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Check availability on Key West Luxury Hotels

Our top choices for Key West luxury hotels

6 outdoor pools, free pool cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
8.8 out of 10, Excellent, (1753)
"The place is great!"
United States
Anna
The price is 5.855.696 ₫
8.193.422 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Oceans Edge Key West Resort, Hotel & Marina
Exterior
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1000)
"Fantastic staff, great breakfast"
United States
Kelly
The price is 8.866.581 ₫
11.633.316 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
The Marker Key West Harbor Resort
Suite, 1 King Bed, Lanai, Oceanfront | View from room
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (475)
"Clean, great staff and location."
United States
Vincent
The price is 10.898.136 ₫
13.839.843 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Casa Marina Key West, Curio Collection by Hilton
Couples treatment room(s), facials, massages
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2932)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
The price is 7.382.829 ₫
10.230.757 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Southernmost Beach Resort and Guesthouses
Deluxe Suite, 1 King Bed, Private Pool | View from room
H2O Suites - Adults Only

H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (581)
"Great place!!"
United States
Joel
The price is 11.556.236 ₫
14.777.636 ₫ total
includes taxes & fees
21 Dec - 22 Dec
H2O Suites - Adults Only
Standard Room, 1 King Bed, Private | Free WiFi, bed sheets
Seashell Motel

Seashell Motel

Seashell Motel
1.5 star property
Old Town Key West
7.8 out of 10, Good, (1001)
"Great and clean place!"
United States
Alina
The price is 4.896.264 ₫
5.508.297 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Seashell Motel
Front of property – evening/night
Southernmost House

Southernmost House

Southernmost House
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1001)
"Great place to stay. Staff was very friendly"
United States
Jacob
The price is 9.926.780 ₫
13.610.825 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Southernmost House
Outdoor pool
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
New Town
8.6 out of 10, Excellent, (1003)
"Staff is friendly and knowledgeable in local attractions."
United States
Sheng
The price is 6.133.492 ₫
7.640.409 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
2 outdoor pools, pool loungers
Santa Maria Suites

Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1000)
"Awesome place we loved it"
United States
Josh
The price is 13.925.396 ₫
17.442.939 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Santa Maria Suites
Bar (on property)
Southwinds Motel

Southwinds Motel

Southwinds Motel
2.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1235)
"Perfect little place, great location! "
United States
Hailey
The price is 5.847.350 ₫
7.466.703 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Southwinds Motel
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.
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Top Key West Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Excellent place to stay on Key West, spacious apartment, nice view, quiet area, great pool area and billiard table, mini market inside property. Just 10 min drive to famous Duvall Street and different restaurants walking distance from the hotel."
Ernesto 2-night trip
Posted 5 days ago
Hyatt Vacation Club at Windward Pointe, Key West

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, so you may want to take in the local sights during your visit.
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, Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum. If you have spare time during your trip, you might want to make a stop at Harry S. Truman Little White House and Audubon House and Tropical Gardens.