Book 4 Star Hotels in Key West Historic District

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Dec 30 - Dec 31
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Featured Key West Historic District 4 Stars Hotels

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Free Cancellation
0.59 mi from Key West Historic District
$345 nightly
The price is $389 total per night
$389 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
Guests of Southernmost Beach Resort and Guesthouses have access to a full-service spa, 3 outdoor pools, and a gym. Self parking is offered for USD 53.75 per day. Multilingual staff at the 24-hour front desk can assist with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this beach hotel include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
0.51 mi from Key West Historic District
$437 nightly
The price is $492 total per night
$492 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Guests of Hyatt Centric Key West Resort and Spa have access to a marina, a full-service spa, and an outdoor pool. Self parking is offered for USD 40 per day. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, dry cleaning/laundry, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a 24-hour gym, free WiFi in public areas, and a business center.
Pool
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
Free Cancellation
Reserve now, pay when you stay
0.78 mi from Key West Historic District
$477 nightly
The price is $537 total per night
$537 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton features a private beach, a full-service spa, and 2 outdoor pools. Valet parking is offered for USD 50 per day. The front desk has multilingual staff on hand 24/7 to help with luggage storage, dry cleaning/laundry, and concierge services. Other amenities at this beach resort include a gym, free WiFi in public areas, and conference space.
On private beach
Pool
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
Free Cancellation
Reserve now, pay when you stay
0.59 mi from Key West Historic District
$507 nightly
The price is $570 total per night
$570 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Guests of Pier House Resort & Spa have access to a private beach, a full-service spa, and an outdoor pool. Self parking is available for USD 40 per day. The 24-hour front desk has multilingual staff ready to assist with concierge services and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a gym, a hot tub, and meeting rooms.
On private beach
Pool
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St Key West FL
Free Cancellation
Reserve now, pay when you stay
0.3 mi from Key West Historic District
$344 nightly
The price is $387 total per night
$387 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Guests of La Concha Key West, Autograph Collection have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. Valet parking is available for USD 45 per night. The front desk has multilingual staff standing by 24 hours a day to assist with concierge services and luggage storage. Additional amenities include meeting rooms, conference space, and express check-out.
Pool
Pet friendly
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue Key West FL
Free Cancellation
Reserve now, pay when you stay
0.24 mi from Key West Historic District
$404 nightly
The price is $455 total per night
$455 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
Guests of Winslow's Bungalows - Key West Historic Inns enjoy features like 3 outdoor pools, free WiFi in public areas, and coffee in a common area. Self parking is available for USD 30 per day. Front-desk staff can assist with concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a microwave in a common area, a water dispenser, and a garden.
Pool
Breakfast included
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
200 William Street Key West FL
Free Cancellation
Reserve now, pay when you stay
0.38 mi from Key West Historic District
$438 nightly
The price is $492 total per night
$492 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
Guests staying at The Marker Key West Harbor Resort enjoy access to 3 outdoor pools, a gym, and free WiFi in public areas. Self parking is available for USD 47.30 per day. The 24-hour front desk has staff standing by to help with luggage storage, tours or tickets, and dry cleaning/laundry. Additional amenities include a 24-hour business center, a meeting room, and a banquet hall.
Pool
Pet friendly
NYAH Key West - Adults Only

NYAH Key West - Adults Only

3 out of 5
420 Margaret Street Key West FL
Free Cancellation
Reserve now, pay when you stay
0.21 mi from Key West Historic District
$236 nightly
The price is $266 total per night
$266 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
3 outdoor pools, a rooftop terrace, and a hot tub are featured at NYAH Key West - Adults Only. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and concierge services. Other amenities at this adults-only guesthouse include coffee/tea in a common area, a terrace, and a water dispenser.
Pool
Hot Tub
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
Free Cancellation
Reserve now, pay when you stay
0.65 mi from Key West Historic District
$381 nightly
The price is $428 total per night
$428 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
Guests of The Reach Key West, Curio Collection by Hilton have access to a private beach, a full-service spa, and an outdoor pool. Valet parking is offered for USD 50 per day. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, luggage storage, and tours or tickets. Other amenities at this beach resort include a gym, WiFi in public areas, and meeting rooms.
On private beach
Pool
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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.

Find 4 star hotels in Key West Historic District

A good hotel meets your expectations, but a great hotel exceeds them. A true 4 star hotel definition includes things like big, comfy beds, stylish décor and friendly service. At Orbitz, we understand that your choice in hotel can make or break an experience, and we are here to help you find the best 4 star hotels for your time in Key West Historic District. 

What's the difference between a 4 and 5 star hotel?
The difference comes down to level of luxury. While 4 star hotels offer excellent service and quality products, most 5 star hotels will feature complimentary services that go above and beyond, like gourmet dining, luxury spa experiences and poolside service. With 4 star hotels, you’ll find the most comfort without splurging on extras you may not need.

What should I look for in a 4 star hotel?
Key West Historic District 4 star hotels are likely to include things like:

  • Pool and fitness center
  • Valet parking
  • Room service
  • Dedicated concierge
  • Pillow top mattresses
  • Minibar
  • Bathrobes and bath products
  • Artwork

How do I find the best 4 star hotel?
Orbitz makes finding the best 4 star hotel in Key West Historic District simple:

  • Pick your price: You’ll find room rates ranging from $266 to $570
  • Get the best quality: 4 star hotels in Key West Historic District have an average rating of 0.0
  • Read the reviews: Read through reviews to help you choose the hotel that has everything you want

Key West Historic District hotels essential information

Accommodation
1,767 hotels
Lowest Price
$266
Highest Price
$570
Popular hotels
Southernmost Beach Resort and Guesthouses, Hyatt Centric Key West Resort and Spa, Casa Marina Key West, Curio Collection by Hilton, Pier House Resort & Spa, La Concha Key West, Autograph Collection, Winslow's Bungalows - Key West Historic Inns, The Marker Key West Harbor Resort, NYAH Key West - Adults Only, The Reach Key West, Curio Collection by Hilton

Recent Reviews

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

5/5 Excellent
"Clean room, quiet location, excellent staff. Breakfast and amenities were great!"
A verified traveler stayed at Winslow's Bungalows - Key West Historic Inns
Posted 3 days ago
Winslow's Bungalows - Key West Historic Inns

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