Explore top 2025 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

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$233 nightly
The price is $263 total per night from Dec 2 to Dec 3
$263 total
Dec 2 - Dec 3
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! (2,854 reviews)
Gorgeous view! Slept to ocean sounds. Staff was courteous, but my big negative is the roaches! There were roaches at night in the bathroom & large ones in the cabinet with the mini-fridge. Im sure being on the water attracts them, but for the cost, i shouldn't have to see them.

Reviewed on Nov 16, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
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
$293 nightly
The price is $330 total per night from Nov 30 to Dec 1
$330 total
Nov 30 - Dec 1
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 ...
8.8/10 Excellent! (1,001 reviews)
Beautiful grounds and views walk to all

Reviewed on Nov 7, 2025

Opens in a new windowHyatt Centric Key West Resort and Spa
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
$227 nightly
The price is $255 total per night from Dec 17 to Dec 18
$255 total
Dec 17 - Dec 18
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! (1,045 reviews)
Friendly staff, and great location. Plenty of parking. Our stay was wonderful! Close to everything, amazing breakfast! We would 100%stay here again!

Reviewed on Nov 15, 2025

Opens in a new windowWinslow's Bungalows - Key West Historic Inns
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
$299 nightly
The price is $336 total per night from Dec 1 to Dec 2
$336 total
Dec 1 - Dec 2
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! (438 reviews)
Only complaint is small uncomfortable couch

Reviewed on Nov 19, 2025

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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
$225 nightly
The price is $253 total per night from Dec 3 to Dec 4
$253 total
Dec 3 - Dec 4
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! (261 reviews)
Very clean and the employees were very nice and friendly!

Reviewed on Nov 15, 2025

Opens in a new windowLa Concha Key West, Autograph Collection
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 Nov 23 to Nov 24
$514 total
Nov 23 - Nov 24
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! (1,003 reviews)
Drove down to Key West for the day and decided to stay overnight. The room was clean and the bed was very comfortable. The staff was friendly.

Reviewed on Nov 14, 2025

Opens in a new windowPier House Resort & Spa
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
$258 nightly
The price is $290 total per night from Dec 1 to Dec 2
$290 total
Dec 1 - Dec 2
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 friendly and helpful staff, beautiful private beach, and location of the property wowed us beyond expectations!

Reviewed on Nov 17, 2025

Opens in a new windowThe Reach Key West, Curio Collection by Hilton
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 Nov 30 to Dec 1
$320 total
Nov 30 - Dec 1
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! (1,002 reviews)
The staff was excellent ! Super nice , accommodating, professional . The room was very clean and nice . Just what I expected . Probably the nicest staff I’ve ever dealt with in hotels I’ve been in . Which has been a lot . Thank you !

Reviewed on Nov 14, 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
$263 nightly
The price is $296 total per night from Dec 2 to Dec 3
$296 total
Dec 2 - Dec 3
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 ...
9/10 Wonderful! (1,000 reviews)
Clean room. Beautiful property.

Reviewed on Nov 14, 2025

Opens in a new windowThe Marker Key West Harbor Resort
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
$326 nightly
The price is $366 total per night from Dec 15 to Dec 16
$366 total
Dec 15 - Dec 16
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)
Beautiful hotel and an unbeatable location! In my opinion, you truly cannot beat staying right on Sunset Pier—especially at the start of the best part of Duval Street. This whole area is the definition of “location, location, location!” One of the biggest perks was not having to fight the massive ...

Reviewed on Nov 13, 2025

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