Hotels in Uptown - Upper Duval

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Check prices for these dates

Tonight
16 Dec - 17 Dec
Tomorrow
17 Dec - 18 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

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Our top choices for Uptown - Upper Duval hotels

3 outdoor pools, pool umbrellas, pool loungers
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Uptown - Upper Duval
8.8 out of 10, Excellent, (2938)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
The price is S$367
includes taxes & fees
18 Dec - 19 Dec
Southernmost Beach Resort and Guesthouses
Courtyard
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Uptown - Upper Duval
8.2 out of 10, Very good, (1213)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is S$275
includes taxes & fees
18 Dec - 19 Dec
The Southernmost Inn - Adults Only
Exterior
Southwinds Motel

Southwinds Motel

Southwinds Motel
2.0 star property
Uptown - Upper Duval
8.8 out of 10, Excellent, (1247)
"Perfect little place, great location! "
United States
Hailey
The price is S$265
includes taxes & fees
17 Dec - 18 Dec
Southwinds Motel
Exterior
Orchid Key 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, (1002)
"Staff awesome, good breakfast great location"
United States
Carin helen
The price is S$308
includes taxes & fees
17 Dec - 18 Dec
Orchid Key Inn - Adults Only
View from room
H2O Suites - Adults Only

H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Uptown - Upper Duval
9.8 out of 10, Exceptional, (581)
"Great place!!"
United States
Joel
The price is S$536
includes taxes & fees
17 Dec - 18 Dec
H2O Suites - Adults Only
Garden
Douglas House

Douglas House

Douglas House
3.0 star property
Uptown - Upper Duval
9.6 out of 10, Exceptional, (224)
"We were very pleased with everything and great location."
United States
Lynn
The price is S$307
includes taxes & fees
23 Dec - 24 Dec
Douglas House
Courtyard
Santa Maria Suites

Santa Maria Suites

Santa Maria Suites
4.0 star property
Uptown - Upper Duval
9.6 out of 10, Exceptional, (1003)
"Awesome place we loved it"
United States
Josh
The price is S$579
includes taxes & fees
17 Dec - 18 Dec
Santa Maria Suites
Iron/ironing board, free WiFi, bed sheets
Kona Kai Oasis

Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Uptown - Upper Duval
8.2 out of 10, Very good, (594)
"Love staying at Mona Kai, peaceful, on the quiet end of Duval St"
United States
Donna
Kona Kai Oasis
Outdoor pool, pool umbrellas, pool loungers
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Uptown - Upper Duval
8.4 out of 10, Very good, (1004)
"Great view, amazing room and friendly staff"
United States
Kristine
The price is S$527
includes taxes & fees
18 Dec - 19 Dec
The Reach Key West, Curio Collection by Hilton
Terrace/patio
Southernmost House

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 S$511
includes taxes & fees
17 Dec - 18 Dec
Southernmost House
2 bedrooms, Internet
Sea Breeze by Brightwild Off-street Parking

Sea Breeze by Brightwild Off-street Parking

Sea Breeze by Brightwild Off-street Parking
2.0 star property
Uptown - Upper Duval
The price is S$923
includes taxes & fees
17 Dec - 18 Dec
Sea Breeze by Brightwild Off-street Parking
3 bedrooms, Internet
Keys Please by Brightwild Pool Steps to Duval

Keys Please by Brightwild Pool Steps to Duval

Keys Please by Brightwild Pool Steps to Duval
2.0 star property
Uptown - Upper Duval
The price is S$4,273
includes taxes & fees
24 Dec - 25 Dec
Keys Please by Brightwild Pool Steps to Duval
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island, 6.1 km from Uptown - Upper Duval
9.4 out of 10, Exceptional, (1173)
"great place to stay "
United States
michael
The price is S$490
includes taxes & fees
8 Jan - 9 Jan, 2026
The Perry Hotel & Marina Key West
Restaurant
Sugar Loaf Lodge

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 S$144
includes taxes & fees
20 Dec - 21 Dec
Sugar Loaf Lodge
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Blue Flamingo Resort 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, (1772)
"Great, friendly staff, nice amenities, easy parking and convenient location "
Canada
Caitlyn
The price is S$247
includes taxes & fees
18 Dec - 19 Dec
Blue Flamingo Resort Key West
View from property
Duval House

Duval House

Duval House
3.0 star property
Downtown Key West, 0.5 km from Uptown - Upper Duval
9.4 out of 10, Exceptional, (1010)
"I loved this place the location was absolutely perfect "
United States
Frank
The price is S$259
includes taxes & fees
18 Dec - 19 Dec
Duval House
Beach nearby, white sand
Margaritaville Beach House Key West

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, (1779)
" Great location "
United States
Kristen
The price is S$370
includes taxes & fees
17 Dec - 18 Dec
Margaritaville Beach House Key West
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town, 5 km from Uptown - Upper Duval
8.0 out of 10, Very good, (1155)
"clean room comfortable bed ,pool jacuzzi with bar make us amazing stay this hotel."
United States
Shanker
The price is S$223
includes taxes & fees
17 Dec - 18 Dec
Hilton Garden Inn Key West / The Keys Collection
Outdoor spa tub
NYAH Key West - Adults Only

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, (1004)
"Great little hotel in the heart of Old Town."
United States
Robert
NYAH Key West - Adults Only
Boating
Ibis Bay Beach Resort

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort, 3.5 km from Uptown - Upper Duval
8.2 out of 10, Very good, (2012)
"Good location and breakfast "
United States
Abhay
The price is S$221
includes taxes & fees
17 Dec - 18 Dec
Ibis Bay Beach Resort
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.
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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 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

Southernmost House

Southernmost House

10/10 Excellent
"The staff at this property makes you feel welcome and they are very helpful. ALL of the staff… Property is clean ( love the pool) and Ernest the Cat"
John 4-night trip
Posted 1 day ago
Southernmost House

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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.