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Amazing PIT to EYW Flight Deals
The cheapest flights to Key West Intl. were $362 for round trip flights and $138 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
PIT
Pittsburgh
EYW
Key West
$362 Roundtrip, found 4 days ago
$362
Roundtrip
found 4 days ago
PIT
Pittsburgh
EYW
Key West
$388 Roundtrip, found 9 hours ago
$388
Roundtrip
found 9 hours ago
PIT
Pittsburgh
EYW
Key West
$404 Roundtrip, found 4 days ago
$404
Roundtrip
found 4 days ago
PIT
Pittsburgh
EYW
Key West
$411 Roundtrip, found 4 days ago
$411
Roundtrip
found 4 days ago
PIT
Pittsburgh
EYW
Key West
$421 Roundtrip, found 9 hours ago
$421
Roundtrip
found 9 hours ago
PIT
Pittsburgh
EYW
Key West
$426 Roundtrip, found 6 days ago
$426
Roundtrip
found 6 days ago
Hotels near Key West Intl. Airport (EYW)
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
$407 nightly
The price is $458 total per night from Jun 1 to Jun 2
$458 total
Jun 1 - Jun 2
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
9.4/10 Exceptional! (1,062 reviews)
Didn't need either service
Reviewed on May 2, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$212 nightly
The price is $238 total per night from Jun 1 to Jun 2
$238 total
Jun 1 - Jun 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
9/10 Wonderful! (1,348 reviews)
Clean comfy and beautiful
Reviewed on May 1, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$193 nightly
The price is $217 total per night from May 31 to Jun 1
$217 total
May 31 - Jun 1
Total with taxes and fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
8.2/10 Very Good! (1,002 reviews)
Shuttle from the airport took 43 minutes after I called. When I got to the motel around 1:30 in the afternoon, they said they had been cleaning my room and would call me when it was ready by 4:30. Nobody had called so I went and checked, and it had been ready for several hours. It’s a little things ...
Reviewed on May 1, 2026
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Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$195 nightly
The price is $219 total per night from May 31 to Jun 1
$219 total
May 31 - Jun 1
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
8.4/10 Very Good! (2,171 reviews)
Good
Reviewed on May 2, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$268 nightly
The price is $302 total per night from May 26 to May 27
$302 total
May 26 - May 27
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
8.8/10 Excellent! (1,798 reviews)
Never had a chance to check in the reservation from Expedia never went through and even though I showed them the invoice they still had me waiting to get hold of management finally after waiting for what seemed like forever without a solution other than paying again and getting refunded from yall ...
Reviewed on May 1, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$250 nightly
The price is $281 total per night from May 11 to May 12
$281 total
May 11 - May 12
Total with taxes and fees
Book a stay at this 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. Popular attractions Duval Street and Smathers Beach are located nearby.
8.6/10 Excellent! (2,191 reviews)
Elevator was broken for several days. The staff definitely helped with our luggage for checkout but the rest of the time we used the stairs. Still not so bad but the gates on the stairs did not lock properly so it gives the impression of a property that is not well maintained.
Reviewed on Apr 30, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
$177 nightly
The price is $199 total per night from May 10 to May 11
$199 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
8/10 Very Good! (1,224 reviews)
The staff were so friendly and gracious! Hotel was clean and breakfast was great. They also have a free shuttle that takes you to town center. Great stay!
Reviewed on May 1, 2026
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3852 North Roosevelt Boulevard Key West FL
$195 nightly
The price is $219 total per night from May 31 to Jun 1
$219 total
May 31 - Jun 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
8.6/10 Excellent! (1,002 reviews)
Wasn’t happy with the Breakfast .. ! Boiled eggs were Cold
Reviewed on Apr 29, 2026
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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