Old Town Key West

Key West

A white building with shutters, palm trees, and a lawn.
A beach with palm trees, beach chairs, umbrellas, and people.
A room with wooden floors, arched windows, a chandelier, and a red rope barrier.
A sunny beach with palm trees, lounge chairs, and a building with a blue roof.
A newspaper headline 'Big Three' Proclaim V-E Day.

Stay near popular Old Town Key West attractions

Things to do


Top hotels in Old Town Key West

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is S$380 per night from 20 Jul to 21 Jul
S$380
per night
20 Jul - 21 Jul
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (3,431 reviews)
"Had a small but annoying incident at check in. I made the reservation in my sisters name on Expedia [ and I had to pay in full which I found unusual, I made the payment] but she was unable to travel, The clerk would not check me in until Expedia said OK, luuckily we ironed it out"

Reviewed on 7 Jul, 2026

Southernmost Beach Resort and Guesthouses
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
The price is S$377 per night from 16 Jul to 17 Jul
S$377
per night
16 Jul - 17 Jul
Stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa and a private beach. Popular attractions Southernmost Point and Duval Street ...
8.6/10 Excellent! (740 reviews)
"Beautiful and clean property. The entire staff was polite and helpful. I can’t wait to stay here again."

Reviewed on 6 Jul, 2026

Casa Marina Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street Key West FL
The price is S$391 per night from 14 Jul to 15 Jul
S$391
per night
14 Jul - 15 Jul
Stay at this beach resort in Key West. Enjoy a full-service spa, a private beach and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.6/10 Excellent! (1,007 reviews)
"Very nice hotel"

Reviewed on 5 Jul, 2026

The Reach Key West, Curio Collection by Hilton
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is S$240 per night from 3 Aug to 4 Aug
S$240
per night
3 Aug - 4 Aug
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools and parking (surcharge). Our guests praise the breakfast and the pool in their reviews. ...
8.6/10 Excellent! (1,355 reviews)
"Excellent Staff bicycle rental on-site"

Reviewed on 6 Jul, 2026

Southwinds Motel
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
The price is S$208 per night from 9 Jul to 10 Jul
S$208
per night
9 Jul - 10 Jul
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools and parking (surcharge). Our guests praise the breakfast and the pool in their reviews. ...
8.4/10 Very good! (1,405 reviews)
"Very good"

Reviewed on 7 Jul, 2026

The Southernmost Inn - Adults Only
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street Key West FL
The price is S$435 per night from 16 Jul to 17 Jul
S$435
per night
16 Jul - 17 Jul
Stay at this hotel in Key West. Enjoy a marina, 3 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in their reviews. ...
9.2/10 Wonderful! (1,158 reviews)
"The hotel was clean—staff were super pleasant. Location was superb!! Worth every penny!!!! Cookies—slippers—-unlimited water—sunblock at the pool—cool towels—ice pops—honestly the hotel was perfect. I would recommend it over and over—and we landed here out of luck. The other side of the island has ..."

Reviewed on 7 Jul, 2026

Opal Key Resort & Marina, 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.

Where to stay in Old Town Key West

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

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 Mallory Square.

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.

Uptown - Upper Duval

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



Old Town Key West