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

Sugarloaf Key 4 Stars Hotels

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Check availability on Sugarloaf Key 4 Star Hotels

Tonight
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Sugarloaf Key 4-star hotels

A deck with sun loungers and a railing overlooking the sea.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.
A beachside hotel with rows of blue lounge chairs and white umbrellas, palm trees, and a clear blue sky.
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.

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Jacob Stuart
NT$5,195
NT$8,214 total
includes taxes & fees
Oct 25 - Oct 26
Southernmost Beach Resort and Guesthouses
Pool
A couple holding hands in a tropical setting with palm trees and greenery.
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 modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

2. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
NT$4,024
NT$6,337 total
includes taxes & fees
Oct 29 - Oct 30
Blue Flamingo Resort 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 balcony with a view of the ocean, a sofa, and a massage table.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.

3. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
William N
NT$8,652
NT$11,994 total
includes taxes & fees
Nov 2 - Nov 3
Pier House Resort & Spa
A hotel with a swimming pool, balconies, and a view of the sea.
A balcony with a view of the ocean, a table, chairs, and a railing.
A beach wedding setup with white chairs, a wooden arch, and lanterns.
A marina with jet skis docked in front of a hotel with a dock and a boat in the background.

4. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
Jennifer
NT$7,688
NT$10,893 total
includes taxes & fees
Oct 29 - Oct 30
Hyatt Centric Key West Resort and Spa
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A beach with a palm tree and two chairs.
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.

5. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
Richard
NT$6,273
NT$9,082 total
includes taxes & fees
Oct 29 - Oct 30
Margaritaville Beach House Key West
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.
A balcony with a sofa, a round table, and a view of the cityscape.
A modern hotel entrance with a black and white striped curtain, wicker furniture, potted plants, and a sign for the Autograph Collection.
A beach with clear turquoise water, snorkelers, and a large building in the background.

6. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
United States
THOMAS
NT$8,332
NT$10,459 total
includes taxes & fees
Oct 25 - Oct 26
La Concha Key West, Autograph Collection
A swimming pool surrounded by palm trees and a natural rock formation.
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.
A covered outdoor seating area with a pool in the background.

7. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Stephanie
NT$4,699
NT$7,344 total
includes taxes & fees
Nov 1 - Nov 2
Havana Cabana at Key West
A balcony with a view of a pool area, palm trees, and outdoor seating.
A modern living room with a desk, two chairs, a sofa, and a TV mounted on the wall.
A modern room with a white cabinet, a flat-screen TV, a small table, and a bench.
A hotel room with a bed, a nightstand with a drawer, a wall-mounted lamp, and a patterned curtain.

8. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
NT$3,835
NT$5,400 total
includes taxes & fees
Oct 29 - Oct 30
DoubleTree Resort by Hilton Grand Key - Key West
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 beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.
A resort with a pool leading to a beach, surrounded by palm trees and white buildings.

9. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Charlene
NT$6,945
NT$9,985 total
includes taxes & fees
Oct 25 - Oct 26
Casa Marina Key West, Curio Collection by Hilton
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.
A tall palm tree with a white building in the background.
A beach with palm trees, lounge chairs, and umbrellas.

10. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
NT$4,890
NT$7,347 total
includes taxes & fees
Oct 29 - Oct 30
Parrot Key Hotel & Villas
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 hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.
A marina with boats docked, a swimming pool, and palm trees.

11. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
NT$4,532
NT$7,096 total
includes taxes & fees
Oct 30 - Oct 31
The Perry Hotel & Marina Key West
A two-story building with a covered entrance, palm trees, and a bench outside.
A poolside area with lounge chairs, umbrellas, and a covered seating area with hanging lights.
A bright room with a staircase, two windows overlooking a pool area, and two wicker chairs with cushions.
A white picket fence, a wooden bench with cushions, and a concrete pathway surrounded by lush greenery.

12. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Elizabeth
NT$6,434
NT$8,867 total
includes taxes & fees
Oct 27 - Oct 28
Winslow's Bungalows - Key West Historic Inns
A hotel with a covered entrance, multiple balconies, and palm trees.
A waterfront hotel with multiple balconies, a dock, and boats.
A room with a stone wall, a wooden bench, a cactus, and a framed painting.
A restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.

13. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Susan
NT$8,332
NT$10,640 total
includes taxes & fees
Oct 29 - Oct 30
Opal Key Resort & Marina, Key West
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 covered outdoor seating area with tables and chairs, overlooking a marina with boats.
A marina with numerous boats docked, a swimming pool, and palm trees.

14. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
NT$3,959
NT$6,350 total
includes taxes & fees
Oct 27 - Oct 28
Hilton Key West Resort & Marina
A pool area with lounge chairs and a cabana.
A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.
A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.
A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.

15. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
United States
Patrick
NT$8,996
NT$12,726 total
includes taxes & fees
Oct 29 - Oct 30
Ocean Key Resort - A Noble House Resort
A beach with a wooden pier, palm trees, and beach umbrellas.
An outdoor dining area with tables and chairs, overlooking the ocean.
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.

16. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Darlene
NT$4,898
NT$7,682 total
includes taxes & fees
Oct 27 - Oct 28
The Reach Key West, Curio Collection by Hilton
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."
A tropical setting with palm trees and a building with a white facade and dark roof.
A covered outdoor area with a pool, palm trees, and lounge chairs.
A marina with various boats docked, including a green and white boat named 'Jolly Roger'.

17. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Lynne
NT$6,102
NT$8,906 total
includes taxes & fees
Oct 25 - Oct 26
The Marker Key West Harbor Resort
A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.
A cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.
A pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.
A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.

18. Eden House

Eden House
Key West Historic District
United States
Michelle
NT$3,933
NT$4,956 total
includes taxes & fees
Oct 18 - Oct 19
Eden House
A pool area with lounge chairs 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.
A neatly made bed with patterned pillows, a bedside table with a bottle and glasses, and a window with orchids.
A reception area with a modern design, featuring a reception desk, a sofa, and a potted plant.

19. Santa Maria Suites

Santa Maria Suites
Old Town Key West
United States
Anthony
NT$9,619
NT$12,992 total
includes taxes & fees
Oct 27 - Oct 28
Santa Maria Suites
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.
A bar area with a counter, chairs, and a clock.
A bedroom with a large bed, a television on a dresser, and a view of the outdoors through a sliding door.
A colonial-style building with a porch, surrounded by lush tropical vegetation.

20. The Gardens Hotel

The Gardens Hotel
Old Town Key West
United States
Gisele
NT$10,821
NT$12,173 total
includes taxes & fees
Oct 27 - Oct 28
The Gardens Hotel
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Learn more about Sugarloaf Key

Kayak through mangrove tunnels and spot colorful fish in the crystal-clear waters surrounding this laid-back island. Unwind on Sugarloaf Beach's white sands or explore Upper Sugarloaf Sound, where local boaters know the best snorkeling spots.

See all hotels in Sugarloaf Key
A coastal property with a white and yellow house, surrounded by palm trees and a rocky shoreline.

Top Sugarloaf Key Hotel Reviews

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"The staff was so kind and the vibes were very Key West lol. 10/10"
Jennifer 3-night trip
Posted less than an hour ago
Havana Cabana at Key West
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"The perfect place to stay! Quiet, great soft music at the outside bar that we could hear on the private beach. Close to everything. Helpful staff. Only thing is it’s very expensive."
Lisa 6-night trip
Posted 3 hours ago
Pier House Resort & Spa
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"The hotel location, cleanliness and view are awesome. No complaints about anything. The unlimited cold water bottles were icing on the cake. If I’m so happy with a partial sea view room, I’ll be even happier with an oceanfront room. Maybe next time."
Vivek 2-night trip
Posted 4 hours ago
Opal Key Resort & Marina, Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"Very nice and friendly staff. It was a great place."
Siamak 3-night trip
Posted 4 hours ago
Margaritaville Beach House Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Great property"
Charlene 3-night trip
Posted 1 day ago
Casa Marina Key West, Curio Collection by Hilton

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Sugarloaf Key?
With Expedia's handy search filters, scoring a top deal on a 4-star hotel in Sugarloaf Key just got simpler. Start by entering your chosen travel dates and length of your break. Then list the results by price and choose the option that best matches your budget and style.
  • Search for the lowest price from NT$4,956
What's the difference between 5-star and 4-star hotels in Sugarloaf Key?
Treat yourself to refined living during your Sugarloaf Key getaway by checking in to a 4-star hotel. As well as featuring upscale accommodations, these retreats are usually packed with amenities, including large beds, complimentary bathrobes and plenty more. A 5-star hotel will go above and beyond to make your stay an even more indulgent and special one. 24-hour concierge assistance, on-site spas and world-class dining are just the start of the superior services and conveniences you'll likely be able to enjoy.
Does Sugarloaf Key have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to search for your dream hotel in Sugarloaf Key where just about everything is taken care of, from your meals to your accommodations, entertainment and activities. We can also help you find standard 4-star stays in and around this destination.

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