A sailboat on calm water during sunset.

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Check availability on Dredgers Key Luxury Hotels

Tonight
Aug 24 - Aug 25
Tomorrow
Aug 25 - Aug 26
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Dredgers Key luxury hotels

A hotel with a large pool, multiple balconies, and palm trees.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

1. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
￥18,067
￥29,267 total
includes taxes & fees
Sep 1 - Sep 2
Blue Flamingo Resort Key West
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.
A beach with a palm tree and two chairs.

2. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
￥32,125
￥46,158 total
includes taxes & fees
Sep 1 - Sep 2
Margaritaville Beach House Key West
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.
A hotel with a central courtyard, palm trees, and a fountain.

3. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
￥18,117
￥25,747 total
includes taxes & fees
Sep 1 - Sep 2
DoubleTree Resort by Hilton Grand Key - Key West
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A marina with numerous yachts docked, surrounded by palm trees and a clear sky.
An outdoor seating area with tables and chairs, overlooking a marina with boats.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

4. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
￥23,132
￥35,842 total
includes taxes & fees
Sep 8 - Sep 9
The Perry Hotel & Marina Key West
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A spacious lobby with green sofas, a coffee table, and a dining area.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.

5. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
  • Beachfront luxury graces historic Key West resort with private shore access and spa treatments.
￥33,642
￥48,577 total
includes taxes & fees
Sep 13 - Sep 14
Casa Marina Key West, Curio Collection by Hilton
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A beach with palm trees, lounge chairs, and umbrellas.
A tall palm tree with a white building in the background.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.

6. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
￥22,116
￥34,002 total
includes taxes & fees
Sep 1 - Sep 2
Parrot Key Hotel & Villas
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A resort with a beach, a dock, and a water view.

7. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
￥27,691
￥42,240 total
includes taxes & fees
Aug 30 - Aug 31
Pier House Resort & Spa
A hotel room with a balcony overlooking a marina and the ocean.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A marina with numerous boats docked, a swimming pool, and palm trees.

8. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
  • Waterfront luxury meets marina adventure at Key West resort with 6 pools and bayside elegance.
￥18,117
￥29,883 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Key West Resort & Marina
A hotel with a swimming pool, balconies, and a view of the sea.
A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.
A beach wedding setup with white chairs, a wooden arch, and lanterns.
A balcony with a view of the ocean, a table, chairs, and a railing.

9. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
￥31,631
￥46,672 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Centric Key West Resort and Spa
A pool area with lounge chairs and palm trees.
A hotel named "Santa Maria" with a prominent illuminated sign, a glass entrance, and a view of the ocean.
A sign for Santa Maria Resort surrounded by lush greenery and palm trees.
A modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.

10. Santa Maria Suites

Santa Maria Suites
Old Town Key West
  • Lavish Key West retreat features luxury suites, designer touches, 2 pools, and vibrant bar scene.
￥43,194
￥59,322 total
includes taxes & fees
Sep 1 - Sep 2
Santa Maria Suites
View all properties

Top Dredgers Key Hotel Reviews

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Everything was great. The air conditioner /central air unit could have been cooler because c it did get hot and muggy in the room/ overnight."
Camilla 4-night trip
Posted 2 hours ago
The Reach Key West, Curio Collection by Hilton
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Absolutely perfect stay. Great staff, extremely clean and efficient, great location. Only complaint, wish there was an onsite gym but not a deal breaker. Will be back"
Mark 3-night trip
Posted 3 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Everything was so very clean. The staff was friendly and helpful. One of the very best breakfast bars that we have experienced. The shuttle provided was a life saver. Prompt and very friendly!"
Josh 2-night trip
Posted 3 hours ago
Hampton Inn Key West FL
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Absolutely nothing to complain about. Very friendly and helpful staff, rooms were very clean showers were hot, and the ac was on. Highly recommend for anyone looking for a place to stay while in town."
Tommy 3-night trip
Posted 5 hours ago
Blue Flamingo Resort Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Was clean breakfast was perfect nice little beach was also clean good place"
Roland 1-night trip
Posted 5 hours ago
Ibis Bay Beach Resort
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"We thoroughly enjoyed our stay at Pier House. The location can't be beat--walking distance to most attractions, and golf carts are available onsite for going farther, such as Fort Zachary Taylor. We were treated with complete attention to any of our requests and questions. We typically select a resort with at least a guest laundry, if no in-room washer/dryer, but the laundry service was efficient and reasonably priced. The daily refreshing of linens was nice--seems like that has to be requested at many resorts now or is only after a few nights. They did a good job keeping the sargassum out of the Pier House swimming area and off the beach. Several of the ice machines didn't work, minor inconvenience. We would absolutely stay there again."
Rita 5-night trip
Posted 6 hours ago
Pier House Resort & Spa
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good
"Joe at the front desk was very helpful. We did have a few issues with housekeeping and being able to get into our room. On four separate occasions, we had to come and have someone readjust the lock on our door because our keys did not work. We did enjoy the complementary coffee each morning."
Susan 4-night trip
Posted 19 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Me gustó mucho y lo recomiendo muy buena atención y muy limpio"
Jose 2-night trip
Posted 20 hours ago
Beachside Resort & Residences

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