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

4 Stars Hotels in Sugarloaf Shores, Summerland Key from CA $190

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Check availability on Sugarloaf Shores 4 Star Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Sugarloaf Shores 4-star hotels

Pool

1. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.6 out of 10, Excellent, (2,758 reviews)
"Great place, great environment, friendly staff."
United States
Gabriel
The price is CA $175
CA $275 total
includes taxes & fees
Nov 1 - Nov 2
Blue Flamingo Resort Key West
A dining table with plates of food, a drink, and a view of a pool and palm trees.

2. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,801 reviews)
"Perfect beach view from the room."
United States
Naoki
The price is CA $320
CA $449 total
includes taxes & fees
Nov 1 - Nov 2
Margaritaville Beach House Key West
A swimming pool surrounded by palm trees and a natural rock formation.

3. Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
9.0 out of 10, Wonderful, (1,893 reviews)
"Great place to stay"
United States
Stephanie
The price is CA $201
CA $315 total
includes taxes & fees
Nov 19 - Nov 20
Havana Cabana at Key West
A deck with sun loungers and a railing overlooking the sea.

4. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (3,660 reviews)
"Easy check in, huge property, great location and beautiful grounds."
United States
Charles
The price is CA $273
CA $414 total
includes taxes & fees
Nov 15 - Nov 16
Southernmost Beach Resort and Guesthouses
A wooden archway leading to a pool area surrounded by lush tropical vegetation.

5. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,480 reviews)
"Very kind Staff, clean bedrooms… amazing and cozy stay. Thank you!"
United States
Carmen
The price is CA $221
CA $329 total
includes taxes & fees
Nov 17 - Nov 18
Parrot Key Hotel & Villas
A marina with boats docked, a pool area, and a building with a white facade.

6. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,795 reviews)
"Great location and great staff!!"
United States
Kevin
The price is CA $177
CA $280 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Key West Resort & Marina
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

7. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,381 reviews)
"Best place we have stayed in Key West"
United States
William N
The price is CA $243
CA $370 total
includes taxes & fees
Nov 2 - Nov 3
Pier House Resort & Spa
A hotel with a covered entrance, multiple balconies, and palm trees.

8. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
5.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,217 reviews)
"Great hotel will definitely stay again"
United States
Ann
The price is CA $362
CA $462 total
includes taxes & fees
Nov 29 - Nov 30
Opal Key Resort & Marina, Key West
A pool area with lounge chairs and gazebos, surrounded by palm trees.

9. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.4 out of 10, Very good, (1,127 reviews)
"The hotel was a spectacular place near the airport."
United States
Suset
The price is CA $189
CA $260 total
includes taxes & fees
Nov 18 - Nov 19
DoubleTree Resort by Hilton Grand Key - Key West
A two-story building with a covered entrance, palm trees, and a bench outside.

10. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,476 reviews)
"Great place!"
United States
Richard B.
The price is CA $225
CA $324 total
includes taxes & fees
Nov 1 - Nov 2
Winslow's Bungalows - Key West Historic Inns
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

11. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (996 reviews)
"Great location"
United States
Michael
The price is CA $343
CA $481 total
includes taxes & fees
Nov 8 - Nov 9
Casa Marina Key West, Curio Collection by Hilton
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.

12. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Key West Historic District
8.8 out of 10, Excellent, (504 reviews)
"Wonderful place at a great location"
United States
THOMAS
The price is CA $368
CA $461 total
includes taxes & fees
Nov 23 - Nov 24
La Concha Key West, Autograph Collection
A pool area with lounge chairs and a cabana.

13. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,001 reviews)
"We had a great time! Location is great! Staff were wonderful!"
United States
Jeremy
The price is CA $391
CA $553 total
includes taxes & fees
Nov 29 - Nov 30
Ocean Key Resort - A Noble House Resort
A beach with a wooden pier, palm trees, and beach umbrellas.

14. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,061 reviews)
"Amazing property as always!"
United States
Nicole
The price is CA $308
CA $441 total
includes taxes & fees
Nov 15 - Nov 16
The Reach Key West, Curio Collection by Hilton
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

15. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,302 reviews)
"Absolutely amazing property and people could not recommend enough helpfully staff and great location"
United States
david
The price is CA $169
CA $190 total
includes taxes & fees
Nov 1 - Nov 2
The Perry Hotel & Marina Key West
A hotel with a swimming pool, balconies, and a view of the sea.

16. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,017 reviews)
"Wonderful property with wonderful staff"
United States
Michael Joseph
The price is CA $352
CA $499 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Centric Key West Resort and Spa
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

17. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,042 reviews)
"Love this place!!!"
United States
George
The price is CA $332
CA $464 total
includes taxes & fees
Nov 29 - Nov 30
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.

18. Eden House

Eden House
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,000 reviews)
"Amazing staff, beautiful location, super clean rooms and great amenities. This is my 3rd stay here and will definitely be back again!"
United States
Michelle
The price is CA $229
CA $288 total
includes taxes & fees
Oct 31 - Nov 1
Eden House
A pool area with lounge chairs and palm trees.

19. Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,007 reviews)
"Great place for families"
United States
Anthony
The price is CA $488
CA $643 total
includes taxes & fees
Nov 30 - Dec 1
Santa Maria Suites
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

20. The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,001 reviews)
"Really nice place, We strongly recommend!"
United States
Gisele
The price is CA $390
CA $439 total
includes taxes & fees
Nov 18 - Nov 19
The Gardens Hotel
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Top Sugarloaf Shores Hotel Reviews

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

8/10 Good
"Overall, we enjoyed our stay at this property. It is conveniently located to a lot of sightseeing places and restaurants. On-property restaurant, Lolita is great. The pool is a bit crowded and small for the number of people using it. I dropped one start because of trouble getting our room cleaned - the first day was good, the second day it was done after 5pm, the third day it was not done at all."
Vlad 4-night trip
Posted less than an hour ago
Opal Key Resort & Marina, Key West

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Sugarloaf Shores?
To book a 4-star hotel in Sugarloaf Shores that's within your budget, take advantage of Expedia's filters. Browse the availability during your preferred dates and use our pricing filter to set your limit. You can also sort your results by the most budget-friendly option first.

  • Search for the lowest price from CA $190

What's the difference between 5-star and 4-star hotels in Sugarloaf Shores?
Offering a friendly guest experience and upscale décor, 4-star hotels are an excellent option for your Sugarloaf Shores break. These types of accommodations generally come with loads of useful amenities that make it a breeze to unpack and relax — think complimentary bathrobes, restaurants and pools. Or live in the lap of luxury at a 5-star hotel designed to pamper with high-end perks and amenities. 24-hour front desk, oversized bathrooms and gourmet dining are typically featured at these swanky retreats.
Does Sugarloaf Shores have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to search for your next escape in Sugarloaf Shores where everything is taken care of, from your room to your meals, activities and entertainment. We can also help you find standard 4-star stays in and around this sought-after destination.

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