Hotels Near
Key West Historic District

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Featured Key West Historic District Hotels

NYAH Key West - Adults Only
NYAH Key West - Adults Only
3 out of 5
420 Margaret Street, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this guesthouse in Key West. Enjoy free breakfast, 3 outdoor pools, and a rooftop terrace. Our guests praise the pool and the helpful staff in our reviews. ...
7.8/10 Good! (1,002 reviews)
"Staff were very helpful. Great location.. easily walkable to everything."

Reviewed on May 9, 2024

NYAH Key West - Adults Only
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach hotel in Key West. Enjoy 3 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the bar in our reviews. ...
8.2/10 Very Good! (1,831 reviews)
"Property was amazing everything was a great experience."

Reviewed on May 7, 2024

Southernmost Beach Resort
Heron House - Adult Only
Heron House - Adult Only
3.5 out of 5
512 Simonton St, Key West, FL
Stay at this B&B in Key West. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9/10 Wonderful! (1,051 reviews)
"The property is very nice and the pool was great. Parking is off property but they do help you find free parking."

Reviewed on May 8, 2024

Heron House - Adult Only
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 hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the bar and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (686 reviews)
"Fabulous property close to downtown but quiet. Jungle vibe in the middle of Key West. Worth it to stay here."

Reviewed on May 7, 2024

Winslow's Bungalows - Key West Historic Inns
La Concha Key West
La Concha Key West
4 out of 5
430 Duval St, Key West, FL
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the ...
8/10 Very Good! (1,249 reviews)
La Concha Construction Ongoing
"Overall it was great the staff and hotel cleanliness is excellent. The only downside was the construction, the pool area is closed and there are construction workers and stuff going on. I understand it's necessary for improvements."

Reviewed on May 9, 2024

La Concha Key West
Heron House Court - Adult Only
Heron House Court - Adult Only
3 out of 5
412 Frances St, Key West, FL
Stay at this guesthouse in Key West. Enjoy a rooftop terrace, daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (1,001 reviews)
"Awesome stay. Roman was the best."

Reviewed on May 8, 2024

Heron House Court - Adult Only
Southwinds Motel
Southwinds Motel
2 out of 5
1321 Simonton Street, Key West, FL
Stay at this hotel in Key West. Enjoy 2 outdoor pools, a 24-hour front desk, and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (1,002 reviews)
"This was a cute retro hotel."

Reviewed on May 2, 2024

Southwinds Motel
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 hotel in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the pool and the helpful ...
8.2/10 Very Good! (612 reviews)
"Great place. Would recommend and return."

Reviewed on May 2, 2024

The Reach Key West, Curio Collection by Hilton
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 hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,002 reviews)
"Excellent stay family of 3"

Reviewed on May 7, 2024

Opal Key Resort & Marina, Key West
Eden House
Eden House
3.5 out of 5
1015 Fleming St, Key West, FL
Stay at this 3.5-star family-friendly hotel in Key West. Enjoy free WiFi, in-room massages, and a 24-hour front desk. Our guests praise the pool and the helpful ...
8.8/10 Excellent! (1,002 reviews)
"Eden House was a great introduction to Key West. We wanted a place in the historic district within walking distance of the main attractions and this was exactly what we had in mind. Staff were all excellent and provided great hospitality. Our room was clean and tended every day. Most of our days ..."

Reviewed on May 10, 2024

Eden House
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton
5 out of 5
1500 Reynolds Street, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 5-star luxury resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Clarence ...
6.6/10 (1,002 reviews)
"Had read some negative reviews in past years about the state of the resort. The last time we stayed at The Casa was probably 7 years ago and loved it. Had been hesitant to book our babymoon stay here but SO glad we did. The property has made it a priority to make upgrades and the necessary facelift ..."

Reviewed on May 3, 2024

Casa Marina Key West, Curio Collection by Hilton
Pier House Resort & Spa
Pier House Resort & Spa
4 out of 5
1 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,000 reviews)
"Fantastic staff. Delicious food. Great pool and beach areas."

Reviewed on Apr 29, 2024

Pier House Resort & Spa
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 Key West Historic District

Key West is a city that has a lot going on, but you have your sights set on Key West Historic District. 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 Key West Historic District 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 Key West Historic District 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 Key West Historic District underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Key West Historic District 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 Key West Historic District 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 Key West Historic District 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 $134
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

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