Uptown - Upper Duval
Key West
Visit Uptown - Upper Duval
Stay near popular Uptown - Upper Duval attractions
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
S$58
per adult
94% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
S$162
per adult
98% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
S$72
per adult
88% of travellers recommend
Key West's All-Inclusive Combo With Jetski, Parasail, Snorkeling & Lunch
S$208
per adult
88% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
S$35
per adult
86% of travellers recommend
Key West Sunset Sail with Live Music, Drinks and Appetizers!
S$125
per adult
92% of travellers recommend
Top hotels in Uptown - Upper Duval
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is S$292 per night from 1 Sept to 2 Sept
S$292
1 Sept - 2 Sept
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (3,507 reviews)
"Nice stay in overall"
Reviewed on 11 Aug, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
Fully refundable
The price is S$312 per night from 3 Sept to 4 Sept
S$312
3 Sept - 4 Sept
includes taxes & fees
Stay at this beach resort in Key West. Enjoy a full-service spa, a private beach and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.6/10 Excellent! (1,013 reviews)
"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."
Reviewed on 11 Aug, 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is S$223 per night from 26 Aug to 27 Aug
S$223
26 Aug - 27 Aug
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools and parking (surcharge). Our guests praise the breakfast and the pool in their reviews. ...
8.6/10 Excellent! (1,377 reviews)
"Old and worn out! Many physical and administrative issues. Also, extreme fees that were unknown until we arrived. We did not save money (as we thought) by using Expedia! Lots of detailed problems I won’t get into now, just don’t book a room at Southwinds in Key West."
Reviewed on 11 Aug, 2026
Douglas House - Adults Only
419 Amelia St Key West FL
The price is S$137 per night from 25 Aug to 26 Aug
S$137
25 Aug - 26 Aug
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free Wi-Fi, daily housekeeping and a garden. Popular attractions Duval Street and Ernest Hemingway Home and Museum ...
9.6/10 Exceptional! (486 reviews)
"The room was large and clean. We liked the additional coffee station by the pool. The room could of uses a few more towels."
Reviewed on 11 Aug, 2026
The Southernmost Inn - Adults Only
525 United Street Key West FL
The price is S$207 per night from 12 Aug to 13 Aug
S$207
12 Aug - 13 Aug
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools and parking (surcharge). Our guests praise the breakfast and the pool in their reviews. ...
8.4/10 Very good! (1,421 reviews)
"Excellent Inn for a quick getaway."
Reviewed on 10 Aug, 2026
Santa Maria Suites
1401 Simonton St Key West FL
The price is S$488 per night from 23 Aug to 24 Aug
S$488
23 Aug - 24 Aug
includes taxes & fees
Stay at this resort in Key West. Enjoy free Wi-Fi, 2 outdoor pools and a fitness centre. Our guests praise the pool and the helpful staff in their reviews. Popular ...
9.6/10 Exceptional! (1,009 reviews)
"The hotel was beautiful, luxurious, well decorated, and clean. The housekeeping did a great job taking care of us & our suite. The desk staff at check in was exceptionally friendly, helpful, & professional. Great location near the beach and walking distance to shopping, restaurants, sites. The pool ..."
Reviewed on 10 Aug, 2026
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.
Check Uptown - Upper Duval hotel availability
Where to stay in Uptown - Upper Duval
Find the best Uptown - Upper Duval areas for the activities you enjoy most.
Old Town Key West
While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.
Downtown Key West
While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.
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.
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.
