Explore the best 2025 4 Star Hotels 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
Free Cancellation
$259 nightly
The price is $291 total per night
$291 total
Aug 4 - Aug 5
Total includes 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 for business? Take advantage of the 24-hour business center, laundry service, and conference space.
Pool
Spa
Hyatt Centric Key West Resort and Spa
601 Front St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$303 nightly
The price is $341 total per night
$341 total
Jul 10 - Jul 11
Total includes 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 unwind at the bar/lounge and poolside bar.
Pool
Spa
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$271 nightly
The price is $305 total per night
$305 total
Aug 4 - Aug 5
Total includes 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 with a drink at the beachside bar. Enjoy the gym and perks like free WiFi.
On private beach
Pool
Pier House Resort & Spa
1 Duval St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$380 nightly
The price is $428 total per night
$428 total
Jul 13 - Jul 14
Total includes 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. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-in.
On private beach
Pool
The Marker Key West Harbor Resort
200 William Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$278 nightly
The price is $313 total per night
$313 total
Jul 22 - Jul 23
Total includes 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 in public areas. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Pool
Pet friendly
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$266 nightly
The price is $300 total per night
$300 total
Jul 7 - Jul 8
Total includes 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 areas. Self parking, a garden, and luggage storage are also offered.
Pool
Breakfast included
Opal Key Resort & Marina, Key West
245 Front Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$292 nightly
The price is $328 total per night
$328 total
Jul 6 - Jul 7
Total includes 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 drinks.
Pool
Hot Tub
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$274 nightly
The price is $308 total per night
$308 total
Jul 14 - Jul 15
Total includes 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, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
On private beach
Pool
La Concha Key West, Autograph Collection
430 Duval St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$267 nightly
The price is $300 total per night
$300 total
Jul 17 - Jul 18
Total includes 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 check-out, and valet parking. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
Pool
Pet friendly
Bishop Hotel Key West
822 Fleming St, Key West, FL
This guesthouse's 2 outdoor pools and hot tub are among the featured amenities. Unwind with a drink at the poolside bar and enjoy perks like free continental breakfast and free WiFi. There's luggage storage and multilingual staff can provide around-the-clock assistance.
Pool
Hot Tub
Southernmost House
1400 Duval Street, Key West, FL
$269 nightly
The price is $303 total per night
$303 total
Jul 9 - Jul 10
Total includes taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Unwind with a drink at the poolside bar and enjoy perks like free continental breakfast and free WiFi. Self parking, a terrace, and a garden are also offered.
Pool
Breakfast included
Santa Maria Suites
1401 Simonton St, Key West, FL
$392 nightly
The price is $442 total per night
$442 total
Jul 6 - Jul 7
Total includes taxes and fees
This smoke-free resort features 2 outdoor pools, a gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.
Pool
Free WiFi
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See all available properties in Key West Historic District
View all propertiesLowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Key West Historic District hotels essential information
Accommodation | 1,763 hotels |
|---|---|
Lowest Price | $291 |
Highest Price | $442 |
Popular hotels | Southernmost Beach Resort and Guesthouses, Hyatt Centric Key West Resort and Spa, Casa Marina Key West, Curio Collection by Hilton, Pier House Resort & Spa, The Marker Key West Harbor Resort, Winslow's Bungalows - Key West Historic Inns, Opal Key Resort & Marina, Key West, The Reach Key West, Curio Collection by Hilton, La Concha Key West, Autograph Collection, Bishop Hotel Key West, Southernmost House, Santa Maria Suites |
Recent Key West Historic District hotel reviews by fellow wanderers
Winslow's Bungalows - Key West Historic Inns
5 out of 5
Posted 5 hours ago
Travelocity Verified Review
"Relaxing on "
A verified traveler stayed at Winslow's Bungalows - Key West Historic Inns
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