A waterfront with a pier, calm water, and houses with palm trees in the background.

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Check prices for these dates

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19 Sep - 20 Sep
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20 Sep - 21 Sep
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25 Sep - 27 Sep
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2 Oct - 4 Oct

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Our top choices for Sugarloaf Key hotels

1. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
United States
Kevin
SAR 372
SAR 418 total
includes taxes & fees
20 Sep - 21 Sep
Sugar Loaf Lodge

2. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key
United States
max
SAR 893
SAR 2,375 total
includes taxes & fees
30 Sep - 1 Oct
Starlight Serenity - Hideaway w Stunning Views

3. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
United States
Rabia
SAR 503
SAR 566 total
includes taxes & fees
20 Sep - 21 Sep
Hampton Inn Key West FL

4. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
SAR 669
SAR 988 total
includes taxes & fees
4 Oct - 5 Oct
Margaritaville Beach House Key West

5. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
United States
Sarah
SAR 284
SAR 320 total
includes taxes & fees
23 Sep - 24 Sep
Looe Key Reef Resort

6. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Molly
SAR 398
SAR 672 total
includes taxes & fees
28 Sep - 29 Sep
Hilton Key West Resort & Marina

7. Parmer's Resort

Parmer's Resort
Summerland Key
United States
Mireya
SAR 540
SAR 730 total
includes taxes & fees
4 Oct - 5 Oct
Parmer's Resort

8. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
SAR 428
SAR 711 total
includes taxes & fees
20 Sep - 21 Sep
The Perry Hotel & Marina Key West

9. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
United States
Jose
SAR 637
SAR 886 total
includes taxes & fees
7 Oct - 8 Oct
Hyatt Vacation Club at Beach House, Key West

10. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
SAR 412
SAR 675 total
includes taxes & fees
20 Sep - 21 Sep
Blue Flamingo Resort Key West

11. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Fabio
SAR 388
SAR 563 total
includes taxes & fees
27 Sep - 28 Sep
DoubleTree Resort by Hilton Grand Key - Key West

12. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
United States
Mauricio
SAR 637
SAR 886 total
includes taxes & fees
5 Oct - 6 Oct
Hyatt Vacation Club at Windward Pointe, Key West

13. Beachside Resort & Residences

Beachside Resort & Residences
Key West
United States
Jerome
SAR 328
SAR 728 total
includes taxes & fees
20 Sep - 21 Sep
Beachside Resort & Residences

14. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
United States
Anais
SAR 436
SAR 596 total
includes taxes & fees
30 Sep - 1 Oct
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

15. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
Punta Brisa
United States
abhimanyu
SAR 338
SAR 909 total
includes taxes & fees
27 Sep - 28 Sep
Old Wooden Bridge Resort and Marina

16. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Stephanie
SAR 381
SAR 550 total
includes taxes & fees
20 Sep - 21 Sep
Ibis Bay Beach Resort

17. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Marian
SAR 396
SAR 551 total
includes taxes & fees
4 Oct - 5 Oct
Hilton Garden Inn Key West / The Keys Collection

18. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Silvia
SAR 447
SAR 740 total
includes taxes & fees
20 Sep - 21 Sep
Havana Cabana at Key West

19. The Laureate Key West

The Laureate Key West
New Town
United States
Mailyn
SAR 597
SAR 778 total
includes taxes & fees
20 Sep - 21 Sep
The Laureate Key West

20. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
SAR 496
SAR 773 total
includes taxes & fees
12 Oct - 13 Oct
Parrot Key Hotel & Villas
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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.

See all hotels in Sugarloaf Key
A coastal property with a white and yellow house, surrounded by palm trees and a rocky shoreline.

Top Sugarloaf Key Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Beautiful property, great view of the ocean. Rooms are spacious and clean. Very nice pool with great view. Staff was very helpful overall great stay."
Todd 5-night trip
Posted less than an hour ago
Hyatt Vacation Club at Windward Pointe, Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Location and view"
Jerry Wayne 5-night trip
Posted 1 hour ago
Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

8/10 Good
"The only down part was the night we arrived we sat at the outside bar and got bit up by bugs. Not sure what type the bugs were, but the rest of the week we were miserable because of the itching and swelling."
Cheri 4-night trip
Posted 1 hour ago
Margaritaville Beach House Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

8/10 Good
"The only issue I had with this hotel was the picture we’re not what I found when I went to the hotel. I the pictures show the water blue crystal clear water. That was not what I saw and the hotel did have some signs of wear which were not shown on the pictures"
Megan 3-night trip
Posted 15 hours ago
Casa Marina Key West, Curio Collection by Hilton
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"Extraordinarily clean and well maintained. We stayed in the hotel which was well thought out"
Patrick 4-night trip
Posted 16 hours ago
Sugarloaf Key Hotel at KOA Resort
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Everything was ok"
Sadyr 1-night trip
Posted 17 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"The room was clean and exceptional. The staff was very friendly. The buffet was delicious 😋. Recommend it."
Terry Richard 4-night trip
Posted 18 hours ago
Hilton Garden Inn Key West / The Keys Collection
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"Amazing property our first time in Key West property was as advertised If we are ever back in Key West would definitely stay there again"
John 3-night trip
Posted 20 hours ago
Havana Cabana at Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

8/10 Good
"The place was clean and staff were very friendly. The room was nicely appointed. The non-Tesla chargers were all broken which was disappointing but I was able to trickle charge. One elevator was also out but another one nearby was available and quick. Overall, very nice and I’d likely stay again but the lack of a charger when it was billed as being available was a disappointment."
Ben 2-night trip
Posted 22 hours ago
Blue Flamingo Resort Key West

More cheap stays in Sugarloaf Key

Alexander Palms Court

Alexander Palms Court

715 South St Key West FL
SAR 448
SAR 504 total
23 Sep - 24 Sep
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
Alexander Palms Court
Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL
SAR 381
SAR 550 total
20 Sep - 21 Sep
includes taxes & fees
Ibis Bay Beach Resort
Hampton Inn Key West FL

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL
SAR 503
SAR 566 total
20 Sep - 21 Sep
includes taxes & fees
Hampton Inn Key West FL
Southwinds Motel

Southwinds Motel

1321 Simonton Street Key West FL
SAR 468
SAR 653 total
20 Sep - 21 Sep
includes taxes & fees
8.6/10 Excellent! (1,381 reviews)
Southwinds Motel
Pegasus International Hotel

Pegasus International Hotel

501 Southard Street Key West FL
SAR 412
SAR 654 total
1 Oct - 2 Oct
includes taxes & fees
Pegasus International Hotel
Parmer's Resort

Parmer's Resort

565 Barry Avenue Summerland Key FL
SAR 540
SAR 730 total
4 Oct - 5 Oct
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Parmer's Resort

Hotels in Sugarloaf Key with star-rating

Find out more about Sugarloaf Key

Top reasons to visit Sugarloaf Key

  • Pristine Beaches: Sugarloaf Key boasts beautiful beaches, perfect for sunbathing and relaxation.
  • Outdoor Adventures: Engage in activities like camping, diving, and thrilling saltwater seafaris.
  • Scenic Exploration: Discover the stunning natural beauty of Lower Sugarloaf Key and surrounding areas.
  • Family-Friendly Activities: Enjoy a variety of fun activities suitable for all ages, making it perfect for family vacations.
  • Charming Accommodations: Choose from a range of inviting places to stay, from RV resorts to cozy lodges.

Find great hotels near Sugarloaf Key

Sugarloaf Key offers a delightful selection of accommodations, perfect for both adventure seekers and families looking for a memorable beach vacation. From the charming Sugarloaf Key RV Resort to the inviting Sugarloaf Lodge and In at Sugarloaf Key Hotel, there's something for everyone. Experience the unique blend of relaxation and excitement that this tropical paradise has to offer.

  • Oceans Edge Key West Resort, Hotel & Marina: Nestled 19km from Sugarloaf Key, Oceans Edge Key West Resort, Hotel & Marina offers a unique blend of adventure and relaxation. This 4-star property, rated 9.0 out of 10, is ideal for guests seeking a golf-themed getaway. The resort features a variety of adventure sports, including kayaking and boat tours on-site, along with nearby options for parasailing, snorkeling, and windsurfing. Whether you're a business traveler or an adventure seeker, the resort's amenities cater to both leisure and work, making it a versatile choice for your stay.
  • Blue Flamingo Resort Key West: Located 23km from Sugarloaf Key, the Blue Flamingo Resort Key West is a family-friendly, 4-star accommodation rated 8.4 out of 10. This resort focuses on creating memorable family vacations with plenty of adventure activities nearby, including sailing and swimming. On-site, families can enjoy amenities like mini-golf and a ping pong table, alongside free cribs for younger guests. The welcoming atmosphere combined with fun activities makes this resort a great pick for families looking to explore the vibrant surroundings of Key West.
  • Margaritaville Beach House Key West: Situated 24km from Sugarloaf Key, Margaritaville Beach House Key West is a 4-star hotel rated 8.8 out of 10, perfect for those in search of a beach retreat. Guests enjoy direct beach access and a relaxed atmosphere that embodies the spirit of island living. The resort offers various amenities for children, including art supplies and games, ensuring that little ones have a fun-filled stay. This beachside haven is an excellent choice for families looking to unwind and enjoy the sun and surf of Key West.

Where to stay in and around Sugarloaf Key

Discover the charm of Sugarloaf Key, where adventure meets relaxation. Enjoy a beach getaway at the pristine shores, or explore Lower Sugarloaf Key's stunning natural beauty. Visit Sugarloaf Marina for exciting excursions, and embrace the friendly, tropical atmosphere that makes this village a perfect family vacation spot. Whether you're seeking budget-friendly options or thrilling outdoor activities, Sugarloaf Key promises unforgettable experiences for every traveler.

  • Lower Sugarloaf Key: A picturesque island community, Lower Sugarloaf Key lies in close proximity to the vibrant Sugarloaf Key. This area attracts travelers year-round, with peaks in visitor numbers during March, July, and December. Known for its family-friendly atmosphere, visitors can revel in outdoor adventures, beach activities, and recreational spaces. Explore the stunning local landmarks, including beautiful beaches and a captivating archipelago, while enjoying shopping at nearby centers. Lower Sugarloaf Key is perfect for those seeking a blend of relaxation and adventure in a serene island setting.
  • Cudjoe Key: Located just 6km from Sugarloaf Key, Cudjoe Key is a charming village that offers a delightful island experience. This area sees a seasonal influx of visitors, particularly from July to September, making it an ideal summer destination. Families flock here for the outdoor lifestyle, with access to beautiful beaches and engaging recreational activities. Cudjoe Key features shopping areas and local spots that enhance the overall travel experience. The surrounding natural beauty, including the striking archipelago, makes Cudjoe Key a wonderful stop for beach lovers and adventure seekers alike.
  • Lower Florida Keys: Situated 10km from Sugarloaf Key, the Lower Florida Keys provide a diverse and enjoyable vacation experience for visitors. This area maintains a steady flow of travelers throughout the year, peaking in March, July, and December. Known for its inviting beaches and family-oriented activities, Lower Florida Keys offers a plethora of recreational opportunities. Visitors can indulge in shopping at local centers or relax at family-friendly beaches. With captivating landscapes and vibrant island culture nearby, the Lower Florida Keys are a perfect addition to your travel itinerary.

Things to do in Sugarloaf Key

Shopping

In Sugarloaf Key, visit the nearby Key West's Duval Street for unique shops and local art galleries. The Key West Shopping Center offers a mix of boutiques and souvenir shops. For a charming experience, check out local markets for handmade crafts and regional delicacies.

Recreation

At the Sugarloaf Key Resort & Marina, you can indulge in serene spa treatments while enjoying views of the tranquil waters. For outdoor enthusiasts, the nearby Bahia Honda State Park offers kayaking and nature trails, allowing for a refreshing connection with the stunning natural surroundings.

Adventure

Explore the vibrant underwater world while snorkeling at Looe Key Reef, renowned for its diverse marine life. For a thrilling experience, try paddleboarding or kayaking through the mangroves, where you can encounter unique wildlife and enjoy the tranquility of nature.

Nightlife

Experience the laid-back vibe at the Sugarloaf Lodge, where you can enjoy drinks by the water. For a more lively atmosphere, head to the nearby local bars for live music and dancing, soaking in the tropical ambiance of Florida's night scene.

*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 from August to October when prices are lower compared to the peak season from February to April. Book your hotel about a month in advance or look for last-minute deals on Expedia. Tuesdays are the cheapest days to stay, while Fridays are the most expensive. Use Expedia's search tool to filter hotels by budget and type, and consider booking a package that combines flights and activities for additional savings. Don't forget to explore free activities in the area to maximize your budget.

  • 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: Expedia’s search tool enables you to choose your budget, desired location, and additional preferences. You can easily sort the results from lowest to highest prices, ensuring you see the most affordable hotels first. Additionally, you have the option to filter your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your hotel stay in Sugarloaf Key with your flights and activities by booking an Expedia package.

Find the best attractions in Sugarloaf Key

Sugarloaf Key is perfect for a family vacation, offering a blend of beautiful beaches and outdoor activities. Visitors can explore various points of interest, including Sugarloaf Beach, Sugarloaf Shores, and the scenic Lower Florida Keys. The area is ideal for those seeking a relaxing beach experience or a vibrant city atmosphere, making it a great destination for travelers looking to enjoy both nature and local culture.

  • Sugarloaf Beach: Enjoy the serene atmosphere of Sugarloaf Beach, where soft sands meet tranquil waters. Perfect for relaxation or a leisurely stroll, this beach offers a true taste of Florida’s coastal charm.
  • Upper Sugarloaf Sound: Explore Upper Sugarloaf Sound, an idyllic island retreat surrounded by the beauty of nature. With opportunities for beach activities and outdoor adventures, it’s an ideal spot for kayaking, fishing, or simply soaking in the sun.
  • Upper Sugarloaf Key: Experience the local culture in Upper Sugarloaf Key, a charming neighborhood that offers a blend of city vibes with a laid-back atmosphere. Enjoy local dining and unique shops while immersing yourself in the community spirit.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Flying into Sugarloaf Key, Florida, is convenient with two major airports nearby. Key West International Airport (EYW) is located 23km away, with excellent hotel options like Casa Marina Key West, a 5-star resort just 3km from the airport, and both Blue Flamingo Resort and Margaritaville Beach House, both 2km away, offering easy access. Alternatively, Florida Keys Marathon Airport (MTH) is 51km from Sugarloaf Key, with great accommodations like Isla Bella Beach Resort & Spa, 6km away, and Tranquility Bay Beachfront Hotel, 5km from the airport, ensuring seamless transfers to your destination.