Explore 35 Luxury Hotels in Key West Historic District

Name: The Cabana Inn Key West - Adults Only
Price range: $269 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

$609 nightly

$685 total

Jan 12 - Jan 13

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! (582 reviews)

Immaculate, beautifully decorated, warm and friendly staff. The welcome congratulation and champagne waiting for our arrival.

Reviewed on Dec 21, 2025

The Gardens Hotel

526 Angela Street Key West FL

$499 nightly

$561 total

Jan 12 - Jan 13

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! (1,000 reviews)

Very friendly staff. Great location.

Reviewed on Jan 3, 2026

The Marquesa Hotel

600 Fleming Street Key West FL

$400 nightly

$450 total

Jan 12 - Jan 13

Total with taxes and fees

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

9.6/10 Exceptional! (1,001 reviews)

Room and staff were lovely, friendly, and helpful. Restaurant food was excellent although a bit pricey, but that was expected. Great location and grounds were very well maintained. I'd stay there again.

Reviewed on Dec 29, 2025

Duval House

815 Duval St Key West FL

$231 nightly

$257 total

Jan 14 - Jan 15

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! (1,016 reviews)

Staff was beyond courteous and accommodating, thank you!

Reviewed on Jan 5, 2026

Silver Palms Inn

830 Truman Ave Key West FL

Fully refundableReserve now, pay when you stay

$279 nightly

$314 total

Jan 12 - Jan 13

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! (1,016 reviews)

Breakfast should have more options and switch up the offerings. Accommodating food allergies would be a bonus.

Reviewed on Jan 9, 2026

The Marker Key West Harbor Resort

200 William Street Key West FL

Fully refundableReserve now, pay when you stay

$454 nightly

$511 total

Jan 13 - Jan 14

Total with taxes and fees

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

9/10 Wonderful! (1,015 reviews)

Clean room and location of hotel

Reviewed on Jan 6, 2026

La Concha Key West, Autograph Collection

430 Duval St Key West FL

Fully refundableReserve now, pay when you stay

$344 nightly

$387 total

Jan 25 - Jan 26

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! (310 reviews)

Beautiful hotel, friendly staff

Reviewed on Jan 7, 2026

The Cabana Inn Key West - Adults Only

413 Applerouth Lane Key West FL

Fully refundableReserve now, pay when you stay

$239 nightly

$269 total

Jan 14 - Jan 15

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! (1,010 reviews)

Breakfast menu had some decent options, the happy hour was a nice touch. Will checked us in upon our arrival on the evening of the 30th and was auper helpful. Luckily we got the last parking spot available that night, but parking was limited. Great location! Unfortunately, the temps were a bit low ...

Reviewed on Jan 3, 2026

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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! (358 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	1,769 hotels
Lowest Price	$257
Highest Price	$685
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

Southernmost Beach Resort and Guesthouses

5 out of 5

Posted 20 hours ago

Travelocity Verified Review

"The room were clean and well appointed. Support staff was very friendly and ready to assist when asked for help. The views were amazing, pools clean and lots of activities each day. The food at the cafe was excellent. Everything you need all in one location, while being in the heart of Duvall street."

A verified traveler stayed at Southernmost Beach Resort and Guesthouses