A sunset over the ocean with scattered clouds.

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Oct 30 - Nov 1
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Nov 6 - Nov 8

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Our top choices for Uptown - Upper Duval hotels

A modern outdoor area with a pool, lounge chairs, and a bar area.

1. H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Uptown - Upper Duval
9.8 out of 10, Exceptional, (670 reviews)
"Amazing stay! Loved the private pool!"
United States
Kimberly
The price is ￥46,967
￥63,428 total
includes taxes & fees
Oct 28 - Oct 29
H2O Suites - Adults Only
A tropical outdoor area with palm trees, hanging plants, and string lights.

2. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Uptown - Upper Duval
9.8 out of 10, Exceptional, (568 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is ￥22,208
￥27,484 total
includes taxes & fees
Oct 29 - Oct 30
Douglas House - Adults Only
A white decorative sculpture in a garden area with a white fence and a building in the background.

3. Southwinds Motel

Southwinds Motel
2.0 star property
Uptown - Upper Duval
8.6 out of 10, Excellent, (1,396 reviews)
"Great place to stay"
United States
becky
The price is ￥23,374
￥31,589 total
includes taxes & fees
Oct 27 - Oct 28
Southwinds Motel
A beach with a wooden pier, palm trees, and beach umbrellas.

4. 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, (1,062 reviews)
"The property was well maintained, and the staff was very friendly"
United States
Brett
The price is ￥28,864
￥43,061 total
includes taxes & fees
Oct 27 - Oct 28
The Reach Key West, Curio Collection by Hilton
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, (1,005 reviews)
"Great place for families"
United States
Anthony
The price is ￥46,904
￥63,356 total
includes taxes & fees
Oct 27 - Oct 28
Santa Maria Suites
A poolside area with lounge chairs, a staircase leading to a balcony, and a pool.

6. The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Uptown - Upper Duval
8.4 out of 10, Very good, (1,455 reviews)
"Great place."
United States
Craig
The price is ￥17,830
￥27,118 total
includes taxes & fees
Oct 27 - Oct 28
The Southernmost Inn - Adults Only
A deck with sun loungers and a railing overlooking the sea.

7. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Uptown - Upper Duval
8.6 out of 10, Excellent, (3,650 reviews)
"Easy check in, huge property, great location and beautiful grounds."
United States
Charles
The price is ￥18,558
￥32,878 total
includes taxes & fees
Oct 28 - Oct 29
Southernmost Beach Resort and Guesthouses
A large, ornate hotel with a pool, palm trees, and a view of the ocean.

8. Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Uptown - Upper Duval
9.4 out of 10, Exceptional, (1,001 reviews)
"staff was super friendly and accomodating"
United States
Janet
The price is ￥22,425
￥45,082 total
includes taxes & fees
Oct 27 - Oct 28
Southernmost House - Adult Exclusive
A pool area with lounge chairs and a table, surrounded by palm trees.

9. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Uptown - Upper Duval
9.8 out of 10, Exceptional, (1,003 reviews)
"Stayed there for a week for our honeymoon, could not have had a better stay."
United States
ben
The price is ￥36,779
￥41,377 total
includes taxes & fees
Nov 2 - Nov 3
Orchid Key Inn - Adults Only
A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

10. Duval Gardens - Adults Only

Duval Gardens - Adults Only
4.0 star property
Uptown - Upper Duval
9.2 out of 10, Wonderful, (925 reviews)
"Great rooms and staff, the breakfast is amazing "
United States
JoAnn
The price is ￥26,683
￥40,609 total
includes taxes & fees
Oct 27 - Oct 28
Duval Gardens - Adults Only
A white building with green shutters, surrounded by a white picket fence and palm trees.

11. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Uptown - Upper Duval
8.0 out of 10, Very good, (680 reviews)
"Not bad for the price . Great location!"
United States
Parker
The price is ￥22,236
￥25,016 total
includes taxes & fees
Oct 28 - Oct 29
Kona Kai Oasis
A bedroom with a bed, a ceiling fan, a painting, and a window.

12. Sea Breeze by Brightwild Off-street Parking

Sea Breeze by Brightwild Off-street Parking
2.0 star property
Uptown - Upper Duval
The price is ￥63,018
￥123,274 total
includes taxes & fees
Oct 27 - Oct 28
Sea Breeze by Brightwild Off-street Parking
Exterior

13. 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 ￥136,594
￥231,743 total
includes taxes & fees
Oct 27 - Oct 28
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.

14. 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, (1,008 reviews)
"We really enjoyed our stay! The staff were amazing and the room was perfect!"
United States
Teresa
The price is ￥38,120
￥42,885 total
includes taxes & fees
Nov 1 - Nov 2
Almond Tree Inn Hotel - Adults Only
A porch with a white railing, a bench, and a flag.

15. 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, (195 reviews)
"We really enjoyed getting to know the staff. The breakfast was excellent and everything was in walking distance."
United States
Jennifer
The price is ￥48,567
￥54,638 total
includes taxes & fees
Oct 27 - Oct 28
The Conch House Heritage Inn
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

16. Duval House

Duval House
3.0 star property
Downtown Key West, 0.5 km from Uptown - Upper Duval
9.6 out of 10, Exceptional, (1,128 reviews)
"I loved the gardens and pool in the back of the Inn. I also liked the fact it is located right on Duval St."
United States
Cathrine
The price is ￥20,079
￥25,962 total
includes taxes & fees
Oct 27 - Oct 28
Duval House
A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.

17. 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, (1,007 reviews)
"We love staying at Alexander’s!!!"
United States
Brenda
The price is ￥22,448
￥25,256 total
includes taxes & fees
Oct 27 - Oct 28
Alexander Palms Court
A poolside area with lounge chairs, a small pool, and a white building with a balcony.

18. 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, (484 reviews)
"This was our first time staying here and I will say that it was a pleasure. Staff were friendly and quite helpful. Location couldn’t be better as you’re right off of Duval St. I highly recommend as we will be staying here again in the future."
United States
Evan
The price is ￥26,668
￥37,943 total
includes taxes & fees
Oct 28 - Oct 29
Seascape Tropical Inn - Adult Exclusive
A swimming pool with water splashing, surrounded by palm trees and a building in the background.

19. 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, (1,034 reviews)
"Overall great location and stay,ty!"
United States
sam
The price is ￥20,330
￥33,460 total
includes taxes & fees
Oct 28 - Oct 29
Silver Palms Inn & Historic Homes
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

20. 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, (990 reviews)
"Great location on the water"
United States
Jaime
The price is ￥38,535
￥53,941 total
includes taxes & fees
Nov 16 - Nov 17
Casa Marina Key West, Curio Collection by Hilton
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
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A tropical outdoor area with palm trees, hanging plants, and string lights.
Douglas House - Adults Only
3.0 star property
9.8
Exceptional
568 reviews
View
A modern outdoor area with a pool, lounge chairs, and a bar area.
H2O Suites - Adults Only
3.5 star property
9.8
Exceptional
670 reviews
View
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
1,003 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
1,001 reviews
View
A pool area with lounge chairs and palm trees.
Santa Maria Suites
4.0 star property
9.6
Exceptional
1,005 reviews
View

Where to stay in Uptown - Upper Duval

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

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.

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

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.

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

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.

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

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.

Top Uptown - Upper Duval Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Our stay at the Southern Most was great! The location is perfect and the staff was wonderful. The beach, the pool the rooms were spotless and the staff couldn’t have been any nicer. Highly recommended."
Richard John 3-night trip
Posted less than an hour ago
Southernmost Beach Resort and Guesthouses

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 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 neighborhood include Southwinds Motel 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 243 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 Tennessee Williams Key West Exhibit. While you're out sightseeing in Key West, be sure to visit other sights like Key West Lighthouse and Keeper's Quarters Museum or Ernest Hemingway Home and Museum.

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