Find hotels in Sugarloaf Shores, Summerland Key from $111

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Discover 3,476 Sugarloaf Shores hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Our top choices for Sugarloaf Shores hotels

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (257)
"River boat houses, pool, kayak rentals. "
$207 nightly
The price is $233
Sep 7 - Sep 8
Total with taxes and fees
Old Wooden Bridge Resort and Marina

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1005)
"Great place all around, will be going back in the future!"
$130 nightly
The price is $146
Sep 8 - Sep 9
Total with taxes and fees
Parmer's Resort

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1001)
"We only stayed one night but it was nice and we enjoyed ourselves."
$107 nightly
The price is $120
Sep 26 - Sep 27
Total with taxes and fees
Looe Key Reef Resort

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
8.0 out of 10, Very Good, (1005)
"Staff was great and property was extremely clean at all times. Very well maintained"
$141 nightly
The price is $159
Sep 9 - Sep 10
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West

Waterfront Luxury Home - Tidelands House

2.0 star property
$2,550 nightly
The price is $2,869
Sep 8 - Sep 9
Total with taxes and fees
Waterfront Luxury Home - Tidelands House

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1001)
"Great sleep"
$99 nightly
The price is $111
Sep 3 - Sep 4
Total with taxes and fees
Sugar Loaf Lodge

Parking Pool Dock - Shellstone House

2.0 star property
$2,550 nightly
The price is $2,869
Sep 8 - Sep 9
Total with taxes and fees
Parking Pool Dock - Shellstone House

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1219)
"Excellent accommodations, clean and friendly staff . I would definitely stay here again. "
$149 nightly
The price is $168
Sep 3 - Sep 4
Total with taxes and fees
Hampton Inn Key West FL

New Waterfront Home - Sunray House

2.0 star property
$2,964 nightly
The price is $3,335
Sep 8 - Sep 9
Total with taxes and fees
New Waterfront Home - Sunray House

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very Good, (321)
"Great property and staff!"
$241 nightly
The price is $271
Sep 10 - Sep 11
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton

New Waterfront Home - Dreamside House

2.0 star property
$2,550 nightly
The price is $2,869
Sep 8 - Sep 9
Total with taxes and fees
New Waterfront Home - Dreamside House

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1083)
"Great rooms awesome service beautiful pool!"
$174 nightly
The price is $195
Sep 3 - Sep 4
Total with taxes and fees
The Perry Hotel & Marina Key West

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1072)
"Very nice and relaxing. Staff was excellent and friendly"
$166 nightly
The price is $187
Sep 10 - Sep 11
Total with taxes and fees
Parrot Key Hotel & Villas

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.6 out of 10, Exceptional, (1028)
"Love this place "
$241 nightly
The price is $272
Sep 16 - Sep 17
Total with taxes and fees
Hyatt Vacation Club at Windward Pointe, Key West

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1070)
"Great property and excellent staff. Very clean and enjoyable stay."
$132 nightly
The price is $149
Sep 9 - Sep 10
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection

Blue Flamingo Resort Key West

4.0 star property
7.8 out of 10, Good, (1571)
"I would love to stay there again! "
$168 nightly
The price is $189
Sep 3 - Sep 4
Total with taxes and fees
Blue Flamingo Resort Key West

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1012)
"The satff is so nice, very confortable place, We really enjoyed our stayed. 1000000% recommended 👌 "
$99 nightly
The price is $111
Sep 3 - Sep 4
Total with taxes and fees
Authors of Key West Guest House

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1020)
"We enjoyed our stay and will definitely be coming back! "
$121 nightly
The price is $133
Sep 11 - Sep 12
Total with taxes and fees
Duval House

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1768)
"Nice stay. "
$156 nightly
The price is $175
Sep 3 - Sep 4
Total with taxes and fees
Havana Cabana at Key West

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.4 out of 10, Exceptional, (1026)
"Nice resort, great location. "
$210 nightly
The price is $237
Sep 3 - Sep 4
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.
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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.

Breezeswept Beach Estates

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

Top Sugarloaf Shores Hotel Reviews

Find out more about Sugarloaf Shores

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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 from $111 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.