Find Key West 5 Star Hotels & Resorts from CA $250/night

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Find properties with these dates

Tonight
May 13 - May 14
Tomorrow
May 14 - May 15
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Top Key West 5 Star Hotels

2 outdoor pools, pool umbrellas, sun loungers
Casa Marina Key West, Curio Collection by Hilton
5.0 star property
6.6 out of 10, (1004)
"Had read some negative reviews in past years about the state of the resort. The last time we stayed at The Casa was probably 7 years ago and loved it. Had been hesitant to book our babymoon stay here but SO glad we did. The property has made it a priority to make upgrades and the necessary facelift that everyone was hoping for. If you have any reservations about staying here, you shouldn’t! The Casa is back, and we will be back soon!"
The price is CA $536
CA $686 total
includes taxes & fees
Jun 11 - Jun 12
Casa Marina Key West, Curio Collection by Hilton

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.
Havana Cabana at Key West - Adults Only

Havana Cabana at Key West - Adults Only

3420 N. Roosevelt Blvd, Key West, FL
The price is CA $250 per night from Jun 10 to Jun 11
CA $250
CA $369 total
includes taxes & fees
Jun 10 - Jun 11
8.6/10 Excellent! (1,450 reviews)
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.
PoolSpaHot tubBreakfast includedWaterpark
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.

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.