What is the cheapest 5-star hotel in Key West?

The Reach Key West, Curio Collection by Hilton is the cheapest 5-star hotel in Key West, where prices start as low as C$ 419 per night.

What is the best 5-star hotel in Key West?

In Key West, The Reach Key West, Curio Collection by Hilton is often praised as the premier choice among 5-star hotels, boasting a user review score of 7.5 and an average price of C$ 1,172 per night.

What month is cheapest to stay in a 5-star hotel in Key West?

If you're looking to save on accommodations in Key West, September is the least expensive month for 5-star hotels, with an average nightly price of C$ 331.

How many days in advance should I book a 5-star hotel in Key West?

To ensure you get the best deal on a 5-star hotel in Key West, book 6 days before your stay, when prices are often discounted to as low as C$ 444 per night.

5-star Hotels in Key West from C$ 419

Travel insights for hotels in Key West

Use these up-to-date, data-driven insights about booking a hotel in Key West including ideal times to book, pricing trends, and more.

What is the cheapest month to book a hotel in Key West?

The cheapest month to book a hotel in Key West is September (C$ 278). Conversely, the most expensive month to stay in Key West is March (C$ 529).

What is the cheapest day to stay in a hotel in Key West?

The cheapest day to stay in Key West is Monday (C$ 343). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is C$ 469.

How much is a hotel in Key West tonight?

Users have found prices for hotels in Key West tonight starting as low as C$ 155, rising to an average cost of C$ 696, based on searches in the last 72 hours. Prices start from C$ 209 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 C$ 218/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as C$ 218/night. For a 4-star hotel in Key West, the cheapest rate recently found was C$ 350/night for this weekend.

How far ahead should you book a hotel in Key West?

Save money by booking a hotel at least 4 days before your trip to Key West. The lowest price found when booking 4 days ahead was C$ 357 per night.

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Cheapest 5-star hotels in Key West

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 24 5-star hotels

The Reach Key West, Curio Collection by Hilton

1435 Simonton Street, Key West, FL, United States

1.1 km from city centre

Free Wi-Fi

C$ 419

Avg. per night

Key West 5-star Hotels

Compare rates for 5-star hotels in Key West, FL from hundreds of popular travel sites on HotelsCombined.

Travel insights for hotels in Key West

What is the cheapest month to book a hotel in Key West?

The cheapest month to book a hotel in Key West is September (C$ 278). Conversely, the most expensive month to stay in Key West is March (C$ 529).

What is the cheapest day to stay in a hotel in Key West?

The cheapest day to stay in Key West is Monday (C$ 343). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is C$ 469.

How much is a hotel in Key West tonight?

Users have found prices for hotels in Key West tonight starting as low as C$ 155, rising to an average cost of C$ 696, based on searches in the last 72 hours. Prices start from C$ 209 for a 4-star hotel in Key West for tonight.

How much is a Key West hotel room this weekend?

How far ahead should you book a hotel in Key West?

Save money by booking a hotel at least 4 days before your trip to Key West. The lowest price found when booking 4 days ahead was C$ 357 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 C$ 419 per night. Price data was last updated on 12 December 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.

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 12 December 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

3 stars

2 stars and under

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 12 December 2025.

Looking for something less traditional for your stay? Find the perfect hostel or vacation rental for your trip in Key West.

Where to stay in Key West

Explore different areas within Key West to find the perfect location for your stay. Map data was last updated on 12 December 2025.

The map below shows all 5-star hotels in Key West. Zoom in to find popular attractions and click on a nearby hotel for more information about the property.

Facts about 5-star hotels in Key West

Find useful tips and insights about 5-star hotels in Key West to help you make the most of your experience. FAQs were last updated on 12 December 2025.

What is the cheapest 5-star hotel in Key West?

What is the best 5-star hotel in Key West?

What month is cheapest to stay in a 5-star hotel in Key West?

How many days in advance should I book a 5-star hotel in Key West?

Stay elsewhere in Key West

Consider these popular 3-star hotels in Key West

Stay at one of these Key West 3-star hotels that users have found on HotelsCombined.