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Check availability on Sugarloaf Key 4 Star Hotels

Our top choices for Sugarloaf Key 4-star hotels

2 outdoor pools, open 7:00 AM to 11:00 PM, pool 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, (1,865 reviews)
"Great hotel and staff"
United States
Mitchell
The price is 9.434.275 ₫
12.091.359 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Blue Flamingo Resort Key West
Couples treatment room(s), facials, massages

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (3,001 reviews)
"Clean rooms, great location and friendly staff."
United States
Maureen
The price is 12.204.658 ₫
15.651.544 ₫ total
includes taxes & fees
26 Jan - 27 Jan
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, (1,002 reviews)
"Staff was courteous and the location is perfect for a weekend in Key West."
United States
TIMOTHY
The price is 13.214.816 ₫
16.686.004 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Hyatt Centric Key West Resort and Spa
6 outdoor pools, free pool 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, (1,779 reviews)
"The staff was outstanding, rooms were clean and beautiful and food was excellent. All around a great hotel! "
United States
Ryan
The price is 7.946.853 ₫
10.566.446 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Oceans Edge Key West Resort, Hotel & Marina
Food and drink

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,780 reviews)
"Beautiful resort, wonderful staff, clean rooms!"
United States
Laura
The price is 12.295.296 ₫
15.566.554 ₫ total
includes taxes & fees
9 Feb - 10 Feb
Margaritaville Beach House Key West
Marina

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,196 reviews)
"great place to stay "
United States
michael
The price is 9.933.785 ₫
12.824.076 ₫ total
includes taxes & fees
4 Feb - 5 Feb
The Perry Hotel & Marina Key West
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very good, (1,003 reviews)
"Nice place to stay. "
United States
David
The price is 8.272.527 ₫
10.193.274 ₫ total
includes taxes & fees
25 Jan - 26 Jan
DoubleTree Resort by Hilton Grand Key - Key West
4 outdoor pools, pool umbrellas, pool loungers

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,243 reviews)
"Nice hotel, good facilities and friendly staff."
United States
Gennadiy
The price is 6.971.538 ₫
9.350.467 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Parrot Key Hotel & Villas
Front of property

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, (1,119 reviews)
"Great place , amazing breakfast, staff was very nice "
United States
Robert
The price is 12.086.275 ₫
14.927.210 ₫ total
includes taxes & fees
20 Jan - 21 Jan
Winslow's Bungalows - Key West Historic Inns
Suite, 1 King Bed, Lanai, Oceanfront | View from room

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, (512 reviews)
"The resort was very beautiful and clean. Beach access and staff were amazing. "
United States
Courtney
The price is 14.833.959 ₫
18.461.564 ₫ total
includes taxes & fees
26 Jan - 27 Jan
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, (315 reviews)
"The hotel was so elegant. Rooftop pool and bar had an amazing atmosphere and food. "
United States
Kelli
The price is 8.643.488 ₫
10.610.603 ₫ total
includes taxes & fees
19 Jan - 20 Jan
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, (1,022 reviews)
"4th time staying, great staff, location "
United States
Jeffrey
Pier House Resort & Spa
Private beach, scuba diving, sailing, kayaking

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, (1,003 reviews)
"Great hotel, great beach, had a really good stay."
United States
Cristian Mihai
The price is 11.030.036 ₫
14.182.151 ₫ total
includes taxes & fees
26 Jan - 27 Jan
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
9.2 out of 10, Wonderful, (1,015 reviews)
"The staff was so friendly and the amenities were perfect. Great location to watch the sunset at. "
United States
Jamie
The price is 13.503.808 ₫
16.226.375 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Opal Key Resort & Marina, Key West
Exterior

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, (1,002 reviews)
"Excellent place to stay. Quiet and easy to get to Duvall Street if you want to go excellent location."
United States
Bobby
The price is 11.951.737 ₫
15.100.841 ₫ total
includes taxes & fees
2 Feb - 3 Feb
The Marker Key West Harbor Resort
Outdoor pool, pool 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, (1,004 reviews)
"Upon arrival everything about this resort, the staff the room the views made our trip to Key West that much better thank you"
United States
Randy
The price is 12.847.008 ₫
16.492.380 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Ocean Key Resort - A Noble House Resort
Outdoor pool, pool loungers

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
8.8 out of 10, Excellent, (1,687 reviews)
"Fun festive atmosphere, very friendly staff. "
United States
jeffrey n
The price is 9.749.836 ₫
12.865.141 ₫ total
includes taxes & fees
2 Feb - 3 Feb
Havana Cabana at Key West
2 outdoor pools, pool loungers

Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,000 reviews)
"Great place to stay! Hope to come back!"
United States
Scott G.
The price is 12.058.848 ₫
15.339.564 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Santa Maria Suites
Front of property – evening/night

Southernmost House

Southernmost House
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,000 reviews)
"Good staff, clean room, nice breakfast, good location"
United States
Noelle
The price is 16.793.062 ₫
21.330.565 ₫ total
includes taxes & fees
4 Feb - 5 Feb
Southernmost House
Room 28A - Signature Room - King Bed - Adults Only 21+ | View from room

Bishop Hotel Key West

Bishop Hotel Key West
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (368 reviews)
"The room was large and we could comfortably enjoy our 1 week stay."
United States
Winston
Bishop Hotel Key West
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Learn more about Sugarloaf Key

Kayak through mangrove tunnels and spot colourful 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 snorkelling spots.

See all hotels in Sugarloaf Key
Sugarloaf Shores which includes a bay or harbor and a house

Top Sugarloaf Key Hotel Reviews

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 9.350.467 ₫

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 accommodation, 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 accommodation, entertainment and activities. We can also help you find standard 4-star stays in and around this destination.