Explore top 2025 4 Star Hotels in Key West Historic District

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Top Key West Historic District 4 Star hotels

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St, Key West, FL
Fully refundableReserve now, pay when you stay
$235 nightly
The price is $264 total per night from Oct 8 to Oct 9
$264 total
Oct 8 - Oct 9
Total with taxes and fees
This eco-certified 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 ...
8.8/10 Excellent! (1,001 reviews)
"Beautiful hotel rooms are awesome"

Reviewed on Oct 3, 2025

Opens in a new windowHyatt Centric Key West Resort and Spa
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
$229 nightly
The price is $258 total per night from Oct 29 to Oct 30
$258 total
Oct 29 - Oct 30
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 ...
8.6/10 Excellent! (2,801 reviews)
"I loved the variety of restaurants and the location. It was perfect for my daughter and I, we will be back! Thank you 🤗"

Reviewed on Oct 2, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
$457 nightly
The price is $514 total per night from Oct 7 to Oct 8
$514 total
Oct 7 - Oct 8
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! (1,000 reviews)
"Great place to stay."

Reviewed on Sep 30, 2025

Opens in a new windowPier House Resort & Spa
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street, Key West, FL
Fully refundableReserve now, pay when you stay
$220 nightly
The price is $247 total per night from Oct 15 to Oct 16
$247 total
Oct 15 - Oct 16
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 ...
8.2/10 Very Good! (373 reviews)
"The building, grounds and food were fabulous."

Reviewed on Sep 30, 2025

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
$214 nightly
The price is $241 total per night from Oct 27 to Oct 28
$241 total
Oct 27 - Oct 28
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 ...
9/10 Wonderful! (1,004 reviews)
"Property and rooms were very nice. Staff was friendly. The only thing that I would want different would be options for breakfast and to extend the time for breakfast. Even leaving coffee out throughout the day would be a nice option."

Reviewed on Oct 4, 2025

Opens in a new windowWinslow's Bungalows - Key West Historic Inns
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $246 total per night from Oct 7 to Oct 8
$246 total
Oct 7 - Oct 8
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 ...
8.8/10 Excellent! (219 reviews)
"Perfect place to stay in key west"

Reviewed on Oct 4, 2025

Opens in a new windowLa Concha Key West, Autograph Collection
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street, Key West, FL
Fully refundableReserve now, pay when you stay
$284 nightly
The price is $320 total per night from Oct 8 to Oct 9
$320 total
Oct 8 - Oct 9
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 ...
9/10 Wonderful! (1,003 reviews)
"The property is quite convenient to many opportunities in the area. The room was wonderful and very spacious(430). The sunset are remarkable. As long as the cruise ships are not in….."

Reviewed on Oct 3, 2025

Opens in a new windowOpal Key Resort & Marina, Key West
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
200 William Street, Key West, FL
Fully refundableReserve now, pay when you stay
$233 nightly
The price is $262 total per night from Oct 7 to Oct 8
$262 total
Oct 7 - Oct 8
Total with taxes and fees
This eco-certified hotel features 3 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
9/10 Wonderful! (1,003 reviews)
"We had a nice stay at this hotel"

Reviewed on Oct 5, 2025

Opens in a new windowThe Marker Key West Harbor Resort
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street, Key West, FL
Fully refundableReserve now, pay when you stay
$244 nightly
The price is $275 total per night from Oct 16 to Oct 17
$275 total
Oct 16 - Oct 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, ...
8.4/10 Very Good! (1,002 reviews)
"The receptionists were very friendly and helpful and 4 Marlins was food exquisite !"

Reviewed on Oct 3, 2025

Opens in a new windowThe Reach Key West, Curio Collection by Hilton
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

4 out of 5
Zero Duval St., Key West, FL
Fully refundableReserve now, pay when you stay
$274 nightly
The price is $308 total per night from Oct 7 to Oct 8
$308 total
Oct 7 - Oct 8
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 ...
9/10 Wonderful! (1,001 reviews)
"My husband and I celebrated our 48th anniversary at the Ocean Key Resort the weekend of Sept 19th. Their were renovations, but the manager Craig and staff made our stay one of the most rememberable stays we've had in our journey together. I want to thank Ocean Key for providing an almost flawless ..."

Reviewed on Oct 2, 2025

Opens in a new windowOcean Key Resort - A Noble House Resort
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