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

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Check availability on Key West Luxury Hotels

Tonight
22 Aug - 23 Aug
Tomorrow
23 Aug - 24 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

Our top choices for Key West luxury hotels

1. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
S$420
includes taxes & fees
27 Aug - 28 Aug
Opal Key Resort & Marina, Key West

2. Santa Maria Suites

Santa Maria Suites
Old Town Key West
  • Lavish Key West retreat features luxury suites, designer touches, 2 pools, and vibrant bar scene.
S$484
includes taxes & fees
31 Aug - 1 Sept
Santa Maria Suites

3. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
S$413
includes taxes & fees
9 Sept - 10 Sept
Ocean Key Resort - A Noble House Resort

4. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
  • Beachfront luxury graces historic Key West resort with private shore access and spa treatments.
S$388
includes taxes & fees
13 Sept - 14 Sept
Casa Marina Key West, Curio Collection by Hilton

5. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
S$337
includes taxes & fees
31 Aug - 1 Sept
Pier House Resort & Spa

6. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
S$373
includes taxes & fees
7 Sept - 8 Sept
Hyatt Centric Key West Resort and Spa

7. The Gardens Hotel

The Gardens Hotel
Old Town Key West
S$288
includes taxes & fees
21 Sept - 22 Sept
The Gardens Hotel

8. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
S$297
includes taxes & fees
7 Sept - 8 Sept
La Concha Key West, Autograph Collection

9. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
S$346
includes taxes & fees
8 Sept - 9 Sept
The Reach Key West, Curio Collection by Hilton

10. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
  • Key West resort features 3 pools, poolside bar, and private balconies near the harbour.
S$319
includes taxes & fees
1 Sept - 2 Sept
The Marker Key West Harbor Resort
View all properties

Top Key West Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Very clean and very friendly staff. Resort is beautiful"
Dennis 4-night trip
Posted 4 hours ago
Beachside Resort & Residences
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Clean room and great breakfast"
Regina 1-night trip
Posted 4 hours ago
Hampton Inn Key West FL
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Great resort Wonderful amenities"
Daina 2-night trip
Posted 6 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good
"This place was great! The rooms are dated and don't have smart TVs, so you can't catch up on anything streaming at night, but the private beach and pool area make up for it! Everyone was very nice. I'll say we brought our 7 year old and he was one of maybe 5 children there so it's not very child friendly but he had a great time."
Anastasia 4-night trip
Posted 8 hours ago
Pier House Resort & Spa
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"My favorite hotel in Key West. Beautiful beach and great staff."
Cole 3-night trip
Posted 8 hours ago
Casa Marina Key West, Curio Collection by Hilton
Southwinds Motel

Southwinds Motel

10/10 Excellent
"This was day 16 of a US road trip and this was BY FAR my favorite stay. 1 block away from Duval St. Free drink tickets. Great bed and pillows. Microwave, fridge. Everything was GREAT! Only downside was we went to bed at 10 and the nearby bar was still playing loud live music, however the loud AC unit drowned it out lol. Ice machine could use something to make it look cleaner/better, but still produced ice just fine. Breakfast was pretty much entirely bread/muffins/cereal/bagels. Parking was not free, which is also a bummer. But being so close to everything we wanted made up for it."
Riley 1-night trip
Posted 1 day ago
Southwinds Motel
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Best customer service I ever had at a hotel. They have someone you can text for any needs and they answer right away. Rooms were nice only complaint about the room was the shower seemed to use to have a sliding glass door but it must of broke because they had a shower curtain there instead. Great other than that tho"
Broden 3-night trip
Posted 2 days ago
The Reach Key West, Curio Collection by Hilton

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.

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