Uptown - Upper Duval, FL
Key West
Visit Uptown - Upper Duval
Stay near popular Uptown - Upper Duval attractions
Things to do
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
94% of travellers recommend
Miami to Key West Day Trip with Activity Options
$39
per adult
84% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
$69
per adult
88% of travellers recommend
Uptown - Upper Duval Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$210 nightly
The price is $237 total per night from Sep 15 to Sep 16
$237 total
Sep 15 - Sep 16
Total with taxes and fees
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (3,587 reviews)
"Had a wonderful time. Helpful and friendly staff. Very convenient. Deli store and moped / golf cart rental across the street."
Reviewed on Sep 8, 2026
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
$244 nightly
The price is $274 total per night from Sep 22 to Sep 23
$274 total
Sep 22 - Sep 23
Total with taxes and fees
Book a 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 ...
8.6/10 Excellent! (1,017 reviews)
"Would be helpful if the staff were friendly."
Reviewed on Sep 7, 2026
Southwinds Motel
1321 Simonton Street Key West FL
$155 nightly
The price is $174 total per night from Sep 9 to Sep 10
$174 total
Sep 9 - Sep 10
Total with taxes and 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 our reviews. ...
8.6/10 Excellent! (1,378 reviews)
"Small motel, not fancy. The room was clean and nice off street parking but charged $20 day to park on the premises. The breakfast was good."
Reviewed on Sep 8, 2026
Douglas House - Adults Only
419 Amelia St Key West FL
$148 nightly
The price is $166 total per night from Sep 29 to Sep 30
$166 total
Sep 29 - Sep 30
Total with taxes and fees
Stay at this guesthouse in Key West. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions Duval Street and Ernest Hemingway Home and Museum ...
9.6/10 Exceptional! (521 reviews)
"Great spot right off Duval. Pool was nice with coffee, tea, and juices available 24x7. Jen at the front desk was awesome, Hanzi was there the last day and was also helpful. Only thing that was a little annoying was the keypads. By the end of the weekend, we had it down 😁"
Reviewed on Sep 8, 2026
The Southernmost Inn - Adults Only
525 United Street Key West FL
$116 nightly
The price is $130 total per night from Sep 9 to Sep 10
$130 total
Sep 9 - Sep 10
Total with taxes and 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 our reviews. ...
Santa Maria Suites
1401 Simonton St Key West FL
$339 nightly
The price is $381 total per night from Sep 13 to Sep 14
$381 total
Sep 13 - Sep 14
Total with taxes and fees
Stay at this resort in Key West. Enjoy free WiFi, 2 outdoor pools, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (1,002 reviews)
"We have stayed at the Santa Maria suites several times. We enjoy the facilities, two bedroom two bath units with full kitchens are fantastic. They do need to rehab the cabinets though and maybe a few other upgrades."
Reviewed on Sep 7, 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 and neighborhoods for the activities you enjoy most. Learn more about Uptown - Upper Duval
Learn more about Uptown - Upper Duval
Old Town Key West
If you're spending some time in Old Town Key West, Duval Street and Florida Keys Beaches are top sights worth seeing.
Downtown Key West
If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.
Key West Historic District
Travelers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to make a stop by Duval Street and Florida Keys Beaches.
New Town
Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery.
Uptown - Upper Duval, FL
Explore a world of travel with Expedia
- Adults Only Resorts & in Key West
- B&B in Key West
- Key West Hotels
- Beach Hotels in Key West
- Cheap Hotels in Key West
- Houseboats in Key West
- Key West Historic District Hotels
- Resorts in Key West
- Oceanfront Hotels in Key West
- Pet-Friendly Hotels in Key West
- Romantic Hotels in Key West
- Hotels near Duval Street
- Family Hotels in Key West
- All-Inclusive Resorts in Key West
- Condo Rentals in Key West
- Flights from Kansas City (MCI) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Sarasota (SRQ) to Key West (EYW)
- Flights from Fort Myers (RSW) to Key West (EYW)
- Flights from Denver (DEN) to Key West (EYW)
- Flights from Houston (IAH) to Key West (EYW)
- Flights from Cleveland (CLE) to Key West (EYW)
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from Newark Liberty Intl. Airport (EWR) to Key West (EYW)
- Flights from Indianapolis (IND) to Key West (EYW)
- Flights from Jacksonville (JAX) to Key West (EYW)
- Flights from West Palm Beach (PBI) to Key West (EYW)
- Flights from St. Louis (STL) to Key West (EYW)
- Flights from Hartford (BDL) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from Washington (IAD) to Key West (EYW)
- Flights from Minneapolis (MSP) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights from Naples (APF) to Key West (EYW)
- Flights from Philadelphia (PHL) to Key West (EYW)
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from Grand Rapids (GRR) to Key West (EYW)
- Flights from Los Angeles (LAX) to Key West (EYW)
- Flights from Fort Lauderdale (FLL) to Key West (EYW)
- Flights from Pittsburgh (PIT) to Key West (EYW)
- Flights from Washington (DCA) to Key West (EYW)
- Flights from Atlanta (ATL) to Key West (EYW)
- Flights from Richmond (RIC) to Key West (EYW)
- Flights from Cincinnati (CVG) to Key West (EYW)
- Flights from Buffalo (BUF) to Key West (EYW)
- Flights from Miami (MIA) to Key West (EYW)
- Flights from Raleigh (RDU) to Key West (EYW)
- Flights to Key West
- Flights from Charlotte (CLT) to Key West (EYW)
- Flights from Dallas (DFW) to Key West (EYW)
- Flights from Columbus (CMH) to Key West (EYW)
- Flights from Nashville (BNA) to Key West (EYW)
- Flights from Key West Intl.
- Flights from Louisville (SDF) to Key West (EYW)
- Flights from Boston (BOS) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights from Pensacola (PNS) to Key West (EYW)
- Flights from Charleston (CHS) to Key West (EYW)
- Flights from Providence (PVD) to Key West (EYW)
- Flights from Baltimore (BWI) to Key West (EYW)
- Visit Geiger Key
- Visit Boca Chica Key
- Visit Historic Seaport
- Visit Sunset Key
- Visit Old Town Key West
- Visit Summerland Key
- All inclusive Vacation Packages Key West
- Visit Big Pine Key
- Ernest Hemingway Home and Museum
- Visit Lower Keys
- Visit Cudjoe Key
- Smathers Beach
- Visit Little Torch Key
- Visit Truman Annex
- Visit Ramrod Key
- Visit Lower Florida Keys
- Visit Sugarloaf Shores
- Key West Vacations
- Key West Historic District Vacations
- Visit Big Torch Key
- Visit Raccoon Key
- Visit Bahama Village
- Clarence S. Higgs Memorial Beach Park
- Visit Cow Key
- Visit Eden Pines
- Visit Monroe County
- Visit Downtown Key West
- Visit Melody Key
- Visit Key West
- Visit Key West Historic District
- Visit Dredgers Key
- Visit New Town
- Visit Fleming Key
- Visit Stock Island
- Visit Sugarloaf Key
- Visit Rockland Key
