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Our top choices for Uptown - Upper Duval hotels

Santa Maria Suites

Santa Maria Suites
4.0 star property
Uptown - Upper Duval
9.6 out of 10, Exceptional, (1,002 reviews)
"Nice suites , staff very friendly. Conveniently located. Check your room bills carefully. "
United States
Kristine
The price is ¥53,115
¥70,330 total
includes taxes & fees
Jun 8 - Jun 9
Santa Maria Suites

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)
"The dining/room bar on the beach was great!"
United States
Scott
The price is ¥34,541
¥49,450 total
includes taxes & fees
May 25 - May 26
The Reach Key West, Curio Collection by Hilton

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Uptown - Upper Duval
8.8 out of 10, Excellent, (3,289 reviews)
"Amazing resort❤️🌴"
United States
Donna Marie
The price is ¥42,205
¥58,938 total
includes taxes & fees
Jun 7 - Jun 8
Southernmost Beach Resort and Guesthouses

Southwinds Motel

Southwinds Motel
2.0 star property
Uptown - Upper Duval
8.6 out of 10, Excellent, (1,334 reviews)
"Perfect location for our family vacation to Key West! Very friendly staff, clean rooms, basic continental breakfast (all pre-packaged). "
United States
Jennifer
The price is ¥25,685
¥34,184 total
includes taxes & fees
Jun 7 - Jun 8
Southwinds Motel

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Uptown - Upper Duval
9.8 out of 10, Exceptional, (1,001 reviews)
"Breakfast menu was fresh, rooms were cleaned every day, staff couldn’t have been nicer."
United States
Thomas L
The price is ¥43,576
¥49,023 total
includes taxes & fees
May 10 - May 11
Orchid Key Inn - Adults Only

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Uptown - Upper Duval
9.4 out of 10, Exceptional, (1,003 reviews)
"Fresh continental breakfast, clean room, close to everything."
United States
BOBBY J.
The price is ¥32,464
¥56,352 total
includes taxes & fees
Jun 8 - Jun 9
Southernmost House - Adult Exclusive

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Uptown - Upper Duval
8.4 out of 10, Very Good, (1,354 reviews)
"Great location, nice breakfast and happy hour pool was great"
United States
Patrick
The price is ¥30,129
¥40,944 total
includes taxes & fees
May 12 - May 13
The Southernmost Inn - Adults Only

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Uptown - Upper Duval
9.6 out of 10, Exceptional, (380 reviews)
"Great location, helpful staff and fun people. Would stay here again…the pool and room were fantastic"
United States
Scott
The price is ¥28,378
¥35,118 total
includes taxes & fees
Jun 3 - Jun 4
Douglas House - Adults Only

H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Uptown - Upper Duval
9.8 out of 10, Exceptional, (603 reviews)
"This resort was in the perfect location for exploring Key West. Highly recommend!"
United States
Barton
The price is ¥56,683
¥74,345 total
includes taxes & fees
Jun 9 - Jun 10
H2O Suites - Adults Only

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 ¥109,358
¥205,301 total
includes taxes & fees
Jun 3 - Jun 4
Keys Please by Brightwild Pool Steps to Duval

Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Uptown - Upper Duval
8.2 out of 10, Very Good, (626 reviews)
"The room was clean and comfortable. "
United States
Martin
The price is ¥33,749
¥37,969 total
includes taxes & fees
May 31 - Jun 1
Kona Kai Oasis

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
3.0 star property
Uptown - Upper Duval
10.0 out of 10, Exceptional, (6 reviews)
"Property was clean and quiet nice amenities "
United States
Bradley
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Sea Breeze by Brightwild Off-street Parking

Sea Breeze by Brightwild Off-street Parking
2.0 star property
Uptown - Upper Duval
The price is ¥53,787
¥115,706 total
includes taxes & fees
May 12 - May 13
Sea Breeze by Brightwild Off-street Parking

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, (1,072 reviews)
"We had a wonderful family vacation there"
United States
Eric
The price is ¥54,708
¥68,607 total
includes taxes & fees
May 18 - May 19
Hyatt Vacation Club at Windward Pointe, 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, (1,040 reviews)
"Great stay, very clean, spacious, easy to park, which was what we were after. "
United Kingdom
pascale
The price is ¥55,232
¥69,186 total
includes taxes & fees
Jun 9 - Jun 10
Hyatt Vacation Club at 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, (1,810 reviews)
"Nice place that offered great accommodations!"
United States
Penny
The price is ¥28,996
¥42,465 total
includes taxes & fees
Jun 8 - Jun 9
Margaritaville Beach House Key West

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
25.7 km from Uptown - Upper Duval
8.2 out of 10, Very Good, (1,007 reviews)
"We would go back here again, view was amazing. Enjoyed staying there "
United States
Oyuntseren
The price is ¥26,479
¥29,790 total
includes taxes & fees
Jun 8 - Jun 9
Sugar Loaf Lodge

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, (640 reviews)
"great staff, great location, great property"
United States
Dave
The price is ¥41,877
¥57,703 total
includes taxes & fees
May 26 - May 27
Casa Marina Key West, Curio Collection by Hilton

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, (1,018 reviews)
"Breakfast was good and the shuttle service each day was exceptional."
United States
Todd
The price is ¥26,222
¥34,787 total
includes taxes & fees
Jun 8 - Jun 9
DoubleTree Resort by Hilton Grand Key - Key West

Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Historic Seaport, 1.6 km from Uptown - Upper Duval
9.0 out of 10, Wonderful, (1,109 reviews)
"Super nice and quiet stay"
United States
Molly
The price is ¥45,011
¥61,565 total
includes taxes & fees
Jun 8 - Jun 9
Pier House Resort & Spa
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.

Compare popular hotels in Uptown - Upper Duval

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Property grounds
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,001 reviews
View
Exterior
Douglas House - Adults Only
3.0 star property
9.6
Exceptional
380 reviews
View
Deluxe Suite, 1 King Bed, Private Pool | View from room
H2O Suites - Adults Only
3.5 star property
9.8
Exceptional
603 reviews
View
Bar (on property)
Southwinds Motel
2.0 star property
8.6
Excellent
1,334 reviews
View
Building design
The Southernmost Inn - Adults Only
3.0 star property
8.4
Very Good
1,354 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.

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 Fort East Martello Museum and Gallery.

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

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 Duval Street and Florida Keys Beaches during your trip.
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 Southernmost Inn - Adults Only and The Reach Key West, Curio Collection by Hilton.
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 251 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 Duval Street or Key West Butterfly and Nature Conservatory while you're in the neighborhood. 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, 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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