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Amazing PIT to EYW Flight Deals
The cheapest flights to Key West Intl. were $345 for round trip flights and $205 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
$345 Roundtrip, found 4 days ago
$345
Roundtrip
found 4 days ago
PIT
Pittsburgh
EYW
Key West
$359 Roundtrip, found 4 days ago
$359
Roundtrip
found 4 days ago
PIT
Pittsburgh
EYW
Key West
$386 Roundtrip, found 4 days ago
$386
Roundtrip
found 4 days ago
PIT
Pittsburgh
EYW
Key West
$400 Roundtrip, found 4 days ago
$400
Roundtrip
found 4 days ago
PIT
Pittsburgh
EYW
Key West
$414 Roundtrip, found 4 days ago
$414
Roundtrip
found 4 days ago
PIT
Pittsburgh
EYW
Key West
$425 Roundtrip, found 4 days ago
$425
Roundtrip
found 4 days ago
Hotels near Key West Intl. Airport (EYW)
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
$398 nightly
The price is $448 total per night from Jun 18 to Jun 19
$448 total
Jun 18 - Jun 19
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 Southernmost Point and Duval Street are located nearby.
9.4/10 Exceptional! (1,125 reviews)
"Excellent stay! Walkable to the Smathers beach... rooms were very clean. Pool has great ocean view. Amenities were good!"
Reviewed on Jun 9, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$185 nightly
The price is $209 total per night from Jul 8 to Jul 9
$209 total
Jul 8 - Jul 9
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 Southernmost Point and Duval Street are located nearby.
9/10 Wonderful! (1,387 reviews)
"This is an excellent hotel to stay if you want a peaceful, quiet, low key place to hang while in Key West. While it is further out from the action, we found the shuttle to/from town very convienent. There is a paved trail across the street which was perfect for a morning run or walk down to Smathers ..."
Reviewed on Jun 10, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$165 nightly
The price is $185 total per night from Jun 21 to Jun 22
$185 total
Jun 21 - Jun 22
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 Southernmost Point and Duval Street are located nearby.
8.4/10 Very Good! (1,042 reviews)
"Room was clean, staff were friendly and helpful. Hotel was a little further from attractions than I expected but was still a great place to stay."
Reviewed on Jun 9, 2026
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Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$175 nightly
The price is $197 total per night from Jun 14 to Jun 15
$197 total
Jun 14 - Jun 15
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 Southernmost Point are located nearby.
8.4/10 Very Good! (2,358 reviews)
"Great experience"
Reviewed on Jun 10, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$285 nightly
The price is $321 total per night from Jun 14 to Jun 15
$321 total
Jun 14 - Jun 15
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 Southernmost Point and Duval Street are located nearby.
8.8/10 Excellent! (1,830 reviews)
"Very nice Employees at the margaritaville beach house ."
Reviewed on Jun 9, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
$132 nightly
The price is $149 total per night from Jun 21 to Jun 22
$149 total
Jun 21 - Jun 22
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 Southernmost Point and Duval Street are located nearby.
8/10 Very Good! (1,234 reviews)
"Staff was great and extremely helpful."
Reviewed on Jun 10, 2026
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3852 North Roosevelt Boulevard Key West FL
$150 nightly
The price is $169 total per night from Jun 21 to Jun 22
$169 total
Jun 21 - Jun 22
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 Southernmost Point and Duval Street are located nearby.
8.6/10 Excellent! (1,021 reviews)
"The room was clean and the place was quiet, which is good. The air conditioning was really good cause you can put it to a temperature that is right for you. The breakfast was also good. We had a terrible amount of rain fall on our last night and it was scarry but the staff came to our room to assure ..."
Reviewed on Jun 10, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$214 nightly
The price is $240 total per night from Jun 29 to Jun 30
$240 total
Jun 29 - Jun 30
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 Southernmost Point are located nearby.
9/10 Wonderful! (1,808 reviews)
"Very much enjoyed our stay at havana cabana. The room had some minor esthetic issues but nothing that causes major concerns. The shuttle drivers and bar staff were all excellent. I would recommend this hotel to anyone looking for a relaxing time in Key West."
Reviewed on Jun 10, 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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