Explore 35 Luxury Hotels in Key West Historic District

Name: The Cabana Inn Key West - Adults Only
Price range: $188 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

$399 nightly

$449 total

Jun 4 - Jun 5

Total includes 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! (539 reviews)

"Everything about H2O suites was excellent especially Happy Day on the rooftop! Enjoyed our stay… 5stars!!!!"

Reviewed on May 29, 2025

The Gardens Hotel

526 Angela Street, Key West, FL

$215 nightly

$242 total

Jun 4 - Jun 5

Total includes taxes and fees

2 outdoor pools, 2 bars/lounges, and a restaurant are among this bed & breakfast's featured amenities. Unwind with a drink at the poolside bar and enjoy perks ...

9.6/10 Exceptional! (1,001 reviews)

"A wonderful atmosphere with an eclectic vibe. Live music each evening accompanied by nice wine and good conversation.The garden is beautiful with an amazing collection of rare Cuban pottery, diverse statuary and African Spurred Tortoises. Special support and care were provided by Ray, on site manager, ..."

Reviewed on May 29, 2025

The Marquesa Hotel

600 Fleming Street, Key West, FL

$334 nightly

$376 total

Jun 22 - Jun 23

Total includes 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! (975 reviews)

"Convenietly located. Restaurants right around the corner. Excelent staff! Room was cozy. About 1/2 mile from Mallory Square and a block from Duval St. Only issue was a gate near our room that would bang as people went through in the morning but my room was on the same wall as the gate. Would definitely ..."

Reviewed on May 27, 2025

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Silver Palms Inn

830 Truman Ave, Key West, FL

Fully refundableReserve now, pay when you stay

$169 nightly

$190 total

Jun 4 - Jun 5

Total includes 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)

"Great staff very friendly. Room was nice and had a balcony. Pool area was nice and included cabanas. Breakfast included omelet station."

Reviewed on Jun 1, 2025

Duval House

815 Duval St, Key West, FL

$151 nightly

$167 total

Jun 5 - Jun 6

Total includes 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.

9.2/10 Wonderful! (1,006 reviews)

"Duval House was a great stay! Good location! Easy to walk to everything in Key West! Great continental breakfast in the morning with wonderful hostesses! We stayed for one night and our queen bed room was was just what we needed. Would definitely recommend Duval House!"

Reviewed on May 29, 2025

The Marker Key West Harbor Resort

200 William Street, Key West, FL

Fully refundableReserve now, pay when you stay

$268 nightly

$301 total

Jun 16 - Jun 17

Total includes 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! (1,005 reviews)

"The Marker Key West Harbor Resort Fantastic location right by the harbor, making it easy to explore Old Town, Duval Street, and all the waterfront action. The property is beautiful and well-kept, with great pools and a lively but relaxed atmosphere. Perfect spot for a Key West getaway!I’m"

Reviewed on May 29, 2025

La Concha Key West, Autograph Collection

430 Duval St, Key West, FL

Fully refundableReserve now, pay when you stay

$259 nightly

$288 total

Jun 16 - Jun 17

Total includes 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! (128 reviews)

"Excellent location. Hotel had recent renovations and did an amazing job. Gary the bartender at the pool was a delight and kept us coming back to see him! Will stay here again!"

Reviewed on May 21, 2025

The Cabana Inn Key West - Adults Only

413 Applerouth Lane, Key West, FL

Fully refundableReserve now, pay when you stay

$167 nightly

$188 total

Jun 24 - Jun 25

Total includes 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! (1,004 reviews)

"Loved the location! This property is the true Key West experience."

Reviewed on May 30, 2025

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.

More 4 star hotels in Key West Historic District

Bishop Hotel Key West

822 Fleming St, Key West, FL

Get rates

9.8/10 Exceptional! (137 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	1,770 hotels
Lowest Price	$167
Highest Price	$452
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

Popular places to visit

Duval Street

4.5/5(3,475 reviews)

With a visit to Duval Street, a favorite shopping spot in Key West, you can search for that perfect souvenir. Wander the seaside or discover the area's beautiful sunsets.

Recent Key West Historic District Hotel Reviews By Fellow Wanderers

Hyatt Centric Key West Resort and Spa

5 out of 5

Posted 2 days ago

Travelocity Verified Review

"The oceanview room was beautiful!! Loved that it was in close proximity to the restaurants and shops."

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

The Reach Key West, Curio Collection by Hilton

5 out of 5

Posted 3 days ago

Travelocity Verified Review

"Everything was perfect except that it's seagrass season, I wasn't aware of how much it accumulates, but everything else was fine. We still got in the beach regardless of the seagrass. "

A verified traveler stayed at The Reach Key West, Curio Collection by Hilton

Winslow's Bungalows - Key West Historic Inns

5 out of 5

Posted 4 days ago

Travelocity Verified Review

"Wow! This was a great place to stay in Key West. The grounds are gorgeous, and the rooms are quaint. It’s the perfect key west experience- the pools are also a nice touch- they aren’t huge, but there are 3! "

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

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