Explore top 2026 4 Star Hotels in Key West Historic District

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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 refundableReserve now, pay when you stay
$330 nightly
The price is $372 total per night from May 19 to May 20
$372 total
May 19 - May 20
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! (3,227 reviews)
Room floor was dirty and pillows could have been more comfortable, but otherwise, the property is beautiful and peaceful

Reviewed on Apr 20, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street Key West FL
$304 nightly
The price is $342 total per night from May 3 to May 4
$342 total
May 3 - May 4
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! (1,080 reviews)
We love everything about the Opal! The location is spectacular! The Sunset from the rooftop restaurant & bar is the best! The staff was very responsive, friendly and ensured we felt welcomed!

Reviewed on Apr 19, 2026

Opens in a new windowOpal Key Resort & Marina, Key West
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
$574 nightly
The price is $646 total per night from Apr 23 to Apr 24
$646 total
Apr 23 - Apr 24
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! (1,088 reviews)
Friendly staff. Clean rooms

Reviewed on Apr 20, 2026

Opens in a new windowPier House Resort & Spa
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
$340 nightly
The price is $383 total per night from Apr 28 to Apr 29
$383 total
Apr 28 - Apr 29
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! (621 reviews)
Our stay was absolutely wonderful! We spent a lot of our time at the family pool and the staff was incredible, happy and helpful

Reviewed on Apr 20, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

4 out of 5
Zero Duval St. Key West FL
$459 nightly
The price is $517 total per night from May 11 to May 12
$517 total
May 11 - May 12
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! (1,004 reviews)
The rooms are clean. The staff is super friendly and helpful. This is our third time there and we will be back next year.

Reviewed on Apr 20, 2026

Opens in a new windowOcean Key Resort - A Noble House Resort
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
$325 nightly
The price is $365 total per night from May 11 to May 12
$365 total
May 11 - May 12
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! (1,006 reviews)
Great location. Had to call on several occasions to get our room cleaned. Still was not cleaned real well, dirty floors etc... Pool did not seem clean to me

Reviewed on Apr 20, 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
$401 nightly
The price is $451 total per night from May 10 to May 11
$451 total
May 10 - May 11
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! (1,003 reviews)
Friendly staff, clean rooms, good pool and hot tub.

Reviewed on Apr 20, 2026

Opens in a new windowHyatt Centric Key West Resort and Spa
Eden House

Eden House

4 out of 5
1015 Fleming St Key West FL
$227 nightly
The price is $255 total per night from May 18 to May 19
$255 total
May 18 - May 19
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. There's a poolside bar ...
9/10 Wonderful! (1,008 reviews)
Helpful staff, great pool and convenient location are big pluses for the Eden Hotel. The rooms are all different so it a luck of the draw situation but we made the best of it. I would return.

Reviewed on Apr 19, 2026

Opens in a new windowEden House
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
$384 nightly
The price is $432 total per night from May 4 to May 5
$432 total
May 4 - May 5
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! (1,248 reviews)
Absolutely love the property. The landscaped paths to each bungalow were absolutely beautiful. It was very quaint place to stay. Location was perfect. Close to the waterfront and Duval Street. The bartender Keith gave us great places to visit and eat and made delicious drinks. We will be back.

Reviewed on Apr 20, 2026

Opens in a new windowWinslow's Bungalows - Key West Historic Inns
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
200 William Street Key West FL
$335 nightly
The price is $377 total per night from Apr 28 to Apr 29
$377 total
Apr 28 - Apr 29
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! (1,004 reviews)
Great hotel and staff so friendly. Would definitely recommend. Loved the pool area

Reviewed on Apr 20, 2026

Opens in a new windowThe Marker Key West Harbor Resort
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