Hotels in Old Town Key West, Key West

Start date: Check-in selected.
To Date
End date: Check-out

    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

Check prices for these dates

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
17 Oct - 19 Oct
Next weekend
24 Oct - 26 Oct

Filter by

Guest rating
Guest rating
Star rating

Top 10 Hotels in Old Town Key West, Key West

Front of property – evening/night
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
4.0 star property
9.2 out of 10, Wonderful, (1007)
"Staff was tremendous and location is perfect!! "
The price is RM1,052
RM1,349 total
includes taxes & fees
15 Oct - 16 Oct
Opal Key Resort & Marina, Key West
Garden
Douglas House
Douglas House
3.0 star property
9.6 out of 10, Exceptional, (186)
"Absolute awesome place to stay"
The price is RM720
RM839 total
includes taxes & fees
28 Oct - 29 Oct
Douglas House
3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers
Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns
4.0 star property
9.2 out of 10, Wonderful, (1021)
"The room was clean and the facilities lovely. We enjoyed our stay."
The price is RM798
RM1,112 total
includes taxes & fees
29 Oct - 30 Oct
Winslow's Bungalows - Key West Historic Inns
View from property
Duval House
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1015)
"Very friendly, good breakfasts, clean rooms "
The price is RM462
RM611 total
includes taxes & fees
16 Oct - 17 Oct
Duval House
Property grounds
The Palms Hotel
The Palms Hotel
3.0 star property
8.8 out of 10, Excellent, (1010)
"Great stay, comfortable room and beds, perfect location! "
The Palms Hotel
Individually decorated, individually furnished, iron/ironing board
Authors of Key West Guest House
Authors of Key West Guest House
3.0 star property
9.0 out of 10, Wonderful, (1008)
"Excellent location and very spacious and clean rooms! "
Authors of Key West Guest House
Fireplace
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton
4.0 star property
8.4 out of 10, Very good, (394)
"The location at the water is great. The restaurant on the beach with amazing live music was marvelous."
The price is RM885
RM1,249 total
includes taxes & fees
28 Oct - 29 Oct
Casa Marina Key West, Curio Collection by Hilton
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Lighthouse Hotel - Key West Historic Inns
Lighthouse Hotel - Key West Historic Inns
3.5 star property
9.0 out of 10, Wonderful, (803)
"The pool was lovely! "
The price is RM798
RM1,112 total
includes taxes & fees
28 Oct - 29 Oct
Lighthouse Hotel - Key West Historic Inns
Exterior
Southwinds Motel
Southwinds Motel
2.0 star property
8.8 out of 10, Excellent, (1199)
"Great location, staff was super friendly and always helpful. "
The price is RM570
RM760 total
includes taxes & fees
15 Oct - 16 Oct
Southwinds Motel
Courtyard
The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only
3.0 star property
8.2 out of 10, Very good, (1170)
"Great area, amenities are great"
The price is RM407
RM648 total
includes taxes & fees
15 Oct - 16 Oct
The Southernmost Inn - Adults Only
Outdoor pool, pool umbrellas, pool loungers
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton
4.0 star property
8.4 out of 10, Very good, (1009)
"Great staff, view and food!"
The price is RM794
RM1,147 total
includes taxes & fees
30 Oct - 31 Oct
The Reach Key West, Curio Collection by Hilton
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0 out of 10, Exceptional, (1008)
"Great place to stay. "
The price is RM967
RM1,088 total
includes taxes & fees
27 Oct - 28 Oct
Almond Tree Inn Hotel - Adults Only
3 outdoor pools, a heated pool, pool loungers
Ambrosia Key West
Ambrosia Key West
3.5 star property
9.4 out of 10, Exceptional, (1005)
"Loved staying here, such a cute place and the location was close to Duval St."
The price is RM822
RM925 total
includes taxes & fees
16 Oct - 17 Oct
Ambrosia Key West
3 outdoor pools, pool umbrellas, pool loungers
Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4.0 star property
8.6 out of 10, Excellent, (2788)
"Top notch resort."
The price is RM716
RM1,115 total
includes taxes & fees
29 Oct - 30 Oct
Southernmost Beach Resort and Guesthouses
2 bedrooms, premium bedding, in-room safe, individually decorated
Ella's Cottages - Key West Historic Inns
Ella's Cottages - Key West Historic Inns
3.5 star property
9.4 out of 10, Exceptional, (378)
"This was the cutest place we’ve stayed at in Key West! The room was clean and very comfortable. It was quiet and relaxing, and the pool area was perfect. We would definitely stay again. "
The price is RM840
RM1,158 total
includes taxes & fees
27 Oct - 28 Oct
Ella's Cottages - Key West Historic Inns
Fountain
Colors on White
Colors on White
3.0 star property
8.0 out of 10, Very good, (365)
"Very nice place to be at. Close walking and biking distance "
Colors on White
Room amenity
Alexander Palms Court
Alexander Palms Court
2.5 star property
9.2 out of 10, Wonderful, (1002)
"For the price is an excellent place... quite, clean, very friendly check in and walkable distance to main street "
The price is RM490
RM552 total
includes taxes & fees
16 Oct - 17 Oct
Alexander Palms Court
Porch
Wicker Guesthouse
Wicker Guesthouse
3.5 star property
8.6 out of 10, Excellent, (1002)
"This place is a rare gem!! My family loved staying here, it was beautiful!"
Wicker Guesthouse
Exterior
The Grand Guesthouse
The Grand Guesthouse
2.5 star property
9.6 out of 10, Exceptional, (1003)
"Excellent place to stay in Key West. "
The price is RM613
RM795 total
includes taxes & fees
15 Oct - 16 Oct
The Grand Guesthouse
Sun deck
Pegasus International Hotel
Pegasus International Hotel
2.5 star property
8.2 out of 10, Very good, (1007)
"Great location."
Pegasus International Hotel
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Where to stay in Old Town Key West

Find the best Old Town Key West areas for the activities you enjoy most.
Smathers Beach featuring tropical scenes, a bay or harbor and a sandy beach

Beachside

While there might not be top attractions in Beachside, you can explore the larger area and discover places like Duval Street and Smathers Beach.

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 Saint Mary Star of the Sea.

Downtown Key West

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

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 Key West Tropical Forest and Botanical Garden.

Historic Seaport

If you're spending some time in Historic Seaport, Duval Street and Key West Historic Seaport are top sights worth seeing.

Top Old Town Key West Hotel Reviews

Authors of Key West Guest House

Authors of Key West Guest House

10/10 Excellent
"Kind and professional office staff, clean rooms, comfy and cozy!"
Michelle 3-night trip
Posted 21 hours ago
Authors of Key West Guest House

Explore a world of travel with Expedia

Frequently asked questions

What's it like in Old Town Key West?
Travellers to Key West's Old Town Key West neighbourhood will be sure to enjoy a stay here. Looking for sights you might find in a travel guide about Old Town Key West? Consider a visit to Duval Street while you're in the neighbourhood.
What's a favourite place to stay in Old Town Key West?
Based on Expedia customer reviews, Almond Tree Inn Hotel - Adults Only is the highest ranked property in Old Town Key West. This hotel is steps from Ernest Hemingway Home and Museum, and offers free breakfast and an outdoor pool. Other favourite options in the area include Orchid Key Inn - Adults Only and Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly.
How many hotels are there in Old Town Key West?
If you're searching for places to stay in Key West, Expedia has something to meet your needs with 1332 Old Town Key West hotels and other accommodation options to choose from.
If I need to cancel my hotel reservation in Old Town Key West, will I receive a refund?
Yes, most hotel room reservations are refundable if you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to get the best deals available in Old Town Key West.
What are the top things to see and do in Old Town Key West?
Saint Mary Star of the Sea, Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum are landmarks that can't be missed during your stay in Old Town Key West. Duval Street and Key West Butterfly and Nature Conservatory are also a couple of places to visit in the neighbourhood. Tennessee Williams Key West Exhibit, City Zoo Gallery and Key West Firehouse Museum are just a few of the places to visit in and around Old Town Key West. While you're out sightseeing, Key West Cemetery and MLK Community Pool & Community Center are a couple of additional sights to visit in Key West.