Compare and book 4 Star hotels in Rockland Key, Key West

"Our stay was pleasant for my first trip to Key West, but if I return in the future I will not choose to stay here again. The staff was entirely lovely, accommodating, and hard working. Shuttle service from downtown did leave 10 minutes early (we watched them drive away - it wasn’t full), leaving us stranded for 70 minutes or on the hook for uber. Hotel bar was upbeat and fun, a good place to wait for shuttle departure. Pool was packed with kids/families every time I saw it (we didn’t use it) or heard it. For the high room price, this was very much a normal, clean, comfortable hotel room. Given the aging nature of the building’s exterior (island life is hard on structures, so I get it), I would have needed the room to be more luxurious to offset the price. This is not the fault of the hotel, but I stayed here because of beach proximity and I now know Key West is not actually a beach town (beach is small, narrow, close to street, very natural/not groomed, minimal walkable food options, rentable beach chairs are expensive and poor quality…not a place catering to the beach experience) Lesson learned. I’ll stay closer to the actual attractions of the island in Old Town if I return to KW."

"Great location to walk around to great shopping and restaurants. We enjoyed time by the pool and enjoyed the variety of pool options! The beach was fantastic and the cafe was a great spot for breakfast. Would definitely return!! "

"A very nice place on the waterfront. Staff was genuinely friendly and helpful. I highly recommend it!"

"The property was friendly with pets. Staff very nice. "

"We booked an ocean front room through Expedia. The online pictures versus the actual condition of the room and property were misleading. The room we had (#208) was very dated, water damage in the ceiling, crown molding separated ftom ceiling, base mokding rotten and separated from wall. The overall room condition was clean and housekeeping was very attentive. The general consensus from other guests was they need to update the rooms to reflect the steep prices. Overall the location and stay was nice but doubtful we would stay here again. There are other places with better amenities and cheaper rates. If you plan to use the pool or beach chairs youre going to have to beat the peipke that put towels down at 7 am and take spots all day and not use."

"Beautiful and clean "

"I recently stayed at a DoubleTree Hotel and, unfortunately, the experience fell well below expectations. One of the most noticeable issues was the cleanliness of the property. There was visible garbage around the exterior areas and even near the pool, which made it feel poorly maintained and not very inviting for guests trying to relax. The pool area, in particular, was disappointing. Instead of being a clean, enjoyable space, it appeared neglected, with trash left unattended for extended periods. This really detracted from what should have been a highlight of the stay. Another major concern was the concierge service. I found the staff to be unresponsive and unreliable when assistance was needed. Requests either took far too long to be addressed or were simply not followed through, which made planning activities or resolving small issues unnecessarily frustrating. Overall, this stay did not meet the standard I would expect from a DoubleTree property. I would recommend that management focus on improving cleanliness and staff responsiveness to provide a better experience for future guests. "

"We recently stayed at Casa Marina Key West, Curio Collection by Hilton and overall had a very enjoyable experience, with a few areas that could use improvement. The resort itself is beautiful and the location is fantastic—close enough to walk to the energy of Duval Street, yet far enough to feel like a relaxing escape. One of the biggest highlights was the beach, which is rare in Key West. There was plenty of space and good chair availability, and having food and drink service right on the beach and by the pools made it even better. We also really appreciated the amenities: two pools (one adults-only and one family-friendly), a well-equipped gym, and convenient on-site rentals for bikes and golf carts to explore the island. The concierge team(Cassy) was especially helpful and always available when we needed assistance. That said, the room fell a bit short of expectations for the price point. We stayed in Room 254, which was listed as a street view but was actually more of a rooftop view of the resort. The mattress was quite uncomfortable and definitely needs replacing. The sheers and window treatments also felt dated and due for an update. Additionally, the carpeting in the hallway leading to our room could use a more frequent cleaning. Overall, we truly enjoyed our stay."

"Hotel was very clean and staff was attentive. The location was great with direct beach access and close to duval street. The food service on the beach from Stephanie was great! It was our first trip to key west and it won’t be our last."