Hilton Hotels Fleming Key Hotels | Expedia

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Check prices for these dates

Tonight

22 Sept - 23 Sept

Tomorrow

23 Sept - 24 Sept

This weekend

25 Sept - 27 Sept

Next weekend

Our top choices for Fleming Key Hilton Hotels

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

A two-story building with a central entrance, surrounded by palm trees and a wooden walkway.

A beach volleyball court with a net, surrounded by palm trees and a hotel in the background.

A resort with a well-maintained lawn, palm trees, a pool area, and a view of the ocean.

1. Hyatt Vacation Club at Windward Pointe, Key West

Key West

United States

Tina

HK$1,463

HK$1,999 total

includes taxes & fees

5 Oct - 6 Oct

A room with a view of the beach and ocean, a bed with a white and blue blanket, and a small table with a potted plant.

A beach scene with two people relaxing under a white umbrella, a palm tree, and a clear blue sky.

A beachside lounge with chairs and umbrellas, overlooking the ocean.

A beachside hotel with rows of blue lounge chairs and white umbrellas, palm trees, and a clear blue sky.

2. Southernmost Beach Resort and Guesthouses

Old Town Key West

United States

Deaenna

HK$1,254

HK$1,985 total

includes taxes & fees

28 Sept - 29 Sept

A swimming pool surrounded by palm trees and a natural rock formation.

A spacious lobby with a central seating area, two staircases, and multiple potted plants.

A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.

3. Havana Cabana at Key West

New Town

United States

Silvia

HK$871

HK$1,475 total

includes taxes & fees

29 Sept - 30 Sept

A dining table with plates of food, a drink, and a view of a pool and palm trees.

A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.

A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.

A person standing by a window overlooking a beach with palm trees and the ocean.

4. Margaritaville Beach House Key West

Key West

United States

TRICIA LYNN

HK$1,396

HK$2,063 total

includes taxes & fees

5 Oct - 6 Oct

A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.

A spacious lobby with green sofas, a coffee table, and a dining area.

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

Old Town Key West

United States

Ronald

HK$1,614

HK$2,345 total

includes taxes & fees

29 Sept - 30 Sept

A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

A couple holding hands in a tropical setting with palm trees and greenery.

6. Blue Flamingo Resort Key West

New Town

United States

Esteban

HK$927

HK$1,484 total

includes taxes & fees

24 Sept - 25 Sept

A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.

A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

A hotel with a central courtyard, palm trees, and a fountain.

7. DoubleTree Resort by Hilton Grand Key - Key West

Key West

United States

Craige

HK$810

HK$1,176 total

includes taxes & fees

28 Sept - 29 Sept

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

A pool area with blue lounge chairs, a hot tub, and a covered seating area.

A marina with boats docked, a beach resort building, and palm trees.

8. Ibis Bay Beach Resort

Northside Resort

United States

Stephanie

HK$795

HK$1,148 total

includes taxes & fees

24 Sept - 25 Sept

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Top Fleming Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Todo estaba perfecto menos la playa estaba extremadamente sucia"

Margaritaville Beach House Key West

Margaritaville Beach House Key West

8/10 Good

"Dont forget the addition 54.00 a night fee after you already pay 1600 something for 4 nights"

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent

"Me encantó la verdad muy limpio trankilo y para ir en familia y con niños lo recomiendo mucho gracias"

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent

"Comfortable beds"

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent

"Nice place"

Ibis Bay Beach Resort

Ibis Bay Beach Resort

8/10 Good

"Great"

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent

"This was our second time staying at The Perry and this time we brought friends. The location on the marina is really nice and there are restaurants nearby, like Roostica! We did notice from our 1st stay that the rooms are needing a little TLC regarding maintenance and repairs. Nothing serious, just an observation. BONUS they have an hourly shuttle to/from Key West! We will stay here again!"

Southwinds Motel

Southwinds Motel

8/10 Good

"The room was clean and the staff very helpful"

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent

"Was a great place beds could use a little upgrade"

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