Explore top 2026 4 Star Hotels in Key West Historic District

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight
May 4 - May 5
Tomorrow
May 5 - May 6
This weekend
May 8 - May 10
Next weekend
May 15 - May 17

Top Key West Historic District 4 Star hotels

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$312 nightly
The price is $352 total per night from May 25 to May 26
$352 total
May 25 - May 26
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling ...
8.8/10 Excellent! (3,270 reviews)
My husband and I woke up with bed bug bites and the air conditioner was not functioning properly the last night of our visit. This was not the room that was shown on your website - we did not have a partial island view. The hallway was open to the beach all day and all night. We were surprised when ...

Reviewed on May 3, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$370 nightly
The price is $416 total per night from May 13 to May 14
$416 total
May 13 - May 14
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
8.4/10 Very Good! (635 reviews)
The Best Hotel in Key West 10 stars!!!!

Reviewed on Apr 29, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$381 nightly
The price is $429 total per night from May 25 to May 26
$429 total
May 25 - May 26
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
9/10 Wonderful! (1,103 reviews)
Love this hotel! Friendly and helpful staff, rooms are nice and the balcony with ocean view was spectacular. Although the property is older, the cleanliness and friendly staff more than make up for the age. The restaurant on property is excellent, and the location can’t be beat. We will be back!

Reviewed on May 4, 2026

Opens in a new windowPier House Resort & Spa
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street Key West FL
Fully refundableReserve now, pay when you stay
$294 nightly
The price is $331 total per night from May 25 to May 26
$331 total
May 25 - May 26
Total with taxes and fees
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the outdoor pool and visit the 3 bars/lounges and poolside bar for ...
9.2/10 Wonderful! (1,095 reviews)
Very well kept. From arrival to departure staff was super helpful and restaurant food was amazing! Highly recommend!

Reviewed on May 4, 2026

Opens in a new windowOpal Key Resort & Marina, Key West
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$284 nightly
The price is $320 total per night from May 18 to May 19
$320 total
May 18 - May 19
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! (384 reviews)
Definitely not worth the money.

Reviewed on May 3, 2026

Opens in a new windowLa Concha Key West, Autograph Collection
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street Key West FL
Fully refundableReserve now, pay when you stay
$313 nightly
The price is $353 total per night from Jun 1 to Jun 2
$353 total
Jun 1 - Jun 2
Total with taxes and fees
This resort features a private beach, a full-service spa, and a restaurant. Traveling on business? Take advantage of the express check-out, laundry service, ...
8.6/10 Excellent! (1,005 reviews)
The condition of the hotel was very disappointing. The beach was beautiful and the room was clean.

Reviewed on May 4, 2026

Opens in a new windowThe Reach Key West, Curio Collection by Hilton
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$314 nightly
The price is $353 total per night from Jun 4 to Jun 5
$353 total
Jun 4 - Jun 5
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind ...
9/10 Wonderful! (1,002 reviews)
The hotel was wonderful!!! The staff, service and the overall experience was great!! You can’t beat the location all within walking distance to Duvall St and the Marina!!!! Can’t wait to go back!!

Reviewed on May 4, 2026

Opens in a new windowHyatt Centric Key West Resort and Spa
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

4 out of 5
Zero Duval St. Key West FL
$388 nightly
The price is $436 total per night from Jun 2 to Jun 3
$436 total
Jun 2 - Jun 3
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the free WiFi in ...
9.2/10 Wonderful! (1,003 reviews)
.

Reviewed on May 1, 2026

Opens in a new windowOcean Key Resort - A Noble House Resort
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
200 William Street Key West FL
$333 nightly
The price is $374 total per night from May 31 to Jun 1
$374 total
May 31 - Jun 1
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! (1,003 reviews)
We really enjoyed our time at the Marker. We are planning our next trip to the keys and we will definitely stay at The Marker.

Reviewed on May 4, 2026

Opens in a new windowThe Marker Key West Harbor Resort
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue Key West FL
Fully refundableReserve now, pay when you stay
$289 nightly
The price is $325 total per night from May 25 to May 26
$325 total
May 25 - May 26
Total with taxes and fees
This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public ...
9.2/10 Wonderful! (1,266 reviews)
Wasn’t bad, photos of accommodations are deceiving. Room had no closet or ability to hang clothing, non issue for me as I was traveling alone but could be an issue for a couple. Not a complainer but was expecting more at $750 per night.

Reviewed on May 4, 2026

Opens in a new windowWinslow's Bungalows - Key West Historic Inns
Don't see what you're looking for?
See all available properties in Key West Historic District
View all properties
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.

Recent Key West Historic District hotel reviews by fellow wanderers

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

4 out of 5
Posted 3 hours ago
Travelocity Verified Review
"Great location, nice breakfast and happy hour pool was great"
A verified traveler stayed at The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only

Explore More Ways to Travel with Travelocity