Top Old Town Key West Hotels

A white building with shutters, palm trees, and a lawn.

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 Old Town Key West

Property	Property class	Guest rating
Almond Tree Inn Hotel - Adults Only	3.5 star property	10.0 Exceptional 1,022 reviews	View
Orchid Key Inn - Adults Only	3.5 star property	9.8 Exceptional 1,020 reviews	View
The Mermaid & Alligator	3.5 star property	9.8 Exceptional 313 reviews	View
The Gardens Hotel	4.0 star property	9.8 Exceptional 1,006 reviews	View
The Conch House Heritage Inn	3.5 star property	9.8 Exceptional 187 reviews	View

Where to stay in Old Town Key West

Find the best Old Town Key West areas and neighborhoods for the activities you enjoy most.

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

Stock Island

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 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 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

A street with a pharmacy, a theater, and a yellow building.

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 Old Town Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses

8/10 Good

"Nice place to stay but this time of year made the beach unusable due the seaweed issue along the Atlantic shore line."

Lighthouse Hotel - Key West Historic Inns

10/10 Excellent

"We flew down to Key West for a much needed relaxing getaway. The location of the Lighthouse is perfect - centrally located and easy to navigate all the island has to offer, yet tucked just off Duval St so you feel like you’re in a quiet area at night. The pool is refreshing and the rooms are small but clean and the entire place has a very island feel. We enjoyed each day and can’t wait to return."

The Cabana Inn Key West - Adults Only

8/10 Good

"Cute little Inn, we were greeted by a friendly rooster on the front porch. Parking is limited. We were fortunate enough to get a prime parking space because we arrived a bit early. Parking is an additional charge. The staff was friendly and the room was comfortable. If we had planned a bit more appropriately, we would’ve asked for a first floor room since my husband has a bit of mobility issue and the narrow staircase to the second floor was a little challenging, but we made it work. The air-conditioning is a little underwhelming, but it was comfortable with the ceiling fan. It was fairly quiet, and the coffee bar was quite appreciated in the morning and there was breakfast available although we did not make it down early enough for that. During the night, the small refrigerator defrosted and spilled a big puddle of a cold water on the floor, which fortunately did not reach any of our belongings and I was able to corral the water with a towel so it wasn’t a major issue. Overall, the location was perfect, and we would consider staying there again with our gained knowledge of how the parking and staircase situation would factor in."

Casa Marina Key West, Curio Collection by Hilton

8/10 Good

"This place is beautiful and well maintained. Our room had a window that you could see the ocean. Staff was helpful and friendly. The beach was nice but during August the seagrass made it unusable. Only one pool was open due to construction (which we were not notified of) and it was packed. Only flaw for us was the food and drink prices ($11 draft beer or $24 margaritas). But we made the best of it and eat / drank downtown. The spa was amazing."

Frequently asked questions

What's it like in Old Town Key West?

Travelers to Key West's Old Town Key West neighborhood will be sure to enjoy a stay in this neighborhood. Experience the best of Old Town Key West with a visit to Duval Street and Florida Keys Beaches during your trip.

What's a favorite place to stay in Old Town Key West?

Based on our traveler data, Southernmost Beach Resort and Guesthouses is one of the top choices for your stay in Old Town Key West. This hotel is a short 1-minute walk from Duval Street, and it offers 3 outdoor pools and a full-service spa. Other good options for your stay in the area include Casa Marina Key West, Curio Collection by Hilton and The Reach Key West, Curio Collection by Hilton.

How many hotels will I be able to find in Old Town Key West?

If you're searching for places to stay in Key West, Expedia has something to meet your needs with 1279 Old Town Key West hotels and other accommodations to choose from.

If I need to cancel my hotel reservation in Old Town Key West, will I receive a refund?

Yes, you'll find most hotel bookings are refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of booking. Add your dates and click on "Search", then filter by "fully refundable" to view the top deals on offer in Old Town Key West.

Where can I learn more about changing or cancelling my trip to Old Town Key West?

To find more details about updating your trip to Old Town Key West or cancelling it, click here.

What are the top things to see and do in Old Town Key West?

Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Harry S. Truman Little White House are landmarks that can't be missed during your stay in Old Town Key West. Duval Street and Florida Keys Beaches are also a couple of places to visit in the neighborhood. Tennessee Williams Key West Exhibit, Saint Mary Star of the Sea, and City Zoo Gallery are just a few of the places to visit in and around Old Town Key West. While you're out sightseeing, Key West Firehouse Museum and Key West Cemetery are a couple of additional sights to visit in Key West.

Find hotels in Old Town Key West, Key West

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Old Town Key West hotels

1. Almond Tree Inn Hotel - Adults Only

2. Silver Palms Inn & Historic Homes

3. Orchid Key Inn - Adults Only

4. Casa Marina Key West, Curio Collection by Hilton

5. The Marquesa Hotel

6. Opal Key Resort & Marina, Key West

7. Lighthouse Hotel - Key West Historic Inns

8. Winslow's Bungalows - Key West Historic Inns

9. Paradise Inn Key West - Adults Only

10. Duval House

11. Santa Maria Suites

12. Key West Villas

13. The Gardens Hotel

14. Southernmost Beach Resort and Guesthouses

15. Tropical Inn

16. Southwinds Motel

17. The Southernmost Inn - Adults Only

18. The Reach Key West, Curio Collection by Hilton

19. The Grand Guesthouse

20. H2O Suites - Adults Only

Compare popular hotels in Old Town Key West

Where to stay in Old Town Key West

Stock Island

Downtown Key West

Key West Historic District

New Town

Uptown - Upper Duval

Top Old Town Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses

Frequently asked questions