Search Hotels in Uptown - Upper Duval, Key West

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21 Dec - 22 Dec
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22 Dec - 23 Dec
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26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for Uptown - Upper Duval hotels

Couples treatment room(s), facials, massages
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, (2935)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
The price is 7.380.305 ₫
10.227.259 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Southernmost Beach Resort and Guesthouses
Bar (on property)
Southwinds Motel

Southwinds Motel

Southwinds Motel
2.0 star property
Uptown - Upper Duval
8.8 out of 10, Excellent, (1236)
"Perfect little place, great location! "
United States
Hailey
The price is 6.355.862 ₫
8.038.475 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Southwinds Motel
Building design
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, (1219)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is 7.220.161 ₫
9.306.594 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The Southernmost Inn - Adults Only
Property grounds
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 9.468.137 ₫
10.651.654 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Orchid Key Inn - Adults Only
Exterior
Douglas House

Douglas House

Douglas House
3.0 star property
Uptown - Upper Duval
9.6 out of 10, Exceptional, (229)
"We were very pleased with everything and great location."
United States
Lynn
The price is 5.817.843 ₫
7.199.581 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Douglas House
Private beach, scuba diving, sailing, kayaking
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, (1006)
"Great view, amazing room and friendly staff"
United States
Kristine
The price is 8.609.742 ₫
11.264.861 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
The Reach Key West, Curio Collection by Hilton
2 outdoor pools, pool loungers
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 13.920.635 ₫
17.436.977 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Santa Maria Suites
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 11.552.285 ₫
14.772.583 ₫ total
includes taxes & fees
23 Dec - 24 Dec
H2O Suites - Adults Only
Front of property – evening/night
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 9.923.386 ₫
13.606.170 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Southernmost House
Property entrance
Kona Kai Oasis

Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Uptown - Upper Duval
8.2 out of 10, Very good, (595)
"Love staying at Mona Kai, peaceful, on the quiet end of Duval St"
United States
Donna
Kona Kai Oasis
Apartment | 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 14.171.505 ₫
24.415.715 ₫ 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
The price is 41.005.086 ₫
58.759.949 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Keys Please by Brightwild Pool Steps to Duval
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, (1003)
"The location is unbeatable. Room was clean and tidy and the amenities are great."
United States
Jerad
NYAH Key West - Adults Only
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, (1201)
"Great place to stay 👌 👍 "
United States
james
The price is 5.122.215 ₫
7.272.447 ₫ total
includes taxes & fees
19 Jan - 20 Jan 2026
Parrot Key Hotel & Villas
Property grounds
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, (1001)
"I loved this place the location was absolutely perfect "
United States
Frank
The price is 5.221.689 ₫
6.440.173 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Duval House
Exterior
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, (1006)
"Great place to stary. Staff was very nice."
United States
norka
The price is 3.657.785 ₫
4.115.140 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Sugar Loaf Lodge
6 outdoor pools, free pool cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

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, (1756)
"The place is great!"
United States
Anna
The price is 6.431.649 ₫
8.847.366 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Oceans Edge Key West Resort, Hotel & Marina
Suite, 1 Bedroom, Ocean View (Spacious | King) | In-room safe, individually decorated, individually furnished, desk
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 6.552.435 ₫
8.111.862 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
The Laureate Key West
Porch
Heron House - Adult Only

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Downtown Key West, 0.9 km from Uptown - Upper Duval
9.0 out of 10, Wonderful, (1134)
"Great location and great staff "
United States
Thomas
The price is 8.610.268 ₫
10.718.362 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Heron House - Adult Only
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, (1007)
"We had a wonderful stay and it was a convenient location for all the activities along Duval Street. The room was clean & comfortable with a great breakfast."
United States
Susanne
The price is 5.423.522 ₫
7.877.923 ₫ total
includes taxes & fees
22 Dec - 23 Dec
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 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
"Beautiful room, very clean, amazing garden and pool. Staff very nice. Best location"
Mirela 2-night trip
Posted 3 days ago
Douglas House
Kona Kai Oasis

Kona Kai Oasis

10/10 Excellent
"Love staying at Mona Kai, peaceful, on the quiet end of Duval St"
Donna 3-night trip
Posted 10 days ago
Kona Kai Oasis

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.
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.