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Amazing PIT to EYW Flight Deals
The cheapest flights to Key West Intl. were $488 for round trip flights and $264 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
$488 Roundtrip, found 3 days ago
$488
Roundtrip
found 3 days ago
PIT
Pittsburgh
EYW
Key West
$544 Roundtrip, found 3 days ago
$544
Roundtrip
found 3 days ago
PIT
Pittsburgh
EYW
Key West
$559 Roundtrip, found 3 days ago
$559
Roundtrip
found 3 days ago
PIT
Pittsburgh
EYW
Key West
$593 Roundtrip, found 3 days ago
$593
Roundtrip
found 3 days ago
PIT
Pittsburgh
EYW
Key West
$615 Roundtrip, found 3 days ago
$615
Roundtrip
found 3 days ago
PIT
Pittsburgh
EYW
Key West
$623 Roundtrip, found 3 days ago
$623
Roundtrip
found 3 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 4 to Oct 5
$263 total
Oct 4 - Oct 5
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
$139 nightly
The price is $156 total per night from Sep 22 to Sep 23
$156 total
Sep 22 - Sep 23
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! (1,492 reviews)
"Clean, comfortable, and friendly staff."
Reviewed on Sep 9, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$133 nightly
The price is $150 total per night from Sep 27 to Sep 28
$150 total
Sep 27 - Sep 28
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! (1,090 reviews)
"We arrive early and our room was ready,clean and spacious, personnal very attentive. Great Stay"
Reviewed on Sep 8, 2026
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Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$188 nightly
The price is $212 total per night from Sep 10 to Sep 11
$212 total
Sep 10 - Sep 11
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! (2,503 reviews)
"Our stay was excellent! Everyone was super nice"
Reviewed on Sep 9, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
$234 nightly
The price is $263 total per night from Sep 23 to Sep 24
$263 total
Sep 23 - Sep 24
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! (1,806 reviews)
"close to beach"
Reviewed on Sep 9, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$160 nightly
The price is $180 total per night from Sep 10 to Sep 11
$180 total
Sep 10 - Sep 11
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.
8.6/10 Excellent! (2,660 reviews)
"I decided to stay at this hotel with my girlfriend to celebrate our anniversary. I made reservations for a suite because I wanted us to be comfortable and have the best accommodations possible. I truly thought this would be the perfect place for us to have an unforgettable time together while celebrating ..."
Reviewed on Sep 9, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
$139 nightly
The price is $156 total per night from Sep 16 to Sep 17
$156 total
Sep 16 - Sep 17
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.
8.2/10 Very Good! (1,314 reviews)
"Didn’t love this Hilton. Felt more like a motel with a pool. Would not stay here again."
Reviewed on Sep 9, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$166 nightly
The price is $187 total per night from Sep 24 to Sep 25
$187 total
Sep 24 - Sep 25
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.
9/10 Wonderful! (1,852 reviews)
"Everything was absolutely wonderful and so completely peaceful. I would definitely go again 😁"
Reviewed on Sep 9, 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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