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Compare 3,477 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Sugarloaf Key hotels

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

3.5 star property
9.8 out of 10, Exceptional, (110)
"Awesome place! Will stay again!"
$152 nightly
The price is $171
Sep 7 - Sep 8
Total with taxes and fees
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (161)
"The stay was beautiful "
$98 nightly
The price is $110
Sep 11 - Sep 12
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina

New Orleans House - Gay Men Adult Resort

2.5 star property
8.6 out of 10, Excellent, (333)
"Great place to stay"
$221 nightly
The price is $247
Sep 3 - Sep 4
Total with taxes and fees
New Orleans House - Gay Men Adult Resort

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1001)
"Great sleep"
$99 nightly
The price is $111
Sep 1 - Sep 2
Total with taxes and fees
Sugar Loaf Lodge

Resort View 1BR Suite With Direct Pool Access

2.0 star property
$315 nightly
The price is $354
Sep 1 - Sep 2
Total with taxes and fees
Resort View 1BR Suite With Direct Pool Access

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."
$113 nightly
The price is $127
Sep 1 - Sep 2
Total with taxes and fees
Looe Key Reef Resort

Caribbean House

3.0 star property
9.0 out of 10, Wonderful, (258)
"Great stay!"
$120 nightly
The price is $132
Sep 11 - Sep 12
Total with taxes and fees
Caribbean House

Little Torch Cottages

2.0 star property
9.2 out of 10, Wonderful, (9)
"Felt like home. We'd stay here again!"
$551 nightly
The price is $620
Sep 7 - Sep 8
Total with taxes and fees
Little Torch Cottages

The Grand Guesthouse

2.5 star property
9.6 out of 10, Exceptional, (1003)
"Great place and a great value. Very clean & a comfortable bed."
$203 nightly
The price is $229
Sep 14 - Sep 15
Total with taxes and fees
The Grand Guesthouse

The Garden House

3.0 star property
9.2 out of 10, Wonderful, (654)
"Nice Location Fantastic Staff Clean, comfortable room"
$111 nightly
The price is $122
Sep 3 - Sep 4
Total with taxes and fees
The Garden House

Colors on White

3.0 star property
8.0 out of 10, Very Good, (358)
"Very nice pool. The place is clean and close to fun place in Key West"
$169 nightly
The price is $190
Sep 1 - Sep 2
Total with taxes and fees
Colors on White

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very Good, (315)
"Great property and staff!"
$261 nightly
The price is $293
Sep 7 - Sep 8
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton

Southwinds Motel

2.0 star property
8.8 out of 10, Excellent, (1162)
"We absolutely loved it! Very nice rooms. The grounds were well kept( we always seen Staff was amazing ( "
$133 nightly
The price is $150
Sep 2 - Sep 3
Total with taxes and fees
Southwinds Motel

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (552)
"This was the best stay I had in a long time felt like I was in the safest place in America very friendly environment people are warm and welcoming I will definitely be back soon and the concierge Winfield was amazing during my stay I love the environment and place very relaxing "
$299 nightly
The price is $336
Sep 2 - Sep 3
Total with taxes and fees
H2O Suites - Adults Only

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1007)
"It was very peaceful to stay there as well as very clean! "
$99 nightly
The price is $111
Sep 1 - Sep 2
Total with taxes and fees
Authors of Key West Guest House

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1007)
"Great location and property"
$121 nightly
The price is $137
Sep 24 - Sep 25
Total with taxes and fees
NYAH Key West - Adults Only

Courtyard by Marriott Key West Waterfront

3.0 star property
8.8 out of 10, Excellent, (1009)
"wonderful hotel grounds and staff "
$146 nightly
The price is $164
Sep 15 - Sep 16
Total with taxes and fees
Courtyard by Marriott Key West Waterfront

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Great place all around, will be going back in the future!"
$148 nightly
The price is $167
Sep 8 - Sep 9
Total with taxes and fees
Parmer's Resort

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1067)
"Great view. Great staff and very clean"
$165 nightly
The price is $186
Sep 16 - Sep 17
Total with taxes and fees
Parrot Key Hotel & Villas

Coconut Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (139)
"Joel was a really big help with bringing our bags up and down the steps. He is also a really nice person who cares for everyone. "
$399 nightly
The price is $449
Sep 15 - Sep 16
Total with taxes and fees
Coconut Beach Resort
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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Stay near popular Sugarloaf Key attractions

Upper Sugarloaf Sound
Upper Sugarloaf Sound

Upper Sugarloaf Sound

Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.

Sugarloaf Beach

Sugarloaf Beach

Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?

Upper Sugarloaf Key

Upper Sugarloaf Key

Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.

Learn more about Sugarloaf Key

The Florida Keys offer idyllic and restful vacations, with this island ensuring peace and serenity in nature, off the beaten path.

Sugarloaf Shores showing a bay or harbor and a sunset

Top Sugarloaf Key Hotel Reviews

More cheap stays in Sugarloaf Key

More cheap stays in Sugarloaf Key

Hotels in Sugarloaf Key with star-rating

Hotels in Sugarloaf Key with star-rating

Find out more about Sugarloaf Key

Find out more about Sugarloaf Key

Top reasons to visit Sugarloaf Key

  • Outdoor Adventures: Sugarloaf Key is perfect for outdoor enthusiasts, offering activities like snorkeling, boat tours, and hidden cornhole games.
  • Stunning Beaches: Relax on beautiful beaches and explore scenic islands, making it an ideal spot for a beach vacation.
  • Family-Friendly Atmosphere: Enjoy a friendly environment that caters to families with various recreational options and activities.
  • Charming Neighborhoods: Discover the welcoming vibe of nearby cities and explore local shops and attractions.
  • Diverse Accommodations: Choose from budget-friendly to luxurious lodging, ensuring a comfortable stay for every traveler.

Find great hotels near Sugarloaf Key

Discover the perfect getaway in Sugarloaf Key, where a diverse selection of hotels and resorts awaits to cater to every traveler's needs. From cozy budget options to luxurious stays, you'll find accommodations that prioritize adventure, pet-friendliness, and a business-themed experience. Whether you're seeking outdoor activities or a relaxing retreat, Sugarloaf Key offers a variety of lodging choices to make your vacation unforgettable.

  • Oceans Edge Key West Resort, Hotel & Marina: Nestled 12 miles from Sugarloaf Key, Oceans Edge Key West Resort, Hotel & Marina offers a luxurious getaway for adventure and golf enthusiasts. This 4-star resort boasts an impressive golf-themed experience with on-site amenities like boat tours and fishing. Guests can also enjoy nearby activities such as snorkeling and parasailing, making it a perfect choice for those seeking both relaxation and excitement. With upscale accommodations and beautiful marina views, this resort creates a unique blend of luxury and adventure for travelers.
  • Havana Cabana at Key West: Located 14 miles from Sugarloaf Key, Havana Cabana at Key West is a charming 4-star hotel that caters to business travelers and pet owners alike. The property features essential business amenities, including meeting rooms, ensuring convenience for corporate guests. Pet-friendly policies allow you to bring your furry friends along, with amenities such as food and water bowls provided. The vibrant, tropical decor and relaxed atmosphere make it an ideal spot for those looking to blend work with leisure in a laid-back setting.
  • 24 North Hotel Key West - Newly Renovated: Situated 14 miles from Sugarloaf Key, the newly renovated 24 North Hotel Key West is a versatile option for adventure seekers and business travelers. This 4-star hotel features a business center and multiple meeting rooms, making it ideal for corporate events. Guests can also experience exciting activities such as sailing, kayaking, and waterskiing nearby. With a welcoming pet policy and a dedicated dog exercise area, this hotel ensures a pleasant stay for all members of your family, including your pets.

Where to stay in and around Sugarloaf Key

Sugarloaf Key offers an idyllic tropical escape in the Lower Florida Keys, perfect for outdoor and family vacations. Visitors can enjoy a scenic beachfront location while exploring the friendly atmosphere of nearby cities. With its budget-friendly options and opportunities for excursions, Sugarloaf Key is a serene getaway that promises unforgettable experiences amidst stunning natural beauty. Whether you're seeking relaxation or adventure, this charming village has something for everyone.

  • Sugarloaf Shores: Nestled around the picturesque area of Sugarloaf Key, Sugarloaf Shores is a charming neighborhood that offers a blend of outdoor activities and family-friendly experiences. Visitors flock here throughout the year, with peak times in March, July, and September. The area features a variety of recreational venues, including shopping malls and beach access, making it a perfect spot for leisurely strolls and family outings. Local highlights include beautiful beaches and scenic islands that provide an idyllic backdrop for relaxation and adventure.
  • Lower Sugarloaf Key: This captivating island area surrounding Sugarloaf Key is known for its vibrant community and beautiful natural surroundings. Lower Sugarloaf Key experiences a steady flow of travelers year-round, with visitor peaks in March, July, and December. It’s an excellent destination for those seeking a mix of city life and outdoor fun. Enjoy the local shopping areas and public markets, while being just a short distance from charming beaches and neighborhood attractions. The blend of island charm and urban amenities makes Lower Sugarloaf Key an appealing stop on your vacation itinerary.
  • Bay Point: Located a mere 3 miles from Sugarloaf Key, Bay Point is a quaint village that invites visitors to enjoy its serene beach atmosphere and family-oriented activities. Similar to its neighbors, Bay Point sees consistent traveler interest, especially in March, July, and December. The village offers various shopping options and recreational areas, making it an ideal place for a day trip. Explore stunning beaches and the nearby archipelago, all while soaking up the natural beauty that surrounds this delightful locale.

Things to do near Sugarloaf Key

Sugarloaf Key is perfect for an outdoor, family-friendly vacation, offering a variety of activities. Enjoy thrilling adventures like hidden cornhole and boat tours, or dive into the vibrant underwater world with snorkeling. Nearby, you can explore shopping malls and recreational areas, making it an ideal destination for relaxation and fun.

Shopping

For souvenirs in Sugarloaf Key, check out the Big Pine Key Flea Market, a vibrant public market located 12 miles away. If you're up for a drive, We Cycle Key West and The Kite House are both great shopping options, each located 17 miles away.

Recreation

At Key West Golf Club, enjoy a round of golf surrounded by lush landscapes and a vibrant atmosphere just 13 miles from Sugarloaf Key. For family fun, the MLK Community Pool & Community Center offers a refreshing pool experience and outdoor activities, located 17 miles away.

Adventure

Explore Pigeon Key, located 25 miles from Sugarloaf Key, for thrilling water sports adventures. Enjoy activities like kayaking, snorkeling, and paddleboarding while soaking in the vibrant outdoor atmosphere. Experience the beauty of the Florida Keys as you engage in fun-filled adventures on the water.

Nightlife

In Sugarloaf Key, immerse yourself in the vibrant nightlife at the Waterfront Playhouse and Red Barn Theater, both 17 miles away, showcasing captivating performances. For a unique twist, visit the Key West Burlesque Theater, 16 miles away, where culture and entertainment unite for an unforgettable evening.

Booking tips and Expedia advantages for Sugarloaf Key

To save money on your trip to Sugarloaf Key, plan your visit between August and October for the lowest hotel rates. Booking about a month in advance often yields the best prices, and Tuesday is the cheapest day to stay. Utilize Expedia to compare prices and consider package deals that combine hotels, flights, and activities for added savings. Join the One Key membership for exclusive discounts and earn OneKeyCash on future bookings. Look out for last-minute deals for additional savings, and explore free activities to enhance your experience without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Sugarloaf Key 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: Booking a hotel around Sugarloaf Key about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Sugarloaf Key is Tuesday. The most expensive day to stay around Sugarloaf Key is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to tailor your options based on your budget, desired location, and preferred hotel type. 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 Key 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 in and around Sugarloaf Key

Sugarloaf Key is an ideal destination for outdoor enthusiasts and families seeking a beach vacation. Visitors can explore the beautiful beaches, scenic islands, and charming neighborhoods. Key attractions include Sugarloaf Key, Sugarloaf Sound, and Sugarloaf Marina, offering a variety of experiences that cater to those looking to enjoy the great outdoors and stunning landscapes. Whether you're relaxing by the beach or indulging in water activities, Sugarloaf Key promises a memorable getaway.

  • Florida Keys Beaches: Located 1 mile from Sugarloaf Key, this beach is perfect for soaking up the sun and enjoying the vibrant beach vibes. Whether you're swimming, sunbathing, or taking a leisurely stroll along the shore, you'll experience the laid-back charm of the Florida Keys.
  • Upper Sugarloaf Key: This charming neighborhood within Sugarloaf Key offers a unique blend of city vibes and small-town feel. Explore local shops, engage with friendly residents, and enjoy a taste of everyday life in the Keys.
  • Upper Sugarloaf Sound: This stunning island features outdoor adventures and serene beach vibes. Enjoy kayaking, fishing, or simply relaxing by the water while taking in the natural beauty that surrounds you.

Best time to go to Sugarloaf Key, Summerland Key

The best time to visit Sugarloaf Key, Summerland Key is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with no rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January71.1°F (21.7°C)No Rain (Dry)Mostly SunnyAverageAverage
February72.1°F (22.3°C)No Rain (Dry)Mostly SunnyAverageSlightly High
March73.2°F (22.9°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
April76.8°F (24.9°C)No Rain (Dry)Mostly SunnyModerately HighSlightly 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 SunnyAverageAverage
August84.4°F (29.1°C)Light RainMostly SunnyModerately LowSlightly Low
September83.7°F (28.7°C)Light RainMostly SunnyModerately HighSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnyModerately LowSlightly Low
November76.6°F (24.8°C)Light RainMostly SunnyModerately LowAverage
December73.8°F (23.2°C)No Rain (Dry)Mostly SunnyAverageAverage

The nearest major airports for your trip to Sugarloaf Key

Traveling to Sugarloaf Key is convenient with two major airports nearby. Key West International Airport (EYW) is approximately 14 miles away, offering access to hotels like the 5-star Casa Marina Key West, just 2 miles from the airport, and the 4-star Margaritaville Beach House, located 1 mile away. Marathon, Florida Keys Marathon Airport (MTH) is about 32 miles from Sugarloaf Key, with nearby accommodations such as 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. Both airports provide accessible transportation options to these hotels, ensuring a smooth travel experience.

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