street, Key West, FL, United States
0.8 mi from city centre
$406
Avg. per night
1435 Simonton Street, Key West, FL, United States
0.7 mi from city centre
$417
Avg. per night
Other star-rated hotels in Key West
Hotels that are booked the most in each class receive the “Most popular” badge. Hotels with the “Best value” have the most attractive prices based on their popularity. Price data was last updated on April 30, 2025.
Not set on a 5-star hotel? We’ve got plenty of other options for you to choose from. These are the most popular and best value properties in Key West based on hotel class.
4 stars
2001 South Roosevelt Boulevard, Key West, FL, United States
$350
3420 North Roosevelt Boulevard, Key West, FL, United States
$264
3990 South Roosevelt Boulevard, Key West, FL, United States
$230
3820 N Roosevelt Blvd, Key West, FL, United States
$226
3 stars
525 United Street, Key West, FL, United States
$227
3444 North Roosevelt Boulevard, Key West, FL, United States
$248
3852 North Roosevelt Boulevard, Key West, FL, United States
$223
420 Margaret Street, Key West, FL, United States
$120
2 stars and under
3755 South Roosevelt Boulevard, Key West, FL, United States
$269
1313 Simonton Street, Key West, FL, United States
$224
Other accommodations in Key West
Find deals on places to stay in Key West that are not hotels. These are just a few of the most popular hostels and vacation rentals in the area. Pricing information was last updated on April 30, 2025.
Looking for something less traditional for your stay? Find the perfect hostel or vacation rental for your trip in Key West.
Show all 2,111 stays
1435 Simonton Street, Key West, FL, United States
0.7 mi from city centre
$417
Avg. per night
1500 Reynolds Street, Key West, FL, United States
0.8 mi from city centre
$406
Avg. per night
$88
Avg. per night