A sunset over the ocean with scattered clouds.

Search Hotels in Uptown - Upper Duval, Key West

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Uptown - Upper Duval hotels

A tropical outdoor area with palm trees, hanging plants, and string lights.

1. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Uptown - Upper Duval
9.8 out of 10, Exceptional, (550 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is ฿5,029
฿6,224 total
includes taxes & fees
11 Oct - 12 Oct
Douglas House - Adults Only
A modern outdoor area with a pool, lounge chairs, and a bar area.

2. H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Uptown - Upper Duval
9.8 out of 10, Exceptional, (665 reviews)
"Amazing spot absolutely beautiful. Can’t wait to stay again."
United States
Carmen
The price is ฿10,731
฿14,343 total
includes taxes & fees
11 Oct - 12 Oct
H2O Suites - Adults Only
A beach with a wooden pier, palm trees, and beach umbrellas.

3. 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, (1,049 reviews)
"Great hotel and location"
United States
Darlene
The price is ฿5,695
฿8,677 total
includes taxes & fees
21 Oct - 22 Oct
The Reach Key West, Curio Collection by Hilton
A large, ornate hotel with a pool, palm trees, and a view of the ocean.

4. Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Uptown - Upper Duval
9.4 out of 10, Exceptional, (1,000 reviews)
"Beautiful historic property with wonderful and attentive staff. Loved this stay"
United States
yessy
The price is ฿4,686
฿9,529 total
includes taxes & fees
25 Oct - 26 Oct
Southernmost House - Adult Exclusive
A pool area with lounge chairs and palm trees.

5. Santa Maria Suites

Santa Maria Suites
4.0 star property
Uptown - Upper Duval
9.6 out of 10, Exceptional, (1,001 reviews)
The price is ฿10,395
฿13,965 total
includes taxes & fees
27 Oct - 28 Oct
Santa Maria Suites
An outdoor bar area with wooden tables and blue stools, a bar counter, and a sign that reads "Liqour Store".

6. Southwinds Motel

Southwinds Motel
2.0 star property
Uptown - Upper Duval
8.6 out of 10, Excellent, (1,390 reviews)
"Great property and the staff very helpful and friendly."
United States
Michael
The price is ฿4,822
฿6,560 total
includes taxes & fees
12 Oct - 13 Oct
Southwinds Motel
A pool area with lounge chairs and a table, surrounded by palm trees.

7. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Uptown - Upper Duval
9.8 out of 10, Exceptional, (1,000 reviews)
"An absolute gem of a property in a fantastic location 😁 everything was spotless and clean, will definitely stay here again, and would highly recommend."
United Kingdom
Lisa
The price is ฿7,796
฿8,771 total
includes taxes & fees
12 Oct - 13 Oct
Orchid Key Inn - Adults Only
A poolside area with lounge chairs, a staircase leading to a balcony, and a pool.

8. The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Uptown - Upper Duval
8.4 out of 10, Very good, (1,444 reviews)
The price is ฿4,004
฿6,018 total
includes taxes & fees
14 Oct - 15 Oct
The Southernmost Inn - Adults Only
A deck with sun loungers and a railing overlooking the sea.

9. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Uptown - Upper Duval
8.6 out of 10, Excellent, (3,630 reviews)
"Great place, great location. We would stay there again!"
United States
Krystle
The price is ฿4,922
฿7,998 total
includes taxes & fees
11 Oct - 12 Oct
Southernmost Beach Resort and Guesthouses
A white building with green shutters, surrounded by a white picket fence and palm trees.

10. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Uptown - Upper Duval
8.0 out of 10, Very good, (671 reviews)
"This place is a great location- right down the street from Duval, although it is about a 20 minute walk to the better bars. Very affordable and parking on location, highly recommend!"
United States
Leah
The price is ฿8,144
฿9,162 total
includes taxes & fees
26 Oct - 27 Oct
Kona Kai Oasis
A bedroom with a bed, a ceiling fan, a painting, and a window.

11. Sea Breeze by Brightwild Off-street Parking

Sea Breeze by Brightwild Off-street Parking
2.0 star property
Uptown - Upper Duval
Sea Breeze by Brightwild Off-street Parking
Exterior

12. 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 ฿31,126
฿52,657 total
includes taxes & fees
12 Oct - 13 Oct
Keys Please by Brightwild Pool Steps to Duval
A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.

13. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Downtown Key West, 0.3 km from Uptown - Upper Duval
10.0 out of 10, Exceptional, (1,000 reviews)
"Great place to stay on vacation"
United States
John
The price is ฿8,048
฿9,054 total
includes taxes & fees
12 Oct - 13 Oct
Almond Tree Inn Hotel - Adults Only
A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.

14. Alexander Palms Court

Alexander Palms Court
2.5 star property
Casa Marina, 0.4 km from Uptown - Upper Duval
9.4 out of 10, Exceptional, (1,003 reviews)
"Excellent place to stay"
United States
Andrew
The price is ฿5,722
฿6,438 total
includes taxes & fees
11 Oct - 12 Oct
Alexander Palms Court
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

15. Duval House

Duval House
3.0 star property
Downtown Key West, 0.5 km from Uptown - Upper Duval
9.6 out of 10, Exceptional, (1,113 reviews)
"Fun place to stay!! Very nice staff."
United States
Cliff
The price is ฿6,025
฿7,501 total
includes taxes & fees
26 Oct - 27 Oct
Duval House
A swimming pool with water splashing, surrounded by palm trees and a building in the background.

16. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West, 0.6 km from Uptown - Upper Duval
9.4 out of 10, Exceptional, (1,042 reviews)
"Overall great location and stay,ty!"
United States
sam
The price is ฿3,603
฿6,324 total
includes taxes & fees
25 Oct - 26 Oct
Silver Palms Inn & Historic Homes
A porch with a white railing, a bench, and a flag.

17. The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West, 0.4 km from Uptown - Upper Duval
9.8 out of 10, Exceptional, (192 reviews)
"The staff were very friendly and helpful."
United States
John
The price is ฿7,993
฿8,992 total
includes taxes & fees
12 Oct - 13 Oct
The Conch House Heritage Inn
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

18. 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, (959 reviews)
"We stayed here for our honeymoon and everything was fantastic. The staff was always friendly and welcoming. We hope to visit again!"
United States
Coni
The price is ฿7,263
฿10,441 total
includes taxes & fees
25 Oct - 26 Oct
Casa Marina Key West, Curio Collection by Hilton
A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.

19. Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 0.5 km from Uptown - Upper Duval
9.4 out of 10, Exceptional, (444 reviews)
"We will definitely stay here again!"
United States
Natalie
The price is ฿4,843
฿6,289 total
includes taxes & fees
12 Oct - 13 Oct
Tropical Inn
A poolside area with lounge chairs, a small pool, and a white building with a balcony.

20. Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive
3.0 star property
Downtown Key West, 0.5 km from Uptown - Upper Duval
9.0 out of 10, Wonderful, (482 reviews)
"Property was clean, you have to park a couple blocks away, staff was nice, breakfast was okay there were ants in the bread station"
United States
Julia
The price is ฿4,205
฿6,434 total
includes taxes & fees
11 Oct - 12 Oct
Seascape Tropical Inn - Adult Exclusive
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
A pool area with lounge chairs and a table, surrounded by palm trees.
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,000 reviews
View
A large, ornate hotel with a pool, palm trees, and a view of the ocean.
Southernmost House - Adult Exclusive
4.0 star property
9.4
Exceptional
1,000 reviews
View
A deck with sun loungers and a railing overlooking the sea.
Southernmost Beach Resort and Guesthouses
4.0 star property
8.6
Excellent
3,630 reviews
View
A beach with a wooden pier, palm trees, and beach umbrellas.
The Reach Key West, Curio Collection by Hilton
4.0 star property
8.6
Excellent
1,049 reviews
View
A poolside area with lounge chairs, a staircase leading to a balcony, and a pool.
The Southernmost Inn - Adults Only
3.0 star property
8.4
Very good
1,444 reviews
View

Where to stay in Uptown - Upper Duval

Find the best Uptown - Upper Duval areas for the activities you enjoy most.
A large red brick building with arched windows and a prominent entrance.

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

Downtown Key West

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

A white lighthouse surrounded by lush greenery and a white picket fence.

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 Florida Keys Beaches.

A row of pastel-colored houses with white railings and a clear blue sky.

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 Fort East Martello Museum and Gallery.

Top Uptown - Upper Duval Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

8/10 Good
"The elevator close to the room was broken had long walk to parking difficult when carrying heavy luggage or other items"
Kelly 5-night trip
Posted 5 hours ago
Beachside Resort & Residences

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 Duval Street and Florida Keys Beaches during your trip.
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 a short 1-minute walk from Duval Street, and it offers 3 outdoor pools and a full-service spa. Other good choices for your stay in the neighbourhood include Southwinds Motel and The Reach Key West, Curio Collection by Hilton.
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 243 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 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 Tennessee Williams Key West Exhibit. While you're out sightseeing in Key West, make sure that you visit other sights such as Key West Lighthouse and Keeper's Quarters Museum or Ernest Hemingway Home and Museum.