Explore 35 Luxury Hotels in Key West Historic District

Name: The Cabana Inn Key West - Adults Only
Price range: $239 total
Rating: 8.8

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Best Luxury Hotels in Key West Historic District

H2O Suites - Adults Only

1212 Simonton Street, Key West, FL

$299 nightly

$336 total

Aug 25 - Aug 26

Total with taxes and fees

This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the laundry service. There's a gym on site, and ...

9.8/10 Exceptional! (549 reviews)

"I loved it here ! I will be booking again in the future."

Reviewed on Aug 14, 2025

The Gardens Hotel

526 Angela Street, Key West, FL

$215 nightly

$242 total

Sep 10 - Sep 11

Total with taxes and fees

2 outdoor pools, 2 bars/lounges, and a restaurant are among this bed & breakfast's featured amenities. Business travelers can take advantage of the free WiFi ...

9.6/10 Exceptional! (1,004 reviews)

"What a fantastic place this is, very clean and classy. I would stay here again!"

Reviewed on Aug 19, 2025

The Marquesa Hotel

600 Fleming Street, Key West, FL

$234 nightly

$263 total

Sep 8 - Sep 9

Total with taxes and fees

This eco-certified hotel features 3 outdoor pools, a restaurant, and a bar/lounge. Business travelers can take advantage of the laundry service. Self parking, ...

9.6/10 Exceptional! (1,002 reviews)

"The room was excellent! The court yard with 2 pools was excellent. Property is well maintained. Less than two minute walk to Duval St. We will be back!"

Reviewed on Aug 8, 2025

Duval House

815 Duval St, Key West, FL

$120 nightly

$132 total

Aug 26 - Aug 27

Total with taxes and fees

This bed & breakfast features a terrace, concierge services, and self parking. A garden, a picnic area, and express check-in are also on offer.

9.4/10 Exceptional! (1,011 reviews)

"Awesome stay"

Reviewed on Aug 19, 2025

Silver Palms Inn

830 Truman Ave, Key West, FL

Fully refundableReserve now, pay when you stay

$149 nightly

$168 total

Aug 24 - Aug 25

Total with taxes and fees

An outdoor pool is featured at this hotel, along with free WiFi in public areas and luggage storage. Enjoy the free continental breakfast each morning. There's ...

9.2/10 Wonderful! (1,003 reviews)

Good stay, would do again

"Good stay overnight. Good breakfast. Handcap access and parking was good. Alowed us to park car for several hours after 10am checkout before leaving town later in day (4-5hrs)."

Reviewed on Aug 21, 2025

The Marker Key West Harbor Resort

200 William Street, Key West, FL

Fully refundableReserve now, pay when you stay

$226 nightly

$254 total

Sep 4 - Sep 5

Total with taxes and fees

This eco-certified hotel features 3 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...

9/10 Wonderful! (1,004 reviews)

"We liked the walkable access to old town and local dining options. We didn’t like that the room wasn’t made up until 5pm or so and several times had to postpone cleaning up at the end of a busy day doing things to allow housekeeping to make up the room. Also I think a hotel bar/restaurant should ..."

Reviewed on Aug 18, 2025

La Concha Key West, Autograph Collection

430 Duval St, Key West, FL

Fully refundableReserve now, pay when you stay

$208 nightly

$234 total

Sep 4 - Sep 5

Total with taxes and fees

This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express ...

8.8/10 Excellent! (193 reviews)

"Fun"

Reviewed on Aug 17, 2025

The Cabana Inn Key West - Adults Only

413 Applerouth Lane, Key West, FL

Fully refundableReserve now, pay when you stay

$212 nightly

$239 total

Sep 21 - Sep 22

Total with taxes and fees

This guesthouse features an outdoor pool and a hot tub. Enjoy the free continental breakfast each morning. Self parking, a terrace, and a garden are also ...

8.8/10 Excellent! (1,011 reviews)

"It was clean, comfortable, and a quite area ."

Reviewed on Aug 20, 2025

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More 4 star hotels in Key West Historic District

Bishop Hotel Key West

822 Fleming St, Key West, FL

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9.8/10 Exceptional! (220 reviews)

Key West Historic District Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Key West Historic District luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in Key West Historic District to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in Key West Historic District will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Key West Historic District, and plan your next opulent escape.

Key West Historic District hotels essential information

Accommodation	1,718 hotels
Lowest Price	$132
Highest Price	$347
Popular hotels	The Marker Key West Harbor Resort, H2O Suites - Adults Only, La Concha Key West, Autograph Collection, Silver Palms Inn, Duval House, The Cabana Inn Key West - Adults Only, The Gardens Hotel, The Marquesa Hotel

Popular Luxury Stays in Key West Historic District

5 Stars Luxury stays in Key West Historic District

Luxury stays in Key West Historic District with spa

Recent Key West Historic District Hotel Reviews By Fellow Wanderers

Winslow's Bungalows - Key West Historic Inns

5 out of 5

Posted 3 days ago

Travelocity Verified Review

"property was clean and quiet and staff was super friendly"

A verified traveler stayed at Winslow's Bungalows - Key West Historic Inns

Southernmost Beach Resort and Guesthouses

5 out of 5

Posted 3 days ago

Travelocity Verified Review

"We loved our room and it's proximity to the breakfast area, pools, and beach. Everything was very clean. We also loved having a bike/golf cart rental store across the street from our room and they allowed us to park our golf cart at the store for free which meant we didn't need to pay for parking at the hotel. Our only issue was that there was a lot of seaweed in the ocean at the hotel this time of year which meant swimming in the ocean was not an option. The other side of the island had no seaweed, though, so we just took the golf cart for a short drive to a great beach. "

A verified traveler stayed at Southernmost Beach Resort and Guesthouses

Hyatt Centric Key West Resort and Spa

5 out of 5

Posted 4 days ago

Travelocity Verified Review

"Excellent service. Friendly and helpful staff. The room was clean and spotless. I like the view from our room. I was offered an upgrade. Easy access to ocean and pool. I will stay here again with my family. They have my full recommendation. "

A verified traveler stayed at Hyatt Centric Key West Resort and Spa