Hotels Near
Key West Historic District

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Featured Key West Historic District 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
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. ...
9/10 Wonderful! (1,003 reviews)
Fantastic!!
"We loved it! Snorkeled at the hotel beach everyday. Ate at the beach restaurant regularly (and drank!!) went to chart room, pool etc. all were fantastic. Ocean front room - very nice and great view."

Reviewed on Jul 9, 2025

Pier House Resort & Spa
La Concha Key West, Autograph Collection
La Concha Key West, Autograph Collection
4 out of 5
430 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff ...
8.8/10 Excellent! (161 reviews)
"Great hotel with amazing location. Everything exceed our expectations"

Reviewed on Jul 9, 2025

La Concha Key West, Autograph Collection
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa
4 out of 5
601 Front St, Key West, FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the bar in our reviews. Popular ...
8.8/10 Excellent! (1,010 reviews)
"Lovation"

Reviewed on Jul 11, 2025

Hyatt Centric Key West Resort and Spa
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
The Marker Key West Harbor Resort
The Marker Key West Harbor Resort
4 out of 5
200 William Street, Key West, FL
Fully refundableReserve now, pay when you stay
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 ...
9/10 Wonderful! (1,014 reviews)
"The property was gorgeous, the staff was wonderful, and we loved the location. The pool and daily entertainment were also amazing."

Reviewed on Jul 11, 2025

The Marker Key West Harbor Resort
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
Westwinds Inn
Westwinds Inn
3.5 out of 5
914 Eaton St, Key West, FL
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.2/10 Wonderful! (1,006 reviews)
Great location!
"Great location, love the set up of the hotel with the two separate pools, love the one pool with the water fountains, and all the greenery around, and there were shade in the pool, which was perfect! The bike rental place was right next-door and you got 10% off perfect. Tables and chairs to sit at, ..."

Reviewed on Jul 11, 2025

Westwinds Inn
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! (1,014 reviews)
"Great staff great price"

Reviewed on Jul 10, 2025

NYAH Key West - 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 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 $141
  • 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.