Explore 64 Luxury Hotels in Key West

Best Luxury Hotels in Key West

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

1400 Duval Street Key West FL
$320 nightly
The price is $360 total per night from May 25 to May 26
$360 total
May 25 - May 26
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self ...
9.4/10 Exceptional! (1,003 reviews)
We love the location and the landscaping. The breakfast was amazing. They go above and beyond to accommodate their guests. Everything was exceptional.

Reviewed on May 8, 2026

Opens in a new windowSouthernmost House - Adult Exclusive
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

200 William Street Key West FL
Fully refundable
$289 nightly
The price is $325 total per night from May 25 to May 26
$325 total
May 25 - May 26
Total with taxes and fees
This smoke-free hotel features 3 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
9.2/10 Wonderful! (1,005 reviews)
We really enjoyed our time at the Marker. We are planning our next trip to the keys and we will definitely stay at The Marker.

Reviewed on May 4, 2026

Opens in a new windowThe Marker Key West Harbor Resort
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$252 nightly
The price is $284 total per night from Jun 7 to Jun 8
$284 total
Jun 7 - Jun 8
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. ...
9/10 Wonderful! (1,866 reviews)
Absolutely everything was great! Staff, food, drinks, pool, views of marina, the shuttle to and from downtown Key West were all top notch. Will definitely return again. Please don’t change a thing!

Reviewed on May 8, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL
Fully refundable
$283 nightly
The price is $319 total per night from May 25 to May 26
$319 total
May 25 - May 26
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling ...
8.8/10 Excellent! (3,290 reviews)
Check in was a long line. Front desk gave me wrong information

Reviewed on May 7, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

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

3852 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $209 total per night from May 26 to May 27
$209 total
May 26 - May 27
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
8.6/10 Excellent! (1,011 reviews)
Clean property. Friendly staff. Great location

Reviewed on May 8, 2026

Opens in a new windowFairfield by Marriott Inn & Suites Key West at The Keys Collection
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$327 nightly
The price is $368 total per night from May 25 to May 26
$368 total
May 25 - May 26
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
8.4/10 Very Good! (640 reviews)
everyone went out of their way to make sure we were having a great time!! We have stayed here twice and will definitely come back again!

Reviewed on May 7, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
Seashell Motel

Seashell Motel

718 South Street Key West FL
Fully refundableReserve now, pay when you stay
$153 nightly
The price is $172 total per night from May 10 to May 11
$172 total
May 10 - May 11
Total with taxes and fees
This hostel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, luggage storage, and concierge services are also on ...
8/10 Very Good! (1,005 reviews)
Great location with very nice renovated rooms.

Reviewed on May 8, 2026

Opens in a new windowSeashell Motel
H2O Suites - Adults Only

H2O Suites - Adults Only

1212 Simonton Street Key West FL
$418 nightly
The price is $470 total per night from Jun 2 to Jun 3
$470 total
Jun 2 - Jun 3
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the laundry service. There's a gym on site, and ...
Opens in a new windowH2O Suites - Adults Only
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