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, (1,001 reviews)
"A clean comfortable room, with a lovely view from the back patio! All staff were very helpful."
United States
Marjorie
The price is NZ$225
includes taxes & fees
23 Aug - 24 Aug
Sugar Loaf Lodge

2. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
3.6 km from Sugarloaf Shores
10.0 out of 10, Exceptional, (1 review)
"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
United States
max
The price is NZ$1,009
includes taxes & fees
26 Aug - 27 Aug
Starlight Serenity - Hideaway w Stunning Views

3. Parmer's Resort

Parmer's Resort
2.5 star property
17.5 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1,006 reviews)
"A very nice property, friendly and helpful staff. Very relaxing stay by the water."
United States
John
The price is NZ$246
includes taxes & fees
23 Aug - 24 Aug
Parmer's Resort

4. Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
15.4 km from Sugarloaf Shores
7.6 out of 10, Good, (1,002 reviews)
"Fun place to stay. "
United States
Elizabeth
The price is NZ$178
includes taxes & fees
2 Sept - 3 Sept
Looe Key Reef Resort

5. 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, (1,843 reviews)
"Awesome place to stay at!"
United States
Linda
The price is NZ$355
includes taxes & fees
27 Aug - 28 Aug
Hilton Key West Resort & Marina

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, (1,477 reviews)
"Close to airport, good breakfast"
United States
Christopher Lynn
The price is NZ$224
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn Key West FL

7. 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, (1,803 reviews)
"Place very clean and accesible to beach"
United States
Ivelisse
The price is NZ$442
includes taxes & fees
20 Sept - 21 Sept
Margaritaville Beach House Key West

8. 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, (1,333 reviews)
"very good better than hotel on key west main island"
United States
Boyan
The price is NZ$379
includes taxes & fees
7 Sept - 8 Sept
The Perry Hotel & Marina Key West

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, (2,352 reviews)
"Clean, peaceful and friendly staff."
United States
Nicolas
The price is NZ$257
includes taxes & fees
23 Aug - 24 Aug
Ibis Bay Beach Resort

10. 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, (1,084 reviews)
"Great accommodation"
United States
Fernando
The price is NZ$267
includes taxes & fees
21 Sept - 22 Sept
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

11. 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, (1,084 reviews)
"Excellent place love it"
United States
Jose
The price is NZ$273
includes taxes & fees
1 Sept - 2 Sept
DoubleTree Resort by Hilton Grand Key - Key West

12. 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, (1,307 reviews)
"Pool area was nice."
United States
Thomas
The price is NZ$255
includes taxes & fees
30 Aug - 31 Aug
Hilton Garden Inn Key West / The Keys Collection

13. Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
21.1 km from Sugarloaf Shores
8.6 out of 10, Excellent, (2,454 reviews)
"nice place to stay,will come back"
United States
JOSEPH
The price is NZ$363
includes taxes & fees
24 Aug - 25 Aug
Beachside Resort & Residences

14. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
22.1 km from Sugarloaf Shores
8.6 out of 10, Excellent, (366 reviews)
"Love being on the water in the houseboat. The dark skies were nice for stargazing"
United States
Lisa
The price is NZ$407
includes taxes & fees
1 Sept - 2 Sept
Old Wooden Bridge Resort and Marina

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, (1,456 reviews)
"Amazing stay! Amazing hotel!"
United States
Netanel
The price is NZ$361
includes taxes & fees
30 Aug - 31 Aug
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, (1,240 reviews)
"Amazing place!"
United States
Adam
The price is NZ$422
includes taxes & fees
31 Aug - 1 Sept
Hyatt Vacation Club at Windward Pointe, Key West

17. 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, (1,209 reviews)
"Very good hotel for the price"
United States
Lakshit
The price is NZ$464
includes taxes & fees
19 Sept - 20 Sept
Hyatt Vacation Club at Beach House, Key West

18. 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, (1,002 reviews)
"Great location"
United States
Everton
The price is NZ$358
includes taxes & fees
23 Aug - 24 Aug
Courtyard by Marriott Key West Waterfront

19. The Laureate Key West

The Laureate Key West
3.5 star property
21.8 km from Sugarloaf Shores
9.2 out of 10, Wonderful, (1,026 reviews)
"Such a nice hotel to stay at!"
United States
Jayce
The price is NZ$348
includes taxes & fees
23 Aug - 24 Aug
The Laureate Key West

20. 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, (1,859 reviews)
"Perfect location, very nice hotel, friendly staff"
United Kingdom
Fabrizio
The price is NZ$379
includes taxes & fees
7 Sept - 8 Sept
Havana Cabana at 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 Out Keys and Venture Key.

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 Venture Out Keys and Munson Island.

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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