Find hotels in Sugarloaf Shores, Summerland Key from AED 492

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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Sugarloaf Shores hotels

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
21.2 km from Sugarloaf Shores
8.0 out of 10, Very Good, (1144)
" Dry friendly and good breakfast and excellent value for money "
United States
Meenakshi
The price is AED 470
AED 632 total
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden Inn Key West / The Keys Collection

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
21.3 km from Sugarloaf Shores
8.0 out of 10, Very Good, (1012)
"Very very nice stay! "
United States
Chloe
The price is AED 467
AED 650 total
includes taxes & fees
17 Dec - 18 Dec
DoubleTree Resort by Hilton Grand Key - Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
20.1 km from Sugarloaf Shores
9.4 out of 10, Exceptional, (1169)
"Will be staying here every single time we visit! "
United States
Rebecca
The price is AED 953
AED 1,297 total
includes taxes & fees
8 Jan - 9 January 2026
The Perry Hotel & Marina Key West

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
22 km from Sugarloaf Shores
8.8 out of 10, Excellent, (1724)
"Pretty much everything you could hope for out of a resort. Staff was great, amenities were nice, the room was clean. We loved out stay"
United States
alec lawrence
The price is AED 1,090
AED 1,484 total
includes taxes & fees
5 Jan - 6 January 2026
Havana Cabana at Key West

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
26.7 km from Sugarloaf Shores
9.2 out of 10, Wonderful, (1019)
"Great staff, comfortable stay. "
United States
Sarah
The price is AED 1,025
AED 1,297 total
includes taxes & fees
14 Dec - 15 Dec
Opal Key Resort & Marina, Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
23.3 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1188)
"Great hotel"
United States
Patrice
The price is AED 650
AED 941 total
includes taxes & fees
17 Dec - 18 Dec
Parrot Key Hotel & Villas

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
1.3 km from Sugarloaf Shores
8.2 out of 10, Very Good, (1005)
"Great place to stary. Staff was very nice."
United States
norka
The price is AED 437
AED 492 total
includes taxes & fees
14 Dec - 15 Dec
Sugar Loaf Lodge

Parmer's Resort

Parmer's Resort
2.5 star property
17.5 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1004)
"Breakfast options, a heated pool"
United States
Ricardo
The price is AED 542
AED 730 total
includes taxes & fees
11 Dec - 12 Dec
Parmer's Resort

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
25.9 km from Sugarloaf Shores
7.8 out of 10, Good, (1005)
"Great little hotel in the heart of Old Town."
United States
Robert
NYAH Key West - Adults Only

Douglas House

Douglas House
3.0 star property
26.3 km from Sugarloaf Shores
9.6 out of 10, Exceptional, (220)
"Great location! Clean rooms. Friendly staff"
United States
Brad
The price is AED 503
AED 622 total
includes taxes & fees
15 Dec - 16 Dec
Douglas House

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
21.2 km from Sugarloaf Shores
8.6 out of 10, Excellent, (1002)
"It was a good stay for the price and near to the old town"
United States
sushma
The price is AED 621
AED 802 total
includes taxes & fees
5 Jan - 6 January 2026
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

The Laureate Key West

The Laureate Key West
3.5 star property
21.8 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1000)
"Our favorite place to stay in Key West!"
United States
Kevin
The price is AED 657
AED 843 total
includes taxes & fees
16 Dec - 17 Dec
The Laureate Key West

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
15.4 km from Sugarloaf Shores
7.4 out of 10, Good, (1001)
"Was nice roo.s and close to my charter boat captain "
United States
Nicholas
Looe Key Reef Resort

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
25.9 km from Sugarloaf Shores
9.2 out of 10, Wonderful, (1070)
"Beautiful property, nice clean bungalows and great staff!"
United States
Robert
The price is AED 933
AED 1,236 total
includes taxes & fees
17 Dec - 18 Dec
Winslow's Bungalows - Key West Historic Inns

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
22.8 km from Sugarloaf Shores
8.2 out of 10, Very Good, (2013)
"Great little resort!"
United States
Carlos
The price is AED 426
AED 578 total
includes taxes & fees
15 Dec - 16 Dec
Ibis Bay Beach Resort

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
20.9 km from Sugarloaf Shores
9.4 out of 10, Exceptional, (1005)
"We enjoyed the beautiful property."
United States
Susan
The price is AED 1,319
AED 1,649 total
includes taxes & fees
14 Dec - 15 Dec
Hyatt Vacation Club at Beach House, Key West

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
22.9 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1002)
"Excellent accommodations: very clean. "
Canada
John
The price is AED 584
AED 657 total
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott Key West Waterfront

Duval House

Duval House
3.0 star property
26.4 km from Sugarloaf Shores
9.4 out of 10, Exceptional, (1004)
"Had a great stay"
United States
Bren Albert
The price is AED 547
AED 695 total
includes taxes & fees
14 Dec - 15 Dec
Duval House

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
22.1 km from Sugarloaf Shores
8.6 out of 10, Excellent, (277)
"We loved it here. So beautiful and quiet."
United Kingdom
Mark
Old Wooden Bridge Resort and Marina

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
23.7 km from Sugarloaf Shores
8.8 out of 10, Excellent, (1789)
" Great location "
United States
Kristen
The price is AED 790
AED 1,120 total
includes taxes & fees
18 Dec - 19 Dec
Margaritaville Beach House Key West
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.

Where to stay in Sugarloaf Shores

Find the best Sugarloaf Shores areas and neighborhoods for the activities you enjoy most.

Cutthroat Harbor Estates

While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Upper Sugarloaf Key are some notable places to visit nearby.

Cudjoe Gardens

When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Venture Out Keys, some noteworthy sights in the nearby area.

Bay Point

Bay Point might not have many top sights, but Lower Sugarloaf Sound and Saddlebunch Keys are two attractions nearby that you can check out.

Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Venture Out Keys are some notable places to visit nearby.

Top Sugarloaf Shores Hotel Reviews

Find out more about Sugarloaf Shores

Top reasons to visit Sugarloaf Shores

  • Stunning Beaches: Relax on beautiful beaches with crystal clear waters and soft sand, perfect for sunbathing and swimming.
  • Outdoor Adventures: Engage in thrilling activities like kayaking, fishing, and exploring the scenic islands of the Florida Keys.
  • Charming Neighborhoods: Discover friendly local communities and vibrant atmospheres ideal for leisurely strolls and exploration.
  • Family-Friendly Activities: Enjoy a variety of activities suitable for all ages, making it a great destination for families.
  • Diverse Accommodations: Choose from beachfront properties, cozy beach houses, and adventurous resorts to suit your vacation style.

Find great hotels near Sugarloaf Shores

Experience the charm of Sugarloaf Shores, Sugarloaf Key, where a variety of lodging options await you. From beachfront properties and cozy beach houses to adventurous resorts and hotels, there’s something for every traveler. Whether you're seeking a romantic getaway, a family vacation, or an outdoor adventure, you’ll find accommodations that cater to your needs, complete with amenities like outdoor showers and house rentals for a truly memorable stay.

  • Oceans Edge Key West Resort, Hotel & Marina: Experience a golfer's paradise at Oceans Edge Key West Resort, Hotel & Marina, located only 19.3km from Sugarloaf Shores. This 4-star hotel merges business convenience with leisure, offering a golf-themed experience that caters to both avid golfers and casual players. The pet-friendly policy welcomes dogs, making it an excellent choice for travelers with furry companions. Guests can enjoy top-notch amenities, including the ability to hit the greens right on the property, ensuring a unique blend of relaxation and recreation.
  • Blue Flamingo Resort Key West: Family-friendly and LGBTQIA welcoming, Blue Flamingo Resort Key West is situated 20.9km from Sugarloaf Shores. This 4-star lodging is tailored for those seeking a vibrant, inclusive atmosphere. With amenities designed for children, such as an on-site mini-golf course, ping pong tables, and an arcade game room, families will find plenty to keep their little ones entertained. Pet owners will appreciate the dog exercise area and pet-friendly policies, making it a great spot for families traveling with pets.
  • Havana Cabana at Key West: Immerse yourself in a vibrant, tropical ambiance at Havana Cabana at Key West, located 22.5km from Sugarloaf Shores. This 4-star hotel is a haven for LGBTQIA travelers, offering a business-friendly environment alongside pet accommodations. Guests can enjoy a variety of amenities while indulging in the laid-back Cuban-inspired decor. The hotel’s commitment to inclusivity and comfort ensures that everyone, including four-legged friends, feels at home in this delightful Key West retreat.

Where to stay near Sugarloaf Shores

Embark on an unforgettable adventure in Sugarloaf Shores, a charming coastal community in the Lower Florida Keys. Ideal for outdoor enthusiasts, you can soak in breathtaking water views or explore the nearby Summerland Key. Enjoy family-friendly activities, from kayaking in tranquil waters to relaxing on sun-kissed beaches, all while surrounded by friendly locals. Experience the vibrant atmosphere of this tropical paradise, perfect for creating lasting memories with loved ones.

  • Sugarloaf Key: Nestled in the heart of the Florida Keys, Sugarloaf Key is a picturesque village known for its stunning island landscapes and family-friendly atmosphere. With moderate seasonal traveler arrivals, peak times from March to April and September see visitors flocking to its beautiful beaches and outdoor recreational areas. Explore the nearby shopping centers and indulge in local cuisine while enjoying the breathtaking views of the archipelago. Whether you're relaxing on the beach or engaging in water sports, Sugarloaf Key offers a memorable vacation experience for all ages.
  • Cudjoe Key: Located just 6.4km from Sugarloaf Shores, Cudjoe Key is a charming village that attracts visitors with its serene environment and vibrant island culture. With peak visitor numbers from July to September, this area is perfect for beach lovers and outdoor enthusiasts alike. Cudjoe Key boasts excellent shopping areas and recreational spaces, making it an ideal spot for families. Discover the natural beauty of the surrounding archipelago and create lasting memories as you soak in the sun and enjoy the warm waters of the Florida Keys.
  • Summerland Key: As a lively city situated within Sugarloaf Shores, Summerland Key offers a delightful blend of relaxation and adventure. Unlike its neighbors, Summerland experiences a more consistent flow of visitors throughout the year, with peaks occurring in March to April and July. Families will appreciate the inviting beaches and recreational areas, while shopping centers provide ample opportunities for exploration. With its stunning waterfront views and island charm, Summerland Key is a must-visit destination for anyone seeking a fun-filled getaway in the Florida Keys.

Things to do near Sugarloaf Shores

Sugarloaf Shores is a perfect destination for outdoor and beach adventures. Visitors can enjoy beautiful beach areas, partake in thrilling outdoor activities, and explore the waters with kayak tours. Nearby attractions include theaters, recreational areas, and shopping centers, ensuring a well-rounded vacation experience filled with relaxation and excitement.

Shopping

For a unique shopping experience, visit the Big Pine Key Flea Market, 20.9km from Sugarloaf Shores, offering a variety of local goods. For cycling enthusiasts, We Cycle Key West, located 27.4km away, provides bike rentals. Don't miss The Kite House, 25.7km away, for vibrant kites and souvenirs.

Recreation

At Key West Golf Club, enjoy a round of golf surrounded by lush landscapes and a vibrant outdoor atmosphere, just 19.3km from Sugarloaf Shores. For family fun, visit the MLK Community Pool & Community Center, located 25.7km away, offering a refreshing place for relaxation and sports activities.

Adventure

Pigeon Key offers thrilling water sports, located 41.8km from Sugarloaf Shores. Experience exhilarating activities like kayaking, paddleboarding, and snorkeling in crystal-clear waters, surrounded by vibrant marine life and stunning coastal views. It's the perfect spot for adventure enthusiasts looking to make unforgettable memories.

Nightlife

In Sugarloaf Shores, enjoy the vibrant nightlife at the Red Barn Theater and the Waterfront Playhouse, both offering captivating performances just 16 and 27.4km away, respectively. For a unique twist, check out the Key West Burlesque Theater nearby, providing a blend of romance and entertainment.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Sugarloaf Shores

To save money on your trip to Sugarloaf Shores, visit between August and October for lower accommodation prices and consider booking your hotel one month in advance. Use Expedia to find last-minute deals and customize your search based on your budget. Tuesdays are the cheapest days to stay, while Fridays are the most expensive. Look for Eco-certified hotels and use discount filters for better rates. Combining your hotel stay with flights and activities can also lead to significant savings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Sugarloaf Shores are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
  • The best time to book a hotel: The cheapest time to book a hotel around Sugarloaf Shores is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Sugarloaf Shores is Tuesday. The most expensive day to stay around Sugarloaf Shores is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to customize your options based on your budget, desired location, and preferred hotel style. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Sugarloaf Shores with your flights and activities through an Expedia package.

Find the best attractions near Sugarloaf Shores

Sugarloaf Shores in Sugarloaf Key, Florida, is perfect for outdoor and beach adventures. Visitors can explore stunning beaches, charming neighborhoods, and scenic islands, making it ideal for those seeking both relaxation and activity. Essential information includes nearby bathrooms at South Point Sugarloaf, along with the breathtaking beauty of Florida Keys beaches. Whether you’re looking for a city experience or outdoor fun, Sugarloaf Shores has something for everyone.

  • Florida Keys Beaches: Experience the quintessential beach vibes at Florida Keys Beaches, located a mere 3.2km from Sugarloaf Shores. With its soft sands and clear waters, it's perfect for sunbathing, swimming, and enjoying the tropical scenery.
  • Upper Sugarloaf Key: Just 3.2km away, this charming neighborhood offers a unique city vibe. Explore local shops, dine at delightful eateries, and soak in the vibrant community atmosphere that captures the essence of the Florida Keys.
  • Upper Sugarloaf Sound: Only 1.6km from Sugarloaf Shores, this picturesque island boasts stunning beach and outdoor vibes. Enjoy kayaking, fishing, or simply relaxing by the water, surrounded by breathtaking natural beauty.

Best time to go to Sugarloaf Shores

The best time to visit Sugarloaf Shores can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Sugarloaf Shores falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature around Sugarloaf Shores falls in January, visitor numbers are average and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January71.1°F (21.7°C)No RainMostly SunnyAverageAverage
February72.1°F (22.3°C)No RainMostly SunnyAverageSlightly High
March73.2°F (22.9°C)No RainMostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No RainMostly SunnyAverageSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
July84.0°F (28.9°C)Light RainMostly SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September83.7°F (28.7°C)Light RainMostly SunnySlightly HighSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnySlightly LowSlightly Low
November76.6°F (24.8°C)Light RainMostly SunnySlightly LowAverage
December73.8°F (23.2°C)No RainMostly SunnySlightly LowAverage

The nearest major airports for your trip to Sugarloaf Shores

When planning your trip to Sugarloaf Shores, you can fly into two major airports. Key West International Airport (EYW) is located 22.5km away and offers several hotel options like the 5-star Casa Marina Key West, just 3.2km from the airport, and the 4-star Margaritaville Beach House, only 1.6km away. Another option is Florida Keys Marathon Airport (MTH), situated 33.2km from Sugarloaf Shores, with nearby accommodations such as the 4.5-star Isla Bella Beach Resort & Spa, 6.4km away, and the 4-star Tranquility Bay Beachfront Hotel, 4.8km from the airport. Both airports provide convenient access to your lodging choices.

Explore a world of travel with Expedia

Frequently asked questions

What is Sugarloaf Shores like?
Travelers will be sure to find plenty to entertain them in Summerland Key's Sugarloaf Shores neighborhood. Consider a visit to Lower Sugarloaf Sound as part of your Sugarloaf Shores travel plans.
How many hotels will I find in Sugarloaf Shores?
If you're searching for places to stay in Summerland Key, Expedia has something to meet your needs with 31 Sugarloaf Shores hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Sugarloaf Shores, will I receive a refund?
Yes! You'll find that most hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of booking. Enter your dates, click on "Search", then use the "fully refundable" filter to review the best deals in Sugarloaf Shores.
Where can I learn more about changing or cancelling my trip to Sugarloaf Shores?
To access more information about picking new dates or cancelling your trip to Sugarloaf Shores, go to https://www.expedia.com/service/.
What is there to do in this Summerland Key neighborhood?
Lower Sugarloaf Sound is an attraction you might want to check out while you're in Sugarloaf Shores. While you're out sightseeing in Summerland Key, be sure to visit other sights like Upper Sugarloaf Sound or Florida Keys Beaches.