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Check prices for these dates

Next weekend
19 Jun - 21 Jun
In two weeks
26 Jun - 28 Jun

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Our top choices for Uptown - Upper Duval hotels

2 outdoor pools, pool loungers

Santa Maria Suites

Santa Maria Suites
4.0 star property
Uptown - Upper Duval
9.6 out of 10, Exceptional, (1,003 reviews)
"Great stay"
United States
Steven
The price is ฿11,097
฿14,693 total
includes taxes & fees
16 Jun - 17 Jun
Santa Maria Suites
Property amenity

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, (1,020 reviews)
"Excellent stay!"
United States
Matthew
The price is ฿6,102
฿9,074 total
includes taxes & fees
22 Jun - 23 Jun
The Reach Key West, Curio Collection by Hilton
Bar (on property)

Southwinds Motel

Southwinds Motel
2.0 star property
Uptown - Upper Duval
8.6 out of 10, Excellent, (1,355 reviews)
"It was a good stay. Close to the ocean and restaurants."
Canada
Erin
The price is ฿4,390
฿6,043 total
includes taxes & fees
16 Jun - 17 Jun
Southwinds Motel
Couples treatment room(s), 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, (3,397 reviews)
"Great place to stay"
United States
Jim
The price is ฿6,667
฿9,894 total
includes taxes & fees
29 Jun - 30 Jun
Southernmost Beach Resort and Guesthouses
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, (1,013 reviews)
"Great boutique hotel in the perfect location !! "
United States
Michael
The price is ฿6,341
฿7,133 total
includes taxes & fees
16 Jun - 17 Jun
Orchid Key Inn - Adults Only
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, (1,391 reviews)
"Lovely hotel very comfortable room. Great pool facilities. Helpful staff. Would recommend this hotel."
Australia
Sharon
The price is ฿3,769
฿5,713 total
includes taxes & fees
16 Jun - 17 Jun
The Southernmost Inn - Adults Only
Exterior

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Uptown - Upper Duval
9.4 out of 10, Exceptional, (1,002 reviews)
"Fresh continental breakfast, clean room, close to everything."
United States
BOBBY J.
The price is ฿6,259
฿11,184 total
includes taxes & fees
28 Jun - 29 Jun
Southernmost House - Adult Exclusive
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, (613 reviews)
"We had a wonderful stay!"
United States
Elizabeth
The price is ฿10,769
฿14,325 total
includes taxes & fees
21 Jun - 22 Jun
H2O Suites - Adults Only
Exterior

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Uptown - Upper Duval
9.6 out of 10, Exceptional, (422 reviews)
"Great stay"
United States
Matthew
The price is ฿4,075
฿5,043 total
includes taxes & fees
23 Jun - 24 Jun
Douglas House - Adults Only
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 ฿30,629
฿51,186 total
includes taxes & fees
15 Jul - 16 Jul
Keys Please by Brightwild Pool Steps to Duval
Property entrance

Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Uptown - Upper Duval
8.2 out of 10, Very good, (633 reviews)
"Great place to stay "
United States
Leonid
The price is ฿7,041
฿7,921 total
includes taxes & fees
18 Jun - 19 Jun
Kona Kai Oasis
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 ฿14,690
฿27,749 total
includes taxes & fees
16 Jun - 17 Jun
Sea Breeze by Brightwild Off-street Parking
Outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas, pool loungers

Tranquility Guest House

Tranquility Guest House
2.0 star property
Bahama Village, 0.8 km from Uptown - Upper Duval
The price is ฿2,398
฿5,607 total
includes taxes & fees
30 Jun - 1 Jul
Tranquility Guest House
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, (1,005 reviews)
"We would go back here again, view was amazing. Enjoyed staying there "
United States
Oyuntseren
The price is ฿5,532
฿6,224 total
includes taxes & fees
16 Jun - 17 Jun
Sugar Loaf Lodge
Property grounds

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, (1,100 reviews)
"Friendly helpful staff and just a beautiful place to stay."
United States
David J.
The price is ฿11,755
฿14,698 total
includes taxes & fees
16 Jun - 17 Jun
Hyatt Vacation Club at Beach House, 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, (1,138 reviews)
"loved our stay here!"
United States
Jennifer
The price is ฿11,460
฿14,366 total
includes taxes & fees
18 Jun - 19 Jun
Hyatt Vacation Club at Windward Pointe, Key West
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, (1,844 reviews)
"Rooms were clean the staff was great!"
United States
Destry
The price is ฿7,365
฿10,357 total
includes taxes & fees
29 Jun - 30 Jun
Margaritaville Beach House Key West
Outdoor pool, open 7:00 AM to 9:00 PM, pool cabanas (surcharge)

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, (1,044 reviews)
"Very clean, great pool and staff"
United States
Clara
The price is ฿4,805
฿6,510 total
includes taxes & fees
28 Jun - 29 Jun
DoubleTree Resort by Hilton Grand Key - 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
3.0 star property
New Town, 2.5 km from Uptown - Upper Duval
7.8 out of 10, Good, (1,161 reviews)
"Great pool."
United States
Valentina
The price is ฿4,485
฿5,966 total
includes taxes & fees
8 Jul - 9 Jul
Fairfield Inn and Suites by Marriott Key West
Private beach, white sand, sun-loungers, beach umbrellas

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, (1,178 reviews)
"Best resort we ever stayed at. Super clean, and super friendly staff."
United States
James
The price is ฿8,739
฿12,115 total
includes taxes & fees
24 Jun - 25 Jun
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.
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
1,013 reviews
View
Exterior
Douglas House - Adults Only
3.0 star property
9.6
Exceptional
422 reviews
View
Deluxe Suite, 1 King Bed, Private Pool | View from room
H2O Suites - Adults Only
3.5 star property
9.8
Exceptional
613 reviews
View
2 outdoor pools, pool loungers
Santa Maria Suites
4.0 star property
9.6
Exceptional
1,003 reviews
View
Exterior
Southernmost House - Adult Exclusive
4.0 star property
9.4
Exceptional
1,002 reviews
View

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 Florida Keys Beaches and Duval Street.

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 Florida Keys Beaches and Duval Street.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

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

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, Florida Keys Beaches and Duval Street are top sights worth seeing.

Top Uptown - Upper Duval Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

2/10 Terrible
"Just… no. Casa Marina is wildly overpriced for what it is. I have stayed at rough all-inclusives in the Dominican that felt more luxurious than this — and at least there, someone was trying to hand me food and alcohol. The “beach” is the biggest disappointment. Calling it a beach feels generous. It is ugly, underwhelming, and nobody seemed particularly interested in helping with drinks or making it feel like a resort experience. The amenities were also something special: loud maintenance workers pressure-washing the pool area at 3:30 a.m., a broken microwave sitting outside our room when we arrived, old golf carts for rent that looked like they had survived several hurricanes, overpriced drinks from the outside bar served in what appeared to be little Dixie cups, and housekeeping that apparently only happens if you specifically ask for it. The unexpected highlight was that, by chance, we walked by and got to hear a pretty good wedding cover band singing Journey songs. So there’s that. I really wanted to like this place because it is Key West and the name sounds fancy. But for the price, the whole experience felt tired, sloppy, and nowhere close to what it sells itself as. Real classy place."
Darren 3-night trip
Posted 2 hours ago
Casa Marina Key West, Curio Collection by Hilton

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. Experience the best of Uptown - Upper Duval with a visit to Florida Keys Beaches, Southernmost Point and Duval Street.
Where is the best place to stay in Uptown - Upper Duval?
Based on our traveller 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 neighbourhood include The Reach Key West, Curio Collection by Hilton and Southwinds Motel.
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 247 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?
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 neighbourhood. 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, make sure that you visit other sights such as Tennessee Williams Key West Exhibit or Key West Lighthouse and Keeper's Quarters Museum.