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Four Nights at the Newly Rebranded Hilton Key West Resort & Marina with Flights Included, from $472 Per Person
From $472
STEP TWO: FLIGHTSCheapest FlightsPirates, Key West welcomed a brand-new Hilton Hotel in July 2026, and we’ve found a four-night vacation package with flights included from $472 per person!
The new Hilton Key West Resort & Marina (4.5/5 on TripAdvisor & 2026 Travelers' Choice Winner), formerly Ocean’s Edge, sits right on the waterfront, and one of our favorite things about this property is that it has not one, not two, but SIX saltwater swimming pools! You’ll also find many rooms with private balconies overlooking the marina and the water.
And with Key West hotel prices as they are, getting four nights with flights at this rate is definitely something we’d be excited about.
We found some dates with the best rates for you, but many others are available.
All prices listed are based on nonstop journeys or short layovers. You can click on the deal to see all the flight options and choose the one most convenient for you.
🔻 Departing St. Pete
🔻 Departing Orlando
🔻 Departing Pittsburgh
🔻 Departing Tampa
🔻 Departing Atlanta
🔻 Departing Cincinnati
🔻 Departing Asheville
🔻 Departing Houston
🔻 Departing Cleveland
🔻 Departing Washington
🔻 Departing Austin
🔻 Departing Boston
🔻 Departing Denver
🔻 Departing New York
🔻 Departing Las Vegas
*That's $392.50 per person!
Hotel Price per Person = $392.50
Flight Price = $79 Round-Trip
TOTAL = $472/Person [Based on Two Guests]