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

5 Stars Hotels in Key West, Florida from CA $277

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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
The price is CA $214 per night from Aug 24 to Aug 25
CA $214
CA $344 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (3,495 reviews)
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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

Find out more about Key West

Luxury is the name of the game at the best 5 Stars hotels in Key West. If you want to vacation like a true VIP, these are the places to go; from spacious resorts to boutique-inspired hot spots, the top Key West 5 Stars hotels are dedicated to immersing you in the ultimate experience. Want to relax with a serene treatment at a designer spa? These properties offer them.

Interested in tasting delicious dishes from top chefs? The gourmet restaurants at the 5 Stars Key West hotels have you covered. You’ll even find first-class hotels near the city’s must-see attractions and most upscale entertainment districts. Plus, when you book your trip with Expedia.ca, you’ll get access to fantastic rates and seasonal discounts, so you can take advantage of a cheap deal on 5 Stars hotels Key West without giving up even an inch of quality. Everything your heart desires (and a few perks designed to make it skip a beat): That’s what’s on offer when you plan a trip to the hotels with 5 Stars in Key West.

Frequently asked questions

What are the best 5-star hotels in Key West?
If you're seeking a 5-star experience, Casa Marina Key West, Curio Collection by Hilton offers one of the best of them according to reviews by our customers. Check in to this Key West getaway and look forward to amazing guest services, luxurious guest rooms and superior facilities.
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 depends on factors like when you plan to go and the length of your stay. Our insider tip for scoring an awesome deal? Use our pricing filters to compare the available options for your selected dates.

  • Search for the lowest price per night from CA $277

What makes a hotel 5 stars in Key West?
In Key West, a hotel must offer a certain amount of upscale amenities to earn a 5-star rating. These may include saunas and spas, on-site gyms, gourmet restaurants, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their superior standard of service. You can look forward to things like concierge services, nightly turn-down services and in-room massage. Some may also offer additional touches such as welcome gifts.

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