Explore top 2026 4 Star Hotels in Key West Historic District
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Top Key West Historic District 4 Star hotels

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $294 total per night from Jun 8 to Jun 9
$294 total
Jun 8 - Jun 9
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! (3,347 reviews)
"La propiedad está falta de limpieza"
Reviewed on Jun 1, 2026

La Concha Key West, Autograph Collection
430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$267 nightly
The price is $300 total per night from Jun 14 to Jun 15
$300 total
Jun 14 - Jun 15
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express ...
9/10 Wonderful! (408 reviews)
"The location was perfect! Staff amazing. Very clean. The only negative was that the rooms were a bit small. That and the $45/night for parking my car there."
Reviewed on May 31, 2026

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$297 nightly
The price is $334 total per night from Jun 27 to Jun 28
$334 total
Jun 27 - Jun 28
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! (686 reviews)
"We were really disappointed by the beach. It’s rocky and was covered in seaweed (during our visit). The pools are beautiful, staff was lovely. The room was enormous and well maintained. I just wish we had more transparency regarding the condition of the beach."
Reviewed on May 30, 2026

Pier House Resort & Spa
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$324 nightly
The price is $364 total per night from Jun 8 to Jun 9
$364 total
Jun 8 - Jun 9
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
9/10 Wonderful! (1,152 reviews)
"Amazing location!"
Reviewed on Jun 1, 2026

Opal Key Resort & Marina, Key West
245 Front Street Key West FL
Fully refundableReserve now, pay when you stay
$294 nightly
The price is $331 total per night from Jun 11 to Jun 12
$331 total
Jun 11 - Jun 12
Total with taxes and fees
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the outdoor pool and visit the 3 bars/lounges and poolside bar for ...
9.2/10 Wonderful! (1,120 reviews)
"Our first time at the opal and our first time at Key West enjoyed the service and the location would go again"
Reviewed on May 31, 2026

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
Fully refundableReserve now, pay when you stay
$246 nightly
The price is $277 total per night from Jun 16 to Jun 17
$277 total
Jun 16 - Jun 17
Total with taxes and fees
This resort features a private beach, a full-service spa, and a restaurant. Traveling on business? Take advantage of the express check-out, laundry service, ...
8.6/10 Excellent! (1,006 reviews)
"The room was not was shown in pictures very small n cramped not close to what I saw n to expensive compared to other $500 properties"
Reviewed on Jun 1, 2026

Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$299 nightly
The price is $336 total per night from Jun 21 to Jun 22
$336 total
Jun 21 - Jun 22
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind ...
9/10 Wonderful! (1,001 reviews)
"Poor and jacuzzi were under construction, the air conditioner were not central and loud, expensive for what to offer, no access to the beach"
Reviewed on May 29, 2026

Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
Fully refundableReserve now, pay when you stay
$232 nightly
The price is $261 total per night from Jun 22 to Jun 23
$261 total
Jun 22 - Jun 23
Total with taxes and fees
This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public ...
9.2/10 Wonderful! (1,304 reviews)
"Great location and facilities. The breakfast was excellent."
Reviewed on May 30, 2026

Ocean Key Resort - A Noble House Resort
Zero Duval St. Key West FL
Fully refundableReserve now, pay when you stay
$314 nightly
The price is $353 total per night from Jun 29 to Jun 30
$353 total
Jun 29 - Jun 30
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the free WiFi in ...
9.2/10 Wonderful! (1,001 reviews)
"We’ve stayed at many great hotels around the world, this one is right up there with the very best. Incredible service, stunning room and perfect location…this hotel has it all. We didn’t eat here but can highly recommend Latitude’s for lunch or a sunset dinner, you can reach it by boat which leaves ..."
Reviewed on May 31, 2026

The Marker Key West Harbor Resort
200 William Street Key West FL
Fully refundableReserve now, pay when you stay
$282 nightly
The price is $317 total per night from Jun 15 to Jun 16
$317 total
Jun 15 - Jun 16
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! (1,000 reviews)
"We come to the Marker every year as we absolutely love this hotel. It has amazing rooms, great pool with entertainment and a very good bar. The staff are always super nice and helpful. We highly recommend them as one of the best places in Key West!"
Reviewed on May 26, 2026
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Recent Key West Historic District hotel reviews by fellow wanderers

The Reach Key West, Curio Collection by Hilton
2 out of 5
Posted 1 hour ago
Travelocity Verified Review
"The room was not was shown in pictures very small n cramped not close to what I saw n to expensive compared to other $500 properties"
A verified traveler stayed at The Reach Key West, Curio Collection by Hilton
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