Hotels Near
Old Town Key West

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Featured Old Town Key West Hotels

Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,611 reviews)
"Love this property; property is bigger than I thought but had so much to offer; had fun activities if you wanted to be involved; a block from southern most point; everything is so close to stay"

Reviewed on Jul 9, 2025

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
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.2/10 Very Good! (223 reviews)
"beautiful property. grounds well maintained. staff super friendly and accommodating. room very clean and comfortable. nice bed and linens. housekeeping very friendly and kept our coffee and water stocked. The Canary Room excellent cocktails. The Dorada restaurant was excellent. Will stay again. rent ..."

Reviewed on Jul 10, 2025

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
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,011 reviews)
"Beach access was great! Rooms very clean and all staff was friendly and helpful. Be prepared for the $50/day valet charge and no self parking available. We were SO glad we stayed here versus the nearby Southernmost resort. Beach seaweed was cleaned up and maintained. The beach at Southernmost was ..."

Reviewed on Jul 6, 2025

The Reach Key West, Curio Collection by Hilton
The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only
3 out of 5
525 United Street, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8/10 Very Good! (1,119 reviews)
"Amazing"

Reviewed on Jul 9, 2025

The Southernmost Inn - Adults Only
Southwinds Motel
Southwinds Motel
2 out of 5
1321 Simonton Street, Key West, FL
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,120 reviews)
"We stay here when ever we’re in the keys"

Reviewed on Jul 10, 2025

Southwinds Motel
Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns
4 out of 5
725 Truman Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular ...
9/10 Wonderful! (1,007 reviews)
"Amazing Property and great place to stay!"

Reviewed on Jul 9, 2025

Winslow's Bungalows - Key West Historic Inns
Southernmost House
Southernmost House
4 out of 5
1400 Duval Street, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the property condition ...
9.2/10 Wonderful! (1,008 reviews)
"Great historical place to stay. Staff is amazing. Couldn’t ask for more."

Reviewed on Jul 10, 2025

Southernmost House
Duval House
Duval House
3 out of 5
815 Duval St, Key West, FL
Stay at this 3-star B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. ...
9.4/10 Exceptional! (1,008 reviews)
"Room the property and location"

Reviewed on Jul 8, 2025

Duval House
Bishop Hotel Key West
Bishop Hotel Key West
4 out of 5
822 Fleming St, Key West, FL
Stay at this 4-star guesthouse in Key West. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions Duval Street and Ernest Hemingway Home ...
9.8/10 Exceptional! (174 reviews)
"The pool hours were too short, closing at 8pm?? Was nice to have an onsite bar with happy hour tho. Grounds were clean and beautiful. The cat was a great bonus! Walkable to everywhere. Another wonderful KW boutique hotel to add to the list of fun places to stay."

Reviewed on Jul 10, 2025

Bishop Hotel Key West
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
4 out of 5
245 Front Street, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,005 reviews)
"Five Stars!!!"

Reviewed on Jul 11, 2025

Opal Key Resort & Marina, Key West
Orchid Key Inn - Adults Only
Orchid Key Inn - Adults Only
3.5 out of 5
1004 Duval St, Key West, FL
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
9.8/10 Exceptional! (1,005 reviews)
"Location location location. Nice clean room Adults only"

Reviewed on Jul 5, 2025

Orchid Key Inn - Adults Only
Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults Only
3.5 out of 5
512 Truman Ave, Key West, FL
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the ...
9.8/10 Exceptional! (1,004 reviews)
"This is my second stay at Almond Tree and since it was so nice the first time I’ll just keep going back. The hotel is great and the location can’t be beat."

Reviewed on Jul 9, 2025

Almond Tree Inn Hotel - Adults Only
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.

Hotels in Old Town Key West

Key West is a city that has a lot going on, but you have your sights set on Old Town Key West. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Old Town Key West has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Old Town Key West hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Key West so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Old Town Key West underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Old Town Key West city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Old Town Key West cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Old Town Key West at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $144
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Old Town Key West hotel you want, book it, and never look back. Because your great escape is ahead of you.