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

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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 room with a view of the beach and ocean, a bed with a white and blue blanket, and a small table with a potted plant.

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, (3,606 reviews)
"Excellent place to stay!!!"
United States
Deaenna
The price is ￥25,081
￥39,689 total
includes taxes & fees
Sep 28 - Sep 29
Southernmost Beach Resort and Guesthouses
A hotel with a swimming pool, balconies, and a view of the sea.

2. 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, (1,004 reviews)
"Excellent place to stay it keys west"
United States
yendy
The price is ￥34,984
￥50,299 total
includes taxes & fees
Sep 28 - Sep 29
Hyatt Centric Key West Resort and Spa
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

3. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,334 reviews)
"Great stay great location"
United States
Mark
The price is ￥34,684
￥49,961 total
includes taxes & fees
Sep 28 - Sep 29
Pier House Resort & 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, (480 reviews)
"Very clean, nice staff and walkable to everywhere"
United States
Fatima
The price is ￥29,650
￥38,652 total
includes taxes & fees
Sep 23 - Sep 24
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, (930 reviews)
"Beautiful property very well maintained and staff was great. Will definitely go again and recommend this."
United States
Ronald
The price is ￥32,359
￥47,022 total
includes taxes & fees
Sep 29 - Sep 30
Casa Marina Key West, Curio Collection by Hilton
A hotel with a covered entrance, multiple balconies, and palm trees.

6. 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, (1,199 reviews)
"Staff and food were great!"
United States
Susan
The price is ￥40,632
￥51,890 total
includes taxes & fees
Sep 23 - Sep 24
Opal Key Resort & Marina, Key West
A two-story building with a covered entrance, palm trees, and a bench outside.

7. 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, (1,424 reviews)
"Nice rooms, nice pools, good breakfast"
United States
Michael
The price is ￥27,297
￥38,653 total
includes taxes & fees
Oct 6 - Oct 7
Winslow's Bungalows - Key West Historic Inns
A beach with a wooden pier, palm trees, and beach umbrellas.

8. 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, (1,029 reviews)
"Great hotel and location"
United States
Darlene
The price is ￥27,870
￥41,942 total
includes taxes & fees
Sep 29 - Sep 30
The Reach Key West, Curio Collection by Hilton
A pool area with lounge chairs and a cabana.

9. 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, (1,004 reviews)
"Beautiful place to stay and convenient for Duval."
United States
Brian
The price is ￥38,538
￥55,535 total
includes taxes & fees
Oct 11 - Oct 12
Ocean Key Resort - A Noble House Resort
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, (1,015 reviews)
"Beautiful stay"
United States
Joelle
The price is ￥29,661
￥43,252 total
includes taxes & fees
Sep 28 - Sep 29
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, (1,002 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 ￥19,753
￥24,888 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, (1,002 reviews)
"Great place for families"
United States
Anthony
The price is ￥43,770
￥59,830 total
includes taxes & fees
Sep 23 - Sep 24
Santa Maria Suites
A pool area with lounge chairs, a pool with a depth limit sign, and a building with balconies.

13. Bishop Hotel Key West

Bishop Hotel Key West
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (687 reviews)
"We had a great time! Would stay again!"
United States
Ashley Ann
Bishop Hotel Key West
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

14. The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,003 reviews)
"Absolutely gorgeous property and the staff was excellent."
United States
Robert
The price is ￥35,151
￥39,544 total
includes taxes & fees
Sep 30 - Oct 1
The Gardens Hotel
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, (1,004 reviews)
"Beautiful historic property with wonderful and attentive staff. Loved this stay"
United States
yessy
The price is ￥22,426
￥45,086 total
includes taxes & fees
Sep 24 - Sep 25
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 ￥18,355
￥25,356 total
includes taxes & fees
Sep 23 - Sep 24
The Porch on Frances Inn
A white picket fence, a sign for Duval Gardens Bed & Breakfast, and a palm tree.

17. 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 modern home with a glass door leading to a bedroom and a pool area.

18. 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 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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"A little annoyed at the gate that got locked (leading us to our room), and that the gate was not repaired during our stay, but that was the only real issue out of the entire stay."
Nicholas James 6-night trip
Posted 6 hours ago
Southernmost Beach Resort and Guesthouses

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 ￥24,888

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.