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Find hotels in Uptown - Upper Duval, 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, (2963)
"Wonderful stay!"
United States
Elisa
The price is NT$10,566
NT$14,182 total
includes taxes & fees
Jan 14 - 2026/1/15
Southernmost Beach Resort and Guesthouses

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Uptown - Upper Duval
8.2 out of 10, Very Good, (1229)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is NT$8,441
NT$10,909 total
includes taxes & fees
Jan 6 - 2026/1/7
The Southernmost Inn - Adults Only

Southwinds Motel

Southwinds Motel
2.0 star property
Uptown - Upper Duval
8.8 out of 10, Excellent, (1252)
"Perfect little place, great location! "
United States
Hailey
The price is NT$7,884
NT$9,928 total
includes taxes & fees
Jan 5 - 2026/1/6
Southwinds Motel

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 NT$10,654
NT$11,986 total
includes taxes & fees
Jan 7 - 2026/1/8
Orchid Key Inn - Adults Only

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, (1002)
"Great hotel, great beach, had a really good stay."
United States
Cristian Mihai
The price is NT$10,267
NT$13,434 total
includes taxes & fees
Jan 13 - 2026/1/14
The Reach Key West, Curio Collection by Hilton

Southernmost House

Southernmost House
4.0 star property
Uptown - Upper Duval
9.4 out of 10, Exceptional, (1002)
"Great place to stay. Staff was very friendly"
United States
Jacob
The price is NT$11,523
NT$15,876 total
includes taxes & fees
Jan 14 - 2026/1/15
Southernmost House

Douglas House

Douglas House
3.0 star property
Uptown - Upper Duval
9.6 out of 10, Exceptional, (239)
"Great location and the room was clean. The bed was also very comfortable. I would stay there again. "
United States
Diana
The price is NT$7,669
NT$9,491 total
includes taxes & fees
Jan 13 - 2026/1/14
Douglas 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 NT$15,659
NT$19,735 total
includes taxes & fees
Jan 4 - 2026/1/5
H2O Suites - Adults Only

Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Uptown - Upper Duval
8.2 out of 10, Very Good, (599)
"Love staying at Mona Kai, peaceful, on the quiet end of Duval St"
United States
Donna
Kona Kai Oasis

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 NT$15,973
NT$20,088 total
includes taxes & fees
Jan 7 - 2026/1/8
Santa Maria Suites

Sea Breeze by Brightwild Off-street Parking

Sea Breeze by Brightwild Off-street Parking
2.0 star property
Uptown - Upper Duval
The price is NT$15,136
NT$27,132 total
includes taxes & fees
Jan 5 - 2026/1/6
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, (1217)
"Excellent location, clean rooms, great staff"
United States
Vikas
The price is NT$6,108
NT$8,672 total
includes taxes & fees
Jan 19 - 2026/1/20
Parrot Key Hotel & Villas

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town, 4.3 km from Uptown - Upper Duval
8.8 out of 10, Excellent, (1695)
"Enjoyed stay, friendly staff and good shuttle bus"
United States
Abdul
The price is NT$12,112
NT$15,904 total
includes taxes & fees
Jan 27 - 2026/1/28
Havana Cabana at Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
4.8 km from Uptown - Upper Duval
9.0 out of 10, Wonderful, (1292)
"Wonderful stay"
United States
Lindsey
The price is NT$9,857
NT$11,089 total
includes taxes & fees
Jan 14 - 2026/1/15
Hampton Inn Key West FL

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
2.5 km from Uptown - Upper Duval
8.8 out of 10, Excellent, (1788)
"Great place! I really enjoyed my time in this establishment."
United States
Elijah
The price is NT$11,297
NT$14,743 total
includes taxes & fees
Jan 14 - 2026/1/15
Margaritaville Beach House Key West

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
5.1 km from Uptown - Upper Duval
8.6 out of 10, Excellent, (1853)
"Great location"
United States
Lisa
The price is NT$7,525
NT$10,054 total
includes taxes & fees
Jan 7 - 2026/1/8
Beachside Resort & Residences

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, (1011)
"Location, swimming pool, hot tub and the awesome patio that the room had"
United States
Anshul
The price is NT$13,320
NT$16,398 total
includes taxes & fees
Jan 21 - 2026/1/22
Hyatt Vacation Club at Beach House, Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
4.9 km from Uptown - Upper Duval
8.2 out of 10, Very Good, (1006)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is NT$7,766
NT$9,796 total
includes taxes & fees
Jan 4 - 2026/1/5
DoubleTree Resort by Hilton Grand Key - Key West

Silver Palms Inn

Silver Palms Inn
3.5 star property
Old Town Key West, 0.6 km from Uptown - Upper Duval
9.4 out of 10, Exceptional, (1010)
"Very friendly staff, directly in City Center. "
Germany
Philip
The price is NT$7,597
NT$10,665 total
includes taxes & fees
Jan 19 - 2026/1/20
Silver Palms Inn
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

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

Key West Historic District

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

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.
Where can I learn more about changing or cancelling my trip to Uptown - Upper Duval?
To find more details about updating your trip to Uptown - Upper Duval or cancelling it, click here.
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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