The Best Hotels in Historic Seaport, Key West - 2026 Updated Prices

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	Property class	Guest rating
Simonton Court Historic Inn & Cottages	2.5 star property	9.8 Exceptional 954 reviews	View
Island City House Hotel	3.0 star property	9.6 Exceptional 1,001 reviews	View
L'Habitation Guest House	2.5 star property	9.4 Exceptional 981 reviews	View
Westwinds Inn	3.5 star property	9.4 Exceptional 1,020 reviews	View
Ocean Key Resort - A Noble House Resort	4.0 star property	9.2 Wonderful 1,002 reviews	View

Where to stay in Historic Seaport

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

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

See properties

Key West Historic District

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Florida Keys Beaches.

See properties

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

See properties

Key West Style Three Bay House is a common style on the Keys. Photo taken on Key West, Florida, USA

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Fort East Martello Museum and Gallery.

See properties

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

See properties

Top Historic Seaport Hotel Reviews

La Concha Key West, Autograph Collection

10/10 Excellent

"We love staying here it’s so close to everything!"

The Key West Hotel

10/10 Excellent

"Our room was spacious and clean, with a bag of Key Lime cookies waiting for us on arrival. We appreciated boxed instead of bottled water that was always available in-room at no extra cost. But the thing we enjoyed most was the secluded Bali Bar, which was hidden away from busy Duvall Street. The live music was excellent and the. bar tenders were very accommodating. There are many hotels and places to stay in Key West but we would definitely return to this one. Highly recommend!"

Pier House Resort & Spa

10/10 Excellent

"Over the last 10 years, we have stayed at the Pier House several times . The location is perfectly located near all of the fun of Duval but off the road enough for it to be a quiet, tropical oasis. The private beach with chairs, umbrellas and towel service is fantastic! Oceanside food and drink service is amazing with great staff . The rooms are very comfortable (our favorite are the Lunai with a private outside seating area ). All of the staff, services and room are top tier . We comeback as often as we can!"

Ocean Key Resort - A Noble House Resort

2/10 Terrible

"Terrible hotel building with terrible customer service. Building is old and consist of few buildings combined. Need to change elevator 2 times to go to your room. Rooms are nicely decorated but not what you expect for $1000 a night. They are way over priced for the quality. Front desk staff is terrible. Don’t know how to handle issues which you will have plenty. We didn’t have AC 2 out of 3 nights and they didn’t even feel bad about it. They said basically it is what it is and we have to deal with it. One night they moved us to another room and they were acting like they were doing us a favor. It was major problem for us. second night they moved us to our room which has broken AC And gave us boxed fan to cool off. Front desk manager is clueless and don’t know how to handle issues and he has kids working for him who do not know how to handle anything. They are like teenagers. I would never ever stay there again and warn anyone not to there. Oh you will wake up 5am because of dumpster trucks getting the trash and it takes like 20 min. Another thing is their damn roosters , they start 4am and won’t let you sleep. Jesus, it was 3 days of hell! "

Frequently asked questions

What's it like in Historic Seaport?

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

How many hotels will I be able to find in Historic Seaport?

Expedia has 348 hotels and other accommodation options 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! Most room reservations are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you booked a non-refundable reservation, you might be able to cancel it and receive a refund within a 24-hour period of booking. Add dates, click "Search", then you can filter by "fully refundable" to view the best deals in Historic Seaport.

What is there to do around this Key West neighbourhood?

Sights like Audubon House and Tropical Gardens, Key West Shipwreck Museum and Curry Mansion Museum 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 neighbourhood. A few places to visit in the area around Historic Seaport include Schooner Western Union, Key West Historic Seaport and Papa's Pilar Rum Distillery Hemingway Rum Company. While you're out sightseeing, Donkey Milk House and Key West Bight Marina are a couple of additional sights to visit in Key West.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Historic Seaport on Expedia.com

Search Hotels in Historic Seaport, Key West

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Our top choices for Historic Seaport hotels

Ocean Key Resort - A Noble House Resort

Hyatt Centric Key West Resort and Spa

NYAH Key West - Adults Only

Heron House Court - Adult Only

Eden House

Pier House Resort & Spa

L'Habitation Guest House

The Garden House

Artist House Key West

Mesa House Uno by Brightwild Perfect Location

Island City House Hotel

Simonton Court Historic Inn & Cottages

La Concha Key West, Autograph Collection

Banana's Foster Guesthouse

Grand Maloney Hotel

Westwinds Inn

The Saint Hotel Key West, Autograph Collection, Adult Only

The Key West Hotel

Ridley House - Key West Historic Inns

The Bartlum Luxury Studio In Prime Location

Compare popular hotels in Historic Seaport

Where to stay in Historic Seaport

Old Town Key West

Key West Historic District

Downtown Key West

New Town

Uptown - Upper Duval

Top Historic Seaport Hotel Reviews

La Concha Key West, Autograph Collection

Frequently asked questions

Explore a world of travel with Expedia