All Hotels by Hersha Hospitality in Key West - 2026 Updated Prices

A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

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Our top choices for Key West Hersha Hospitality

4 outdoor pools, pool umbrellas, pool loungers

Parrot Key Hotel & Villas

Northside Resort

Young

includes taxes & fees

24 Aug - 25 Aug

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Top Key West Hotel Reviews

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Did not like that they were construction workers working during pool hours!"

Southernmost Beach Resort and Guesthouses

8/10 Good

"My overall stay at the hotel was good, except for one major issue. I arrived around 12:00 PM, but check-in time is typically at 4:00 PM. The hotel receptionist informed me that my room was available; however, I could only check in early if I paid a $50 fee. I asked for clarification on the fee and was told it was for early check-in. Even though the room was ready and waiting for me, I couldn’t access it before 4:00 PM without paying this additional charge. This practice feels like a scam. The hotel didn't have to pay anyone extra to prepare my room early, so why should I have to pay to enter the room a few hours sooner? Most reputable hotels allow you to check in early if your room is ready. It seems this hotel is simply trying to take advantage of travelers who arrive with luggage and don’t want to carry it around until check-in time. Because of this experience, I would not choose to stay at the Southernmost Beach Resort again."

Margaritaville Beach House Key West

8/10 Good

"Property was very nice and the 2 bedroom we had was great for 4 kids. The pool while small, was also never nice and each staff member I interacted with (except 1) was kind and helpful. Unfortunately we could not use the beach due to sea weed and sadly all the beaches on the island were so sea weed packed that we had to drive a significant way to find a beach to swim in. Which has nothing to do with the resort but still impacted our trip. Would stay here again but I would research beach conditions first"