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Check prices for these dates

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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Our top choices for Upper Sugarloaf Sound hotels

A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

1. Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
2.2 km from Upper Sugarloaf Sound
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 ฿3,340
฿3,758 total
includes taxes & fees
30 Nov - 1 Dec
Sugar Loaf Lodge
A wooden deck with a hanging hammock and a view of a green landscape.

2. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
1.8 km from Upper Sugarloaf Sound
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 ฿11,715
฿24,871 total
includes taxes & fees
30 Nov - 1 Dec
Starlight Serenity - Hideaway w Stunning Views
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

3. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
20.5 km from Upper Sugarloaf Sound
8.6 out of 10, Excellent, (379 reviews)
"Great view , clean room and excellent staff ( Mr. shaggy )"
United States
Jordan
The price is ฿3,006
฿8,127 total
includes taxes & fees
31 Oct - 1 Nov
Old Wooden Bridge Resort and Marina
A covered deck with chairs and umbrellas overlooking a beach.

4. Parmer's Resort

Parmer's Resort
2.5 star property
16 km from Upper Sugarloaf Sound
9.0 out of 10, Wonderful, (1,001 reviews)
"Super cute place and nice people! Would definitely stay again."
United States
Natalie
The price is ฿5,132
฿6,874 total
includes taxes & fees
1 Nov - 2 Nov
Parmer's Resort
A marina with boats docked, a pool area, and a building with a white facade.

5. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
4.0 star property
20.9 km from Upper Sugarloaf Sound
9.0 out of 10, Wonderful, (1,795 reviews)
"Great location and great staff!!"
United States
Kevin
The price is ฿4,261
฿6,767 total
includes taxes & fees
15 Nov - 16 Nov
Hilton Key West Resort & Marina
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

6. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
21.8 km from Upper Sugarloaf Sound
9.4 out of 10, Exceptional, (1,302 reviews)
"Absolutely amazing property and people could not recommend enough helpfully staff and great location"
United States
david
The price is ฿4,086
฿4,597 total
includes taxes & fees
1 Nov - 2 Nov
The Perry Hotel & Marina Key West
A tropical resort with palm trees, a pool, and a wooden building.

7. Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
14 km from Upper Sugarloaf Sound
7.8 out of 10, Good, (1,000 reviews)
"Everything was amazing staff was very accommodating would definitely recommend"
United States
Stephen
The price is ฿4,889
฿5,500 total
includes taxes & fees
9 Nov - 10 Nov
Looe Key Reef Resort
A waterfront property with a large building featuring balconies and a covered area, boats docked in front, and palm trees in the background.

8. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
20.5 km from Upper Sugarloaf Sound
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
The price is ฿10,950
฿20,517 total
includes taxes & fees
31 Oct - 1 Nov
Grand Marina Suite by Brightwild Waterfront
A modern kitchen with a large island, bar stools, and a view of the outdoors.

9. New Waterfront Home - Sunray House

New Waterfront Home - Sunray House
2.0 star property
20.4 km from Upper Sugarloaf Sound
The price is ฿43,221
฿82,634 total
includes taxes & fees
1 Nov - 2 Nov
New Waterfront Home - Sunray House
A two-story house with a pool, surrounded by palm trees and a clear sky.

10. Mirador House by Brightwild Pool Dock

Mirador House by Brightwild Pool Dock
2.0 star property
20.5 km from Upper Sugarloaf Sound
The price is ฿29,453
฿62,255 total
includes taxes & fees
1 Nov - 2 Nov
Mirador House by Brightwild Pool Dock
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.
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Compare popular hotels close to Upper Sugarloaf Sound

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 wooden deck with a hanging hammock and a view of a green landscape.
Starlight Serenity - Hideaway w Stunning Views
2.0 star property
10.0
Exceptional
1 review
View
A cozy room with a brown leather sofa, a white table, and a ceiling fan.
Old Wooden Bridge Resort and Marina
2.5 star property
8.6
Excellent
379 reviews
View
A covered deck with chairs and umbrellas overlooking a beach.
Parmer's Resort
2.5 star property
9.0
Wonderful
1,001 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
1,795 reviews
View

Top Upper Sugarloaf Sound Hotel Reviews

Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

8/10 Good
"Staff were amazing, very accommodating and quick to assist during “king tide” Bed super comfortable, Linens and towels clean walls do require some washing Did not use pool or extras"
Barb 2-night trip
Posted 4 days ago
Sugarloaf Key RV Resort & Cottages

Other attractions near Upper Sugarloaf Sound

A wooden signpost with city names and distances, a beach with umbrellas, and lounge chairs.

Florida Keys Beaches

8.4/10 (858 reviews)
Nothing says holiday like spending a care-free day in Florida Keys Beaches, a popular beach in Long Beach Estates.
See properties

Frequently asked questions

What's the area like around Upper Sugarloaf Sound?
Upper Sugarloaf Sound is located in Summerland Key. Travellers like this budget-friendly area for its bars. You'll find 446 hotels and other accommodations within a few miles for a convenient home base.
Where is the best place to stay close to Upper Sugarloaf Sound?
Sugarloaf Key Hotel at KOA Resort is one of the top choices for your stay based on our traveller data, and this hotel offers a marina and a private beach. It's located 1.8 mi (2.9 km) from Upper Sugarloaf Sound. Other good options within a few miles include Sugarloaf Key RV Resort & Cottages and Sugar Loaf Lodge.
How many hotels can I expect to find close to Upper Sugarloaf Sound?
Expedia has 446 hotels and other accommodation options a few miles from Upper Sugarloaf Sound.
If I need to cancel the hotel reservation for my stay near Upper Sugarloaf Sound, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Enter dates in and click on "Search", then filter by "fully refundable" to review the best deals available near Upper Sugarloaf Sound.
What can I see and do near Upper Sugarloaf Sound?
Lounge by the water at Florida Keys Beaches and Sugarloaf Beach. At Upper Sugarloaf Key, Lower Sugarloaf Sound and Venture Out Keys, you can surround yourself with nature. Out Key and Venture Key are both worth a visit while you're out exploring.