A waterfront with a pier, calm water, and houses with palm trees in the background.

Find Luxury Hotels in Sugarloaf Key, FL

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Check availability on Sugarloaf Key Luxury Hotels

Tonight
Sep 15 - Sep 16
Tomorrow
Sep 16 - Sep 17
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Sugarloaf Key luxury hotels

A marina with boats docked, a pool area, and a building with a white facade.
A clear view of turquoise ocean water and a blue sky with clouds.
A hotel room with a balcony overlooking a marina and the ocean.
A marina with numerous boats docked, a swimming pool, and palm trees.

1. 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.
￥16,250
￥27,451 total
includes taxes & fees
Sep 21 - Sep 22
Hilton Key West Resort & Marina
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.

2. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
￥20,996
￥33,116 total
includes taxes & fees
Sep 17 - Sep 18
The Perry Hotel & Marina 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.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
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
￥15,919
￥23,115 total
includes taxes & fees
Sep 27 - Sep 28
DoubleTree Resort by Hilton Grand Key - Key West
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 spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

4. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
￥16,843
￥27,588 total
includes taxes & fees
Sep 21 - Sep 22
Blue Flamingo Resort Key West
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A beach with palm trees, lounge chairs, and umbrellas.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.

5. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
￥19,816
￥31,107 total
includes taxes & fees
Sep 21 - Sep 22
Parrot Key Hotel & Villas
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 beach with a palm tree and two chairs.
A person standing by a window overlooking a beach with palm trees and the ocean.

6. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
￥27,343
￥40,400 total
includes taxes & fees
Sep 30 - Oct 1
Margaritaville Beach House 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 resort with a pool leading to a beach, surrounded by palm trees and white buildings.

7. 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.
￥35,007
￥49,794 total
includes taxes & fees
Sep 22 - Sep 23
Casa Marina Key West, Curio Collection by Hilton
A covered porch with white railings, a ceiling fan, and a table with chairs.
A room with a wooden floor, a sofa with patterned cushions, a table, a chair, a lamp, and a window with blinds.
A two-story house with a porch, a large tree, and a fire hydrant.
A tree with green foliage and red flowers.

8. The Porch on Frances Inn

The Porch on Frances Inn
Old Town Key West
￥17,973
￥24,827 total
includes taxes & fees
Sep 21 - Sep 22
The Porch on Frances Inn
A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.
A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.
A pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.
A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.

9. Eden House

Eden House
Key West Historic District
￥15,815
￥19,927 total
includes taxes & fees
Oct 11 - Oct 12
Eden House
A beach with a wooden pier, palm trees, and beach umbrellas.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.
An outdoor dining area with tables and chairs, overlooking the ocean.
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.

10. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
￥28,058
￥41,977 total
includes taxes & fees
Sep 29 - Sep 30
The Reach Key West, Curio Collection by Hilton
View all properties

Top Sugarloaf Key Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"The resort is very nice. Enjoyed the pool bar in the evenings. The pool was too warm so not very refreshing. Wished there was a microwave in the room."
Amy 3-night trip
Posted 12 hours ago
Casa Marina Key West, Curio Collection by Hilton
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Everything was great, food was wonderful"
Jamie 2-night trip
Posted 12 hours ago
Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"It was beautiful. I didn’t like the $60 amenity fee or $50 parking but it was very nice"
Carlos 2-night trip
Posted 13 hours ago
Southernmost Beach Resort and Guesthouses
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Muy buenos"
Caridad 1-night trip
Posted 14 hours ago
Hampton Inn Key West FL
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"We loved our room! It was clean and comfortable. The swimming pool was excellent. The hotel staff were super helpful and friendly. We would come back here and bring our kids next time!"
Mary Elizabeth 4-night trip
Posted 15 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Clean hotel, clean room, staff was very friendly. We would definitely stay here again!"
Sherill 2-night trip
Posted 1 day ago
DoubleTree Resort by Hilton Grand Key - Key West

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