Sugarloaf Shores Hotels, Summerland Key
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Sugarloaf Shores hotels
The Laureate Key West
The Laureate Key West21.8 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1,001 reviews)
"Great!"
Roberto Eliseo
The price is AU$512
includes taxes & fees
19 Jan - 20 Jan
Parmer's Resort
Parmer's Resort17.5 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1,002 reviews)
"Excellent"
Nilanjan
The price is AU$434
includes taxes & fees
19 Jan - 20 Jan
Sugar Loaf Lodge
Sugar Loaf Lodge1.3 km from Sugarloaf Shores
8.2 out of 10, Very good, (1,000 reviews)
"Great staff and great location!"
Bryan
The price is AU$335
includes taxes & fees
20 Jan - 21 Jan
Looe Key Reef Resort
Looe Key Reef Resort15.4 km from Sugarloaf Shores
7.4 out of 10, Good, (1,000 reviews)
"Clean and staffs were good. Little more amenities (kettle, desk and chair would have given a 5 star stay."
Md
Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina22.1 km from Sugarloaf Shores
8.6 out of 10, Excellent, (286 reviews)
"Clean room and it is a boat house. I love it"
Zhizhi
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton25.6 km from Sugarloaf Shores
8.4 out of 10, Very good, (505 reviews)
"The resort was very beautiful and clean. Beach access and staff were amazing. "
Courtney
The price is AU$1,052
includes taxes & fees
28 Jan - 29 Jan
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton26 km from Sugarloaf Shores
8.6 out of 10, Excellent, (1,000 reviews)
"Very nice room, staff very friendly and helpful. Walking distance to downtown and the southern most point. Weather was really nice in January not to hot."
Jeffery
The price is AU$811
includes taxes & fees
26 Jan - 27 Jan
Blue Flamingo Resort Key West
Blue Flamingo Resort Key West21.3 km from Sugarloaf Shores
8.0 out of 10, Very good, (1,854 reviews)
"The resort was beautiful and had many options for entertainment and dining. The rooms were clean and nicely decorated. The free shuttle to/from Duval Street area was a nice perk - however it stunk that we had to pay $15/day just to park our car at the resort during our stay on top of the daily $50 resort fee.
Overall though, I would recommend."
April
The price is AU$583
includes taxes & fees
19 Jan - 20 Jan
Fairfield Inn and Suites by Marriott Key West
Fairfield Inn and Suites by Marriott Key West23.7 km from Sugarloaf Shores
7.8 out of 10, Good, (1,209 reviews)
"Front desk staff were extremely helpful and friendly. The bar area had a limited selection of beer and would have been nice to stay open a bit longer on a football playoff game night. shuttle service to old town was very convenient as was the beach shuttle service. The parking area around the hotel could use a little sprucing up which would be our only negative comment. "
Donna
The price is AU$512
includes taxes & fees
19 Jan - 20 Jan
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West21.3 km from Sugarloaf Shores
8.2 out of 10, Very good, (1,000 reviews)
"Nice place to stay. "
David
The price is AU$571
includes taxes & fees
19 Jan - 20 Jan
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West26.7 km from Sugarloaf Shores
9.2 out of 10, Wonderful, (1,011 reviews)
"The staff was so friendly and the amenities were perfect. Great location to watch the sunset at. "
Jamie
The price is AU$865
includes taxes & fees
25 Jan - 26 Jan
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House Resort26.7 km from Sugarloaf Shores
9.2 out of 10, Wonderful, (1,006 reviews)
"Upon arrival everything about this resort, the staff the room the views made our trip to Key West that much better thank you"
Randy
The price is AU$1,058
includes taxes & fees
2 Feb - 3 Feb
La Concha Key West, Autograph Collection
La Concha Key West, Autograph Collection26.5 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (312 reviews)
"Clean, super comfortable, close to everything"
Virginia
The price is AU$604
includes taxes & fees
19 Jan - 20 Jan
Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront22.9 km from Sugarloaf Shores
8.8 out of 10, Excellent, (1,008 reviews)
"Clean "
Ross
The price is AU$571
includes taxes & fees
24 Jan - 25 Jan
The Marker Key West Harbor Resort
The Marker Key West Harbor Resort26.1 km from Sugarloaf Shores
9.2 out of 10, Wonderful, (1,019 reviews)
"Great staff and location
A little issue with early morning hallway noise and the rooster outside at 5 am."
David
The price is AU$835
includes taxes & fees
21 Jan - 22 Jan
Santa Maria Suites
Santa Maria Suites26 km from Sugarloaf Shores
9.6 out of 10, Exceptional, (1,007 reviews)
"Awesome staff, amazing rooms in a great spot. Couldn’t ask for more. Absolutely wonderful. "
Tim
The price is AU$874
includes taxes & fees
20 Jan - 21 Jan
Hampton Inn Key West FL
Hampton Inn Key West FL21.5 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1,297 reviews)
"Rooms were very clean, breakfast provided plentiful choices, and staff was friendly. Poor bar and food were excellent."
wendy
The price is AU$711
includes taxes & fees
22 Jan - 23 Jan
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key West21.7 km from Sugarloaf Shores
9.6 out of 10, Exceptional, (1,028 reviews)
"Great staff, beautiful rooms, very clean, great property "
Uma
The price is AU$896
includes taxes & fees
2 Feb - 3 Feb
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Fairfield by Marriott Inn & Suites Key West at The Keys Collection21.2 km from Sugarloaf Shores
8.6 out of 10, Excellent, (1,003 reviews)
"Everything was top-notch. Great day."
Maryann
The price is AU$656
includes taxes & fees
23 Jan - 24 Jan
Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses26.2 km from Sugarloaf Shores
8.8 out of 10, Excellent, (3,022 reviews)
"The staff was fine and room was average. But the place was absurdly overpriced! In addition to the room being over $500 a night, they charged us $50 a night for parking the car and $65 resort fee (what in the world is that for?!). Ridiculous."
Gretchen and Terry
The price is AU$892
includes taxes & fees
26 Jan - 27 Jan
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Our guide on where to stay in Sugarloaf Shores
Find the best Sugarloaf Shores areas for the activities you enjoy most.
Cutthroat Harbor Estates
While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.
Cudjoe Gardens
While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Upper Sugarloaf Sound.
Bay Point
While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Saddlebunch Keys.
Breezeswept Beach Estates
While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Newfound Harbor Keys and Cook Island.
Top Sugarloaf Shores Hotel Reviews
Parrot Key Hotel & Villas
10/10 Excellent
Frequently asked questions
Explore a world of travel with Expedia
- Bay Point Hotels
- B&B in Big Pine Key
- Cabin Rentals in Big Pine Key
- Business Hotels in Big Pine Key
- Family Hotels in Big Pine Key
- Big Pine Key Hotels
- Motels in Big Pine Key
- Ranches in Big Pine Key
- Big Torch Key Hotels
- Beach Hotels in Boca Chica Key
- Luxury Hotels in Boca Chica Key
- Boca Chica Key Hotels
- Town Houses in Boca Chica Key
- Casa Marina Hotels
- Motels in Cow Key
- Holiday Homes in Cudjoe Key
- Cudjoe Key Hotels
- Monroe County Hotels
- Dredgers Key Hotels
- Hotels near Dry Tortugas National Park
- Fleming Key Hotels
- Hotels near Florida Keys Beaches
- Hotels near Fort East Martello Museum and Gallery
- Luxury Hotels in Geiger Key
- Key Haven Hotels
- Key West Historic District Hotels
- Key West Hotels
- Hotels near Key West Intl.
- Hotels near Key West Naval Station
- Hotels near Key West Visitors Center
- Historic Hotels in Little Torch Key
- Little Torch Key Hotels
- B&B in Lower Florida Keys
- Holiday Homes in Lower Florida Keys
- Luxury Hotels in Lower Florida Keys
- Pet Friendly Hotels in Lower Florida Keys
- Lower Keys Hotels
- Melody Key Hotels
- Midtown Hotels
- New Town Hotels
- Old Town Key West Hotels
- Holiday Homes in Raccoon Key
- Raccoon Key Hotels
- Cheap Hotels in Sands
- Hotels near Smathers Beach
- Hostels in Stock Island
- Stock Island Hotels
- Hotels near Studios of Key West
- B&B in Sugarloaf Key
- Sugarloaf Key Hotels
- Villas in Sugarloaf Key
- Condo Rentals in Summerland Key
- Luxury Hotels in Summerland Key
- Summerland Key Hotels
- The Meadows Hotels
- Flights to Boca Chica Key
- Flights to Lower Florida Keys
- Flights to Rockland Key
- Flights to Summerland Key
- Flights from Key West Intl.
- Flights from Little Torch Key
- Flights from Charlotte to Sugarloaf Key
- Flights from Boca Chica Key
- Flights from Melody Key
- Flights from Middle Torch Key
- Flights from Big Pine Key
- Flights from Cancun (CUN) to Key West (EYW)
- Flights from Washington (DCA) to Key West (EYW)
- Flights from Dallas (DFW) to Key West (EYW)
- Flights from Fort Lauderdale (FLL) to Key West (EYW)
- Flights from Genoa (GOA) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights from Los Angeles (LAX) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Melbourne (MEL) to Key West (EYW)
- Flights from Miami (MIA) to Key West (EYW)
- Flights from Melbourne (MLB) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from Perth (PER) to Key West (EYW)
- Flights from Sarasota (SRQ) to Key West (EYW)
- Flights from Sydney (SYD) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)