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

Sugarloaf Shores Hotels, Summerland Key

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Our top choices for Sugarloaf Shores hotels

1. Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
1.3 km from Sugarloaf Shores
8.2 out of 10, Very good, (1,000 reviews)
"Very cute place, like at home, the lady on the desk is very sweet and helpful. Good price and close to Kea West."
United States
Mariia
The price is AU$190
includes taxes & fees
27 Oct - 28 Oct
Sugar Loaf Lodge

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
21.2 km from Sugarloaf Shores
8.8 out of 10, Excellent, (1,177 reviews)
"Wonderful hotel"
United States
Jacob
The price is AU$226
includes taxes & fees
2 Nov - 3 Nov
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

3. Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
21.5 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1,575 reviews)
"Excellent location and the property it’s very clean"
United States
Heylin
The price is AU$254
includes taxes & fees
27 Oct - 28 Oct
Hampton Inn Key West FL

4. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
21.2 km from Sugarloaf Shores
8.2 out of 10, Very good, (1,350 reviews)
"Room was very comfortable, staff was very helpful and breakfast was good"
United States
Darlene
The price is AU$216
includes taxes & fees
29 Oct - 30 Oct
Hilton Garden Inn Key West / The Keys Collection

5. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
21.3 km from Sugarloaf Shores
8.4 out of 10, Very good, (1,122 reviews)
"Very nice, would stay again."
United States
Danee
The price is AU$238
includes taxes & fees
29 Oct - 30 Oct
DoubleTree Resort by Hilton Grand Key - Key West

6. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
4.0 star property
19.2 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1,801 reviews)
"Friendly Staff Nice Place"
United States
Eric A
The price is AU$270
includes taxes & fees
28 Oct - 29 Oct
Hilton Key West Resort & Marina

7. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
22.9 km from Sugarloaf Shores
8.8 out of 10, Excellent, (1,000 reviews)
"The property was comfortable and inviting. The pool is incredibly beautiful and quiet. Everyone was very helpful and courteous."
United States
Patrick
The price is AU$254
includes taxes & fees
27 Oct - 28 Oct
Courtyard by Marriott Key West Waterfront

8. Parmer's Resort

Parmer's Resort
2.5 star property
17.5 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1,001 reviews)
"Excellent resort, clean. Beautiful views, very friendly staff ♥️"
United States
Mireya
The price is AU$261
includes taxes & fees
1 Nov - 2 Nov
Parmer's Resort

9. Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
22.8 km from Sugarloaf Shores
8.2 out of 10, Very good, (2,417 reviews)
"Great stay"
United States
Sebastian
The price is AU$217
includes taxes & fees
27 Oct - 28 Oct
Ibis Bay Beach Resort

10. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
21.3 km from Sugarloaf Shores
8.6 out of 10, Excellent, (2,754 reviews)
"Great place, great environment, friendly staff."
United States
Gabriel
The price is AU$266
includes taxes & fees
28 Oct - 29 Oct
Blue Flamingo Resort Key West

11. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
23.7 km from Sugarloaf Shores
8.8 out of 10, Excellent, (1,808 reviews)
"Great property."
United States
Stacey
The price is AU$422
includes taxes & fees
27 Oct - 28 Oct
Margaritaville Beach House Key West

12. Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
22 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1,894 reviews)
"Great place to stay"
United States
Stephanie
The price is AU$350
includes taxes & fees
15 Nov - 16 Nov
Havana Cabana at Key West

13. Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
15.4 km from Sugarloaf Shores
7.8 out of 10, Good, (1,001 reviews)
"Everything was amazing staff was very accommodating would definitely recommend"
United States
Stephen
The price is AU$232
includes taxes & fees
9 Nov - 10 Nov
Looe Key Reef Resort

14. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
25.6 km from Sugarloaf Shores
8.4 out of 10, Very good, (990 reviews)
"Great location on the water"
United States
Jaime
The price is AU$489
includes taxes & fees
2 Nov - 3 Nov
Casa Marina Key West, Curio Collection by Hilton

15. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
23.3 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1,483 reviews)
"Came with the family for wife birthday it was a excellent all around stay!"
United States
Anthony
The price is AU$310
includes taxes & fees
27 Oct - 28 Oct
Parrot Key Hotel & Villas

16. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
21.7 km from Sugarloaf Shores
9.4 out of 10, Exceptional, (1,325 reviews)
"Nice and clean hotel with good amenities and central location"
United States
Leismy
The price is AU$346
includes taxes & fees
28 Oct - 29 Oct
Hyatt Vacation Club at Windward Pointe, Key West

17. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
26.6 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1,375 reviews)
"Best place we have stayed in Key West"
United States
William N
The price is AU$390
includes taxes & fees
2 Nov - 3 Nov
Pier House Resort & Spa

18. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
20.9 km from Sugarloaf Shores
9.4 out of 10, Exceptional, (1,271 reviews)
"Great place to stay with the family"
United States
Rachel
The price is AU$380
includes taxes & fees
29 Oct - 30 Oct
Hyatt Vacation Club at Beach House, Key West

19. Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
25.4 km from Sugarloaf Shores
9.2 out of 10, Wonderful, (1,081 reviews)
"The check-in was smooth, breakfast was adequate, and the room was comfortable."
United States
Perry
The price is AU$186
includes taxes & fees
27 Oct - 28 Oct
Authors of Key West Guest House

20. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
26.2 km from Sugarloaf Shores
8.6 out of 10, Excellent, (3,649 reviews)
"Easy check in, huge property, great location and beautiful grounds."
United States
Charles
The price is AU$298
includes taxes & fees
28 Oct - 29 Oct
Southernmost Beach Resort and Guesthouses
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.

Compare popular hotels in Sugarloaf Shores

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.
Sugar Loaf Lodge
2.5 star property
8.2
Very good
1,000 reviews
View
A marina with boats docked, a pool area, and a building with a white facade.
Hilton Key West Resort & Marina
4.0 star property
9.0
Wonderful
1,801 reviews
View
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
The Perry Hotel & Marina Key West
4.0 star property
9.4
Exceptional
1,304 reviews
View
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
Hampton Inn Key West FL
2.5 star property
9.0
Wonderful
1,575 reviews
View
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
8.8
Excellent
1,177 reviews
View

Our guide on where to stay in Sugarloaf Shores

Find the best Sugarloaf Shores areas for the activities you enjoy most.

Cutthroat Harbor Estates

While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Key and Venture Out Keys.

Cudjoe Gardens

While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Florida Keys Beaches.

Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Florida Keys Beaches.

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Big Pine Key Flea Market.

Top Sugarloaf Shores Hotel Reviews

Recent Reviews in Sugarloaf Shores

Frequently asked questions

What other neighbourhoods are similar to Sugarloaf Shores?
The best neighbourhoods similar to Sugarloaf Shores are Marathon and Islamorada.

Marathon, located in the middle of the Florida Keys, offers a similar blend of stunning ocean views and a relaxed atmosphere. It's known for its beautiful beaches, such as Sombrero Beach, and its easy access to water activities like fishing, diving, and boating. The area is quite spread out, with many properties offering direct canal or ocean access. For those who enjoy the water, Marathon provides excellent marinas and boat rentals.

Couples looking for a peaceful and luxurious escape will appreciate Marathon. Many resorts and holiday rentals here offer private balconies with ocean views, high-end amenities, and opportunities for romantic sunset cruises or private fishing charters. The dining scene in Marathon features a good selection of seafood restaurants, many with waterfront seating.

Islamorada, often called the "Sportfishing Capital of the World," is another excellent choice for travellers who enjoy the water and a slightly more upscale, yet still laid-back, environment. It's a collection of islands, including Plantation Key, Windley Key, and Upper Matecumbe Key, all connected by the Overseas Highway. The area is known for its world-class fishing charters and vibrant coral reefs, making it a diver's paradise.

Families will find Islamorada particularly appealing, especially if they have older children who enjoy water sports. Beyond fishing and diving, there are opportunities for paddleboarding, kayaking, and encountering marine life at places like the Theater of the Sea.
What are the best hotels in Sugarloaf Shores that travellers recommend?
For a highly recommended hotel in Sugarloaf Shores, consider Sugar Loaf Lodge.

This lodge, with an 8.2 rating, is frequently praised by guests for its clean and great rooms, as well as its friendly and helpful staff. The convenient location is often highlighted as excellent, and guests appreciate the free parking available. Many enjoy the great patios, and the lodge offers an outdoor pool and outdoor tennis courts for recreation. It also provides accessible parking and is located near the ocean.
What are the best family hotels in Sugarloaf Shores?
For families visiting Sugarloaf Shores, the Sugar Loaf Lodge is an excellent choice.

This lodge, with a rating of 8.2, is highly regarded by guests, who frequently praise its clean and great rooms, friendly and helpful staff, and an excellent, convenient location. It offers connecting rooms, which are superb for families, and has a lovely outdoor pool that children will enjoy. Guests also appreciate the free WiFi and the convenience of free self-parking and accessible parking. Being near the ocean is another significant advantage for family holidays.
What are the best budget hotels in Sugarloaf Shores?
For an excellent budget hotel in Sugarloaf Shores, the Sugar Loaf Lodge is a great option.

The Sugar Loaf Lodge, with a rating of 8.2, offers complimentary WiFi and free self-parking, which guests highly appreciate. Many rooms include a balcony or patio, and guests frequently mention how clean and great the rooms are. The hotel also features an outdoor pool and accessible parking. Its location is considered excellent and convenient, being just 2.2 km from Upper Sugarloaf Sound. The staff are often described as friendly and helpful, contributing to a pleasant stay.
When is the best time to go to Sugarloaf Shores?
The best time to go to Sugarloaf Shores depends on your priorities, but generally, the dry season from November to April offers the most pleasant weather.

During these months, you'll experience lower humidity and comfortable temperatures, typically ranging from the low 20s to high 20s Celsius. This makes it ideal for outdoor activities like snorkeling, diving, fishing, and exploring the natural beauty of the Florida Keys without the intense heat and humidity of summer. It's also the peak tourist season, so you'll find everything open and bustling.

For those looking to avoid crowds and potentially find better value on accommodation, visiting in May or early June can be a good option. The weather is still very warm and generally sunny, though humidity starts to increase, and the official hurricane season begins in June. You'll still be able to enjoy all the water activities, but with fewer people around.

The summer months, from July to October, are hot and humid, with a higher chance of rain and tropical storms.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline − this is often within 24 to 48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our 'Fully refundable property' filter during your search to find the right Sugarloaf Shores hotel for you.
How can I save on a hotel booking in Sugarloaf Shores with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Sugarloaf Shores hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Sugarloaf Shores?
Hotel prices in Sugarloaf Shores often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates and sort search results by 'Price: low to high' for our cheapest rates.

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