Hotels Near
Uptown - Upper Duval

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Featured Uptown - Upper Duval Hotels

Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,622 reviews)
"Excellent area to stay at including rooms and service."

Reviewed on Jul 12, 2025

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
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,011 reviews)
"Beach access was great! Rooms very clean and all staff was friendly and helpful. Be prepared for the $50/day valet charge and no self parking available. We were SO glad we stayed here versus the nearby Southernmost resort. Beach seaweed was cleaned up and maintained. The beach at Southernmost was ..."

Reviewed on Jul 6, 2025

The Reach Key West, Curio Collection by Hilton
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. ...
8/10 Very Good! (1,119 reviews)
"Amazing"

Reviewed on Jul 9, 2025

The Southernmost Inn - Adults Only
Southwinds Motel
Southwinds Motel
2 out of 5
1321 Simonton Street, Key West, FL
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,120 reviews)
"We stay here when ever we’re in the keys"

Reviewed on Jul 10, 2025

Southwinds Motel
Southernmost House
Southernmost House
4 out of 5
1400 Duval Street, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the property condition ...
9.2/10 Wonderful! (1,008 reviews)
"Great historical place to stay. Staff is amazing. Couldn’t ask for more."

Reviewed on Jul 10, 2025

Southernmost House
Orchid Key Inn - Adults Only
Orchid Key Inn - Adults Only
3.5 out of 5
1004 Duval St, Key West, FL
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! (1,005 reviews)
"Location location location. Nice clean room Adults only"

Reviewed on Jul 5, 2025

Orchid Key Inn - Adults Only
Douglas House
Douglas House
3 out of 5
419 Amelia St, Key West, FL
Stay at this 3-star guesthouse in Key West. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Duval Street and Ernest Hemingway Home ...
9.6/10 Exceptional! (131 reviews)
"Property was very clean and staff was friendly especially the manager Hamid Only complained was the shower…water was either too hot or cold, had to keep adjusting to get it right but it will only last for a little."

Reviewed on Jul 10, 2025

Douglas House
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)
"The property was beautiful and serene. The staff was very friendly and helpful. Would definitely recommend and stay here again"

Reviewed on Jun 27, 2025

Santa Maria Suites
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! (541 reviews)
"The star was very accommodating."

Reviewed on Jun 25, 2025

H2O Suites - Adults Only
Kona Kai Oasis
Kona Kai 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 garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
8/10 Very Good! (534 reviews)
"I would definitely stay here again without a doubt."

Reviewed on Jul 11, 2025

Kona Kai Oasis
Beachside Resort & Residences
Beachside Resort & Residences
3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,330 reviews)
"😎"

Reviewed on Jul 12, 2025

Beachside Resort & Residences
Blue Flamingo Resort Key West
Blue Flamingo Resort Key West
4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,456 reviews)
"Shuttle service to town was amazing!"

Reviewed on Jul 11, 2025

Blue Flamingo Resort 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 $169
  • 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.