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Amazing PIT to EYW Flight Deals
The cheapest flights to Key West Intl. were $426 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
$426 Roundtrip, found 21 hours ago
$426
Roundtrip
found 21 hours ago
PIT
Pittsburgh
EYW
Key West
$433 Roundtrip, found 21 hours ago
$433
Roundtrip
found 21 hours ago
PIT
Pittsburgh
EYW
Key West
$438 Roundtrip, found 21 hours ago
$438
Roundtrip
found 21 hours ago
PIT
Pittsburgh
EYW
Key West
$444 Roundtrip, found 21 hours ago
$444
Roundtrip
found 21 hours ago
PIT
Pittsburgh
EYW
Key West
$451 Roundtrip, found 21 hours ago
$451
Roundtrip
found 21 hours ago
PIT
Pittsburgh
EYW
Key West
$469 Roundtrip, found 21 hours ago
$469
Roundtrip
found 21 hours ago
Hotels near Key West Intl. Airport (EYW)
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
$422 nightly
The price is $474 total per night from May 21 to May 22
$474 total
May 21 - May 22
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! (1,050 reviews)
Great
Reviewed on Apr 22, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$246 nightly
The price is $276 total per night from May 19 to May 20
$276 total
May 19 - May 20
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! (1,341 reviews)
The shuttle service was Great!!
Reviewed on Apr 25, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$205 nightly
The price is $231 total per night from May 26 to May 27
$231 total
May 26 - May 27
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! (1,005 reviews)
Everything was fabulous… I love it there.
Reviewed on Apr 26, 2026
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Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$211 nightly
The price is $238 total per night from May 25 to May 26
$238 total
May 25 - May 26
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! (2,141 reviews)
The hotel is very pricey for the most basic room I got. Overall very clean and nice hotel. I love the shuttle service they provide
Reviewed on Apr 26, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$250 nightly
The price is $281 total per night from May 26 to May 27
$281 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! (1,807 reviews)
The resort exceeded all of my expectations. We had an ocean view suite with gorgeous sunrise views, a comfortable bed, relaxing balcony and huge clean bathroom. All of the staff were kind and helpful. The property was very well maintained. There are a lot of families with small kids, so be prepared ...
Reviewed on Apr 25, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$256 nightly
The price is $288 total per night from May 11 to May 12
$288 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! (2,178 reviews)
Check in process was a disaster! We arrived a little over an hour early and were assured housekeeping would get right on our room! Not the case, and we ended up requesting at check in time to let us into our room! The room we were in definitely needs some upgrading.The shuttle service they offer ...
Reviewed on Apr 25, 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 25 to May 26
$199 total
May 25 - May 26
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! (1,222 reviews)
You should consider to install an elevator
Reviewed on Apr 22, 2026
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3852 North Roosevelt Boulevard Key West FL
$222 nightly
The price is $250 total per night from May 10 to May 11
$250 total
May 10 - May 11
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! (1,005 reviews)
Breakfast was awesome and the pool area
Reviewed on Apr 24, 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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