Explore 35 Luxury Hotels in Key West Historic District

Name: The Cabana Inn Key West - Adults Only
Price range: $437 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

$709 nightly

$798 total

Apr 5 - Apr 6

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! (588 reviews)

Very nice, very clean with great staff and convenient parking. The "private" pools are all in a courtyard so you can make awkward eye contact with the

Reviewed on Mar 3, 2026

The Gardens Hotel

526 Angela Street Key West FL

$509 nightly

$573 total

Apr 6 - Apr 7

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! (1,003 reviews)

The Gardens Hotel is an oasis in Key West. Walkable to anywhere you want to go in Old Town. Staff is amazing!

Reviewed on Mar 9, 2026

The Marquesa Hotel

600 Fleming Street Key West FL

$619 nightly

$696 total

Mar 31 - Apr 1

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! (1,002 reviews)

2nd time back nothing like the first - 1. Had to walk to a second property down the street unclear when booking 2. Room smelled like smoke and reported to front desk they said there were people smoking in balcony earlier and should not be 3 WiFi poor needed to walk down to lobby to watch an event ...

Reviewed on Mar 7, 2026

Duval House

815 Duval St Key West FL

$401 nightly

$448 total

Mar 23 - Mar 24

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! (1,009 reviews)

First impression with office female staff member was not good. She was extremely robotic and very disinterested. Staff at breakfast were extremely friendly and warm. Rooms are very small. Grounds are well maintained.

Reviewed on Mar 7, 2026

The Marker Key West Harbor Resort

200 William Street Key West FL

Fully refundableReserve now, pay when you stay

$613 nightly

$690 total

Apr 5 - Apr 6

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! (1,010 reviews)

Great location!! Afternoon music by the pool was excellent! Very walkable to great breakfast and dinner options!

Reviewed on Mar 7, 2026

Silver Palms Inn

830 Truman Ave Key West FL

Fully refundableReserve now, pay when you stay

$419 nightly

$472 total

Mar 29 - Mar 30

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! (1,026 reviews)

Everyone at the desk was helpful and friendly. For the age of the hotel it was a nice place and would stay there again for sure.

Reviewed on Mar 8, 2026

La Concha Key West, Autograph Collection

430 Duval St Key West FL

Fully refundableReserve now, pay when you stay

$454 nightly

$511 total

Apr 5 - Apr 6

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! (352 reviews)

Great stay.

Reviewed on Mar 6, 2026

The Cabana Inn Key West - Adults Only

413 Applerouth Lane Key West FL

$388 nightly

$437 total

Mar 24 - Mar 25

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! (1,018 reviews)

Location is great for activities. Staff was friendly. Even though Rosters are part of Key West, they are getting out of control with crowing all night out your bedroom window (take ear plugs). There is a hidden hotel amenity fee of $39.99 per night for a couple. I did double-check Expedia advertisement ...

Reviewed on Mar 8, 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! (417 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	1,706 hotels
Lowest Price	$430
Highest Price	$800
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

3 out of 5

Posted 11 hours ago

Travelocity Verified Review

"No ocean was not visible and we contracted for a partial view. Upon check in staff blamed Expedia and made no attempt to accommodate us. Twice we had to call to have room cleaned. TV was terrible. Overhead lights were out, we spoke to maintenance twice but bulbs were never replaced. In spite of these problems we did enjoy our stay."

A verified traveler stayed at Southernmost Beach Resort and Guesthouses

Casa Marina Key West, Curio Collection by Hilton

4 out of 5

Posted 17 hours ago

Travelocity Verified Review

"The hotel was nice, but not five star. Some bartenders were great, others needed to be told how to make a basic drink. The food in the restaurants was adequate but nothing great. Walking distance to town. "

A verified traveler stayed at Casa Marina Key West, Curio Collection by Hilton