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Amazing PIT to EYW Flight Deals
The cheapest flights to Key West Intl. were $362 for round trip flights and $165 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 5 days ago
$362
Roundtrip
found 5 days ago
PIT
Pittsburgh
EYW
Key West
$388 Roundtrip, found 1 day ago
$388
Roundtrip
found 1 day ago
PIT
Pittsburgh
EYW
Key West
$404 Roundtrip, found 5 days ago
$404
Roundtrip
found 5 days ago
PIT
Pittsburgh
EYW
Key West
$411 Roundtrip, found 5 days ago
$411
Roundtrip
found 5 days ago
PIT
Pittsburgh
EYW
Key West
$421 Roundtrip, found 1 day ago
$421
Roundtrip
found 1 day ago
PIT
Pittsburgh
EYW
Key West
$430 Roundtrip, found 1 day ago
$430
Roundtrip
found 1 day 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! (1,064 reviews)
Everything from check-in to check-out was perfect. When we needed extra linens later in the evening, they brought it up right away.
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! (1,350 reviews)
This place was wonderful. Spacious room with great view. The bathroom was large and had everything needed. Bed was very comfortable and no issues with anything in the room. Will definitely go back there again. Pool and outside area was clean and beautiful too.
Reviewed on May 2, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$190 nightly
The price is $214 total per night from May 31 to Jun 1
$214 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.
8.4/10 Very Good! (1,003 reviews)
Great place to stay! Just a shuttle ride away from the downtown and the beach. Our room was spacious and very clean. Breakfast was good and the coffee was strong. Beautiful pool and great poolside bar. The staff were very friendly and accommodating
Reviewed on May 2, 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 Jun 1 to Jun 2
$219 total
Jun 1 - Jun 2
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! (2,173 reviews)
Room was clean and the staff was helpful and friendly.
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! (1,800 reviews)
Great pool, great outside bar, close to the beach
Reviewed on May 2, 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
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$247 nightly
The price is $278 total per night from May 11 to May 12
$278 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! (2,195 reviews)
No working elevator all week- No cleaning service - had to pay extra for a cleaning No carts to take luggage to and from room Front desk curious and responsive however Hands tied Spent week at hospital with brother — very bad trip and stressful stay!!!
Reviewed on May 2, 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! (1,004 reviews)
It works! The location is right as you enter the key so you have to travel to the tourist spots. The shuttle is well used and seemed handy. Be prepared- they will give you an “Expedia Room” in a less desirable location in the resort. In this case it is right next to a tree where a very loud rooster ...
Reviewed on May 2, 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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