Find hotels in Sugarloaf Key, FL from $156

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Our top choices for Sugarloaf Key hotels

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1006)
"Great place to stary. Staff was very nice."
United States
norka
$139 nightly
The price is $156
Dec 22 - Dec 23
Total with taxes and fees
Sugar Loaf Lodge

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
$723 nightly
The price is $814
Dec 22 - Dec 23
Total with taxes and fees
Starlight Serenity - Hideaway w Stunning Views

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.4 out of 10, Good, (1001)
"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

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1004)
"Beautiful and relaxing "
United States
Michael
$243 nightly
The price is $273
Jan 5 - Jan 6, 2026
Total with taxes and fees
Parmer's Resort

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1006)
"Great view, amazing room and friendly staff"
United States
Kristine
$381 nightly
The price is $428
Jan 13 - Jan 14, 2026
Total with taxes and fees
The Reach Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (479)
"Clean, great staff and location."
United States
Vincent
$412 nightly
The price is $464
Dec 22 - Dec 23
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1026)
"Our stay was great!"
United States
Richard
$454 nightly
The price is $511
Jan 4 - Jan 5, 2026
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
Key West Historic District
9.2 out of 10, Wonderful, (1006)
"Clean and spacious room, staff "
United States
Parikshit
$589 nightly
The price is $663
Jan 5 - Jan 6, 2026
Total with taxes and fees
Ocean Key Resort - A Noble House Resort

Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1001)
"Awesome place we loved it"
United States
Josh
$563 nightly
The price is $634
Jan 5 - Jan 6, 2026
Total with taxes and fees
Santa Maria Suites

Coconut Beach Resort

Coconut Beach Resort
2.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (146)
"Delightful beachfront property. Time share units, well maintained. "
United States
Darlene
$584 nightly
The price is $658
Jan 5 - Jan 6, 2026
Total with taxes and fees
Coconut Beach Resort

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (280)
"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

The Key West Hotel

The Key West Hotel
2.5 star property
Key West Historic District
9.2 out of 10, Wonderful, (514)
"location was great nice bar party vibe"
United States
Robert Howard
$388 nightly
The price is $430
Dec 22 - Dec 23
Total with taxes and fees
The Key West Hotel

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
$382 nightly
The price is $430
Jan 5 - Jan 6, 2026
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2935)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
$345 nightly
The price is $389
Jan 13 - Jan 14, 2026
Total with taxes and fees
Southernmost Beach Resort and Guesthouses

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1003)
"Fantastic staff, great breakfast"
United States
Kelly
$424 nightly
The price is $477
Dec 22 - Dec 23
Total with taxes and fees
The Marker Key West Harbor Resort

The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (344)
"Great spot!"
United States
Elizabeth
$309 nightly
The price is $348
Dec 23 - Dec 24
Total with taxes and fees
The Saint Hotel Key West, Autograph Collection, Adult Only

Weatherstation Inn

Weatherstation Inn
2.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (996)
"Wonderful property safe neighborhood convenient to all activities would stay here again."
United States
William
$299 nightly
The price is $336
Dec 22 - Dec 23
Total with taxes and fees
Weatherstation Inn

Key West Villas

Key West Villas
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (247)
"Awsome staff great location "
United States
Jeffrey
$379 nightly
The price is $426
Jan 8 - Jan 9, 2026
Total with taxes and fees
Key West Villas

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1008)
"Clean rooms, wonderful staff, good breakfast"
United States
Shelley
$259 nightly
The price is $291
Dec 23 - Dec 24
Total with taxes and fees
Wicker Guesthouse

The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (275)
"Great place"
United States
Carol A
$428 nightly
The price is $481
Jan 12 - Jan 13, 2026
Total with taxes and fees
The Mermaid & Alligator
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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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