Find hotels in Sugarloaf Shores, Summerland Key

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Our top choices for Sugarloaf Shores hotels

The Laureate Key West

The Laureate Key West
3.5 star property
13.5 mi from Sugarloaf Shores
9.0 out of 10, Wonderful, (1001)
"Our favorite place to stay in Key West!"
United States
Kevin
$204 nightly
The price is $230
Dec 15 - Dec 16
Total with taxes and fees
The Laureate Key West

Parmer's Resort

Parmer's Resort
2.5 star property
10.9 mi from Sugarloaf Shores
9.0 out of 10, Wonderful, (1000)
"Room was clean and comfortable."
United States
Barbara K
$178 nightly
The price is $200
Dec 14 - Dec 15
Total with taxes and fees
Parmer's Resort

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
13.7 mi from Sugarloaf Shores
8.6 out of 10, Excellent, (278)
"We loved it here. So beautiful and quiet."
United Kingdom
Mark
$241 nightly
The price is $271
Jan 7 - Jan 8, 2026
Total with taxes and fees
Old Wooden Bridge Resort and Marina

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
0.8 mi from Sugarloaf Shores
8.2 out of 10, Very Good, (1001)
"Great place to stary. Staff was very nice."
United States
norka
$99 nightly
The price is $111
Dec 19 - Dec 20
Total with taxes and fees
Sugar Loaf Lodge

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
9.6 mi from Sugarloaf Shores
7.4 out of 10, Good, (1000)
"Was nice roo.s and close to my charter boat captain "
United States
Nicholas
$140 nightly
The price is $158
Jan 5 - Jan 6, 2026
Total with taxes and fees
Looe Key Reef Resort

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
15.9 mi from Sugarloaf Shores
8.4 out of 10, Very Good, (468)
"beautiful Hotel! "
Mexico
iria
$311 nightly
The price is $350
Dec 14 - Dec 15
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
16.2 mi from Sugarloaf Shores
8.4 out of 10, Very Good, (1002)
"Great view, amazing room and friendly staff"
United States
Kristine
$278 nightly
The price is $313
Dec 14 - Dec 15
Total with taxes and fees
The Reach Key West, Curio Collection by Hilton

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
13.2 mi from Sugarloaf Shores
8.0 out of 10, Very Good, (1757)
"Loved staying here and would again next time we are in Key West!!"
Canada
David
$166 nightly
The price is $187
Dec 14 - Dec 15
Total with taxes and fees
Blue Flamingo Resort Key West

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
13.2 mi from Sugarloaf Shores
8.6 out of 10, Excellent, (1005)
"Staff is friendly and knowledgeable in local attractions."
United States
Sheng
$184 nightly
The price is $207
Dec 17 - Dec 18
Total with taxes and fees
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
13.3 mi from Sugarloaf Shores
8.0 out of 10, Very Good, (1000)
"Very very nice stay! "
United States
Chloe
$157 nightly
The price is $177
Dec 18 - Dec 19
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
16.6 mi from Sugarloaf Shores
9.2 out of 10, Wonderful, (1019)
"Our stay was great!"
United States
Richard
$294 nightly
The price is $331
Dec 17 - Dec 18
Total with taxes and fees
Opal Key Resort & Marina, Key West

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
16.6 mi from Sugarloaf Shores
9.2 out of 10, Wonderful, (1004)
"Great stay."
United States
Sarit
$454 nightly
The price is $511
Dec 17 - Dec 18
Total with taxes and fees
Ocean Key Resort - A Noble House Resort

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
16.5 mi from Sugarloaf Shores
9.0 out of 10, Wonderful, (283)
"Hotel staff was amazing. Room was spotless! Excellent place to stay! Will definitely stay here again in the future! "
United States
Tracy
$259 nightly
The price is $291
Dec 14 - Dec 15
Total with taxes and fees
La Concha Key West, Autograph Collection

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
14.2 mi from Sugarloaf Shores
8.8 out of 10, Excellent, (1000)
"Room clean, nice pool area"
United States
Tami
$149 nightly
The price is $168
Dec 14 - Dec 15
Total with taxes and fees
Courtyard by Marriott Key West Waterfront

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
13.5 mi from Sugarloaf Shores
9.6 out of 10, Exceptional, (1008)
"Staff was great and rooms were very well kept."
United States
Kayla
$343 nightly
The price is $386
Dec 18 - Dec 19
Total with taxes and fees
Hyatt Vacation Club at Windward Pointe, Key West

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
13.2 mi from Sugarloaf Shores
8.0 out of 10, Very Good, (1147)
" Dry friendly and good breakfast and excellent value for money "
United States
Meenakshi
$143 nightly
The price is $161
Dec 18 - Dec 19
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
13.4 mi from Sugarloaf Shores
9.0 out of 10, Wonderful, (1281)
"Wonderful stay"
United States
Lindsey
$209 nightly
The price is $235
Dec 14 - Dec 15
Total with taxes and fees
Hampton Inn Key West FL

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
16.3 mi from Sugarloaf Shores
8.8 out of 10, Excellent, (2919)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
$271 nightly
The price is $305
Dec 17 - Dec 18
Total with taxes and fees
Southernmost Beach Resort and Guesthouses

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
14.7 mi from Sugarloaf Shores
7.8 out of 10, Good, (1173)
"We were only there for one night, but it was a good stay."
United States
Brandon
$150 nightly
The price is $169
Dec 18 - Dec 19
Total with taxes and fees
Fairfield Inn and Suites by Marriott Key West

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
13 mi from Sugarloaf Shores
9.4 out of 10, Exceptional, (1008)
"We enjoyed the beautiful property."
United States
Susan
$399 nightly
The price is $449
Dec 15 - Dec 16
Total with taxes and fees
Hyatt Vacation Club at 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. Learn more about Sugarloaf Shores
Learn more about Sugarloaf Shores

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

  • Outdoor Adventures: Sugarloaf Shores offers a variety of outdoor activities, including kayaking and beach exploration, perfect for family vacations.
  • Stunning Beaches: Enjoy the beautiful Sugarloaf Beach and scenic views from South Point, ideal for relaxation and sunbathing.
  • Charming Neighborhood: Experience the friendly, tropical atmosphere of Sugarloaf Shores, perfect for a serene getaway.
  • Diverse Accommodations: Choose from beachfront properties, spacious beach houses, and cozy resorts tailored to every traveler's needs.
  • Nearby Attractions: Explore the coastal beauty of nearby Summerland Key and enjoy delightful excursions for all budgets.

Find great hotels near Sugarloaf Shores

Discover the perfect getaway in Sugarloaf Shores, Sugarloaf Key, where a variety of accommodations await to enhance your vacation experience. From charming beachfront properties and spacious beach houses to cozy resorts, you'll find options tailored for adventure seekers, families, and couples alike. Enjoy the comforts of home with house rentals and refreshing outdoor showers, all while soaking in the natural beauty of this stunning Florida destination.

  • Oceans Edge Key West Resort, Hotel & Marina: Experience a thrilling getaway at Oceans Edge Key West Resort, a 4-star hotel perfect for adventure lovers. Located 12 miles from Sugarloaf Shores, this property invites guests to enjoy a golf-themed vacation, with onsite golfing and a variety of adventure sports like snorkeling, parasailing, and motorboating. With pet-friendly policies, this resort welcomes dogs and service animals, making it a great choice for families traveling with pets. Guests can also indulge in boat tours and scooter rentals, ensuring an exciting stay filled with outdoor fun.
  • Blue Flamingo Resort Key West: Embrace a vibrant and inclusive atmosphere at Blue Flamingo Resort, situated 13 miles from Sugarloaf Shores. This 4-star hotel caters to adventurous families and LGBTQIA travelers, offering an array of recreational activities, including kayaking and windsurfing. The resort features engaging amenities for children such as an arcade game room, ping pong tables, and foosball, ensuring that younger guests have a blast. With a welcoming vibe and beautiful surroundings, Blue Flamingo is an ideal family-friendly destination.
  • Havana Cabana at Key West: Discover a blend of business and leisure at Havana Cabana at Key West, located 14 miles from Sugarloaf Shores. This 4-star hotel is tailored for business travelers while also being LGBTQIA welcoming and pet-friendly. With a dedicated meeting room and a warm atmosphere, it offers a perfect setting for work and relaxation. Guests can bring their dogs along and enjoy pet amenities like food and water bowls. The hotel’s vibrant decor and friendly service make it a delightful choice for both business and leisure stays.

Where to stay near Sugarloaf Shores

Experience the charm of Sugarloaf Shores, a picturesque neighborhood in the Lower Florida Keys. Perfect for outdoor adventures and family vacations, it offers stunning water views and a friendly, tropical atmosphere. Explore nearby Summerland Key for its coastal beauty and discover delightful excursions suitable for all budgets. With its inviting outdoor areas and family-friendly vibe, Sugarloaf Shores is an ideal destination for travelers seeking relaxation and adventure in a serene setting.

  • Lower Sugarloaf Key: Nestled just 0.7 miles from Sugarloaf Shores, Lower Sugarloaf Key is an idyllic island retreat that offers a laid-back atmosphere for outdoor enthusiasts. While traveler traffic is steady year-round, the peak seasons in March and June through July bring a vibrant influx of visitors seeking beach-themed experiences. Explore local shopping centers and enjoy the beautiful beaches and charming neighborhoods that define this area. Whether you're kayaking, sunbathing, or indulging in some retail therapy, Lower Sugarloaf Key is a perfect spot for relaxation and recreation.
  • Sugarloaf Key: As a delightful village on a picturesque island, Sugarloaf Key is home to the popular Sugarloaf Shores. This destination sees moderate seasonal traffic, with peak visitor numbers occurring from March to April and September. Families and outdoor lovers flock here to soak up the sun on stunning beaches and explore the surrounding archipelago. With recreational areas and shopping venues close by, Sugarloaf Key provides a balanced blend of adventure and leisure, making it a wonderful locale for family-friendly activities and relaxation.
  • Bay Point: Located 2 miles from Sugarloaf Shores, the charming village of Bay Point draws visitors year-round with its inviting atmosphere. Similar to its neighboring areas, Bay Point experiences increased traffic during peak months like March and June through July. Families seeking outdoor adventures and beach fun will find plenty to enjoy here. With various recreational areas and shopping opportunities, Bay Point is a fantastic destination for those looking to unwind and explore the beautiful coastal environment that the Florida Keys have to offer.

Things to do near Sugarloaf Shores

Sugarloaf Shores is perfect for outdoor and family vacations, offering a variety of activities. Enjoy kayak tours through beautiful waters, relax at the beach area, and embark on exciting outdoor adventures. Nearby, you'll find shopping malls and recreational areas to enhance your stay. Whether you're seeking relaxation or adventure, Sugarloaf Shores has something for everyone.

Shopping

For a unique shopping experience, visit the Big Pine Key Flea Market, located 13 miles away, offering local goods and crafts. We Cycle Key West, 17 miles away, is perfect for biking enthusiasts. Don't miss The Kite House, just 16 miles away, for fun kite supplies and gifts.

Recreation

Experience the scenic Key West Golf Club, where you can enjoy a round of golf amidst lush landscapes and vibrant outdoor vibes. For a refreshing swim and family fun, head to the MLK Community Pool & Community Center, offering a welcoming atmosphere for all ages.

Adventure

Pigeon Key offers thrilling water sports, located 26 miles from Sugarloaf Shores. Experience the excitement of kayaking, paddleboarding, and snorkeling in vibrant waters. Enjoy the beautiful surroundings while engaging in various outdoor activities that showcase the natural beauty of the Florida Keys.

Nightlife

Experience the vibrant nightlife in Sugarloaf Shores with a visit to the Waterfront Playhouse for captivating performances, or enjoy the enchanting atmosphere at the Key West Burlesque Theater. For a unique experience, check out the Red Barn Theater, where culture and entertainment come alive.

*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 during your trip to Sugarloaf Shores, consider visiting between August and October for lower accommodation rates. Book your hotel about a month in advance or check Expedia for last-minute deals, especially on Tuesdays when prices are typically lower. Utilize Expedia’s filters for budget-friendly options and eco-certified hotels. Combining your hotel stay with flights and activities through an Expedia package can lead to additional savings. Join the One Key membership for exclusive discounts and earn OneKeyCash for future stays.

  • 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, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
  • 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 refine your options based on your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and deals, simply sort 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.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Sugarloaf Shores

Sugarloaf Shores, located on Sugarloaf Key, Florida, is perfect for outdoor and family vacations, offering stunning beaches and scenic islands. Visitors can enjoy various attractions like Sugarloaf Beach and the picturesque views from South Point. With activities that cater to beach lovers and outdoor enthusiasts alike, Sugarloaf Shores provides an ideal destination for those seeking a relaxing getaway filled with natural beauty.

  • Florida Keys Beaches: Located 2 miles from Sugarloaf Shores, Florida Keys Beaches offers a quintessential beach experience with soft sands, crystal-clear waters, and vibrant beach vibes. It's perfect for sunbathing, swimming, or simply relaxing in a tropical paradise.
  • Upper Sugarloaf Sound: Just 1 mile away, Upper Sugarloaf Sound is a serene island known for its picturesque beaches and outdoor activities. Enjoy kayaking, paddleboarding, or simply soaking in the natural beauty of this tranquil setting.
  • Upper Sugarloaf Key: Situated 2 miles from Sugarloaf Shores, Upper Sugarloaf Key is a charming neighborhood with a relaxed city vibe. Explore local shops, enjoy fresh seafood, and immerse yourself in the unique culture of the Florida Keys.

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 visiting Sugarloaf Shores, you have convenient access to two major airports. Key West International Airport (EYW) is located 14 miles away and offers several nearby hotel options, including the 5-star Casa Marina Key West, just 2 miles from the airport, as well as the 4-star Margaritaville Beach House and Havana Cabana, both 1 mile away. Alternatively, Florida Keys Marathon Airport (MTH) is 32 miles from Sugarloaf Shores, with great accommodations like the 4.5-star Isla Bella Beach Resort & Spa, 4 miles from the airport, and the 4-star Tranquility Bay Beachfront Hotel, 3 miles away. Access to both airports is straightforward from these hotels.

Frequently asked questions

Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Sugarloaf Shores hotel for you.
How can I save on a Sugarloaf Shores hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Sugarloaf Shores hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Sugarloaf Shores hotel?
Hotel prices in Sugarloaf Shores often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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