Hotels Near
Key West Historic District

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Featured Key West Historic District Hotels

Southernmost Beach Resort
Southernmost Beach Resort
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. ...
8.4/10 Very Good! (2,200 reviews)
"Very friendly staff. Rooms cleaned to perfection daily. Free entertainment. Multiple pools."

Reviewed on Dec 22, 2024

Southernmost Beach Resort
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
Stay at this 4-star 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! (1,007 reviews)
"Can’t wait to go back great customer service"

Reviewed on Dec 22, 2024

Pier House Resort & Spa
The Marker Key West Harbor Resort
The Marker Key West Harbor Resort
4 out of 5
200 William Street, Key West, FL
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our ...
8.8/10 Excellent! (1,004 reviews)
"We like that The Marker is located in a quieter, more laid back part of town but centrally located for our favorite places. This was our 3rd stay!"

Reviewed on Dec 17, 2024

The Marker Key West Harbor Resort
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! (978 reviews)
"The property was so charming and well maintained. The room decor was beautiful and the staff was so friendly and helpful. I will definitely be returning!"

Reviewed on Dec 20, 2024

Winslow's Bungalows - Key West Historic Inns
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House Resort
4 out of 5
Zero Duval St., Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star spa resort in Key West. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
9/10 Wonderful! (1,002 reviews)
"Beautiful place to stay"

Reviewed on Dec 15, 2024

Ocean Key Resort - A Noble House Resort
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 3-star guesthouse in Key West. Enjoy free breakfast, 3 outdoor pools, and a rooftop terrace. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,005 reviews)
"Good clean place, nice pool and jacuzzi. Close to everything."

Reviewed on Dec 19, 2024

NYAH Key West - Adults Only
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! (1,012 reviews)
"Staff were very accommodating and nice to deal with"

Reviewed on Dec 22, 2024

The Southernmost Inn - Adults Only
Heron House - Adult Only
Heron House - Adult Only
3.5 out of 5
512 Simonton St, Key West, FL
Stay at this 3.5-star B&B in Key West. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular ...
9/10 Wonderful! (1,077 reviews)
"The Heron house was a great place to stay. The room was very clean and comfortable, pool was wonderful, and it is in the perfect location. Close enough to walk into town, but still far enough away that it was quiet and enjoyable. Would definitely come back again to stay."

Reviewed on Dec 20, 2024

Heron House - Adult Only
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
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 Southernmost ...
6.8/10 (1,004 reviews)
"Amazing place for vacation!"

Reviewed on Dec 6, 2024

Casa Marina Key West, Curio Collection by Hilton
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! (1,045 reviews)
Great location, older motel.Clean but needs update
"This is an older, motel style property in a great location. It was clean and the staff were great but the rooms need updating which includes storage and ventilation. The room air was running all the time and left us sweaty and chilly at the same time due to the humidity in the room. There was not ..."

Reviewed on Dec 19, 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
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 helpful staff and the ...
8.2/10 Very Good! (831 reviews)
"Excellent location and beach... Staff was accommodating and cared for the people..."

Reviewed on Dec 21, 2024

The Reach Key West, Curio Collection by Hilton
Eden House
Eden House
3.5 out of 5
1015 Fleming St, Key West, FL
Stay at this 3.5-star hotel in Key West. Enjoy free WiFi, in-room massages, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our ...
9/10 Wonderful! (1,003 reviews)
"Close to everything, yet very quiet area. We’ll definitely stay here again."

Reviewed on Dec 14, 2024

Eden House
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 $287
  • 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.