Book Cheap Silver Airways flight from Greenville (GSP) to Key West (EYW)

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Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
3675 South Roosevelt Boulevard, Key West, FL
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,013 reviews)
"Excellent"

Reviewed on Jul. 15, 2025

Hyatt Vacation Club at Windward Pointe, Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,190 reviews)
"Very Clean, beach front, the room are very spacious, the bathroom very nice, free shuttle to downtown every hour, very friendly drivers, about 10-15 min drive to downtown, 💯 recommended"

Reviewed on Jul. 16, 2025

Hampton Inn Key West FL
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd, Key West, FL
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,008 reviews)
Very nice hotel
"The facility is in the process of being upgraded so the room we stayed in was already redone and very comfortable for a family of 4. However the bathroom tub was ok as it had paint marks and was a bit clogged. The staff came immediately to handle the bathroom."

Reviewed on Jul. 13, 2025

DoubleTree Resort by Hilton Grand Key - Key West
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.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.