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Uptown - Upper Duval hotels in Key West from HK$867

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Tonight
13 Dec - 14 Dec
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14 Dec - 15 Dec
Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec

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Our top choices for Uptown - Upper Duval hotels

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, (1002)
"Great view, amazing room and friendly staff"
United States
Kristine
The price is HK$1,627
HK$2,297 total
includes taxes & fees
15 Dec - 16 Dec
The Reach Key West, Curio Collection by Hilton
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, (2925)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
The price is HK$1,534
HK$2,295 total
includes taxes & fees
16 Dec - 17 Dec
Southernmost Beach Resort and Guesthouses
Courtyard
Santa Maria Suites

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 HK$2,527
HK$3,369 total
includes taxes & fees
17 Dec - 18 Dec
Santa Maria Suites
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)
"Great location and amazing staff!"
United States
Charles
The price is HK$1,776
HK$1,998 total
includes taxes & fees
17 Dec - 18 Dec
Orchid Key Inn - Adults Only
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, (1206)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is HK$1,160
HK$1,655 total
includes taxes & fees
18 Dec - 19 Dec
The Southernmost 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 HK$2,405
HK$3,232 total
includes taxes & fees
16 Dec - 17 Dec
H2O Suites - Adults Only
Exterior
Southwinds Motel

Southwinds Motel

Southwinds Motel
2.0 star property
Uptown - Upper Duval
8.8 out of 10, Excellent, (1244)
"Everyone was so nice, great location. "
United States
Holly
The price is HK$1,165
HK$1,574 total
includes taxes & fees
16 Dec - 17 Dec
Southwinds Motel
Terrace/patio
Southernmost House

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 HK$2,095
HK$3,079 total
includes taxes & fees
16 Dec - 17 Dec
Southernmost House
Garden
Douglas House

Douglas House

Douglas House
3.0 star property
Uptown - Upper Duval
9.6 out of 10, Exceptional, (223)
"We were very pleased with everything and great location."
United States
Lynn
The price is HK$1,066
HK$1,319 total
includes taxes & fees
15 Dec - 16 Dec
Douglas House
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, (592)
"Love staying at Mona Kai, peaceful, on the quiet end of Duval St"
United States
Donna
Kona Kai Oasis
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 HK$6,143
HK$10,646 total
includes taxes & fees
15 Dec - 16 Dec
Keys Please by Brightwild Pool Steps to Duval
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 HK$5,486
HK$8,679 total
includes taxes & fees
13 Jan - 14 Jan 2026
Sea Breeze by Brightwild Off-street Parking
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, (1002)
"Great place to stary. Staff was very nice."
United States
norka
The price is HK$771
HK$867 total
includes taxes & fees
19 Dec - 20 Dec
Sugar Loaf Lodge
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - 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
8.0 out of 10, Very good, (1002)
"Very very nice stay! "
United States
Chloe
The price is HK$1,127
HK$1,530 total
includes taxes & fees
16 Dec - 17 Dec
DoubleTree Resort by Hilton Grand Key - Key West
Fireplace
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Casa Marina, 0.7 km from Uptown - Upper Duval
8.4 out of 10, Very good, (470)
"beautiful Hotel! "
Mexico
iria
The price is HK$2,561
HK$3,348 total
includes taxes & fees
15 Dec - 16 Dec
Casa Marina Key West, Curio Collection by Hilton
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, (1761)
"Loved staying here and would again next time we are in Key West!!"
Canada
David
The price is HK$920
HK$1,473 total
includes taxes & fees
15 Dec - 16 Dec
Blue Flamingo Resort Key West
Outdoor pool, open 7:00 AM to 10:00 PM, free pool cabanas, pool loungers
Fairfield Inn and Suites by Marriott 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, (1176)
"We were only there for one night, but it was a good stay."
United States
Brandon
The price is HK$1,160
HK$1,524 total
includes taxes & fees
15 Dec - 16 Dec
Fairfield Inn and Suites by Marriott Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
The Laureate Key West

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, (1005)
"Nice place to stay!"
Canada
Baohua
The price is HK$1,393
HK$1,787 total
includes taxes & fees
15 Dec - 16 Dec
The Laureate Key West
View from property
Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort, 3.4 km from Uptown - Upper Duval
9.0 out of 10, Wonderful, (1001)
"Room clean, nice pool area"
United States
Tami
The price is HK$1,160
HK$1,305 total
includes taxes & fees
15 Dec - 16 Dec
Courtyard by Marriott Key West Waterfront
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, (1153)
" Dry friendly and good breakfast and excellent value for money "
United States
Meenakshi
The price is HK$924
HK$1,258 total
includes taxes & fees
18 Dec - 19 Dec
Hilton Garden Inn Key West / The Keys Collection
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 Ernest Hemingway Home and Museum.

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

Douglas House

Douglas House

10/10 Excellent
"We were very pleased with everything and great location."
Lynn 1-night trip
Posted 2 days ago
Douglas House

Explore a world of travel with Expedia

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.