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

Find luxury hotels in Sugarloaf Key, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Sugarloaf Key Luxury Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Sugarloaf Key luxury hotels

A marina with boats docked, a pool area, and a building with a white facade.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
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.
£145
includes taxes & fees
27 Sept - 28 Sept
Hilton Key West Resort & Marina
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A person standing by a window overlooking a beach with palm trees and the ocean.
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.

2. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
£197
includes taxes & fees
15 Oct - 16 Oct
Margaritaville Beach House Key West
A pool area with lounge chairs and palm trees.
A reception area with a modern design, featuring a reception desk, a sofa, and a potted plant.
A modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.
A hotel named "Santa Maria" with a prominent illuminated sign, a glass entrance, and a view of the ocean.

3. 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.
£286
includes taxes & fees
27 Sept - 28 Sept
Santa Maria Suites
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A marina with boats docked, a swimming pool, and palm trees.

4. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
£151
includes taxes & fees
29 Sept - 30 Sept
The Perry Hotel & Marina Key West
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A resort with a beach, a dock, and a water view.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.
A balcony with a view of the ocean, a sofa, and a massage table.

5. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
£239
includes taxes & fees
30 Sept - 1 Oct
Pier House Resort & Spa
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.
A couple holding hands in a tropical setting with palm trees and greenery.

6. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
£142
includes taxes & fees
27 Sept - 28 Sept
Blue Flamingo Resort Key West
A hotel with a swimming pool, balconies, and a view of the sea.
A beach wedding setup with white chairs, a wooden arch, and lanterns.
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 marina with jet skis docked in front of a hotel with a dock and a boat in the background.

7. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
£233
includes taxes & fees
28 Sept - 29 Sept
Hyatt Centric Key West Resort and Spa
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
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.

8. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
£125
includes taxes & fees
27 Sept - 28 Sept
DoubleTree Resort by Hilton Grand Key - Key West
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.
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.

9. 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.
£251
includes taxes & fees
30 Sept - 1 Oct
Casa Marina Key West, Curio Collection by Hilton
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.
A modern bar area with a central island, white bar stools, and a view of 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
£218
includes taxes & fees
4 Oct - 5 Oct
The Reach Key West, Curio Collection by Hilton
View all properties

Top Sugarloaf Key Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Very quiet and clean. Staff were excellent. Well appointed accommodation."
Norma 2-night trip
Posted 9 hours ago
Beachside Resort & Residences
Hampton Inn Key West FL

Hampton Inn Key West FL

8/10 Good
"Mi experiencia en Hampton Inn Key West fue muy buena. 👍🌴 El servicio fue excelente y recibimos muy buena atención durante nuestra estadía. Me gustó mucho que el hotel ofreciera transporte hasta la zona de Duval Street, lo cual fue muy conveniente para disfrutar de Key West sin preocuparnos por el estacionamiento. 🚌🌴 Las instalaciones estaban en excelentes condiciones y todo se sentía limpio y bien cuidado. La piscina también estuvo muy bien, aunque considero que el área podría tener un poco más de ambiente y entretenimiento para hacerla aún más atractiva. 🏊‍♂️☀️ Por el precio que pagamos en nuestra reserva, considero que fue una excelente opción y una muy buena relación calidad-precio. Definitivamente disfrutamos nuestra estadía. ⭐⭐⭐⭐⭐"
Brian 1-night trip
Posted 16 hours ago
Hampton Inn Key West FL
Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good
"La ubicacion es excelente, solo que el hotel esta un poco dejado, le falta cariño, pero el personal es muy atento y hemos tenido una muy buena estancia en Key West,"
Carlos 1-night trip
Posted 18 hours ago
Pier House Resort & Spa
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Our room was always clean with clean towels. The night person (Michelle) was very personable! The only thing that was an inconvenient was the elevator being out of order to where out room was. It was a long walk for me to go to the other side to get in the elevator. My legs don't work very well. It was like that for 3 days"
Dolores 7-night trip
Posted 20 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"The facility was beautiful and the amenities were great! just keep in mind it is a walk to the seaport and the main part of Duval, which became a little too far to walk back in forth, which we knew it would be a walk when we booked it."
Darlene 2-night trip
Posted 21 hours ago
Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

8/10 Good
"Wish there were more options as far as eating, the staff was helpful in some ways, I think they were training a lot of them which is fine, I get it. Room was very clean. Would have been nice if there was an indoor eating area not just the outdoor bar areas but it was fine. Never were able to locate the other sister options to eat but that was ok. Food was very tasty. Beds were comfortable and pillows were firm and soft, great options, mini fridge and coffee w/water in the room, oh and the ear plugs were so cute!!!"
Tristy 4-night trip
Posted 1 day ago
Blue Flamingo Resort Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

8/10 Good
"Great"
Sergio 2-night trip
Posted 3 days ago
Ibis Bay Beach Resort

Explore a world of travel with Expedia