The Best Hotels in Uptown - Upper Duval, Key West - 2026 Updated Prices

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Compare popular hotels in Uptown - Upper Duval

Property	Property class	Guest rating
Douglas House - Adults Only	3.0 star property	9.6 Exceptional 486 reviews	View
Orchid Key Inn - Adults Only	3.5 star property	9.8 Exceptional 1,008 reviews	View
H2O Suites - Adults Only	3.5 star property	9.8 Exceptional 636 reviews	View
Santa Maria Suites	4.0 star property	9.6 Exceptional 1,009 reviews	View
Southernmost House - Adult Exclusive	4.0 star property	9.4 Exceptional 1,003 reviews	View

Where to stay in Uptown - Upper Duval

Find the best Uptown - Upper Duval areas for the activities you enjoy most. Learn more about Uptown - Upper Duval

A white lighthouse with a small adjacent building, surrounded by lush green trees and a clear blue sky.

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

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A sunset over a coastal landscape with a small island surrounded by water.

Stock Island

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A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

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

Key West Historic District

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Florida Keys Beaches.

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A row of pastel-colored houses with white railings and a clear blue sky.

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.

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Top Uptown - Upper Duval Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"thoroughly enjoyed our stay"

The Reach Key West, Curio Collection by Hilton

10/10 Excellent

"The room was very clean and updated. We loved the pool staff! Stephanie was amazing! We had a great view of the ocean and pool. Close to Duval Street. Breakfast/Brunch menu was good, but limited I wish we had more choices. I would definitely go back again."

Orchid Key Inn - Adults Only

10/10 Excellent

"Spectacular experience from start to finish! My wife and I loved everything about this hotel. The room was impeccable, the staff warm and attentive, and the location couldn’t be better. I must confess, I was skeptical about the Adults Only concept, but I’ve learned that it’s the way to go for a truly relaxing couples getaway. Highly recommend it, and we’re already planning our return, this time for a longer stay… and once again, without kids ;)"

Frequently asked questions

What is Uptown - Upper Duval like?

Travellers will be sure to find plenty to entertain them in Key West's Uptown - Upper Duval neighbourhood. Experience the best of Uptown - Upper Duval with a visit to Duval Street and Florida Keys Beaches during your trip.

Where is the best place to stay in Uptown - Upper Duval?

Based on our traveller data, Southernmost Beach Resort and Guesthouses is one of the top choices for your stay in Uptown - Upper Duval. This hotel is steps from South Beach, and offers 3 outdoor pools and a full-service spa. Other good choices for your stay in the neighbourhood include The Reach Key West, Curio Collection by Hilton and Southwinds Motel.

How many hotels will I find in the Uptown - Upper Duval area?

If you're searching for places to stay in Key West, Expedia has something to meet your needs with 241 Uptown - Upper Duval hotels and other accommodation options to choose from.

If I need to cancel my hotel reservation in Uptown - Upper Duval, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of your booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to view the top deals on offer in Uptown - Upper Duval.

What are the top things to see and do in Uptown - Upper Duval?

Florida Keys Beaches, South Beach and Simonton Beach are great spots if you want to spend some time by the water during your stay in Uptown - Upper Duval. You could also plan a visit to Duval Street or Key West Butterfly and Nature Conservatory while you're in the neighbourhood. A few places to visit in the area around Uptown - Upper Duval include City Zoo Gallery, Southernmost Point and MLK Community Pool & Community Center. While you're out sightseeing in Key West, make sure that you visit other sights such as Tennessee Williams Key West Exhibit or Key West Lighthouse and Keeper's Quarters Museum.

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Our top choices for Uptown - Upper Duval hotels

1. Santa Maria Suites

2. The Southernmost Inn - Adults Only

3. Southwinds Motel

4. Southernmost Beach Resort and Guesthouses

5. Douglas House - Adults Only

6. Orchid Key Inn - Adults Only

7. Kona Kai Oasis

8. The Reach Key West, Curio Collection by Hilton

9. Southernmost House - Adult Exclusive

10. H2O Suites - Adults Only

11. Sea Breeze by Brightwild Off-street Parking

12. Keys Please by Brightwild Pool Steps to Duval

13. Silver Palms Inn & Historic Homes

14. Almond Tree Inn Hotel - Adults Only

15. Lighthouse Hotel - Key West Historic Inns

16. Tranquility Guest House

17. Opal Key Resort & Marina, Key West

18. Winslow's Bungalows - Key West Historic Inns

19. Paradise Inn Key West - Adults Only

20. Duval House

Compare popular hotels in Uptown - Upper Duval

Where to stay in Uptown - Upper Duval

Old Town Key West

Stock Island

Downtown Key West

Key West Historic District

New Town

Top Uptown - Upper Duval Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Frequently asked questions

Explore a world of travel with Expedia