Hotels Near
Uptown - Upper Duval

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Featured Uptown - Upper Duval Hotels

The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only
3 out of 5
525 United Street, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
7.8/10 Good! (1,002 reviews)
"Fine for an overnight 12 hour stay due to change in flight plans."

Reviewed on May 21, 2024

The Southernmost Inn - Adults Only
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
Stay at this 4-star beach hotel in Key West. Enjoy 3 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the bar in our reviews. ...
8.2/10 Very Good! (1,870 reviews)
"This report was perfect for a three day trip. Nice beach and just a walk away from the crowds."

Reviewed on May 22, 2024

Southernmost Beach Resort
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
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach hotel in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the pool and the helpful ...
8.2/10 Very Good! (617 reviews)
"My husband and I stayed for a week and it was absolutely amazing, the food was great, being served drinks at the beach was amazing. 10/10 recommend to anyone looking for a tropical getaway."

Reviewed on May 13, 2024

The Reach Key West, Curio Collection by Hilton
Southwinds Motel
Southwinds Motel
2 out of 5
1321 Simonton Street, Key West, FL
Stay at this hotel in Key West. Enjoy 2 outdoor pools, a 24-hour front desk, and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (1,004 reviews)
"Great place to stay, but aircon very noisy"

Reviewed on May 22, 2024

Southwinds Motel
Santa Maria Suites
Santa Maria Suites
4 out of 5
1401 Simonton St, Key West, FL
Stay at this 4-star 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. ...
9.6/10 Exceptional! (1,001 reviews)
"We loved our stay at Santa Maria Suites! The rooms were nice and clean and had all the amenities you could ask for. The pool was also nice and the surrounding area within walking distance was excellent. We will visit again!"

Reviewed on May 22, 2024

Santa Maria Suites
Orchid Key Inn - Adults Only
Orchid Key Inn - Adults Only
3.5 out of 5
1004 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
9.8/10 Exceptional! (999 reviews)
"Breakfast was awesome. Bartender Alex was the best, as he would tell you himself! Great guy! Room was pretty clean. Loved the floor plan. Biggest room for comfort"

Reviewed on May 22, 2024

Orchid Key Inn - Adults Only
The Mansion on the Sea - Southernmost House in the USA
The Mansion on the Sea - Southernmost House in the USA
3 out of 5
1400 Duval Street, Key West, FL
Stay at this 3-star beach hotel in Key West. Enjoy free breakfast, room service, and parking (surcharge). Our guests praise the breakfast and the pool in our ...
9.2/10 Wonderful! (998 reviews)
"This property is full of history and character. The staff helpful and friendly. Not a problem for us but there is no lift/elevator, they offered to take our bags to our room which was on the top floor (UK 2nd/US 3rd). Self serve breakfast provided which was great - plenty of options; fresh fruit, ..."

Reviewed on May 13, 2024

The Mansion on the Sea - Southernmost House in the USA
An Island Oasis
An Island Oasis
3 out of 5
630 South Street, Key West, FL
Stay at this 3-star guesthouse in Key West. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Duval Street and South Beach are located ...
8/10 Very Good! (369 reviews)
"The place is perfect. GG is the best."

Reviewed on May 12, 2024

An Island Oasis
The Guesthouses at Southernmost Beach Resort - Adults only
The Guesthouses at Southernmost Beach Resort - Adults only
4 out of 5
1317 Duval St, Key West, FL
Fully refundable
Stay at this 4-star B&B in Key West. Enjoy free breakfast, parking (surcharge), and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (882 reviews)
"Marilyn who handled the continental breakfast at Duval Garden was amazing. She was very helpful in getting us towels. Friendly, caring and courteous. The front desk was of not help. Do not like the texting way to communicate as we got not response."

Reviewed on May 17, 2024

The Guesthouses at Southernmost Beach Resort - Adults only
H2O Suites - Adults Only
H2O Suites - Adults Only
3.5 out of 5
1212 Simonton Street, Key West, FL
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free WiFi, a rooftop terrace, and a fitness center. Our guests praise the pool and the helpful ...
9.8/10 Exceptional! (481 reviews)
"We will definitely be back to this hotel. Amazing staff, service and little attention to details. Special thanks to Angie at the bar, your were so sweet and made our afternoon at the pool enjoyable."

Reviewed on May 18, 2024

H2O Suites - Adults Only
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star golf hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the bar in our reviews. Popular attractions ...
8.8/10 Excellent! (1,525 reviews)
"Great place to stay for the weekend with easy access to downtown"

Reviewed on May 20, 2024

Oceans Edge Key West Resort, Hotel & Marina
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.4/10 Very Good! (1,761 reviews)
"Great and professional staff."

Reviewed on May 20, 2024

Margaritaville Beach House Key West
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.

Hotels in Uptown - Upper Duval

Key West is a city that has a lot going on, but you have your sights set on Uptown - Upper Duval. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Uptown - Upper Duval has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Uptown - Upper Duval hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Key West so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Uptown - Upper Duval underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Uptown - Upper Duval city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Uptown - Upper Duval cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Uptown - Upper Duval at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $179
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Uptown - Upper Duval hotel you want, book it, and never look back. Because your great escape is ahead of you.