Find hotels in Sugarloaf Key, FL from $111

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Compare 3,496 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Sugar Loaf Lodge

2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1001)
"Tiki hit closed, wish I had known Staff very nice, rooms fine"
United States
James
$99 nightly
The price is $111
Dec 7 - Dec 8
Total with taxes and fees
Sugar Loaf Lodge

Starlight Serenity - Hideaway w Stunning Views

2.0 star property
Summerland Key
$560 nightly
The price is $630
Dec 11 - Dec 12
Total with taxes and fees
Starlight Serenity - Hideaway w Stunning Views

Parmer's Resort

2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1002)
"Breakfast options, a heated pool"
United States
Ricardo
$178 nightly
The price is $200
Dec 7 - Dec 8
Total with taxes and fees
Parmer's Resort

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
New Town
8.0 out of 10, Very Good, (1140)
" Dry friendly and good breakfast and excellent value for money "
United States
Meenakshi
$143 nightly
The price is $161
Dec 14 - Dec 15
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection

Opal Key Resort & Marina, Key West

4.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1017)
"Great location and accommodations… great all around"
United States
Jose
$284 nightly
The price is $320
Dec 14 - Dec 15
Total with taxes and fees
Opal Key Resort & Marina, Key West

Looe Key Reef Resort

2.5 star property
Summerland Key
7.4 out of 10, Good, (1000)
"Room was really clean and receptionist very friendly. Travelling with my son so had a nice big bed each. Balcony was nice and its only 35 mins to Key West which was oerfect"
United Kingdom
Clare
$140 nightly
The price is $158
Jan 5 - Jan 6, 2026
Total with taxes and fees
Looe Key Reef Resort

Douglas House

3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (218)
"Very clean room, loved the location!"
United States
Jeffrey Ray
$167 nightly
The price is $188
Dec 17 - Dec 18
Total with taxes and fees
Douglas House

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
Key West
8.0 out of 10, Very Good, (1002)
"Very very nice stay! "
United States
Chloe
$149 nightly
The price is $168
Dec 15 - Dec 16
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West

The Perry Hotel & Marina Key West

4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1168)
"Will be staying here every single time we visit! "
United States
Rebecca
$197 nightly
The price is $221
Dec 8 - Dec 9
Total with taxes and fees
The Perry Hotel & Marina Key West

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

3.5 star property
New Town
8.6 out of 10, Excellent, (1006)
"It was a good stay for the price and near to the old town"
United States
sushma
$155 nightly
The price is $174
Dec 17 - Dec 18
Total with taxes and fees
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

Courtyard by Marriott Key West Waterfront

3.0 star property
Northside Resort
8.8 out of 10, Excellent, (1001)
"Excellent accommodations: very clean. "
Canada
John
$154 nightly
The price is $173
Dec 16 - Dec 17
Total with taxes and fees
Courtyard by Marriott Key West Waterfront

Parrot Key Hotel & Villas

4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1180)
"The staff was very professional and courteous, we really enjoyed our stay"
United States
Dale
$217 nightly
The price is $245
Dec 18 - Dec 19
Total with taxes and fees
Parrot Key Hotel & Villas

Winslow's Bungalows - Key West Historic Inns

4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1063)
"Beautiful property, nice clean bungalows and great staff!"
United States
Robert
$284 nightly
The price is $320
Dec 17 - Dec 18
Total with taxes and fees
Winslow's Bungalows - Key West Historic Inns

Havana Cabana at Key West

4.0 star property
New Town
8.8 out of 10, Excellent, (1727)
"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
$237 nightly
The price is $267
Dec 7 - Dec 8
Total with taxes and fees
Havana Cabana at Key West

Ibis Bay Beach Resort

2.5 star property
Northside Resort
8.2 out of 10, Very Good, (2008)
"Great little resort!"
United States
Carlos
$157 nightly
The price is $177
Dec 7 - Dec 8
Total with taxes and fees
Ibis Bay Beach Resort

The Laureate Key West

3.5 star property
New Town
9.0 out of 10, Wonderful, (1005)
"Our favorite place to stay in Key West!"
United States
Kevin
$204 nightly
The price is $230
Dec 7 - Dec 8
Total with taxes and fees
The Laureate Key West

NYAH Key West - Adults Only

3.0 star property
Key West Historic District
7.8 out of 10, Good, (1000)
"Great little hotel in the heart of Old Town."
United States
Robert
$126 nightly
The price is $142
Dec 9 - Dec 10
Total with taxes and fees
NYAH Key West - Adults Only

Duval House

3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1000)
"Had a great stay"
United States
Bren Albert
$150 nightly
The price is $166
Dec 9 - Dec 10
Total with taxes and fees
Duval House

Lighthouse Hotel - Key West Historic Inns

3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (843)
"Great location. Near great food and entertainment."
United States
David
$344 nightly
The price is $387
Dec 8 - Dec 9
Total with taxes and fees
Lighthouse Hotel - Key West Historic Inns

Colors on White

3.0 star property
Old Town Key West
8.0 out of 10, Very Good, (379)
"Very nice place to be at. Close walking and biking distance "
United States
brad
$219 nightly
The price is $246
Dec 8 - Dec 9
Total with taxes and fees
Colors on White
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 South Florida attractions

Learn more about Sugarloaf Key

Kayak through mangrove tunnels and spot colorful fish in the crystal-clear waters surrounding this laid-back island. Unwind on Sugarloaf Beach's white sands or explore Upper Sugarloaf Sound, where local boaters know the best snorkeling spots.

Sugarloaf Shores which includes a bay or harbor and a house

Top Sugarloaf Key Hotel Reviews

More cheap stays in Sugarloaf Key

Hotels in Sugarloaf Key with star-rating

Find out more about Sugarloaf Key

Top reasons to visit Sugarloaf Key

  • Outdoor Adventures: Sugarloaf Key offers thrilling activities like snorkeling and kayaking, perfect for adventure seekers.
  • Beautiful Beaches: Enjoy picturesque beaches like Sugarloaf Beach, ideal for relaxation and family fun.
  • Family-Friendly Vibes: The destination caters to families with a variety of activities and accommodations.
  • Charming Neighborhoods: Explore nearby areas with a tropical atmosphere and friendly locals.
  • Memorable Day Trips: Access to exciting excursions enhances your vacation experience in the Florida Keys.

Find great hotels near Sugarloaf Key

Discover the perfect getaway in Sugarloaf Key, where a variety of accommodations await to enhance your vacation experience. From family-friendly resorts to beachside hotels, you’ll find options that cater to adventure seekers and relaxation lovers alike. Whether you’re searching for a cozy KOA resort or a vibrant key hotel, Sugarloaf Key offers something for everyone, ensuring a memorable stay in this beautiful tropical paradise.

  • Oceans Edge Key West Resort, Hotel & Marina: Nestled 12 miles from Sugarloaf Key, Oceans Edge Key West Resort, Hotel & Marina is an ideal retreat for those seeking adventure and business opportunities. This 4-star hotel offers a vibrant atmosphere perfect for golf enthusiasts and thrill-seekers alike. Guests can enjoy a variety of on-site adventure sports such as motorboating, kayaking, and boat tours. For business travelers, the resort features multiple meeting rooms equipped for professional needs. With its scenic views and recreational activities, this resort embodies a perfect blend of work and play.
  • Blue Flamingo Resort Key West: Located 14 miles from Sugarloaf Key, Blue Flamingo Resort Key West is a welcoming 4-star hotel that embraces eco-friendliness and inclusivity. This LGBTQIA-friendly property is perfect for families, offering amenities tailored for children such as a mini-golf course, arcade game room, and ping pong tables. Eco-conscious travelers will appreciate the resort's commitment to sustainability. With its inviting atmosphere and family-centric features, Blue Flamingo Resort provides a delightful experience for all ages.
  • Havana Cabana at Key West: Situated 14 miles away from Sugarloaf Key, Havana Cabana at Key West is a vibrant 4-star hotel that caters to business travelers, LGBTQIA guests, and pet owners. This resort offers business amenities like meeting rooms while ensuring a welcoming environment for all. Pet-friendly policies make it a unique choice for travelers wishing to bring their furry companions along. With its lively atmosphere and convenient facilities, Havana Cabana promises an enjoyable stay for both leisure and business guests.

Where to stay in and around Sugarloaf Key

Experience the charm of Sugarloaf Key, where outdoor adventures and family-friendly vibes await. Enjoy serene beach getaways with convenient access to stunning shores within walking distance. Explore nearby neighborhoods that offer a tropical atmosphere, friendly locals, and budget-friendly excursions. Whether you’re seeking relaxation or exciting activities, Sugarloaf Key promises a memorable vacation filled with sun, sand, and unforgettable moments.

  • Sugarloaf Shores: Nestled around Sugarloaf Key, Sugarloaf Shores is a charming neighborhood that invites outdoor enthusiasts and families alike. With a steady stream of visitors, particularly peaking in March, July, and September, this area is perfect for those seeking a relaxed beach vibe. Here, you'll find a delightful mix of shopping centers and recreational areas, all within proximity to picturesque beaches and family-friendly spots. Whether you're indulging in a day of fun in the sun or exploring the local shops, Sugarloaf Shores offers a laid-back atmosphere perfect for any vacationer.
  • Bay Point: Just 3 miles from Sugarloaf Key, Bay Point is a quaint village that attracts visitors year-round, with notable peaks in March and the summer months. Known for its outdoor activities and beautiful beaches, Bay Point is ideal for families looking to unwind. The village boasts convenient shopping areas and recreational venues, making it easy to fill your days with fun. Explore the breathtaking archipelago and nearby islands while enjoying the friendly, community-oriented vibe of Bay Point.
  • Lower Sugarloaf Key: This picturesque island area, located near Sugarloaf Key, offers a unique blend of beach and city-themed experiences. Visitors flock here primarily in March and during the summer months for its vibrant atmosphere and scenic beauty. Lower Sugarloaf Key features shopping malls, local shops, and stunning beaches, making it a fantastic destination for all types of travelers. Enjoy the charm of the town neighborhood while soaking up the sun on the beautiful shores that surround this captivating locale.

Things to do near Sugarloaf Key

Sugarloaf Key is perfect for outdoor and family vacations, offering a variety of activities. Visitors can explore snorkeling spots, enjoy outdoor excitement, and take memorable day trips. Nearby, you'll find shopping malls and recreational areas to enhance your experience. Whether you're looking to relax on the beach or engage in thrilling adventures, Sugarloaf Key has something for everyone.

Shopping

For shopping near Sugarloaf Key, visit the Big Pine Key Flea Market, about 12 miles away, offering a vibrant public market atmosphere. Also, check out We Cycle Key West and The Kite House, both located 17 miles away, for unique gifts and local souvenirs.

Recreation

Experience a round of golf at the Key West Golf Club, set amidst lush landscapes and offering a relaxed outdoor vibe just 13 miles from Sugarloaf Key. For family-friendly fun, enjoy swimming and community activities at the MLK Community Pool & Community Center, located 17 miles away.

Adventure

Pigeon Key, located 25 miles from Sugarloaf Key, offers exhilarating water sports experiences. Dive into thrilling activities like kayaking, paddleboarding, and snorkeling amidst vibrant marine life. The outdoor atmosphere and stunning views make it a perfect spot for adventure seekers looking to explore the beauty of the Florida Keys.

Nightlife

Experience vibrant nightlife at the Waterfront Playhouse, just 17 miles away, showcasing engaging performances. The Key West Burlesque Theater, located 16 miles from Sugarloaf Key, offers a unique cultural experience. Don't miss the Red Barn Theater, also 17 miles away, for a delightful evening filled with entertainment.

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

Booking tips and Expedia advantages for Sugarloaf Key

To save money on your trip to Sugarloaf Key, consider visiting between August and October when hotel prices are lower. Book your stay at least a month in advance for the best rates, and look for last-minute deals on Expedia. Tuesdays are the cheapest days to stay, while Fridays are the most expensive. Use Expedia's filters to find budget-friendly options and consider package deals to save more. Join the One Key membership for exclusive discounts and earn cash for future bookings. Enjoy free activities like beach days and nature walks to keep costs down.

  • 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: The cheapest time to book a hotel around Sugarloaf Key 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 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 customize your options based on your budget, desired location, and preferred hotel type. To find the best prices and offers, 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 deal.
  • 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 perfect for outdoor and beach family vacations, boasting stunning islands, beaches, and rivers. Visitors can explore Sugarloaf Shores and Sugarloaf Beach, enjoying activities that cater to those seeking both relaxation and adventure. This beautiful destination offers a mix of experiences, from serene beach days to exciting outdoor excursions, making it an ideal spot for travelers looking to soak up the Florida Keys’ charm.

  • Florida Keys Beaches: Located a mile from Sugarloaf Key, Florida Keys Beaches offers a quintessential beach vibe, perfect for sunbathing, swimming, and enjoying the warm, turquoise waters of the Atlantic. It’s an ideal spot for relaxation and beach activities.
  • Upper Sugarloaf Sound: Nestled within Sugarloaf Key, Upper Sugarloaf Sound is a picturesque island with beautiful beaches and abundant outdoor activities. Kayaking, fishing, and wildlife watching are popular here, making it a great escape for nature lovers.
  • Upper Sugarloaf Key: This charming neighborhood within Sugarloaf Key boasts a lively community atmosphere. Explore local shops, eateries, and enjoy the unique blend of coastal culture and small-town charm.

Best time to go to Sugarloaf Key

The best time to visit Sugarloaf Key, Summerland Key can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Sugarloaf Key, Summerland Key falls in August, when visitor numbers are moderately low and weather is mostly sunny with light rain. The coolest average temperature around Sugarloaf Key, Summerland Key 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 SunnyModerately HighSlightly High
April76.8°F (24.9°C)No RainMostly 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 RainMostly SunnyAverageAverage

The nearest major airports for your trip to Sugarloaf Key

When planning your trip to Sugarloaf Key, you have a couple of convenient airport options. Key West International Airport (EYW) is located 14 miles away, with excellent hotels nearby such as the 5-star Casa Marina Key West, just 2 miles from the airport, and the 4-star Margaritaville Beach House and Havana Cabana, both 1 mile away. Alternatively, you can fly into Florida Keys Marathon Airport (MTH), situated 32 miles from Sugarloaf Key, with nearby accommodations like the 4.5-star Isla Bella Beach Resort & Spa, 4 miles away, and Tranquility Bay Beachfront Hotel, 3 miles away. Both airports offer accessible transport options to these hotels.

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