Uptown - Upper Duval

Key West

A sunset over the ocean with scattered clouds.
A rope bridge over turquoise water with a beach and palm trees in the background.
A vintage red bus with 'Old Town Trolley Tours' written on it, parked on a paved area with people around.
A large sculpture with text indicating it is the Southernmost Point of the Continental U.S.A. and 90 miles to Cuba.
A hammock tied to a palm tree on a sandy beach with a wooden structure in the background.

Stay near popular Uptown - Upper Duval attractions

A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

Southernmost Point

8.8/10 (17,214 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.
See properties

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

CA $62
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

CA $36
per child
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Shark and Wildlife Viewing Adventure in Key West

Shark and Wildlife Viewing Adventure in Key West

CA $137
per adult
100% of travellers recommend
Shark and Wildlife Viewing Adventure in Key West
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!

Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!

CA $66
per adult
92% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
Snorkler waving underwater in Key West

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

CA $76
per adult
86% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
Key West Half-Day Fishing Charter

Key West Half-Day Fishing Charter

CA $131
per adult
92% of travellers recommend
Key West Half-Day Fishing Charter
See all activities in Key West

Uptown - Upper Duval Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is CA $267 per night from Jul 6 to Jul 7
CA $267
CA $404 total
Jul 6 - Jul 7
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,415 reviews)
"Clean rooms. Do not come for the beach as there is none. Come for the Key West atmosphere."

Reviewed on Jul 5, 2026

Southernmost Beach Resort and Guesthouses
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street Key West FL
The price is CA $297 per night from Jul 12 to Jul 13
CA $297
CA $430 total
Jul 12 - Jul 13
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,003 reviews)
"We checked into a room that the a/c did not work. They tried to tell us that it was when it wouldn’t cool below 79 when it was sat on 68 with the curtains closed for 4 hours. Asked us to go check out another room that was in the same situation. Finally found a room that would hold at 70. This rooms ..."

Reviewed on Jul 2, 2026

The Reach Key West, Curio Collection by Hilton
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is CA $191 per night from Aug 4 to Aug 5
CA $191
CA $263 total
Aug 4 - Aug 5
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,348 reviews)
"It was a great trip! Close to many things."

Reviewed on Jul 4, 2026

Southwinds Motel
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
The price is CA $150 per night from Jul 6 to Jul 7
CA $150
CA $233 total
Jul 6 - Jul 7
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very good! (1,399 reviews)
"Nice location clean room"

Reviewed on Jul 4, 2026

The Southernmost Inn - Adults Only
Douglas House - Adults Only

Douglas House - Adults Only

3 out of 5
419 Amelia St Key West FL
The price is CA $177 per night from Jul 6 to Jul 7
CA $177
CA $219 total
Jul 6 - Jul 7
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions Southernmost Point and Duval Street are located ...
9.6/10 Exceptional! (440 reviews)
"This was our first stay at the Douglas House. We stayed for 6 nights. We had a great stay and were very happy with everything especially the free amenities offered at the pool. They offer free sunscreen, water, and coffee. The property was very clean and easily accessible. We did not rent a car and ..."

Reviewed on Jul 3, 2026

Douglas House - Adults Only
Santa Maria Suites

Santa Maria Suites

4 out of 5
1401 Simonton St Key West FL
The price is CA $481 per night from Jul 6 to Jul 7
CA $481
CA $637 total
Jul 6 - Jul 7
includes taxes & fees
Stay at this resort in Key West. Enjoy free WiFi, 2 outdoor pools, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (1,001 reviews)
"The room was absolutely gorgeous as were the property grounds. The staff were incredibly helpful. There were all sorts of nice touches like daily muffins in the room, daily Dove ice cream bars stocked in the in room freezer, daily happy hour by the poolside bar. The pool was very nice, and much needed ..."

Reviewed on Jul 5, 2026

Santa Maria Suites
See all 2,727 properties in Uptown - Upper Duval
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.

Where to stay in Uptown - Upper Duval

Find the best Uptown - Upper Duval areas and neighborhoods for the activities you enjoy most. Learn more about Uptown - Upper Duval
Learn more about Uptown - Upper Duval
A white lighthouse with a small adjacent building, surrounded by lush green trees and a clear blue sky.

Old Town Key West

If you're spending some time in Old Town Key West, Duval Street and Florida Keys Beaches are top sights worth seeing.
A two-story house with green shutters and a wooden balcony.

Key West Historic District

Travelers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to make a stop by Duval Street and Florida Keys Beaches.
A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

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 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 Key West Tropical Forest and Botanical Garden.

Uptown - Upper Duval

Choose two or more items and save on your trip:

Explore a world of travel with Expedia