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Amazing PIT to EYW Flight Deals
The cheapest flights to Key West Intl. were $118 for round trip flights and $57 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
$118 Roundtrip, found 2 days ago
$118
Roundtrip
found 2 days ago
PIT
Pittsburgh
EYW
Key West
$194 Roundtrip, found 6 days ago
$194
Roundtrip
found 6 days ago
PIT
Pittsburgh
EYW
Key West
$226 Roundtrip, found 6 days ago
$226
Roundtrip
found 6 days ago
PIT
Pittsburgh
EYW
Key West
$238 Roundtrip, found 2 days ago
$238
Roundtrip
found 2 days ago
PIT
Pittsburgh
EYW
Key West
$400 Roundtrip, found 6 days ago
$400
Roundtrip
found 6 days ago
PIT
Pittsburgh
EYW
Key West
$448 Roundtrip, found 6 days ago
$448
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
$234 nightly
The price is $263 total per night from Oct 28 to Oct 29
$263 total
Oct 28 - Oct 29
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.
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$129 nightly
The price is $145 total per night from Oct 26 to Oct 27
$145 total
Oct 26 - Oct 27
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.
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$149 nightly
The price is $167 total per night from Oct 29 to Oct 30
$167 total
Oct 29 - Oct 30
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! (1,120 reviews)
"The property is beautiful and well kept . Pool awesome and shuttles to airport and old town ! Rooms comfortable and roomy!"
Reviewed on Oct 24, 2026
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Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
$275 nightly
The price is $310 total per night from Oct 26 to Oct 27
$310 total
Oct 26 - Oct 27
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. 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! (1,808 reviews)
"Great property."
Reviewed on Oct 24, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
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! (2,650 reviews)
"The suite was beautifully appointed, spacious, and well furnished. The kitchen was fully stocked with everything we needed to cook, and our pool view was lovely. We especially enjoyed the private spiral staircase from our balcony that led directly down to the pool. The pool was advertised as heated, ..."
Reviewed on Oct 25, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$166 nightly
The price is $187 total per night from Oct 26 to Oct 27
$187 total
Oct 26 - Oct 27
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.
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$219 nightly
The price is $246 total per night from Nov 15 to Nov 16
$246 total
Nov 15 - Nov 16
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.
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3852 North Roosevelt Boulevard Key West FL
$135 nightly
The price is $151 total per night from Nov 1 to Nov 2
$151 total
Nov 1 - Nov 2
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 Mallory Square are located nearby.
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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