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Next weekend
Jun 12 - Jun 14
In two weeks
Jun 19 - Jun 21

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Our top choices for Uptown - Upper Duval hotels

View from room

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, (1,010 reviews)
"Great place to stay in Key West"
United States
Jason
The price is NT$6,480
NT$9,414 total
includes taxes & fees
Jun 24 - Jun 25
The Reach Key West, Curio Collection by Hilton
Couples treatment rooms, facials, massages

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Uptown - Upper Duval
8.8 out of 10, Excellent, (3,362 reviews)
"Great place to stay"
United States
Jim
The price is NT$6,354
NT$9,452 total
includes taxes & fees
Jun 29 - Jun 30
Southernmost Beach Resort and Guesthouses
Exterior

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Uptown - Upper Duval
9.6 out of 10, Exceptional, (411 reviews)
"Great stay"
United States
Matthew
The price is NT$3,425
NT$4,238 total
includes taxes & fees
Jun 9 - Jun 10
Douglas House - Adults Only
Exterior

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Uptown - Upper Duval
9.4 out of 10, Exceptional, (1,001 reviews)
"Fresh continental breakfast, clean room, close to everything."
United States
BOBBY J.
The price is NT$6,016
NT$10,751 total
includes taxes & fees
Jun 21 - Jun 22
Southernmost House - Adult Exclusive
Building design

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Uptown - Upper Duval
8.4 out of 10, Very Good, (1,379 reviews)
"Great location, nice breakfast and happy hour pool was great"
United States
Patrick
The price is NT$3,814
NT$5,707 total
includes taxes & fees
Jun 10 - Jun 11
The Southernmost Inn - Adults Only
2 outdoor pools, sun loungers

Santa Maria Suites

Santa Maria Suites
4.0 star property
Uptown - Upper Duval
9.6 out of 10, Exceptional, (1,002 reviews)
"A beautiful place to stay"
United States
Jill
The price is NT$9,723
NT$13,063 total
includes taxes & fees
Jun 21 - Jun 22
Santa Maria Suites
Bar (on property)

Southwinds Motel

Southwinds Motel
2.0 star property
Uptown - Upper Duval
8.6 out of 10, Excellent, (1,347 reviews)
"It was a good stay. Close to the ocean and restaurants."
Canada
Erin
The price is NT$4,220
NT$5,809 total
includes taxes & fees
Jun 9 - Jun 10
Southwinds Motel
Property grounds

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Uptown - Upper Duval
9.8 out of 10, Exceptional, (1,006 reviews)
"Great boutique hotel in the perfect location !! "
United States
Michael
The price is NT$7,936
NT$8,928 total
includes taxes & fees
Jun 9 - Jun 10
Orchid Key Inn - Adults Only
Deluxe Suite, 1 King Bed, Private Pool | View from room

H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Uptown - Upper Duval
9.8 out of 10, Exceptional, (611 reviews)
"We had a wonderful stay!"
United States
Elizabeth
The price is NT$10,353
NT$13,771 total
includes taxes & fees
Jun 8 - Jun 9
H2O Suites - Adults Only
Property entrance

Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Uptown - Upper Duval
8.2 out of 10, Very Good, (632 reviews)
"Great place to stay "
United States
Leonid
The price is NT$6,769
NT$7,615 total
includes taxes & fees
Jun 14 - Jun 15
Kona Kai Oasis
Exterior

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 NT$21,352
NT$39,682 total
includes taxes & fees
Jun 16 - Jun 17
Keys Please by Brightwild Pool Steps to Duval
House | 2 bedrooms, Internet

Sea Breeze by Brightwild Off-street Parking

Sea Breeze by Brightwild Off-street Parking
2.0 star property
Uptown - Upper Duval
The price is NT$13,001
NT$25,142 total
includes taxes & fees
Jun 24 - Jun 25
Sea Breeze by Brightwild Off-street Parking
Food and drink

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, (1,818 reviews)
"Rooms were clean the staff was great!"
United States
Destry
The price is NT$7,779
NT$10,752 total
includes taxes & fees
Jun 22 - Jun 23
Margaritaville Beach House Key West
Exterior

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
25.7 km from Uptown - Upper Duval
8.2 out of 10, Very Good, (1,002 reviews)
"We would go back here again, view was amazing. Enjoyed staying there "
United States
Oyuntseren
The price is NT$5,318
NT$5,983 total
includes taxes & fees
Jun 9 - Jun 10
Sugar Loaf Lodge
Outdoor pool, pool umbrellas, sun loungers

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, (1,381 reviews)
"Great stay all the way around!"
United States
Michael
The price is NT$6,787
NT$7,636 total
includes taxes & fees
Jul 2 - Jul 3
Hampton Inn Key West FL
Oceanfront Walkout Suite - King | View from room

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, (691 reviews)
"Great stay and staff."
United States
Brandon
The price is NT$8,074
NT$11,209 total
includes taxes & fees
Jun 27 - Jun 28
Casa Marina Key West, Curio Collection by Hilton
Marina

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, (1,275 reviews)
"We really loved this place!!"
United States
Sergio Alonso Garnica
The price is NT$4,601
NT$7,070 total
includes taxes & fees
Jul 7 - Jul 8
The Perry Hotel & Marina Key West
Property grounds

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
4.6 km from Uptown - Upper Duval
9.4 out of 10, Exceptional, (1,111 reviews)
"loved our stay here!"
United States
Jennifer
The price is NT$10,167
NT$12,854 total
includes taxes & fees
Jun 14 - Jun 15
Hyatt Vacation Club at Windward Pointe, Key West
Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)

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, (1,233 reviews)
"GREAT HOTEL"
United States
Jazmin
The price is NT$4,115
NT$5,516 total
includes taxes & fees
Jun 10 - Jun 11
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 7:00 AM to 9:00 PM, cabanas (surcharge), sun loungers

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
8.4 out of 10, Very Good, (1,032 reviews)
"Always have enjoyed staying in Key West at the Doubletree"
United States
Brenda
The price is NT$4,677
NT$6,324 total
includes taxes & fees
Jun 21 - Jun 22
DoubleTree Resort by Hilton Grand Key - Key West
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.
View all properties

Compare popular hotels in Uptown - Upper Duval

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Property grounds
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,006 reviews
View
Deluxe Suite, 1 King Bed, Private Pool | View from room
H2O Suites - Adults Only
3.5 star property
9.8
Exceptional
611 reviews
View
Exterior
Douglas House - Adults Only
3.0 star property
9.6
Exceptional
411 reviews
View
2 outdoor pools, sun loungers
Santa Maria Suites
4.0 star property
9.6
Exceptional
1,002 reviews
View
Exterior
Southernmost House - Adult Exclusive
4.0 star property
9.4
Exceptional
1,001 reviews
View

Where to stay in Uptown - Upper Duval

Find the best Uptown - Upper Duval areas and neighborhoods for the activities you enjoy most.

Old Town Key West

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

Key West Historic District

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

Key West Style Three Bay House is a common style on the Keys. Photo taken on Key West, Florida, USA

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden.

Historic Seaport

While visiting Historic Seaport, you might make a stop by sights like Duval Street and Florida Keys Beaches.

Top Uptown - Upper Duval Hotel Reviews

Southwinds Motel

Southwinds Motel

10/10 Excellent
"Older but remodeled inside hotel. Very clean and fresh. A bit noisy AC. Decent breakfast. Sweet spot. Extremely close to everything. Will book again"
Dmytro 1-night trip
Posted 3 hours ago
Southwinds Motel

Frequently asked questions

What is Uptown - Upper Duval like?
Travelers will be sure to find plenty to entertain them in Key West's Uptown - Upper Duval neighborhood. Experience the best of Uptown - Upper Duval with a visit to Southernmost Point, Duval Street, and Florida Keys Beaches.
Where is the best place to stay in Uptown - Upper Duval?
Based on our traveler data, Southernmost Beach Resort and Guesthouses is one of the top choices for your stay in Uptown - Upper Duval. This hotel is steps from South Beach, and offers 3 outdoor pools and a full-service spa. Other good choices for your stay in the neighborhood include The Reach Key West, Curio Collection by Hilton and Southwinds Motel.
How many hotels should I expect to 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 accommodations to choose from.
If I need to cancel my hotel reservation in Uptown - Upper Duval, will I receive a refund?
Yes, the majority of hotel bookings are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within a 24-hour period of your booking. Enter dates in and click on "Search", then filter by "fully refundable" to review the best options available in Uptown - Upper Duval.
Where can I learn more about changing or cancelling my trip to Uptown - Upper Duval?
To find more details about updating your trip to Uptown - Upper Duval or cancelling it, click here.
What are the top things to see and do in Uptown - Upper Duval?
Florida Keys Beaches, South Beach, 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 Southernmost Point or Duval Street while you're in the neighborhood. A few places to visit in the area around Uptown - Upper Duval include Key West Butterfly and Nature Conservatory, City Zoo Gallery, and MLK Community Pool & Community Center. While you're out sightseeing in Key West, be sure to visit other sights like Tennessee Williams Key West Exhibit or Key West Lighthouse and Keeper's Quarters Museum.

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