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Amazing PIT to EYW Flight Deals
The cheapest flights to Key West Intl. were $296 for round trip flights and $172 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
$296 Roundtrip, found 6 days ago
$296
Roundtrip
found 6 days ago
PIT
Pittsburgh
EYW
Key West
$341 Roundtrip, found 6 days ago
$341
Roundtrip
found 6 days ago
PIT
Pittsburgh
EYW
Key West
$352 Roundtrip, found 6 days ago
$352
Roundtrip
found 6 days ago
PIT
Pittsburgh
EYW
Key West
$372 Roundtrip, found 6 days ago
$372
Roundtrip
found 6 days ago
PIT
Pittsburgh
EYW
Key West
$378 Roundtrip, found 6 days ago
$378
Roundtrip
found 6 days ago
PIT
Pittsburgh
EYW
Key West
$388 Roundtrip, found 6 days ago
$388
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
$495 nightly
The price is $557 total per night from Apr 13 to Apr 14
$557 total
Apr 13 - Apr 14
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! (1,025 reviews)
Great location, wonderful room and resort.
Reviewed on Mar 12, 2026

Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$368 nightly
The price is $414 total per night from Mar 24 to Mar 25
$414 total
Mar 24 - Mar 25
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! (1,326 reviews)
Very good breakfast, clean hotel.
Reviewed on Mar 12, 2026

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$337 nightly
The price is $379 total per night from Mar 26 to Mar 27
$379 total
Mar 26 - Mar 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! (1,001 reviews)
Amazing place! The pool was super nice to relax in. The food at the restaurant was top notch. Everything was clean and tidy. Would for sure stay here again
Reviewed on Mar 11, 2026
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Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$424 nightly
The price is $477 total per night from Apr 13 to Apr 14
$477 total
Apr 13 - Apr 14
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! (1,781 reviews)
The hotel was very nice and the staff were very polite and accommodating. We ate at the bar and the food was great. It was nice to have free parking just below our room. The grounds were well maintained. The beach was across the street from the hotel and was not owned by the hotel. We did not have ...
Reviewed on Mar 11, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$333 nightly
The price is $374 total per night from Apr 12 to Apr 13
$374 total
Apr 12 - Apr 13
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.
8.2/10 Very Good! (1,963 reviews)
Beautiful hotel we had a great time the staff is always concerned with making your stay the best thank you Flora and staff
Reviewed on Mar 12, 2026

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$393 nightly
The price is $442 total per night from Apr 13 to Apr 14
$442 total
Apr 13 - Apr 14
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! (2,066 reviews)
No room view but enjoyed the pool.
Reviewed on Mar 12, 2026

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
$328 nightly
The price is $369 total per night from Apr 5 to Apr 6
$369 total
Apr 5 - Apr 6
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! (1,210 reviews)
Elevator was down and we had to change rooms. Our room “with a view” wasn’t. Room was acceptably clean with plenty of linen. Not sure that the WiFi was free
Reviewed on Mar 11, 2026

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$341 nightly
The price is $383 total per night from Mar 30 to Mar 31
$383 total
Mar 30 - Mar 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
8.8/10 Excellent! (1,697 reviews)
Pool atmosphere and Mojitos Bar were pleasant. Employees were kind to assist throughout the resort! Shuttle dude, Mario, very friendly and well -versed about the Keys!
Reviewed on Mar 12, 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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