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Search Hotels in Uptown - Upper Duval, Key West

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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, (2963)
"Wonderful stay!"
United States
Elisa
The price is ฿8,877
฿12,301 total
includes taxes & fees
13 Jan - 14 Jan 2026
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, (1229)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is ฿8,462
฿10,935 total
includes taxes & fees
6 Jan - 7 Jan 2026
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, (1252)
"Perfect little place, great location! "
United States
Hailey
The price is ฿7,903
฿9,953 total
includes taxes & fees
5 Jan - 6 Jan 2026
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, (1001)
"Staff awesome, good breakfast great location"
United States
Carin helen
The price is ฿10,702
฿12,040 total
includes taxes & fees
6 Jan - 7 Jan 2026
Orchid Key Inn - Adults Only
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
8.6 out of 10, Excellent, (1002)
"Great hotel, great beach, had a really good stay."
United States
Cristian Mihai
The price is ฿10,292
฿13,466 total
includes taxes & fees
14 Jan - 15 Jan 2026
The Reach Key West, Curio Collection by Hilton
Mansion Room #201 - Ocean View with private balcony - Adults Only | 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 ฿11,551
฿15,915 total
includes taxes & fees
14 Jan - 15 Jan 2026
Southernmost House
Garden
Douglas 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 ฿7,735
฿9,572 total
includes taxes & fees
13 Jan - 14 Jan 2026
Douglas House
Deluxe Suite, 1 King Bed, Private Pool | 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, (582)
"Great place!!"
United States
Joel
The price is ฿15,698
฿19,783 total
includes taxes & fees
5 Jan - 6 Jan 2026
H2O Suites - Adults Only
King Suite Pool View | 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, (599)
"Love staying at Mona Kai, peaceful, on the quiet end of Duval St"
United States
Donna
Kona Kai Oasis
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 ฿16,012
฿20,137 total
includes taxes & fees
14 Jan - 15 Jan 2026
Santa Maria Suites
Apartment | Private kitchen
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 ฿15,173
฿27,199 total
includes taxes & fees
5 Jan - 6 Jan 2026
Sea Breeze by Brightwild Off-street Parking
House | 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
Keys Please by Brightwild Pool Steps to Duval
4 outdoor pools, pool umbrellas, pool loungers
Parrot Key Hotel & Villas

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 ฿6,161
฿8,747 total
includes taxes & fees
19 Jan - 20 Jan 2026
Parrot Key Hotel & Villas
Outdoor pool, pool loungers
Havana Cabana at Key West

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 ฿12,142
฿15,943 total
includes taxes & fees
27 Jan - 28 Jan 2026
Havana Cabana at Key West
Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Key West FL

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 ฿9,881
฿11,116 total
includes taxes & fees
14 Jan - 15 Jan 2026
Hampton Inn Key West FL
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, (1788)
"Great place! I really enjoyed my time in this establishment."
United States
Elijah
The price is ฿11,325
฿14,779 total
includes taxes & fees
14 Jan - 15 Jan 2026
Margaritaville Beach House Key West
Outdoor pool, pool umbrellas, pool loungers
Beachside Resort & Residences

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 ฿7,634
฿10,191 total
includes taxes & fees
4 Jan - 5 Jan 2026
Beachside Resort & Residences
Outdoor pool
Hyatt Vacation Club at Beach House, 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, (1011)
"Location, swimming pool, hot tub and the awesome patio that the room had"
United States
Anshul
The price is ฿13,343
฿16,426 total
includes taxes & fees
21 Jan - 22 Jan 2026
Hyatt Vacation Club at Beach House, Key West
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
8.2 out of 10, Very good, (1006)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is ฿7,833
฿9,880 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool
Silver Palms Inn

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 ฿7,662
฿10,757 total
includes taxes & fees
19 Jan - 20 Jan 2026
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.
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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 Regal Key West and Smathers Beach.

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

Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"Everything was great and really enjoyed the breakfast. The transportation downtown was very helpful. I would recommend that the room coffee pot be located near an outlet. "
Ron 2-night trip
Posted 2 days ago
Margaritaville Beach House Key West

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.