Hotels in Old Town Key West, Key West from CA $171

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

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

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Old Town Key West hotels and places to stay

Southernmost Beach Resort
3 outdoor pools, pool umbrellas, sun loungers
Southernmost Beach Resort
4.0 star property
8.2 out of 10, Very good, (1845)
"The pool and beach were awesome. The bartenders/waitress were amazing. Autum (at the pool) made the vacation. Towel and chair service could have been better. Awesome they had live music everyday. Some better then others but enjoyable and felt like on vacation "
The price is CA $408
CA $544 total
includes taxes & fees
Jun 3 - Jun 4
Southernmost Beach Resort
Beachside Resort & Residences
Exterior
Beachside Resort & Residences
4.0 star property
8.4 out of 10, Very good, (1002)
"Hyatt sold this property 2 months ago, in March 2024. I'd say that since it's almost 20 years old, it's getting a little long in the tooth & that's why it was unloaded. We had the beachfront room. Huge, almost 1000 sq ft., super nice room. Because it's in the 100 building, Hwy 1 is only about 150-200 feet away so there's a LOT of traffic noise when you open a sliding door. The "beach" is only about 30 feet or so wide and the partitioned area of the water that you can go in is extremely small...
The price is CA $341
CA $553 total
includes taxes & fees
May 20 - May 21
Beachside Resort & Residences
NYAH Key West - Adults Only
Outdoor spa tub
NYAH Key West - Adults Only
3.0 star property
7.8 out of 10, Good, (1000)
"The staff was so kind and helpful! The place was delightful. Clean. So enjoyed everything. "
The price is CA $171
CA $254 total
includes taxes & fees
May 22 - May 23
NYAH Key West - Adults Only
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
The Southernmost Inn - Adults Only
Courtyard
The Southernmost Inn - Adults Only
3.0 star property
7.8 out of 10, Good, (1004)
"Wonderful hotel with very nice staff. Very clean! "
The price is CA $232
CA $323 total
includes taxes & fees
May 27 - May 28
The Southernmost Inn - Adults Only
Ocean Key Resort - A Noble House Resort
Outdoor pool, sun loungers
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1003)
"Everything was fine "
The price is CA $545
CA $699 total
includes taxes & fees
Jun 2 - Jun 3
Ocean Key Resort - A Noble House Resort
Hyatt Centric Key West Resort and Spa
Exterior
Hyatt Centric Key West Resort and Spa
4.0 star property
9.0 out of 10, Wonderful, (1003)
"Excellent !"
The price is CA $550
CA $703 total
includes taxes & fees
Jun 5 - Jun 6
Hyatt Centric Key West Resort and Spa
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, sun loungers
Hampton Inn Key West FL
2.5 star property
8.8 out of 10, Excellent, (1093)
"Loved the pool -- free 2 drinks everyday -- breakfast large variety of food -- bar food was good -- loved loved the shuttle service "
The price is CA $272
CA $352 total
includes taxes & fees
May 27 - May 28
Hampton Inn Key West FL
Silver Palms Inn
Outdoor pool
Silver Palms Inn
3.5 star property
9.2 out of 10, Wonderful, (1006)
"This property was great. Everything was very clean and quiet. The staff were amazing and very helpful in regards to any questions we had. It is also extremely close to duval street which was a plus. The only “downside” would be the area did get a little loud at night but that’s out of the control of the hotel. Overall I enjoyed this hotel and would love to stay here again in the future. "
The price is CA $232
CA $338 total
includes taxes & fees
May 22 - May 23
Silver Palms Inn
The Marker Key West Harbor Resort
3 outdoor pools, pool umbrellas, sun loungers
The Marker Key West Harbor Resort
4.0 star property
8.8 out of 10, Excellent, (1003)
"This was such a nice hotel. The staff was pleasant, rooms were clean. Will definitely book here again!"
The price is CA $354
CA $478 total
includes taxes & fees
Jun 4 - Jun 5
The Marker Key West Harbor Resort
Santa Maria Suites
Courtyard
Santa Maria Suites
4.0 star property
9.6 out of 10, Exceptional, (1000)
"beautiful rooms and resort. I loved our 2 bedroom, 2 bathroom, with kitchen and living room and patio room. It was expensive but gorgeous. "
The price is CA $654
CA $797 total
includes taxes & fees
May 29 - May 30
Santa Maria Suites
Paradise Inn Key West - Adults Only
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1002)
"We had a wonderful stay."
The price is CA $395
CA $505 total
includes taxes & fees
May 16 - May 17
Paradise Inn Key West - Adults Only
34’ Catamaran Sailboat
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (24)
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
Island City House Hotel
Arch House Garden View Studio w/ Balcony
Island City House Hotel
3.0 star property
9.6 out of 10, Exceptional, (1000)
"We had a great time at the Island City House Hotel. We enjoyed the room. We liked the outside porch with sitting areas. The hotel was close enough to most areas of Key West that we were able to walk. It was quiet. The only complaint we had was the room had a mild musty smell. Also there is no elevator if you are on one of the upper floors. We would return when we go back to Key West"
The price is CA $335
CA $376 total
includes taxes & fees
May 20 - May 21
Island City House Hotel
The Galleria by Brightwild
Carey's Corner #10
The Galleria by Brightwild
3.0 star property
7.6 out of 10, Good, (20)
"Great two story condo with a water view. Really far better than I could have imagined. "
The price is CA $193
CA $324 total
includes taxes & fees
May 21 - May 22
The Galleria by Brightwild
The Guesthouses at Southernmost Beach Resort - Adults only
Property entrance
The Guesthouses at Southernmost Beach Resort - Adults only
4.0 star property
9.2 out of 10, Wonderful, (880)
"We enjoyed staying at the Duval guest cottage. The room was very clean. Staff was friendly and very helpful. The breakfast each morning was perfect to get the day started. We would definitely return and recommend to others. Thank you!"
The price is CA $323
CA $480 total
includes taxes & fees
May 29 - May 30
The Guesthouses at Southernmost Beach Resort - Adults only
The Grand Guesthouse
Exterior
The Grand Guesthouse
2.5 star property
9.6 out of 10, Exceptional, (891)
"Nice clean accommodations. Very friendly staff."
The price is CA $299
CA $371 total
includes taxes & fees
May 16 - May 17
The Grand Guesthouse
Ridley House - Key West Historic Inns
Free daily continental breakfast
Ridley House - Key West Historic Inns
3.5 star property
9.2 out of 10, Wonderful, (643)
"In a great area close to restaurants, shopping, activities and attractions in Key West, but sets itself apart with employees that provide an exceptional level of service. Chef Andrew provides the best hotel breakfast experience we have ever had at a Key West hotel. "
The price is CA $380
CA $485 total
includes taxes & fees
May 20 - May 21
Ridley House - Key West Historic Inns
New Orleans House - Gay Men Adult Resort
Superior Villa, 2 Bedrooms, Private Pool (Room 409) | Outdoor pool
New Orleans House - Gay Men Adult Resort
2.5 star property
8.6 out of 10, Excellent, (292)
" Great spot if u want to be in the center of the action. Staff is extremely friendly and accommodating"
The price is CA $287
CA $337 total
includes taxes & fees
May 16 - May 17
New Orleans House - Gay Men Adult Resort
La Pensione Inn
Outdoor pool
La Pensione Inn
3.5 star property
8.8 out of 10, Excellent, (1000)
"The place was real nice. The breakfast is real good to."
The price is CA $244
CA $352 total
includes taxes & fees
May 19 - May 20
La Pensione Inn
Suite Dreams Inn by the Beach
Deluxe Apartment, Ensuite, Pool View (Hemingway Retreat) | Exterior
Suite Dreams Inn by the Beach
4.0 star property
8.4 out of 10, Very good, (47)
"The property was off the beaten path, but with easy access to the beach, and walkable to all the interesting sites and experiences of Key West. Nice, private spaces to enjoy your morning coffee or a glass of wine in the evening. Oh, and the delicious Florida oranges were great too!"
Suite Dreams Inn by the Beach
Don't see what you're looking for?
See all available properties in Old Town Key West
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.

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. 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 neighborhood.

What's a favorite 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 favorite options in the area include LA TE DA Hotel - Adults Only and Alexander's Gay and Lesbian Guesthouse - Adults Only.

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 1327 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 Key West Butterfly and Nature Conservatory 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.