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

A sunset over the ocean with scattered clouds.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Compare popular hotels in Uptown - Upper Duval

Property	Property class	Guest rating
Douglas House - Adults Only	3.0 star property	9.8 Exceptional 560 reviews	View
H2O Suites - Adults Only	3.5 star property	9.8 Exceptional 668 reviews	View
Orchid Key Inn - Adults Only	3.5 star property	9.8 Exceptional 1,000 reviews	View
Santa Maria Suites	4.0 star property	9.6 Exceptional 1,001 reviews	View
Southernmost House - Adult Exclusive	4.0 star property	9.4 Exceptional 1,002 reviews	View

Hotels recommended for families in Uptown - Upper Duval

An outdoor bar area with wooden tables and blue stools, a bar counter, and a sign that reads "Liqour Store".

Southwinds Motel

Old Town Key West

Rp3.427.383 total

includes taxes & fees

26 Oct - 27 Oct

Where to stay in Uptown - Upper Duval

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

A large red brick building with arched windows and a prominent entrance.

Old Town Key West

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

See properties

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

Stock Island

See properties

The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

Downtown Key West

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

See properties

A white lighthouse surrounded by lush greenery and a white picket fence.

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.

See properties

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 Fort East Martello Museum and Gallery.

See properties

Top Uptown - Upper Duval Hotel Reviews

Blue Flamingo Resort Key West

10/10 Excellent

"It was my first time to Key West with friends and we didnt know where to stay but we are glad we choose the Blue Flamingo. We had a late arrival from Miami and checked in about 130am which was quick and easy. Our room was clean, comfy beds, great AC 👌 since we were exhausted from traveling. We stayed 3 nights and enjoyed the pool. This location had security on-site for the parking lot also. We felt safe at night. I liked the scent of the front lobby. We didnt get a chance to enjoy any of the restaurants on property. We have no complaints and I would return."

Havana Cabana at Key West

10/10 Excellent

"My boyfriend and I went to this resort as part of his birthday plans and we had a great time. The resort’s theme was nice, music was a vibe (Latin), and everything was very clean. The food truck they have by the pool was a great spot to hit for breakfast and lunch as for convenience (can be a pricey, like the bars). We went to Duval street at night and got practically the same drinks (margs) for literally half the price. We had a great time during the day lounging by the pool - the water can be cold, but there’s a steamy hot tub too. It wasn’t too packed (could be because it was October). We had parking right in front of our room where we stayed. A fire alarm did go off at 3 am and woke us up out of our sleep and dragged us outside. I overhead a man saying this happens almost nightly, but we did not have it happen to us on night 2/2 of our stay. Hotel is at a great spot, next to Publix and some other stores, and across the water which has a great view and boardwalk. The free shuttle to and from the city was amazing, but it does end at 10:30 pm, so if you like to party late you’ll probably have to catch a paid driver back. Pet friendly and they had treats for the doggie in the lobby! Overall, we had a great stay and I’d come back!"

Douglas House - Adults Only

8/10 Good

"Loved staying at Douglas House, very nice property, and quiet. The room was nice, had great amenities, however the shower in the room I stayed in was rotting and rusted in all corners, and no water pressure at bathroom faucet. Hopefully maintenance can take care of the issue in shower and bathroom faucet."

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 a short 1-minute walk from Duval Street, and it offers 3 outdoor pools and a full-service spa. Other good choices for your stay in the neighbourhood include Southwinds Motel and The Reach Key West, Curio Collection by Hilton.

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 243 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 Tennessee Williams Key West Exhibit. While you're out sightseeing in Key West, make sure that you visit other sights such as Key West Lighthouse and Keeper's Quarters Museum or Ernest Hemingway Home and Museum.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Uptown - Upper Duval on Expedia.com

Search Hotels in Uptown - Upper Duval, Key West

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Uptown - Upper Duval hotels

1. H2O Suites - Adults Only

2. The Reach Key West, Curio Collection by Hilton

3. Douglas House - Adults Only

4. Orchid Key Inn - Adults Only

5. Southernmost Beach Resort and Guesthouses

6. Santa Maria Suites

7. Southwinds Motel

8. The Southernmost Inn - Adults Only

9. Southernmost House - Adult Exclusive

10. Kona Kai Oasis

11. Duval Gardens - Adults Only

12. Sea Breeze by Brightwild Off-street Parking

13. Keys Please by Brightwild Pool Steps to Duval

14. Almond Tree Inn Hotel - Adults Only

15. Alexander Palms Court

16. The Conch House Heritage Inn

17. Margaritaville Beach House Key West

18. Tropical Inn

19. Duval House

20. Silver Palms Inn & Historic Homes

Compare popular hotels in Uptown - Upper Duval

Hotels recommended for families in Uptown - Upper Duval

Southwinds Motel

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

Blue Flamingo Resort Key West

Frequently asked questions

Explore a world of travel with Expedia