Find Historic Hotels in Key West, FL

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Check availability on Key West Historic Hotels

Our top choices for Key West historic hotels

Front of property - evening/night
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1021)
"Great location and accommodations… great all around"
United States
Jose
The price is SAR 1,047
SAR 1,326 total
includes taxes & fees
10 Dec - 11 Dec
Opal Key Resort & Marina, Key West
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers
Heron House Court - Adult Only

Heron House Court - Adult Only

3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1003)
"Great staff, very friendly. Oerfect location, short walk to Duval, but far enough to get sleep. "
United States
Chandler
The price is SAR 1,044
SAR 1,316 total
includes taxes & fees
4 Jan - 5 January 2026
Heron House Court - Adult Only
Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

3.0 star property
Key West Historic District
7.8 out of 10, Good, (1004)
"Great little hotel in the heart of Old Town."
United States
Robert
The price is SAR 1,187
SAR 1,504 total
includes taxes & fees
2 Jan - 3 January 2026
NYAH Key West - Adults Only
3 outdoor pools, pool umbrellas, sun loungers
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1002)
"Fantastic staff, great breakfast"
United States
Kelly
The price is SAR 740
SAR 1,069 total
includes taxes & fees
16 Dec - 17 Dec
The Marker Key West Harbor Resort
King Room D | Balcony
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (876)
"The staff was really nice"
United States
doug
The price is SAR 842
SAR 948 total
includes taxes & fees
14 Dec - 15 Dec
Simonton Court Historic Inn & Cottages
Exterior
Heron House - Adult Only

Heron House - Adult Only

3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (1140)
"Loved the setup of the hotel and great location! "
United States
Rachel
The price is SAR 447
SAR 628 total
includes taxes & fees
10 Dec - 11 Dec
Heron House - Adult Only
Exterior
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1004)
"View was amazing, great location and friendly staff"
United States
Stacey
The price is SAR 959
SAR 1,324 total
includes taxes & fees
15 Dec - 16 Dec
Hyatt Centric Key West Resort and Spa
Front of property
L'Habitation Guest House

L'Habitation Guest House

2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (920)
"Great place close to all. Manager was very helpful in recommending how to get around the island, what to do and where to eat."
United States
Robert
The price is SAR 511
SAR 575 total
includes taxes & fees
14 Dec - 15 Dec
L'Habitation Guest House
Courtyard
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1003)
"Rooms are clean, staff was friendly and pool was refreshing. "
United States
Wendy
The Cabana Inn Key West - Adults Only
Beach nearby
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

Old Town Key West
9.6 out of 10, Exceptional, (143)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
The price is SAR 364
SAR 982 total
includes taxes & fees
15 Dec - 16 Dec
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Lowest 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.
View all properties

Top Key West Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Staff was very polite and amazing ,grounds well taken care of .the suite was top notch ,George the bartender and Keith front desk were top notch "
Michael 5-night trip
Posted 2 days ago
Beachside Resort & Residences

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Frequently asked questions

What can I expect on my historical trip to Key West?
A visit to the historical places in Key West is likely on top of your travel itinerary. And while you're here, you can check out the great live music and scenic seaside. You can also discover the area's lively festivals.
What's the best hotel in Key West to learn about local history?
Based on our travel expertise, Amsterdam's Curry Mansion Inn is a top historic guesthouse bookable on Expedia and it features free WiFi. Audubon House and Tropical Gardens is a short walk away. Other choices to soak up the local history include COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion! and FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!.
How many historical hotels will I find in Key West?
In Key West, you'll find 2732 hotels and other accommodations bookable on Expedia, including 16 historic hotels or hotels close to historic sites.
What are the top historical sites and other places in Key West?
Key West is notable for landmarks like Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Harry S. Truman Little White House. Known for its live music and festivals, cultural venues include Audubon House and Tropical Gardens, Mel Fisher Maritime Museum, and Florida Keys Eco - Discovery Center. Duval Street is another popular sight to explore.
What is a historic hotel like in Key West?
Guests who choose a historic hotel can spend a night or two in a place that has an officially recognized historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be turned into a historic hotel provided that it has special significance. Traditional architecture and period features are often found within the guestrooms or public spaces of these historic hotels in Key West, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is more common in the U.S. though overall the terms are quite similar. The architecture and building of historic hotels tend to be the most important aspect. For a heritage hotel, it's mainly the cultural value as well as how it shaped the community.
Do historic hotels in Key West have modern facilities?
Hotel interiors feature the modern conveniences and safety features you've come to expect, though efforts have been made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, free WiFi, and the usual amenities found at a contemporary hotel will also be available in a historic hotel. When you book a historic hotel in Key West, don't worry that you'll find a place that's uncomfortable for guests or simply rundown.