Search Historic Hotels in Key West

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Check availability on Key West Historic Hotels

Tonight
22 Dec - 23 Dec
Tomorrow
23 Dec - 24 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Key West historic hotels

Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very good, (1005)
"Property was a good value and convenient to area restaurants/bars"
United States
Lesley
NYAH Key West - Adults Only
Sun deck
Pegasus International Hotel

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1005)
"We'd definitely stay here again. Very spacious king room and comfy bed. "
United States
Jessica
Pegasus International Hotel
Front of property – evening/night
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1027)
"Our stay was great!"
United States
Richard
The price is ฿13,041
฿15,897 total
includes taxes & fees
4 Jan - 5 Jan 2026
Opal Key Resort & Marina, Key West
Exterior
Hyatt Centric Key West Resort and Spa

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, (1001)
"Staff was courteous and the location is perfect for a weekend in Key West."
United States
TIMOTHY
The price is ฿13,411
฿17,137 total
includes taxes & fees
14 Jan - 15 Jan 2026
Hyatt Centric Key West Resort and Spa
Front of property
L'Habitation Guest House

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (924)
"A great no hassle stay."
United States
Gary
The price is ฿7,972
฿8,969 total
includes taxes & fees
5 Jan - 6 Jan 2026
L'Habitation Guest House
Outdoor pool, pool loungers
The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (344)
"Great spot!"
United States
Elizabeth
The price is ฿9,617
฿10,819 total
includes taxes & fees
24 Dec - 25 Dec
The Saint Hotel Key West, Autograph Collection, Adult Only
3 outdoor pools, pool umbrellas, pool loungers
The Marker Key West Harbor Resort

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, (1005)
"Perfect location.. close to the wharf for the best dining experience."
United States
Marty
The price is ฿10,579
฿13,880 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Marker Key West Harbor Resort
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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Room and staff were great! Staff came by each day to clean and reset the room. Bar and servers were helpful to get situated and watch some football"
Jason 4-night trip
Posted 11 hours ago
Southernmost Beach Resort and Guesthouses

Frequently asked questions

What can a history buff expect from a stay in Key West?
A visit to the sights with historical relevance in Key West is likely first on your sightseeing itinerary. And while you're here, you can check out the lively festivals and scenic seaside. You can also discover the area's great live music.
Where's the best place to stay in Key West to be near historical sites?
Based on our travel expertise, Amsterdam's Curry Mansion Inn is a top historic guest house bookable on Expedia and it features free Wi-Fi. Audubon House and Tropical Gardens is a short walk away.
How many historical hotels are there in Key West?
In Key West, you'll find 2779 hotels and other accommodation options bookable on Expedia, including 16 hotels designated as historic or close to historic sites.
What are the most important 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, Florida Keys Eco - Discovery Center and Key West Shipwreck Museum. Duval Street is another popular sight to explore.
What is a historic hotel like in Key West?
When you book a historic hotel, you'll sleep someplace that has an officially recognised national historic designation. A stately home, palace or even a lodge, old police station or skyscraper can be considered a historic hotel provided that it's a place of special interest. Traditional architecture and period features are often found in the public spaces and guestrooms of such 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, wheareas the term "historic hotel" is more commonly used in the U.S. though overall the terms are quite similar. The architecture and building of a historic hotel is generally what's most important. For a heritage hotel, often it's 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 expect to find, though efforts have been made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities and the popular amenities found in most hotels will be available in a historic hotel. Rest assured that when you select a historic hotel in Key West, you won't find yourself staying at a place that's uncomfortable for guests or simply rundown.