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Uptown - Upper Duval Hotels near Key West

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Our top choices for Uptown - Upper Duval hotels

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Uptown - Upper Duval
8.8 out of 10, Excellent, (2954)
"Wonderful stay!"
United States
Elisa
The price is P17,346
P23,810 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Southernmost Beach Resort and Guesthouses

Southwinds Motel

Southwinds Motel
2.0 star property
Uptown - Upper Duval
8.8 out of 10, Excellent, (1244)
"Perfect little place, great location! "
United States
Hailey
The price is P14,759
P18,587 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Southwinds Motel

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Uptown - Upper Duval
8.2 out of 10, Very Good, (1223)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is P14,559
P19,022 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Southernmost Inn - Adults Only

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Uptown - Upper Duval
9.8 out of 10, Exceptional, (1001)
"Staff awesome, good breakfast great location"
United States
Carin helen
The price is P22,820
P25,673 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Orchid Key Inn - Adults Only

Douglas House

Douglas House
3.0 star property
Uptown - Upper Duval
9.6 out of 10, Exceptional, (237)
"Excellent spot, I definitely recommended"
United States
Paul
The price is P14,357
P17,767 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Douglas House

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Uptown - Upper Duval
8.6 out of 10, Excellent, (1001)
"Great hotel, great beach, had a really good stay."
United States
Cristian Mihai
The price is P19,221
P25,148 total
includes taxes & fees
Jan 13 - Jan 14, 2026
The Reach Key West, Curio Collection by Hilton

Santa Maria Suites

Santa Maria Suites
4.0 star property
Uptown - Upper Duval
9.6 out of 10, Exceptional, (1001)
"Awesome place we loved it"
United States
Josh
The price is P29,902
P37,605 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Santa Maria Suites

Southernmost House

Southernmost House
4.0 star property
Uptown - Upper Duval
9.4 out of 10, Exceptional, (1001)
"Great place to stay. Staff was very friendly"
United States
Jacob
The price is P21,572
P29,721 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Southernmost House

H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Uptown - Upper Duval
9.8 out of 10, Exceptional, (582)
"Great place!!"
United States
Joel
The price is P29,315
P36,945 total
includes taxes & fees
Jan 4 - Jan 5, 2026
H2O Suites - Adults Only

Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Uptown - Upper Duval
8.2 out of 10, Very Good, (597)
"Love staying at Mona Kai, peaceful, on the quiet end of Duval St"
United States
Donna
Kona Kai Oasis

Sea Breeze by Brightwild Off-street Parking

Sea Breeze by Brightwild Off-street Parking
2.0 star property
Uptown - Upper Duval
The price is P28,474
P50,948 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Sea Breeze by Brightwild Off-street Parking

Keys Please by Brightwild Pool Steps to Duval

Keys Please by Brightwild Pool Steps to Duval
2.0 star property
Uptown - Upper Duval
Keys Please by Brightwild Pool Steps to Duval

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort, 3.1 km from Uptown - Upper Duval
9.0 out of 10, Wonderful, (1219)
"Great location - nice pools - excellent staff"
United States
Gary
The price is P11,934
P16,797 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Parrot Key Hotel & Villas

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Historic Seaport, 1.2 km from Uptown - Upper Duval
8.0 out of 10, Very Good, (1001)
"Property was a good value and convenient to area restaurants/bars"
United States
Lesley
NYAH Key West - Adults Only

The Laureate Key West

The Laureate Key West
3.5 star property
New Town, 4.5 km from Uptown - Upper Duval
9.0 out of 10, Wonderful, (1003)
"Nice place to stay!"
Canada
Baohua
The price is P15,215
P18,770 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The Laureate Key West

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island, 7.1 km from Uptown - Upper Duval
8.8 out of 10, Excellent, (1761)
"The place is great!"
United States
Anna
The price is P13,941
P19,277 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Oceans Edge Key West Resort, Hotel & Marina

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
25.7 km from Uptown - Upper Duval
8.2 out of 10, Very Good, (1004)
"Great place to stary. Staff was very nice."
United States
norka
The price is P11,691
P13,152 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sugar Loaf Lodge

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town, 4.9 km from Uptown - Upper Duval
8.0 out of 10, Very Good, (1803)
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is P13,694
P18,710 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Blue Flamingo Resort Key West

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town, 2.5 km from Uptown - Upper Duval
7.8 out of 10, Good, (1180)
"Good rooms and nice breakfast "
United States
Arun
The price is P12,924
P16,192 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Fairfield Inn and Suites by Marriott Key West

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
5.3 km from Uptown - Upper Duval
9.4 out of 10, Exceptional, (1007)
"Location, swimming pool, hot tub and the awesome patio that the room had"
United States
Anshul
The price is P23,919
P29,552 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Hyatt Vacation Club at Beach House, Key West
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.

Where to stay in Uptown - Upper Duval

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

Old Town Key West

If you're spending some time in Old Town 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 Key West Cemetery.

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.

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Regal Key West and Smathers Beach.

Historic Seaport

While visiting Historic Seaport, you might make a stop by sights like Duval Street and Key West Historic Seaport.

Top Uptown - Upper Duval Hotel Reviews

Frequently asked questions

What is Uptown - Upper Duval like?
Travelers will be sure to find plenty to entertain them in Key West's Uptown - Upper Duval neighborhood. Looking for sights you might find in a travel guide about Uptown - Upper Duval? Consider a visit to Duval Street while you're in the neighborhood.
Where is the best place to stay in Uptown - Upper Duval?
Based on Expedia customer reviews, Orchid Key Inn - Adults Only is the highest ranked property in Uptown - Upper Duval. This hotel is steps from Ernest Hemingway Home and Museum, and offers free breakfast and an outdoor pool. Other top choices in the neighborhood include Santa Maria Suites and H2O Suites - Adults Only.
How many hotels should I expect to 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 248 Uptown - Upper Duval hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Uptown - Upper Duval, will I receive a refund?
Yes, the majority of hotel bookings are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within a 24-hour period of your booking. Enter dates in and click on "Search", then filter by "fully refundable" to review the best options available in Uptown - Upper Duval.
What are the top things to see and do in Uptown - Upper Duval?
South Beach, Florida Keys Beaches, 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 neighborhood. 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, be sure to visit other sights like Tennessee Williams Key West Exhibit or Key West Lighthouse and Keeper's Quarters Museum.

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