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Check prices for these dates

Tonight
14 Sep - 15 Sep
Tomorrow
15 Sep - 16 Sep
This weekend
18 Sep - 20 Sep
Next weekend
25 Sep - 27 Sep

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Our top choices for Upper Sugarloaf Sound hotels

A waterfront building with a flat roof, large windows, and a balcony.
A reception area with a wooden sculpture, a reception desk, a computer, and a television.
A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.
A beachside dining area with thatched umbrellas, white plastic chairs, and tables.

1. Sugar Loaf Lodge

Sugar Loaf Lodge
2.2 km from Upper Sugarloaf Sound
United States
Marjorie
฿3,933
฿4,425 total
includes taxes & fees
15 Sept - 16 Sept
Sugar Loaf Lodge
A cozy room with a brown leather sofa, a white table, and a ceiling fan.
A floating houseboat with a covered deck and seating area, docked at a marina.
A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.
A compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.

2. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
20.5 km from Upper Sugarloaf Sound
United States
abhimanyu
฿2,974
฿7,994 total
includes taxes & fees
27 Sept - 28 Sept
Old Wooden Bridge Resort and Marina
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.
A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.
A sunset view with a thatched structure and a palm tree by a calm body of water.

3. Parmer's Resort

Parmer's Resort
16 km from Upper Sugarloaf Sound
United States
Mireya
฿3,905
฿5,471 total
includes taxes & fees
25 Sept - 26 Sept
Parmer's Resort
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.
A canal with boats docked on both sides, surrounded by lush greenery and trees.

4. Looe Key Reef Resort

Looe Key Reef Resort
14 km from Upper Sugarloaf Sound
United States
Sarah
฿2,501
฿2,813 total
includes taxes & fees
23 Sept - 24 Sept
Looe Key Reef Resort
A marina with boats docked, a pool area, and a building with a white facade.
A clear view of turquoise ocean water and a blue sky with clouds.
A hotel room with a balcony overlooking a marina and the ocean.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.

5. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
20.9 km from Upper Sugarloaf Sound
United States
Elizabeth
฿3,496
฿5,906 total
includes taxes & fees
20 Sept - 21 Sept
Hilton Key West Resort & Marina
A beachside resort with a wooden deck, palm trees, and a sunset view.
A dining area with a round table and chairs, a potted plant, and a view of the ocean through large windows with shutters.

6. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
20.5 km from Upper Sugarloaf Sound
United States
Pawel
฿10,915
฿20,311 total
includes taxes & fees
15 Sept - 16 Sept
Grand Marina Suite by Brightwild Waterfront
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.
A marina with boats docked, a swimming pool, and palm trees.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

7. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
21.8 km from Upper Sugarloaf Sound
United States
Boyan
฿4,499
฿7,096 total
includes taxes & fees
22 Sept - 23 Sept
The Perry Hotel & Marina Key West
A spacious living area with a large sofa, a coffee table, and a view of a balcony with a railing.
A two-story house with a swimming pool, a covered patio, and a staircase leading to the upper floor.
A staircase with white railings and beige steps leading to a landing.
A spacious living room with a dark blue sofa, a coffee table, and a staircase leading to the upper floor.

8. Mastway House by Brightwild Pool Dock

Mastway House by Brightwild Pool Dock
20.3 km from Upper Sugarloaf Sound
฿25,837
฿53,197 total
includes taxes & fees
21 Sept - 22 Sept
Mastway House by Brightwild Pool Dock
A poolside area with lounge chairs and umbrellas, a pool, and a view of the ocean.
A modern resort with a well-maintained lawn, outdoor seating area, and a large building with multiple floors.
A modern kitchen with a central island, bar stools, pendant lighting, and a large window providing natural light.
A multi-story white building with balconies, a swimming pool, and outdoor seating.

9. New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House
20.3 km from Upper Sugarloaf Sound
฿51,709
฿93,272 total
includes taxes & fees
28 Sept - 29 Sept
New Waterfront Home - Dreamside House
A spacious living room with a large dining table, comfortable seating, and large windows offering a view of the outdoors.
A modern kitchen with a large island, wooden cabinets, and pendant lighting.
A two-story building with a symmetrical facade, a central entrance, and a staircase leading to the main entrance.
A bedroom with a bed, nightstands, a ceiling fan, and large windows with curtains.

10. Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
20.3 km from Upper Sugarloaf Sound
฿51,709
฿93,272 total
includes taxes & fees
16 Sept - 17 Sept
Waterfront Luxury Home - Tidelands House
A spacious kitchen with a large island, white cabinetry, and pendant lighting.
A modern kitchen with white cabinets, stainless steel appliances, and a central island with seating.
A pool area with a covered deck, palm trees, and a house with a balcony.
A spacious living room with a large flat-screen TV, comfortable seating, a coffee table, and a sliding glass door leading to an outdoor patio.

11. Aquaria House by Brightwild Pool Boat Dock

Aquaria House by Brightwild Pool Boat Dock
20.4 km from Upper Sugarloaf Sound
฿25,837
฿53,197 total
includes taxes & fees
28 Sept - 29 Sept
Aquaria House by Brightwild Pool Boat Dock
A spacious kitchen with modern appliances, a dining area with a wooden table and chairs, and a view of a lake through large windows.
A covered outdoor area with a pool, white furniture, and a view of a lake.
A modern kitchen with a sliding glass door leading to a balcony, a dining area with a gray sofa, and a small island with a vase of white flowers.
A two-story house with a swimming pool, outdoor seating, and a covered patio.

12. Springtide House by Brightwild Waterfront Pool

Springtide House by Brightwild Waterfront Pool
20.4 km from Upper Sugarloaf Sound
฿25,837
฿53,197 total
includes taxes & fees
15 Sept - 16 Sept
Springtide House by Brightwild Waterfront Pool
A two-story house with a swimming pool, surrounded by greenery and palm trees.
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.
A modern living room with a large TV, comfortable seating, and a balcony with a view.
A two-story house with a covered porch, a front lawn, and palm trees.

13. Seagate House by Brightwild Waterfront w Dock

Seagate House by Brightwild Waterfront w Dock
20.5 km from Upper Sugarloaf Sound
฿25,837
฿53,197 total
includes taxes & fees
16 Sept - 17 Sept
Seagate House by Brightwild Waterfront w Dock
A living room with two sofas, a coffee table, and a view of the outdoors.
A two-story house with a swimming pool, white railings, and a covered patio area.
A person performing a yoga pose on a mat in a room with a wooden floor and a mirror on the wall.
A spacious kitchen with modern appliances, a dining area with a large table and chairs, and a view of the outdoors through large windows.

14. Waterlane House by Brightwild Pool Boat Dock

Waterlane House by Brightwild Pool Boat Dock
20.5 km from Upper Sugarloaf Sound
฿25,837
฿53,197 total
includes taxes & fees
16 Sept - 17 Sept
Waterlane House by Brightwild Pool Boat Dock
A two-story house with a pool, surrounded by palm trees and a clear sky.
A modern living room with a sofa, coffee table, and a rug. There is a kitchen area with a bar and seating.
A two-story house with a front porch, a driveway, and palm trees.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with seating.

15. Mirador House by Brightwild Pool Dock

Mirador House by Brightwild Pool Dock
20.5 km from Upper Sugarloaf Sound
฿25,837
฿59,120 total
includes taxes & fees
15 Sept - 16 Sept
Mirador House by Brightwild Pool Dock
A spacious living area with a wooden dining table, comfortable seating, a flat-screen TV, and large windows offering a view of the outdoors.
A spacious interior with a wooden staircase, a modern light fixture, and a view of the outdoors.
A two-story house with a swimming pool, surrounded by lush greenery and a fenced yard.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with chairs.

16. Spindrift House by Brightwild Huge Pool Dock

Spindrift House by Brightwild Huge Pool Dock
20.5 km from Upper Sugarloaf Sound
฿25,837
฿53,197 total
includes taxes & fees
15 Sept - 16 Sept
Spindrift House by Brightwild Huge Pool Dock
A spacious kitchen with a marble island, pendant lighting, and a dining area with chairs and a table.
A modern kitchen with white cabinetry, a large island, pendant lighting, and a view of greenery outside.
A two-story house with a pool, surrounded by a well-maintained lawn and palm trees.
A modern living room with a sofa, coffee table, and a chessboard. There is a kitchen in the background with a stove, microwave, and cabinets.

17. New Crestwood House by Brightwild Huge Pool

New Crestwood House by Brightwild Huge Pool
20.5 km from Upper Sugarloaf Sound
฿34,461
฿71,674 total
includes taxes & fees
27 Sept - 28 Sept
New Crestwood House by Brightwild Huge Pool
A modern kitchen with white cabinetry, a marble countertop, and a central island with bar stools.
A modern kitchen with white cabinets, a wooden countertop, and a hanging pendant light.
A spacious kitchen with a large island, wooden flooring, and pendant lighting.

18. New Altair House by Brightwild Pool Pets

New Altair House by Brightwild Pool Pets
20.5 km from Upper Sugarloaf Sound
฿34,461
฿71,674 total
includes taxes & fees
16 Sept - 17 Sept
New Altair House by Brightwild Pool Pets
A modern living room with a dark blue sectional sofa, a wooden coffee table, and a kitchen area with a blue backsplash and white cabinets.
A bedroom with a large bed, a balcony with a view, and a door leading to another room.
A modern outdoor pool area with lounge chairs and umbrellas, surrounded by a well-maintained lawn and palm trees.
A modern kitchen with white cabinetry, a central island, and a black and white backsplash.

19. Ebberly House by Brightwild Amazing Pool

Ebberly House by Brightwild Amazing Pool
20.6 km from Upper Sugarloaf Sound
฿34,461
฿71,674 total
includes taxes & fees
15 Sept - 16 Sept
Ebberly House by Brightwild Amazing Pool
A modern kitchen with a central island, wooden cabinets, a built-in oven, and a large window providing natural light.
A modern kitchen with a central island, bar stools, pendant lights, and a built-in TV.
A large white house with a pool, outdoor seating area, and a hammock.
A large white house with a swimming pool, outdoor seating, and a covered patio area.

20. Brand New The Greenmoor House With Pool

Brand New The Greenmoor House With Pool
20.5 km from Upper Sugarloaf Sound
฿43,085
฿83,570 total
includes taxes & fees
16 Sept - 17 Sept
Brand New The Greenmoor House With Pool
View all properties

Compare popular hotels close to Upper Sugarloaf Sound

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A waterfront building with a flat roof, large windows, and a balcony.
Sugar Loaf Lodge
8.2
1001
1,001 reviews
View
A cozy room with a brown leather sofa, a white table, and a ceiling fan.
Old Wooden Bridge Resort and Marina
8.6
371
371 reviews
View
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
Parmer's Resort
9.0
1001
1,001 reviews
View
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
Looe Key Reef Resort
7.6
1001
1,001 reviews
View
A marina with boats docked, a pool area, and a building with a white facade.
Hilton Key West Resort & Marina
9.0
1825
1,825 reviews
View

Top Upper Sugarloaf Sound Hotel Reviews

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"Great location !! Great pool area with Bar and food . Camp ground super clean . Resort room was great but this time didn’t smell too good otherwise nice and clean great for family with pets ."
ELIZABETH 3-night trip
Posted 17 hours ago
Sugarloaf Key Hotel at KOA Resort
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

10/10 Excellent
"Make sure to meet Lena and get the right place and deal from her"
Harshwardhan 2-night trip
Posted 4 days ago
Sugarloaf Key RV Resort & Cottages
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

10/10 Excellent
"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."
max 4-night trip
Posted 3 months ago
Starlight Serenity - Hideaway w Stunning Views

Other attractions near Upper Sugarloaf Sound

A beach with a pier extending into the ocean during sunset.

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
A motorcycle parked on a beach with palm trees and a clear sky.
Photo by Paul Devall

Sugarloaf Beach

8.4/10 (38 reviews)
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
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Upper Sugarloaf Key

8.6/10 (54 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
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Squirrel Key

Commune with nature and explore the great outdoors at Squirrel Key during your travels in Summerland Key.
See properties

Venture Key

Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
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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 444 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 RV Resort & Cottages is one of the top choices for your stay based on our traveller data, and this holiday home offers an outdoor pool and free parking. It's located 1.5 mi (2.3 km) from Upper Sugarloaf Sound. Other good options within a few miles include Sugarloaf Key Hotel at KOA Resort and Sugar Loaf Lodge.
How many hotels can I expect to find close to Upper Sugarloaf Sound?
Expedia has 444 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. Venture Key and Out Key are both worth a visit while you're out exploring.