Explore 35 Luxury Hotels in Key West Historic District

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Best Luxury Hotels in Key West Historic District

H2O Suites - Adults Only

H2O Suites - Adults Only

1212 Simonton Street Key West FL
$499 nightly
The price is $561 total per night from May 10 to May 11
$561 total
May 10 - May 11
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! (594 reviews)
The private pool is not private. It is near the walkways so everyone walking by can see into the pool/your room. The bar on the roof deck is small and the seats are not comfortable. The staff was awful, unfriendly, rude, and acted as we were bothering them. From the moment we arrived it was really ...

Reviewed on Apr 5, 2026

Opens in a new windowH2O Suites - Adults Only
The Gardens Hotel

The Gardens Hotel

526 Angela Street Key West FL
$411 nightly
The price is $463 total per night from May 5 to May 6
$463 total
May 5 - May 6
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 ...
9.8/10 Exceptional! (1,001 reviews)
Breakfasts were great and they had a very good selection of drinks at the bar.

Reviewed on Apr 9, 2026

Opens in a new windowThe Gardens Hotel
The Marquesa Hotel

The Marquesa Hotel

600 Fleming Street Key West FL
$409 nightly
The price is $460 total per night from May 10 to May 11
$460 total
May 10 - May 11
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 ...
9.8/10 Exceptional! (1,003 reviews)
The room's air conditioning was very good and had all the basics we needed. Would prefer a coffee maker.

Reviewed on Apr 6, 2026

Opens in a new windowThe Marquesa Hotel
Silver Palms Inn

Silver Palms Inn

830 Truman Ave Key West FL
Fully refundableReserve now, pay when you stay
$284 nightly
The price is $320 total per night from Apr 26 to Apr 27
$320 total
Apr 26 - Apr 27
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 ...
9.4/10 Exceptional! (1,021 reviews)
We had to rooms across the street at a home they own. We were only there for 1 night. Everything was great except maybe the very thin windows. It is an old house and I don’t think there is much they can do to make it better. The noise inside was like you had a window open all night. The roosters ...

Reviewed on Apr 4, 2026

Opens in a new windowSilver Palms Inn
Duval House

Duval House

815 Duval St Key West FL
$261 nightly
The price is $290 total per night from Apr 20 to Apr 21
$290 total
Apr 20 - Apr 21
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! (1,014 reviews)
Our stay in Key West was nothing short of unforgettable, and a huge part of that experience was the incredible room we had. From the moment we walked in, we were upgraded to a 2-bedroom suite! We struck by how beautifully designed the old historic house was and thoughtfully maintained everything ...

Reviewed on Apr 9, 2026

Opens in a new windowDuval House
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

200 William Street Key West FL
Fully refundable
$406 nightly
The price is $456 total per night from May 10 to May 11
$456 total
May 10 - May 11
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 ...
9.2/10 Wonderful! (1,006 reviews)
my room was not expectable it had major issues the first hour, four days later i found myself and my wife in the same room the hotel did very little to make us feel a little better ,our room had black mold all over our patio the mattress has totally out lived its use the make-up mirror was falling ...

Reviewed on Apr 10, 2026

Opens in a new windowThe Marker Key West Harbor Resort
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$327 nightly
The price is $368 total per night from May 4 to May 5
$368 total
May 4 - May 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! (371 reviews)
Friendly staff

Reviewed on Apr 9, 2026

Opens in a new windowLa Concha Key West, Autograph Collection
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

413 Applerouth Lane Key West FL
$195 nightly
The price is $220 total per night from May 10 to May 11
$220 total
May 10 - May 11
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! (1,003 reviews)
Loved having breakfast and happy hour was amazing! The cabanas and pool were super cute!

Reviewed on Apr 4, 2026

Opens in a new windowThe Cabana Inn Key West - Adults Only
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More 4 star hotels in Key West Historic District

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
1,705 hotels
Lowest Price
$220
Highest Price
$584
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

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