Find 4 Star Hotels in Sugarloaf Key, FL

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Sugarloaf Key 4 Star Hotels

Tonight
22 Nov - 23 Nov
Tomorrow
23 Nov - 24 Nov
Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec

Compare Sugarloaf Key 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4.0 star property
New Town
8.0 out of 10, Very Good, (1712)
"Great stay!"
United States
Aaron
The price is AED 350
AED 601 total
includes taxes & fees
30 Nov - 1 Dec
Blue Flamingo Resort Key West
3 outdoor pools, pool umbrellas, sun loungers
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (2871)
"Loved loved loved this hotel Comfy bed, great shower, fantastic breakfast in the beach bar Would highly recommend "
United Kingdom
Philippa
The price is AED 618
AED 964 total
includes taxes & fees
15 Dec - 16 Dec
Southernmost Beach Resort and Guesthouses
Exterior
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, (1006)
"View was amazing, great location and friendly staff"
United States
Stacey
The price is AED 876
AED 1,225 total
includes taxes & fees
25 Nov - 26 Nov
Hyatt Centric Key West Resort and Spa
6 outdoor pools, free cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1744)
"Wonderful customer service, beautiful resort, and outstanding amenities"
United States
Patrick
The price is AED 599
AED 895 total
includes taxes & fees
30 Nov - 1 Dec
Oceans Edge Key West Resort, Hotel & Marina
Beach nearby, white sand
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4.0 star property
Key West
8.8 out of 10, Excellent, (1788)
"Was a very nice place, room was pretty, and clean, would stay here again "
United States
Sandra
The price is AED 657
AED 970 total
includes taxes & fees
9 Dec - 10 Dec
Margaritaville Beach House Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1155)
"Will be staying here every single time we visit! "
United States
Rebecca
The price is AED 1,084
AED 1,439 total
includes taxes & fees
22 Dec - 23 Dec
The Perry Hotel & Marina Key West
Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
Key West
8.0 out of 10, Very Good, (1011)
"Very very nice stay! "
United States
Chloe
The price is AED 453
AED 633 total
includes taxes & fees
1 Dec - 2 Dec
DoubleTree Resort by Hilton Grand Key - Key West
4 outdoor pools, pool umbrellas, sun loungers
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1165)
"Great staff, clean rooms"
United States
Andrew
The price is AED 559
AED 839 total
includes taxes & fees
30 Nov - 1 Dec
Parrot Key Hotel & Villas
3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers
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, (1051)
"Friendly staff, and great location. Plenty of parking. Our stay was wonderful! Close to everything, amazing breakfast! We would 100%stay here again! "
United States
Doris
The price is AED 621
AED 884 total
includes taxes & fees
16 Dec - 17 Dec
Winslow's Bungalows - Key West Historic Inns
Fireplace
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, (439)
"Great hotel! "
United States
Randy
The price is AED 901
AED 1,233 total
includes taxes & fees
1 Dec - 2 Dec
Casa Marina Key West, Curio Collection by Hilton
Exterior
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (269)
"Excellent location. "
United States
Doris
The price is AED 779
AED 1,000 total
includes taxes & fees
14 Dec - 15 Dec
La Concha Key West, Autograph Collection
Private beach, white sand, sun loungers, beach umbrellas
Pier House Resort & Spa

Pier House Resort & Spa

4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1003)
"Great place to stay. "
United States
Billy
Pier House Resort & Spa
Outdoor pool, pool umbrellas, sun loungers
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (1008)
"The friendly and helpful staff, beautiful private beach, and location of the property wowed us beyond expectations! "
United States
Julie
The price is AED 777
AED 1,095 total
includes taxes & fees
1 Dec - 2 Dec
The Reach Key West, Curio Collection by Hilton
Front of property - evening/night
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1005)
"Beautiful room, great staff, relaxing atmosphere "
United States
Carol
The price is AED 915
AED 1,174 total
includes taxes & fees
30 Nov - 1 Dec
Opal Key Resort & Marina, Key West
3 outdoor pools, pool umbrellas, sun loungers
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, (1009)
"The staff is great! This was our second stay at The Marker in 6 mos, great location!"
United States
cindy
The price is AED 762
AED 1,088 total
includes taxes & fees
2 Dec - 3 Dec
The Marker Key West Harbor Resort
Outdoor pool, sun loungers
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, (1005)
"Great stay."
United States
Sarit
The price is AED 971
AED 1,378 total
includes taxes & fees
15 Dec - 16 Dec
Ocean Key Resort - A Noble House Resort
Outdoor pool, sun loungers
Havana Cabana at Key West

Havana Cabana at Key West

4.0 star property
New Town
8.8 out of 10, Excellent, (1744)
"Wonderful staff, nice rooms, reasonable rates, love the shuttle service!"
United States
Wendy
The price is AED 436
AED 729 total
includes taxes & fees
15 Dec - 16 Dec
Havana Cabana at Key West
Courtyard
Santa Maria Suites

Santa Maria Suites

4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1003)
"Incredible stay!"
United States
Lisa
The price is AED 1,033
AED 1,410 total
includes taxes & fees
2 Dec - 3 Dec
Santa Maria Suites
Mansion Room #201 - Ocean View with private balcony - Adults Only | Terrace/patio
Southernmost House

Southernmost House

4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1005)
"Great place with excellent staff. "
United States
Willie
The price is AED 879
AED 1,329 total
includes taxes & fees
15 Dec - 16 Dec
Southernmost House
Room 27C - Economy - Queen Bed - Adults Only 21+ | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds
Bishop Hotel Key West

Bishop Hotel Key West

4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (299)
"Awesome accommodations and great location! Pleasant and helpful staff wr cant wait to come back! Best place we've dtayed in Key West!"
United States
Sara
Bishop Hotel Key West
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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
Sugarloaf Shores which includes a bay or harbor and a house

Top Sugarloaf Key Hotel Reviews

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"We had a wonderful time and enjoyed your facility tremendously. We will be telling everyone that we know are coming to the Keys to be sure and check you out. Need paper towels coffee bar—needs adequate table for eating and card games for any improvements. "
Donna 2-night trip
Posted 1 day ago
Parrot Key Hotel & Villas

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

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 next getaway in Sugarloaf Key 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 popular destination.

Explore a world of travel with Expedia