Find hotels in Uptown - Upper Duval, Key West from ₩169,171

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Discover 2,804 Uptown - Upper Duval hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Douglas House
Garden

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (176)
"Douglas House was perfect for a quiet getaway for a few days in one of our favorite places! Right of Duval St., it’s walkable to everywhere that Key West is famous for! The staff were personable and helpful. The rooms are clean and comfortable. "
The price is ₩181,117
₩210,889 total
includes taxes & fees
Oct 8 - Oct 9
Douglas House
Southernmost Beach Resort and Guesthouses
3 outdoor pools, pool umbrellas, sun loungers

Southernmost Beach Resort and Guesthouses

4.0 star property
8.6 out of 10, Excellent, (2799)
"The property and staff was great"
The price is ₩237,930
₩362,445 total
includes taxes & fees
Oct 29 - Oct 30
Southernmost Beach Resort and Guesthouses
Southwinds Motel
Exterior

Southwinds Motel

2.0 star property
8.8 out of 10, Excellent, (1191)
"This was a perfect place for us to safe during this trip."
The price is ₩175,689
₩237,146 total
includes taxes & fees
Oct 2 - Oct 3
Southwinds Motel
The Southernmost Inn - Adults Only
Courtyard

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very Good, (1182)
"Great area, amenities are great"
The price is ₩139,001
₩219,545 total
includes taxes & fees
Oct 12 - Oct 13
The Southernmost Inn - Adults Only
Southernmost House
Mansion Room #201 - Ocean View with private balcony - Adults Only | Terrace/patio

Southernmost House

4.0 star property
9.4 out of 10, Exceptional, (1008)
"Very beautiful place to stay in Key West. Will stay here again if we return. "
The price is ₩289,374
₩455,861 total
includes taxes & fees
Oct 2 - Oct 3
Southernmost House
The Reach Key West, Curio Collection by Hilton
Outdoor pool, pool umbrellas, sun loungers

The Reach Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very Good, (1021)
"Great staff, view and food!"
The price is ₩307,487
₩430,166 total
includes taxes & fees
Oct 2 - Oct 3
The Reach Key West, Curio Collection by Hilton
Santa Maria Suites
Courtyard

Santa Maria Suites

4.0 star property
9.6 out of 10, Exceptional, (1008)
"Extremely appealing, very nice accommodation. Proximity to restaurants excellent. "
The price is ₩345,467
₩451,832 total
includes taxes & fees
Oct 2 - Oct 3
Santa Maria Suites
Orchid Key Inn - Adults Only
Exterior

Orchid Key Inn - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (1016)
"Our stay was incredible "
The price is ₩189,757
₩213,485 total
includes taxes & fees
Oct 26 - Oct 27
Orchid Key Inn - Adults Only
Kona Kai Oasis
King Suite Pool View | Iron/ironing board, free WiFi, bed sheets

Kona Kai Oasis

3.0 star property
8.2 out of 10, Very Good, (559)
"Great short stay! "
The price is ₩150,374
₩169,171 total
includes taxes & fees
Oct 2 - Oct 3
Kona Kai Oasis
H2O Suites - Adults Only
Deluxe Suite, 1 King Bed, Private Pool | View from room

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (568)
"The place was stunning. Quite, relaxing Amazing "
The price is ₩405,770
₩519,674 total
includes taxes & fees
Oct 7 - Oct 8
H2O Suites - Adults Only
Keys Please by Brightwild Pool Steps to Duval
House | 3 bedrooms, Internet

Keys Please by Brightwild Pool Steps to Duval

2.0 star property
The price is ₩1,068,123
₩1,875,477 total
includes taxes & fees
Oct 14 - Oct 15
Keys Please by Brightwild Pool Steps to Duval
Sea Breeze by Brightwild Off-street Parking
Apartment | 2 bedrooms, Internet

Sea Breeze by Brightwild Off-street Parking

2.0 star property
The price is ₩549,015
₩1,069,712 total
includes taxes & fees
Oct 29 - Oct 30
Sea Breeze by Brightwild Off-street Parking
Parrot Key Hotel & Villas
Waterfront King Guest Room | Exterior

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1110)
"Friendly staff, beautiful and lush grounds. The location was great too."
The price is ₩181,122
₩284,327 total
includes taxes & fees
Oct 7 - Oct 8
Parrot Key Hotel & Villas
The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1102)
"Beautiful place!"
The price is ₩146,372
₩245,290 total
includes taxes & fees
Oct 2 - Oct 3
The Perry Hotel & Marina Key West
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, open 7:00 AM to 11:00 PM, free cabanas, sun loungers

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
8.0 out of 10, Very Good, (1021)
"Great stay. Helpful and attentive staff, transportation provided to the old town and to the beach. "
The price is ₩172,979
₩241,988 total
includes taxes & fees
Oct 7 - Oct 8
DoubleTree Resort by Hilton Grand Key - Key West
Opal Key Resort & Marina, Key West
Front of property - evening/night

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1000)
"Great stay! "
The price is ₩349,608
₩448,607 total
includes taxes & fees
Oct 2 - Oct 3
Opal Key Resort & Marina, Key West
Havana Cabana at Key West
Outdoor pool, sun loungers

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1746)
"Place was great we had the absolute best time"
The price is ₩165,889
₩278,115 total
includes taxes & fees
Oct 5 - Oct 6
Havana Cabana at Key West
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1092)
"Very nice hotel."
The price is ₩165,889
₩226,121 total
includes taxes & fees
Oct 13 - Oct 14
Hilton Garden Inn Key West / The Keys Collection
The Laureate Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1009)
"Family-friendly, Ocean View"
The price is ₩223,244
₩290,653 total
includes taxes & fees
Oct 2 - Oct 3
The Laureate Key West
NYAH Key West - Adults Only
Outdoor spa tub

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1018)
"Staff was excellent! "
The price is ₩99,828
₩175,475 total
includes taxes & fees
Oct 2 - Oct 3
NYAH Key West - Adults Only
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.
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Where to stay in Uptown - Upper Duval

Find the best Uptown - Upper Duval areas and neighborhoods for the activities you enjoy most.
Key West Historic District

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.

Smathers Beach showing a bay or harbor, tropical scenes and windsurfing

Beachside

When in Beachside, you can plan a visit to Duval Street and Smathers Beach, some noteworthy sights in the nearby area.

Audubon House and Tropical Gardens featuring a house

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.

Key West featuring a marina, a coastal town and general coastal views

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.

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.

Top Uptown - Upper Duval Hotel Reviews

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

10/10 Excellent
"I loved the Orchid theme. It was clean, bright and colorful. The breakfast was great for a continental free breakfast. All of the staff was super friendly. But my favorite has to be Mr. P :) I watched a few YouTube videos on The Orchid Key before coming down last week. They are a few years old. I definitely think an updated video or commercial would be great! I think this hotel is one that should not be overlooked. I hope one day to come back to the Keys and to The Orchid Key!"
Richard dewayne 6-night trip
Posted 1 day ago
Orchid Key Inn - Adults Only

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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. Looking for sights you might find in a travel guide about Uptown - Upper Duval? Consider a visit to Duval Street while you're in the neighborhood.

Where is the best place to stay in Uptown - Upper Duval?

Based on Expedia customer reviews, Orchid Key Inn - Adults Only is the highest ranked property in Uptown - Upper Duval. This hotel is steps from Ernest Hemingway Home and Museum, and offers free breakfast and an outdoor pool. Other top choices in the neighborhood include LA TE DA Hotel - Adults Only and Santa Maria Suites.

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 249 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?

Dip your toes in the water at South Beach or Simonton Beach while you're 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 MLK Community Pool & Community Center. While you're out sightseeing in Key West, be sure to visit other sights like Tennessee Williams Key West Exhibit or Key West Lighthouse and Keeper's Quarters Museum.