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

Find Luxury Hotels in Key West

  • 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 Luxury Hotels

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Key West luxury hotels

1. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
  • Waterfront luxury meets marina adventure at Key West resort with 6 pools and bayside elegance.
S$245
includes taxes & fees
12 Oct - 13 Oct
Hilton Key West Resort & Marina
View all properties

Top Key West Hotel Reviews

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"Great place definitely staying there next time"
Francisca 4-night trip
Posted 8 hours ago
Parrot Key Hotel & Villas
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Hot water in showers, bed comfort was okay, food was decent at the bars/restaurants, staff was friendly, pool clean and open until 11pm. Lots of fun games to play outside. The property and rooms were clean and the shuttle service to town was easy and very helpful!"
Michelle 5-night trip
Posted 12 hours ago
Blue Flamingo Resort Key West
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Love pier house resort"
William 3-night trip
Posted 17 hours ago
Pier House Resort & Spa
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent
"This place was great quiet and close to everything"
Jason Victor 3-night trip
Posted 2 days ago
The Southernmost Inn - Adults Only
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Clear room, great views"
Mary 6-night trip
Posted 2 days ago
Casa Marina Key West, Curio Collection by Hilton
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"This was our second time to stay here and this place never disappoints. Staff is wonderful too"
Jonathan 4-night trip
Posted 3 days ago
Hilton Key West Resort & Marina

Frequently asked questions

Are you searching for the perfect hotel for your luxury holiday in Key West?
Known for its ocean views and sunsets, Key West also has some interesting things to see and do including Duval Street and Florida Keys Beaches, so you may want to take in the local sights during your visit.
What's the best high-end hotel in Key West?
Hilton Key West Resort & Marina is a luxury hotel with 6 outdoor pools and a marina, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Another upscale option for your trip is The Porch on Frances Inn.
When can I expect good weather in Key West?
Planning for the weather is a good way to make your trip to Key West relaxing and enjoyable, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Key West is 956 mm.
What's there to see and do in Key West?
Experience Key West with a stop at Duval Street, Florida Keys Beaches and Ernest Hemingway Home and Museum. If you have spare time during your trip, you might want to make a stop at Key West Lighthouse and Keeper's Quarters Museum and Harry S. Truman Little White House.

Explore a world of travel with Expedia