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 refundable
$370 nightly
The price is $489 total per night from Jan 13 to Jan 14
$489 total
Jan 13 - Jan 14
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! (2,994 reviews)
The room were clean and well appointed. Support staff was very friendly and ready to assist when asked for help. The views were amazing, pools clean and lots of activities each day. The food at the cafe was excellent. Everything you need all in one location, while being in the heart of Duvall ...
Reviewed on Jan 9, 2026

Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$465 nightly
The price is $593 total per night from Jan 13 to Jan 14
$593 total
Jan 13 - Jan 14
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! (1,007 reviews)
Lovely location and goodnbreakfast
Reviewed on Jan 9, 2026

Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
Fully refundableReserve now, pay when you stay
$417 nightly
The price is $520 total per night from Jan 13 to Jan 14
$520 total
Jan 13 - Jan 14
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! (1,112 reviews)
We arrived very late, but the staff was extremely accommodating.
Reviewed on Jan 9, 2026

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$547 nightly
The price is $683 total per night from Jan 13 to Jan 14
$683 total
Jan 13 - Jan 14
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! (501 reviews)
Live music every day. Easy to find quiet places to sit and read or stay by the pool or on the veranda. The staff is attentive, but not intrusive. The hotel is fully staffed and secured in all areas. Our room was thoroughly cleaned each day by the same person and the staff was super accommodating. ...
Reviewed on Jan 9, 2026

La Concha Key West, Autograph Collection
430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$314 nightly
The price is $387 total per night from Jan 26 to Jan 27
$387 total
Jan 26 - Jan 27
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! (310 reviews)
Beautiful hotel, friendly staff
Reviewed on Jan 7, 2026

Pier House Resort & Spa
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$450 nightly
The price is $573 total per night from Jan 26 to Jan 27
$573 total
Jan 26 - Jan 27
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! (1,019 reviews)
The staff was wonderful! Thank you to Lee for all of your help! We had a great time!
Reviewed on Jan 9, 2026

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
Fully refundableReserve now, pay when you stay
$404 nightly
The price is $522 total per night from Jan 13 to Jan 14
$522 total
Jan 13 - Jan 14
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! (1,008 reviews)
Excellent location on the water. Friendly and courteous staff. Pet friendly. They had the option to secure my luggage for a few hrs because my flight was much later in the evening. I could see the sunrise from my balcony. ❤️ Loved the whole experience. Hope to return for another vacation soon !! ...
Reviewed on Jan 4, 2026

Opal Key Resort & Marina, Key West
245 Front Street Key West FL
Fully refundableReserve now, pay when you stay
$409 nightly
The price is $500 total per night from Jan 27 to Jan 28
$500 total
Jan 27 - Jan 28
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! (1,016 reviews)
Leave me alone
Reviewed on Jan 8, 2026

The Marker Key West Harbor Resort
200 William Street Key West FL
Fully refundableReserve now, pay when you stay
$398 nightly
The price is $511 total per night from Jan 13 to Jan 14
$511 total
Jan 13 - Jan 14
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! (1,015 reviews)
Clean room and location of hotel
Reviewed on Jan 6, 2026

Ocean Key Resort - A Noble House Resort
Zero Duval St. Key West FL
$469 nightly
The price is $605 total per night from Jan 13 to Jan 14
$605 total
Jan 13 - Jan 14
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)
Room was gorgeous. Service outstanding. Staff friendly. Pool is lovely. Very chill vibe. We’ll be back!
Reviewed on Jan 7, 2026
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Recent Key West Historic District hotel reviews by fellow wanderers

Casa Marina Key West, Curio Collection by Hilton
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Live music every day. Easy to find quiet places to sit and read or stay by the pool or on the veranda.
The staff is attentive, but not intrusive. The hotel is fully staffed and secured in all areas. Our room was thoroughly cleaned each day by the same person and the staff was super accommodating.
Our waterfront view was amazing and our king-sized bed was comfy. The room seemed large and had been recently remodeled. The balcony was spacious enough for a cocktail table and two chairs. The resort is quiet in the evenings and mornings. The grounds are just the right size to provide variety. Casa Marina is a popular wedding and business meeting site. We enjoyed the buzz. It does not feel crowded. Family oriented.
We had excellent pastries in the little store each morning with our coffee from the room.
The front desk personnel and door men were kind and helpful.
We walked into the Old Town area once or twice a day or took cheap uber rides. It is safe and clean on side streets and the hotel was built on a private beach in a beautiful area. The hotel offers a wide variety of restaurants nearby. We visited many museums. This historic hotel is similar to The Breakers.
My husband worked out in the gym. I did yoga.
"
A verified traveler stayed at Casa Marina Key West, Curio Collection by Hilton
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