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

4 Star Hotels in Lower Sugarloaf Key, Summerland Key

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Check availability on Lower Sugarloaf Key 4 Star Hotels

Tonight
21 Oct - 22 Oct
Tomorrow
22 Oct - 23 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Lower 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 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 beachside hotel with rows of blue lounge chairs and white umbrellas, palm trees, and a clear blue sky.

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Jacob Stuart
€236
includes taxes & fees
25 Oct - 26 Oct
Southernmost Beach Resort and Guesthouses
Pool
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
A couple holding hands in a tropical setting with palm trees and greenery.
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
Jesus
€166
includes taxes & fees
25 Oct - 26 Oct
Blue Flamingo Resort Key West
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A balcony with a view of the ocean, a sofa, and a massage table.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
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
€236
includes taxes & fees
26 Oct - 27 Oct
Pier House Resort & Spa
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 marina with jet skis docked in front of a hotel with a dock and a boat in the background.
A beach wedding setup with white chairs, a wooden arch, and lanterns.

4. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
Michael Joseph
€320
includes taxes & fees
29 Oct - 30 Oct
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 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.

5. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
Siamak
€276
includes taxes & fees
29 Oct - 30 Oct
Margaritaville Beach House Key West
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.
A modern hotel entrance with a black and white striped curtain, wicker furniture, potted plants, and a sign for the Autograph Collection.
A spacious lobby with a checkered floor, a central seating area with wicker chairs, a large potted plant, and a staircase with a metal railing.
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
€294
includes taxes & fees
16 Nov - 17 Nov
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
€234
includes taxes & fees
19 Nov - 20 Nov
Havana Cabana at Key West
A hotel with a central fountain, surrounded by palm trees and a well-maintained lawn.
A conference room with a large white screen, multiple tables, and chairs.
A hotel room with a sofa, a small table, a lamp, and a balcony with chairs.
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
Danee
€137
includes taxes & fees
29 Oct - 30 Oct
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
Jaime
€289
includes taxes & fees
29 Oct - 30 Oct
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 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.

10. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
€198
includes taxes & fees
28 Oct - 29 Oct
Parrot Key Hotel & Villas
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A marina with boats docked, a swimming pool, and palm trees.
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.

11. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
€148
includes taxes & fees
16 Nov - 17 Nov
The Perry Hotel & Marina Key West
A two-story building with a covered entrance, palm trees, and a bench outside.
A bright room with a staircase, two windows overlooking a pool area, and two wicker chairs with cushions.
A white building with a sign reading 'Kimpton Key West Winslow's Bungalow.'
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
€245
includes taxes & fees
25 Oct - 26 Oct
Winslow's Bungalows - Key West Historic Inns
A hotel with a covered entrance, multiple balconies, and palm trees.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.
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.

13. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Ann
€295
includes taxes & fees
25 Oct - 26 Oct
Opal Key Resort & Marina, Key West
A marina with numerous boats docked, a swimming pool, and palm trees.
A clear view of turquoise ocean water and a blue sky with clouds.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A marina with boats docked, a pool area, and a building with a white facade.

14. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
€170
includes taxes & fees
28 Oct - 29 Oct
Hilton Key West Resort & Marina
A pool area with lounge chairs and a cabana.
A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.
A balcony with a table set for breakfast, overlooking the sea.
A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.

15. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
United States
Jeremy
€372
includes taxes & fees
27 Oct - 28 Oct
Ocean Key Resort - A Noble House Resort
A beach with a wooden pier, palm trees, and beach umbrellas.
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of 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
Brett
€218
includes taxes & fees
28 Oct - 29 Oct
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 resort with a swimming pool, lounge chairs, umbrellas, and palm trees.
A tropical setting with palm trees and a building with a white facade and dark roof.
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
Dana Nicole
€238
includes taxes & fees
25 Oct - 26 Oct
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 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.
A cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.

18. Eden House

Eden House
Key West Historic District
United States
Michelle
€171
includes taxes & fees
27 Oct - 28 Oct
Eden House
A pool area with lounge chairs and palm trees.
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.
A modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.

19. Santa Maria Suites

Santa Maria Suites
Old Town Key West
United States
Anthony
€360
includes taxes & fees
26 Oct - 27 Oct
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 colonial-style building with a porch, surrounded by lush tropical vegetation.
A couple walking along a poolside pathway surrounded by lush greenery.

20. The Gardens Hotel

The Gardens Hotel
Old Town Key West
United States
Gisele
€269
includes taxes & fees
27 Oct - 28 Oct
The Gardens Hotel
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Learn more about Lower Sugarloaf Key

Head to sights like Upper Sugarloaf Sound and Lower Sugarloaf Sound as you discover Lower Sugarloaf Key.

See all hotels in Lower Sugarloaf Key
A waterfront with a pier, calm water, and houses with palm trees in the background.

Top Lower Sugarloaf Key Hotel Reviews

Margaritaville Beach House Key West

Margaritaville Beach House Key West

8/10 Good
"The resort overall was great! Everyone friendly. Very clean. Food was good. Although staying all week, it would be nice if they had a few daily specials so you don’t have the same menu everyday. Well organized. A few things I would like to suggest or point out. The rooms did not get cool enough to be comfortable. I thought it was just ours because we were facing the sun all day but others said the same thing. The couch has to go! Very uncomfortable and looks like it’s missing pieces. The room was very clean and looked great. I wouldn’t even consider these bad just what my experience."
Cara 5-night trip
Posted 1 hour ago
Margaritaville Beach House Key West
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"N/A"
Richard 3-night trip
Posted 2 hours ago
Opal Key Resort & Marina, Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"All I can say is all aspects were fantastic"
Joseph 3-night trip
Posted 4 hours ago
Casa Marina Key West, Curio Collection by Hilton
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Not our first stay but it’s always a pleasure staying there. We have nothing bad to say after 4 stays over the years"
Joseph 3-night trip
Posted 4 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"You can't beat the location. It is easy to get to and around the area. I like being close to the beach and there is places to eat at on the property. I would stay here again. The rooms are clean but average. It was all we needed though. I was happy with the hotel pic."
Robin 2-night trip
Posted 6 hours ago
Southernmost Beach Resort and Guesthouses
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"IMPROVE THE LOBBY. TOO MANY HALLOWEEN DECORATIONS."
Sandra A 4-night trip
Posted 1 day ago
Havana Cabana at Key West

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