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

Find hotels in Sugarloaf Key, FL from $103

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Filter by

Star rating

Guest rating

Our top choices for Sugarloaf Key hotels

1. Beachside Resort & Residences

Beachside Resort & Residences
Key West
United States
James
$185 nightly
$208 total
Sep 27 - Sep 28
Total with taxes and fees
Beachside Resort & Residences

2. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Krystle
$229 nightly
$258 total
Sep 28 - Sep 29
Total with taxes and fees
Southernmost Beach Resort and Guesthouses

3. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
$168 nightly
$189 total
Sep 27 - Sep 28
Total with taxes and fees
Blue Flamingo Resort Key West

4. Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort
Summerland Key
United States
Bruce
Sugarloaf Key Hotel at KOA Resort

5. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
United States
Tina
$261 nightly
$294 total
Oct 13 - Oct 14
Total with taxes and fees
Hyatt Vacation Club at Windward Pointe, Key West

6. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
$265 nightly
$298 total
Sep 27 - Sep 28
Total with taxes and fees
Margaritaville Beach House Key West

7. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Silvia
$167 nightly
$188 total
Sep 27 - Sep 28
Total with taxes and fees
Havana Cabana at Key West

8. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Coni
$199 nightly
$224 total
Sep 28 - Sep 29
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton

9. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Walt
$130 nightly
$147 total
Oct 4 - Oct 5
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection

10. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
$183 nightly
$206 total
Oct 4 - Oct 5
Total with taxes and fees
Parrot Key Hotel & Villas

11. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
United States
Rachel
$270 nightly
$304 total
Oct 6 - Oct 7
Total with taxes and fees
Hyatt Vacation Club at Beach House, Key West

12. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
United States
Kevin
$99 nightly
$111 total
Sep 27 - Sep 28
Total with taxes and fees
Sugar Loaf Lodge

13. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Cheryl
$291 nightly
$327 total
Oct 4 - Oct 5
Total with taxes and fees
Pier House Resort & Spa

14. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Craige
$149 nightly
$167 total
Sep 27 - Sep 28
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West

15. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Darlene
$194 nightly
$218 total
Oct 5 - Oct 6
Total with taxes and fees
The Reach Key West, Curio Collection by Hilton

16. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
Marathon
United States
Andrew
$258 nightly
$290 total
Sep 27 - Sep 28
Total with taxes and fees
Isla Bella Beach Resort & Spa

17. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Molly
$172 nightly
$193 total
Sep 27 - Sep 28
Total with taxes and fees
Hilton Key West Resort & Marina

18. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
$184 nightly
$207 total
Sep 27 - Sep 28
Total with taxes and fees
The Perry Hotel & Marina Key West

19. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Stephanie
$130 nightly
$146 total
Sep 27 - Sep 28
Total with taxes and fees
Ibis Bay Beach Resort

20. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
United States
Rabia
$152 nightly
$171 total
Oct 1 - Oct 2
Total with taxes and fees
Hampton Inn Key West FL
View all properties
Save an average of 15% on thousands of hotels when you're signed in

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

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"The pool was wonderful!! Everyone was so friendly and welcoming!"
Bridget 3-night trip
Posted 1 hour ago
Havana Cabana at Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"The room was fantastic, the staff excellent , the frozen drinks weak. We had lots of fun at the pool feeding the iguanas…would definitely recommend"
david 1-night trip
Posted 19 hours ago
Margaritaville Beach House Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

8/10 Good
"Mi experiencia en Hampton Inn Key West fue muy buena. 👍🌴 El servicio fue excelente y recibimos muy buena atención durante nuestra estadía. Me gustó mucho que el hotel ofreciera transporte hasta la zona de Duval Street, lo cual fue muy conveniente para disfrutar de Key West sin preocuparnos por el estacionamiento. 🚌🌴 Las instalaciones estaban en excelentes condiciones y todo se sentía limpio y bien cuidado. La piscina también estuvo muy bien, aunque considero que el área podría tener un poco más de ambiente y entretenimiento para hacerla aún más atractiva. 🏊‍♂️☀️ Por el precio que pagamos en nuestra reserva, considero que fue una excelente opción y una muy buena relación calidad-precio. Definitivamente disfrutamos nuestra estadía. ⭐⭐⭐⭐⭐"
Brian 1-night trip
Posted 19 hours ago
Hampton Inn Key West FL
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"Everything was great! Staff was super friendly and helpful. 10/10"
Kyle 4-night trip
Posted 20 hours ago
The Perry Hotel & Marina Key West
Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good
"La ubicacion es excelente, solo que el hotel esta un poco dejado, le falta cariño, pero el personal es muy atento y hemos tenido una muy buena estancia en Key West,"
Carlos 1-night trip
Posted 21 hours ago
Pier House Resort & Spa
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Our room was always clean with clean towels. The night person (Michelle) was very personable! The only thing that was an inconvenient was the elevator being out of order to where out room was. It was a long walk for me to go to the other side to get in the elevator. My legs don't work very well. It was like that for 3 days"
Dolores 7-night trip
Posted 23 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"The facility was beautiful and the amenities were great! just keep in mind it is a walk to the seaport and the main part of Duval, which became a little too far to walk back in forth, which we knew it would be a walk when we booked it."
Darlene 2-night trip
Posted 1 day ago
Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

8/10 Good
"Wish there were more options as far as eating, the staff was helpful in some ways, I think they were training a lot of them which is fine, I get it. Room was very clean. Would have been nice if there was an indoor eating area not just the outdoor bar areas but it was fine. Never were able to locate the other sister options to eat but that was ok. Food was very tasty. Beds were comfortable and pillows were firm and soft, great options, mini fridge and coffee w/water in the room, oh and the ear plugs were so cute!!!"
Tristy 4-night trip
Posted 1 day ago
Blue Flamingo Resort Key West
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

8/10 Good
"Nice for a chill weekend in the lower keys and for people with family accompanying them"
Janey 3-night trip
Posted 1 day ago
Sugarloaf Key RV Resort & Cottages

More cheap stays in Sugarloaf Key

Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL
$130 nightly
$146 total
Sep 27 - Sep 28
Total with taxes and fees
Ibis Bay Beach Resort
Alexander Palms Court

Alexander Palms Court

715 South St Key West FL
$135 nightly
$152 total
Sep 27 - Sep 28
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
Alexander Palms Court
Hampton Inn Key West FL

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL
$152 nightly
$171 total
Oct 1 - Oct 2
Total with taxes and fees
Hampton Inn Key West FL
Southwinds Motel

Southwinds Motel

1321 Simonton Street Key West FL
$155 nightly
$174 total
Sep 27 - Sep 28
Total with taxes and fees
8.6/10 Excellent! (1,385 reviews)
Southwinds Motel
Pegasus International Hotel

Pegasus International Hotel

501 Southard Street Key West FL
$161 nightly
$181 total
Oct 1 - Oct 2
Total with taxes and fees
8.2/10 Very Good! (1,005 reviews)
Pegasus International Hotel
Parmer's Resort

Parmer's Resort

565 Barry Avenue Summerland Key FL
$173 nightly
$194 total
Oct 4 - Oct 5
Total with taxes and fees
Parmer's Resort

Hotels in Sugarloaf Key with star-rating

Find out more about Sugarloaf Key

Top reasons to visit Sugarloaf Key

  • Stunning Beaches: Sugarloaf Key boasts beautiful beaches perfect for relaxation and family fun.
  • Outdoor Adventures: Enjoy a variety of outdoor activities, including kayaking, fishing, and hiking in scenic areas.
  • Vibrant Local Culture: Experience friendly locals and the vibrant atmosphere of nearby towns like Conch Key.
  • Family-Friendly Accommodations: Choose from a range of hotels and resorts catering to families and adventure seekers.
  • Unique Natural Beauty: Explore serene rivers and stunning islands that showcase Florida's natural charm.

Find great hotels near Sugarloaf Key

Experience the charm of Sugarloaf Key with a variety of hotel accommodations designed to enhance your vacation. Whether you're seeking a family-friendly resort, a cozy lodge, or an adventure-filled beach getaway, you'll find the perfect place to unwind. Enjoy the stunning natural beauty and vibrant atmosphere while indulging in a range of amenities that cater to your every need. Discover the ideal Sugarloaf Key hotel for your unforgettable getaway.

  • Oceans Edge Key West Resort, Hotel & Marina: Nestled 12 miles from Sugarloaf Key, this 4-star resort boasts a stellar guest rating of 9.0, making it a prime choice for adventure seekers and luxury travelers alike. With a golf-themed experience at its core, Oceans Edge offers a blend of relaxation and excitement. Guests can indulge in onsite fishing or embark on nearby parasailing and snorkeling adventures. The resort's extensive amenities ensure a memorable stay, with adventure sports and recreation activities that cater to thrill-seekers.
  • Blue Flamingo Resort Key West: Located 14 miles from Sugarloaf Key, this family-friendly 4-star resort has a commendable guest rating of 8.2. Blue Flamingo Resort is perfect for those seeking an adventurous vacation with loved ones. The property features a range of recreational activities, from fishing and swimming to hiking and biking. Families will appreciate the kid-friendly amenities, including a fun arcade game room and a foosball table, ensuring entertainment for all ages during your stay.
  • Margaritaville Beach House Key West: Situated 15 miles from Sugarloaf Key, this 4-star beachside retreat has a guest rating of 8.8. Margaritaville Beach House is ideal for travelers looking for a laid-back beach adventure. With direct access to the stunning beach, guests can enjoy activities like kayaking, swimming, and fishing nearby. The relaxed atmosphere and beach-themed amenities create a perfect setting for unwinding after a day of fun in the sun, making it a fantastic choice for beach lovers.

Where to stay in and around Sugarloaf Key

Experience the charm of Sugarloaf Key, a tropical island getaway perfect for family vacations and outdoor adventures. Explore the serene beaches and engage in exciting excursions nearby, including the vibrant atmosphere of Conch Key. Enjoy friendly locals and budget-friendly options while soaking in the relaxing vibes of South Georgia. With its unique blend of nature and leisure, Sugarloaf Key promises an unforgettable travel destination for everyone.

  • Sugarloaf Shores: Nestled around Sugarloaf Key, Sugarloaf Shores is a charming neighborhood that offers a delightful blend of outdoor and family experiences. With visitor numbers peaking in March, July, and September, it's an ideal spot for travelers seeking beachfront relaxation and recreational activities. The local golf course, along with nearby beaches and the stunning archipelago, provides ample opportunities for adventure and leisure. Whether you're playing a round of golf or enjoying a day at the beach, Sugarloaf Shores is perfect for families looking to unwind in a beautiful setting.
  • Bay Point: Located just 3 miles from Sugarloaf Key, Bay Point is an inviting neighborhood that combines outdoor fun with a vibrant city atmosphere. Visitors flock here especially in March, July, and December, making it a lively destination. The area boasts shopping malls and recreational spaces, making it perfect for families and those looking for a city-themed experience. With easy access to beautiful beaches and the picturesque archipelago nearby, Bay Point offers a perfect blend of activities and relaxation, ensuring an enjoyable stay for tourists.
  • Lower Sugarloaf Key: This naturally stunning island area around Sugarloaf Key is a must-visit for beach lovers and outdoor enthusiasts. Travelers come to Lower Sugarloaf Key year-round, with peak visits in March, July, and December. The neighborhood is known for its recreational areas and adventure activities, along with a variety of shopping options. With close proximity to pristine beaches and beautiful islands, Lower Sugarloaf Key serves as a perfect base for families looking to explore the natural beauty and vibrant atmosphere of the Florida Keys.

Things to do in Sugarloaf Key

Sugarloaf Key offers a perfect blend of beach and outdoor activities for families. Visitors can enjoy shopping at local malls, explore recreational areas, and take advantage of camping options. Tennis courts are available for sports enthusiasts, while the stunning beaches provide an ideal getaway. For those seeking adventure, the Lower Keys promise exciting experiences that enhance your vacation in this beautiful Florida destination.

Shopping

Located near the heart of Sugarloaf Key, you can explore unique gifts at the Sugarloaf Key Gift Shop, where local crafts and souvenirs abound. For a more extensive selection, head to the nearby Big Pine Key Flea Market, offering treasures from local vendors.

Recreation

Experience tranquility at the Sugarloaf Key Wellness Retreat, where you can indulge in yoga sessions surrounded by nature and rejuvenate with holistic spa treatments. For outdoor activities, enjoy kayaking through crystal-clear waters or biking along scenic trails, immersing yourself in the stunning Florida Keys landscape.

Adventure

At Sugarloaf Key, explore the crystal-clear waters while snorkeling or diving at the nearby coral reefs, teeming with vibrant marine life. For an adrenaline rush, try kayaking through mangroves, offering stunning views of nature and the chance to spot local wildlife in their habitat.

Nightlife

Experience the laid-back vibe of Sugarloaf Key at the charming Sugarloaf Lodge, where you can enjoy drinks by the water. For a lively atmosphere, visit the nearby Boondocks Grille, offering live music and delicious food, perfect for a fun night out with friends.

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

Booking tips and Expedia advantages for Sugarloaf Key

  • 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. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • 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 refine your options based on your budget, desired location, and preferred type of accommodation. 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 deal.

Find the best attractions in Sugarloaf Key

Sugarloaf Key is a fantastic destination for beach lovers and outdoor enthusiasts, ideal for family vacations. Visitors can explore stunning islands, beautiful beaches, and serene rivers, all offering a perfect blend of relaxation and adventure. This tropical paradise caters to those seeking both outdoor activities and a vibrant city experience, making it an excellent choice for travelers looking to unwind while enjoying the natural beauty of Florida.

  • Sugarloaf Beach: Experience the serene beauty of Sugarloaf Beach, where you can unwind on soft sands and enjoy the gentle ocean waves. This beach offers a perfect spot for sunbathing, swimming, and soaking up the tropical vibes.
  • Upper Sugarloaf Sound: Explore Upper Sugarloaf Sound, an idyllic island destination that invites outdoor adventures. With its stunning views and beach atmosphere, it's ideal for kayaking, paddleboarding, or simply relaxing in nature.
  • Upper Sugarloaf Key: Discover the charm of Upper Sugarloaf Key, a vibrant neighborhood that offers a taste of local life. Enjoy quaint shops, eateries, and the lively community vibe that makes this area unique.

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 can fly into two major airports. Key West International Airport (EYW) is 14 miles away, with nearby accommodations like Casa Marina Key West, a 5-star resort 2 miles from the airport, and DoubleTree Resort by Hilton Grand Key, just 0.6 miles away. Marathon Florida Keys Airport (MTH) is another option, located 32 miles from Sugarloaf Key. Recommended hotels near Marathon include the 4.5-star Isla Bella Beach Resort & Spa, 4 miles away, and Tranquility Bay Beachfront Hotel and Resort, 3 miles from the airport. Both airports offer convenient access to these hotels for a smooth travel experience.

Explore a world of travel with Expedia