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 accommodating! Staff is very friendly! Been coming to Sugarloaf Lodge for many years! Thanks again!"
United States
Richard
The price is NZ$238
includes taxes & fees
6 Oct - 7 Oct
Sugar Loaf Lodge

2. 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, (1,331 reviews)
"Love the breakfast and pool/ bar area"
United States
Walt
The price is NZ$272
includes taxes & fees
8 Oct - 9 Oct
Hilton Garden Inn Key West / The Keys Collection

3. 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
8.6 out of 10, Excellent, (1,155 reviews)
"Felt very comfortable and the Breakfast was very good."
United States
Patricia
The price is NZ$319
includes taxes & fees
11 Oct - 12 Oct
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

4. 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, (1,114 reviews)
"Close to everything, comfortable stay"
United States
Nancy
The price is NZ$307
includes taxes & fees
11 Oct - 12 Oct
DoubleTree Resort by Hilton Grand Key - Key West

5. 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 NZ$312
includes taxes & fees
1 Nov - 2 Nov
Parmer's Resort

6. 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, (1,544 reviews)
"Beautiful pool, friendly staff, comfortable rooms"
United States
Jaycie
The price is NZ$339
includes taxes & fees
6 Oct - 7 Oct
Hampton Inn Key West FL

7. 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, (1,802 reviews)
"Beautiful property would stay there again"
United States
Molly
The price is NZ$357
includes taxes & fees
12 Oct - 13 Oct
Hilton Key West Resort & Marina

8. Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
15.4 km from Sugarloaf Shores
7.8 out of 10, Good, (1,002 reviews)
"Everything was amazing staff was very accommodating would definitely recommend"
United States
Stephen
The price is NZ$202
includes taxes & fees
7 Oct - 8 Oct
Looe Key Reef Resort

9. 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, (1,866 reviews)
"Great place to stay"
United States
Stephanie
The price is NZ$369
includes taxes & fees
3 Nov - 4 Nov
Havana Cabana at Key West

10. 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)
"Great location"
United States
Everton
The price is NZ$387
includes taxes & fees
26 Oct - 27 Oct
Courtyard by Marriott Key West Waterfront

11. 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, (1,303 reviews)
"Amazing spa, beautiful property, friendly staff and gorgeous beaches."
United States
Tina
The price is NZ$497
includes taxes & fees
26 Oct - 27 Oct
Hyatt Vacation Club at Windward Pointe, Key West

12. 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, (2,713 reviews)
"Great spot will stay again"
United States
Esteban
The price is NZ$337
includes taxes & fees
6 Oct - 7 Oct
Blue Flamingo Resort Key West

13. The Laureate Key West

The Laureate Key West
3.5 star property
21.8 km from Sugarloaf Shores
9.2 out of 10, Wonderful, (1,028 reviews)
"We loved the room and location!"
United States
Mailyn
The price is NZ$369
includes taxes & fees
11 Oct - 12 Oct
The Laureate Key West

14. 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, (2,402 reviews)
"Had a great time here."
United States
Stephanie
The price is NZ$313
includes taxes & fees
6 Oct - 7 Oct
Ibis Bay Beach Resort

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, (1,459 reviews)
"Came with the family for wife birthday it was a excellent all around stay!"
United States
Anthony
The price is NZ$367
includes taxes & fees
12 Oct - 13 Oct
Parrot Key Hotel & Villas

16. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
26 km from Sugarloaf Shores
8.6 out of 10, Excellent, (1,039 reviews)
"Great hotel and location"
United States
Darlene
The price is NZ$561
includes taxes & fees
25 Oct - 26 Oct
The Reach Key West, Curio Collection by Hilton

17. Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
21.1 km from Sugarloaf Shores
8.6 out of 10, Excellent, (2,586 reviews)
"Great location"
United States
James
The price is NZ$345
includes taxes & fees
6 Oct - 7 Oct
Beachside Resort & Residences

18. 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, (1,062 reviews)
"Beautiful property with nice and helpful staff"
United States
Robbie
The price is NZ$179
includes taxes & fees
8 Oct - 9 Oct
Authors of Key West Guest House

19. 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, (1,256 reviews)
"Great place to stay with the family"
United States
Rachel
The price is NZ$468
includes taxes & fees
28 Oct - 29 Oct
Hyatt Vacation Club at Beach House, Key West

20. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
20.1 km from Sugarloaf Shores
9.4 out of 10, Exceptional, (1,316 reviews)
"Beautiful place to stay, would definitely stay here again."
United States
Jade
The price is NZ$326
includes taxes & fees
27 Oct - 28 Oct
The Perry Hotel & Marina Key West
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.

Our guide on where to stay in Sugarloaf Shores

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

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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