A two-story house with green shutters and a wooden balcony.

Key West Historic District 4 Stars Hotels

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Check availability on Key West Historic District 4 Star Hotels

This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Key West Historic District 4-star hotels

A deck with sun loungers and a railing overlooking the sea.

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (3,616 reviews)
"Great place, great location. We would stay there again!"
United States
Krystle
The price is NT$5,211
NT$8,182 total
includes taxes & fees
Sep 28 - Sep 29
Southernmost Beach Resort and Guesthouses
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

2. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,335 reviews)
"The resort was well maintained, the staff very friendly, the beach, pool and restaurant made for an amazing vacation."
United States
Cheryl
The price is NT$7,014
NT$10,104 total
includes taxes & fees
Oct 4 - Oct 5
Pier House Resort & Spa
A hotel with a swimming pool, balconies, and a view of the sea.

3. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,006 reviews)
"Excellent place to stay it keys west"
United States
yendy
The price is NT$6,621
NT$9,668 total
includes taxes & fees
Sep 28 - Sep 29
Hyatt Centric Key West Resort and Spa
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.

4. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (483 reviews)
"Very clean, nice staff and walkable to everywhere"
United States
Fatima
The price is NT$5,996
NT$7,816 total
includes taxes & fees
Sep 27 - Sep 28
La Concha Key West, Autograph Collection
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

5. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (936 reviews)
"We stayed here for our honeymoon and everything was fantastic. The staff was always friendly and welcoming. We hope to visit again!"
United States
Coni
The price is NT$7,487
NT$10,565 total
includes taxes & fees
Sep 30 - Oct 1
Casa Marina Key West, Curio Collection by Hilton
A two-story building with a covered entrance, palm trees, and a bench outside.

6. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,428 reviews)
"Super cute and comfortable stay!"
United States
Mackenzie
The price is NT$6,366
NT$8,773 total
includes taxes & fees
Sep 28 - Sep 29
Winslow's Bungalows - Key West Historic Inns
A hotel with a covered entrance, multiple balconies, and palm trees.

7. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,191 reviews)
"Staff and food were great!"
United States
Susan
The price is NT$8,217
NT$10,494 total
includes taxes & fees
Sep 27 - Sep 28
Opal Key Resort & Marina, Key West
A pool area with lounge chairs and a cabana.

8. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,001 reviews)
"Beautiful place to stay and convenient for Duval."
United States
Brian
The price is NT$6,183
NT$9,427 total
includes taxes & fees
Sep 29 - Sep 30
Ocean Key Resort - A Noble House Resort
A beach with a wooden pier, palm trees, and beach umbrellas.

9. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,033 reviews)
"Great hotel and location"
United States
Darlene
The price is NT$6,310
NT$9,241 total
includes taxes & fees
Oct 4 - Oct 5
The Reach Key West, Curio Collection by Hilton
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

10. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,019 reviews)
"Beautiful stay"
United States
Joelle
The price is NT$6,577
NT$9,398 total
includes taxes & fees
Oct 5 - Oct 6
The Marker Key West Harbor Resort
A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.

11. Eden House

Eden House
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,001 reviews)
"Beautiful cozy spot with real Key West feel and charm. Smaller rooms but very nice for couples or solo travellers."
Canada
Erik
The price is NT$3,984
NT$5,020 total
includes taxes & fees
Sep 28 - Sep 29
Eden House
A pool area with lounge chairs and palm trees.

12. Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,003 reviews)
"Great place for families"
United States
Anthony
The price is NT$8,852
NT$12,100 total
includes taxes & fees
Sep 27 - Sep 28
Santa Maria Suites
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

13. The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,002 reviews)
"We loved the location of this hotel. The breakfast was so good and the staff were really kind."
United States
Forrest
The price is NT$8,893
NT$10,005 total
includes taxes & fees
Oct 14 - Oct 15
The Gardens Hotel
A pool area with lounge chairs, a pool with a depth limit sign, and a building with balconies.

14. Bishop Hotel Key West

Bishop Hotel Key West
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (690 reviews)
"We had a great time! Would stay again!"
United States
Ashley Ann
Bishop Hotel Key West
A large, ornate hotel with a pool, palm trees, and a view of the ocean.

15. Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,000 reviews)
"Beautiful historic property with wonderful and attentive staff. Loved this stay"
United States
yessy
The price is NT$4,419
NT$8,987 total
includes taxes & fees
Oct 18 - Oct 19
Southernmost House - Adult Exclusive
A covered porch with white railings, a ceiling fan, and a table with chairs.

16. The Porch on Frances Inn

The Porch on Frances Inn
4.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (144 reviews)
"Nice cozy hotel close to everything"
United States
Marcos
The price is NT$3,724
NT$5,145 total
includes taxes & fees
Sep 29 - Sep 30
The Porch on Frances Inn
A modern home with a glass door leading to a bedroom and a pool area.

17. Lighthouse Suites Collection

Lighthouse Suites Collection
4.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
"My favorite place now. Won’t stay anywhere else. Lost track of the amount of my Key West stays, but this place has been the the most memorable."
United States
Melissa
Lighthouse Suites Collection
A white picket fence, a sign for Duval Gardens Bed & Breakfast, and a palm tree.

18. Duval Gardens at Southernmost Beach Resort – Adults Only

Duval Gardens at Southernmost Beach Resort – Adults Only
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (924 reviews)
"Great rooms and staff, the breakfast is amazing "
United States
JoAnn
Duval Gardens at Southernmost Beach Resort – Adults Only
A waterfront property with a paved walkway leading to a dock, surrounded by lush greenery and palm trees.

19. Sunset North

Sunset North
4.0 star property
Key West Historic District
Sunset North
A poolside area with lounge chairs, a small table, and a white fence.

20. Eisenhower Retreat

Eisenhower Retreat
4.0 star property
Key West Historic District
Eisenhower Retreat
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Top Key West Historic District Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"From before we arrived we already knew we chose the right place to stay! We had questions about parking our motorcycle on property and there was no hesitation to share information and also connect with us. The staff is great. We are recommending this location and properties to friends and family. Next time we’re in town, 100% this will be the place we stay. Location is great and the property is fun to explore. Thank you all for making our stay memorable!"
Rebecca 2-night trip
Posted 3 hours ago
Winslow's Bungalows - Key West Historic Inns

Frequently asked questions

What are the best 4-star hotels in Key West Historic District?
Relax in the quality and comfort of Winslows Bungalows. This 4-star hotel around Key West Historic District is ranked highly by many Expedia guests and features designer toiletries and a swimming pool. Another sought-after property in or close to this neighborhood is La Concha Key West. A terrace and treatment rooms are a couple of amenities on offer here.
How much does it cost to stay in a 4-star hotel in Key West Historic District?
We can help you quickly track down the perfect 4-star hotel for your trip to Key West Historic District. Use our filter tool to tailor your search by things like price, conveniences and star rating and get access to terrific deals in a couple of clicks.

  • Search for the lowest price from NT$5,020

What's the difference between 5-star and 4-star hotels in Key West Historic District?
Offering a friendly guest experience and upscale décor, 4-star hotels are a wonderful option for your Key West Historic District vacation. These kinds of accommodations generally come with lots of useful amenities that make it easy to unpack and recharge — think large beds, bathrobes, pools and gyms. Or live in the lap of luxury at a 5-star hotel designed to spoil you with high-end perks and amenities. Concierge assistance, complimentary toiletries and world-class dining are typically included at these swanky properties.

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