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

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$419 nightly
The price is $472 total per night from Jan 26 to Jan 27
$472 total
Jan 26 - Jan 27
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! (2,971 reviews)
Friendly staff, clean room, great location

Reviewed on Jan 4, 2026

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
$497 nightly
The price is $559 total per night from Jan 12 to Jan 13
$559 total
Jan 12 - Jan 13
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! (1,000 reviews)
We didn't know there was breakfast until this survey! How did we miss it? The pet friendliness was great. Our dog was happy about the grass out front and the availability of ice. She loves ice.

Reviewed on Dec 25, 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
$393 nightly
The price is $442 total per night from Jan 14 to Jan 15
$442 total
Jan 14 - Jan 15
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! (1,106 reviews)
I loved the place, perfect location within walking distance, breakfast wasnt bad, hard boiled eggs, waffles bagels fruit pastry croissant yogurt coffee you can order 2 other egg dishes at an additional cost Winslow room was small but didn’t mind it as much as the bathroom being really small But we ...

Reviewed on Jan 3, 2026

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
$471 nightly
The price is $530 total per night from Jan 13 to Jan 14
$530 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! (496 reviews)
Nice resort. One of the best beach and pool areas in Key West. Very clean and classic style resort. Our room had a big beautiful deck overlooking the resort and the water. Downside is bathroom was tiny for a resort of this stature and the location requires a 20 nite walk to the heart of Duval ...

Reviewed on Jan 2, 2026

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
$369 nightly
The price is $415 total per night from Jan 19 to Jan 20
$415 total
Jan 19 - Jan 20
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! (305 reviews)
Breakfast was outstanding, Service was a little slow but staff and food were great. Bar is great also. Check in was great, valet service-Dima- outstanding. Room was very clean-housekeeping great. We will definitely return. Geraldine & Gigi were great, Marie at front desk- great, and bartenders were ...

Reviewed on Dec 30, 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
$517 nightly
The price is $582 total per night from Jan 12 to Jan 13
$582 total
Jan 12 - Jan 13
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! (1,010 reviews)
Room was old needing updating. Ceiling had water stains and lacked a chair. Lania was more like a jungle lacking any view. Room was not at all like it appears on expedia. Staff were courteous and friendly.

Reviewed on Jan 1, 2026

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
$381 nightly
The price is $428 total per night from Jan 13 to Jan 14
$428 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! (1,003 reviews)
The resort is beautiful. The private beach was a key feature for us. The room was clean and comfortable. A perfect location. It’s not in the middle of the craziness of Duval Street. But easy walk to it.

Reviewed on Dec 31, 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
$434 nightly
The price is $488 total per night from Jan 6 to Jan 7
$488 total
Jan 6 - Jan 7
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! (1,018 reviews)
Room was beautiful. Friendly staff with great amenities. Very busy area with cruise ships docking everyday.

Reviewed on Dec 28, 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
$445 nightly
The price is $501 total per night from Jan 21 to Jan 22
$501 total
Jan 21 - Jan 22
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! (1,011 reviews)
The Marker is a fabulous resort with lovely staff and the perfect location. Our room was beautiful, Paul and everyone was the Marker was very friendly, and we loved being able to walk everywhere.

Reviewed on Jan 3, 2026

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
$505 nightly
The price is $568 total per night from Jan 25 to Jan 26
$568 total
Jan 25 - Jan 26
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! (1,000 reviews)
Location, large rooms

Reviewed on Dec 22, 2025

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