Luxury Hotels in Key West, Florida

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Check availability on Key West Luxury Hotels

Tonight
Dec 25 - Dec 26
Tomorrow
Dec 26 - Dec 27
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Key West luxury hotels

6 outdoor pools, free 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, (1759)
"The place is great!"
United States
Anna
The price is P13,937
P19,272 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Oceans Edge Key West Resort, Hotel & Marina
3 outdoor pools, pool umbrellas, sun loungers
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, (1006)
"Perfect location.. close to the wharf for the best dining experience."
United States
Marty
The price is P18,197
P24,171 total
includes taxes & fees
Jan 13 - Jan 14, 2026
The Marker Key West Harbor Resort
Fireplace
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, (488)
"Great place"
United States
ELENA
The price is P26,440
P33,269 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Casa Marina Key West, Curio Collection by Hilton
3 outdoor pools, pool umbrellas, sun loungers
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, (2952)
"Wonderful stay!"
United States
Elisa
The price is P17,341
P23,804 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Southernmost Beach Resort and Guesthouses
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, (582)
"Great place!!"
United States
Joel
The price is P29,307
P36,935 total
includes taxes & fees
Jan 4 - Jan 5, 2026
H2O Suites - Adults Only
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 P14,154
P15,924 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Seashell Motel
Terrace/patio
Southernmost House

Southernmost House

Southernmost House
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1000)
"Great place to stay. Staff was very friendly"
United States
Jacob
The price is P21,566
P29,713 total
includes taxes & fees
Jan 14 - Jan 15, 2026
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, (1001)
"Staff is friendly and knowledgeable in local attractions."
United States
Sheng
The price is P13,942
P17,339 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Courtyard
Santa Maria Suites

Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1001)
"Awesome place we loved it"
United States
Josh
The price is P31,069
P38,917 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Santa Maria Suites
Exterior
Southwinds Motel

Southwinds Motel

Southwinds Motel
2.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1244)
"Perfect little place, great location! "
United States
Hailey
The price is P14,755
P18,582 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"The outside space is beautiful and ppen the the water"
Connie 3-night trip
Posted 2 days ago
Casa Marina Key West, Curio Collection by Hilton

Frequently asked questions

Are you searching for the perfect hotel for your luxury getaway to 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.
What's the best luxury place to stay in Key West?
Oceans Edge Key West Resort, Hotel & Marina is a luxury hotel with 6 outdoor pools and a marina, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Another upscale option for your vacation 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 temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Key West is 38 inches.
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.

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