Top Historic Seaport Hotels

A pier with people dining under umbrellas, a sailboat in the distance, and a sunset over the water.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Compare popular hotels in Historic Seaport

Property	Star rating	Guest rating
Simonton Court Historic Inn & Cottages	2.5 star property	9.8 Exceptional 1,006 reviews	View
Island City House Hotel	3.0 star property	9.6 Exceptional 1,002 reviews	View
Westwinds Inn	3.5 star property	9.4 Exceptional 1,004 reviews	View
The Garden House	3.0 star property	9.2 Wonderful 720 reviews	View
Ridley House - Key West Historic Inns	3.5 star property	9.2 Wonderful 941 reviews	View

Where to stay in Historic Seaport

Find the best Historic Seaport areas and neighborhoods for the activities you enjoy most.

A white lighthouse with a small adjacent building, surrounded by lush green trees and a clear blue sky.

Old Town Key West

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

See properties

A sunset over a coastal landscape with a small island surrounded by water.

Stock Island

See properties

A two-story house with green shutters and a wooden balcony.

Key West Historic District

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

See properties

A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

See properties

A row of pastel-colored houses with white railings and a clear blue sky.

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden.

See properties

Top Historic Seaport Hotel Reviews

Westwinds Inn

10/10 Excellent

"This place was amazing the staff was super nice and I cannot wait to come back!!"

Ridley House - Key West Historic Inns

10/10 Excellent

"Excellent location, near Duval str, but far enough to not have the noise. Very large room, super comfortable bed and pillows. Room 8 is on the top floor requires 2 sets of stairs, it worked fine for us. Breakfast was good, staff friendly and helpful. Very enjoyable!"

Frequently asked questions

What's it like in Historic Seaport?

Travelers will be sure to enjoy their time in Key West's Historic Seaport neighborhood. Experience the best of Historic Seaport with a visit to Duval Street and Florida Keys Beaches during your trip.

What's the best accommodation in Historic Seaport?

Based on our traveler data, Hyatt Centric Key West Resort and Spa is one of the top choices for your stay in Historic Seaport. This resort is a short 1-minute walk from Florida Keys Beaches, and it offers a marina and a full-service spa. Other good options for your stay in the neighborhood include Pier House Resort & Spa and La Concha Key West, Autograph Collection.

How many hotels should I expect to find in Historic Seaport?

Expedia has 343 hotels and other accommodations in Historic Seaport to choose from, making this an ideal home base for exploring the greater Key West area.

If I need to cancel my hotel reservation in Historic Seaport, will I receive a refund?

Yes, you'll find most hotel room reservations are fully refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within a 24-hour period of booking. Add your dates and click on "Search", then you can filter by "fully refundable" to get the best deals available in Historic Seaport.

Where can I learn more about changing or cancelling my trip to Historic Seaport?

To access more information about picking new dates or cancelling your trip to Historic Seaport, click here.

What is there to do around this Key West neighborhood?

Sights like Key West Shipwreck Museum, Curry Mansion Museum, and Sails To Rails Museum at Flagler Station can be part of your cultural tour of Historic Seaport. Duval Street and Florida Keys Beaches are also a couple of places to visit in the neighborhood. A few places to visit in the area around Historic Seaport include Southernmost Point, Schooner Western Union, and Key West Historic Seaport. While you're out sightseeing, Papa's Pilar Rum Distillery Hemingway Rum Company and Donkey Milk House are a couple of additional sights to visit in Key West.

Explore a world of travel with Expedia

Key West Vacations

Big Pine Key Vacation Rentals

Book Hotels in Historic Seaport on Expedia.com

Find hotels in Historic Seaport, Key West

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Historic Seaport hotels

1. Simonton Court Historic Inn & Cottages

2. Hyatt Centric Key West Resort and Spa

3. Pier House Resort & Spa

4. Ridley House - Key West Historic Inns

5. La Concha Key West, Autograph Collection

6. Island City House Hotel

7. The Marker Key West Harbor Resort

8. Artist House Key West

9. The Garden House

10. The Saint Hotel Key West, Autograph Collection, Adult Only

11. Fitch Lodge - Key West Historic Inns

12. Ocean Key Resort - A Noble House Resort

13. L'Habitation Guest House - Adults Only

14. Eden House

15. The Independent Inn - Locally Owned

16. Amsterdam's Curry Mansion Inn

17. NYAH Key West - Adults Only

18. Westwinds Inn

19. The Key West Hotel

20. Banana's Foster Guesthouse

Compare popular hotels in Historic Seaport

Where to stay in Historic Seaport

Old Town Key West

Stock Island

Key West Historic District

Downtown Key West

New Town

Top Historic Seaport Hotel Reviews

Westwinds Inn

Frequently asked questions

Explore a world of travel with Expedia