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Uptown - Upper Duval Hotels, 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, (2950)
"Wonderful stay!"
United States
Elisa
The price is NZ$694
includes taxes & fees
13 Jan - 14 Jan 2026
Southernmost Beach Resort and Guesthouses

Southwinds Motel

Southwinds Motel
2.0 star property
Uptown - Upper Duval
8.8 out of 10, Excellent, (1242)
"Perfect little place, great location! "
United States
Hailey
The price is NZ$542
includes taxes & fees
5 Jan - 6 Jan 2026
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, (1003)
"Staff awesome, good breakfast great location"
United States
Carin helen
The price is NZ$748
includes taxes & fees
6 Jan - 7 Jan 2026
Orchid Key Inn - Adults Only

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Uptown - Upper Duval
8.4 out of 10, Very good, (1217)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is NZ$692
includes taxes & fees
12 Jan - 13 Jan 2026
The Southernmost 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, (1000)
"Great hotel, great beach, had a really good stay."
United States
Cristian Mihai
The price is NZ$733
includes taxes & fees
13 Jan - 14 Jan 2026
The Reach Key West, Curio Collection by Hilton

Douglas House

Douglas House
3.0 star property
Uptown - Upper Duval
9.6 out of 10, Exceptional, (235)
"Excellent spot, I definitely recommended"
United States
Paul
The price is NZ$420
includes taxes & fees
6 Jan - 7 Jan 2026
Douglas House

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 NZ$1,112
includes taxes & fees
4 Jan - 5 Jan 2026
Santa Maria Suites

Southernmost House

Southernmost House
4.0 star property
Uptown - Upper Duval
9.4 out of 10, Exceptional, (1000)
"Great place to stay. Staff was very friendly"
United States
Jacob
The price is NZ$866
includes taxes & fees
14 Jan - 15 Jan 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 NZ$1,076
includes taxes & fees
12 Jan - 13 Jan 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, (596)
"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 NZ$1,539
includes taxes & fees
5 Jan - 6 Jan 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, (1212)
"Great location - nice pools - excellent staff"
United States
Gary
The price is NZ$510
includes taxes & fees
13 Jan - 14 Jan 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, (1007)
"Property was a good value and convenient to area restaurants/bars"
United States
Lesley
The price is NZ$1,028
includes taxes & fees
27 Dec - 28 Dec
NYAH Key West - Adults Only

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, (1758)
"The place is great!"
United States
Anna
The price is NZ$576
includes taxes & fees
8 Jan - 9 Jan 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, (1001)
"Great place to stary. Staff was very nice."
United States
norka
The price is NZ$383
includes taxes & fees
19 Jan - 20 Jan 2026
Sugar Loaf Lodge

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, (1000)
"Nice place to stay!"
Canada
Baohua
The price is NZ$547
includes taxes & fees
7 Jan - 8 Jan 2026
The Laureate Key West

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, (1797)
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is NZ$545
includes taxes & fees
8 Jan - 9 Jan 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, (1185)
"Overall good stay! The breakfast was good and always clean. Hotel seemed a little older but was well kept. Pool was relaxing to sit by and enjoy!"
United States
Michelle
The price is NZ$472
includes taxes & fees
19 Jan - 20 Jan 2026
Fairfield Inn and Suites by Marriott Key West

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Historic Seaport, 1.3 km from Uptown - Upper Duval
9.0 out of 10, Wonderful, (1003)
"Great staff, very friendly. Oerfect location, short walk to Duval, but far enough to get sleep. "
United States
Chandler
The price is NZ$350
includes taxes & fees
4 Jan - 5 Jan 2026
Heron House Court - Adult Only
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.

Our guide on where to stay in Uptown - Upper Duval

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

Old Town Key West

While visiting Old Town 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 Key West Cemetery.

Downtown Key West

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

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.

Historic Seaport

If you're spending some time in Historic Seaport, Duval Street and Key West Historic Seaport are top sights worth seeing.

Top Uptown - Upper Duval Hotel Reviews

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. 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 neighbourhood.
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 neighbourhood include Santa Maria Suites and H2O Suites - Adults Only.
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 248 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?
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 neighbourhood. 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, make sure that you visit other sights such as Tennessee Williams Key West Exhibit or Key West Lighthouse and Keeper's Quarters Museum.

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