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Top Hotels Near Upper Sugarloaf Sound in Summerland Key from NZ$140

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Check prices for these dates

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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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 swimming pool with a surrounding deck, palm trees, and lounge chairs.
A beachside dining area with thatched umbrellas, white plastic chairs, and tables.
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
2.2 km from Upper Sugarloaf Sound
United States
Richard
NZ$236
includes taxes & fees
30 Sept - 1 Oct
Sugar Loaf Lodge
A wooden deck with a railing, wicker chairs, and a view of greenery.
A two-story house with a balcony and a staircase leading to the upper level.
A modern kitchen with a large island, white cabinetry, and three wicker bar stools.
A spacious living area with a large flat-screen TV, a sofa, and a dining area with bar stools.

2. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
1.8 km from Upper Sugarloaf Sound
United States
max
NZ$1,078
includes taxes & fees
30 Sept - 1 Oct
Starlight Serenity - Hideaway w Stunning Views
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.
A canal with boats docked on both sides, surrounded by lush greenery and trees.

3. Looe Key Reef Resort

Looe Key Reef Resort
14 km from Upper Sugarloaf Sound
United States
Michel
NZ$140
includes taxes & fees
4 Oct - 5 Oct
Looe Key Reef Resort
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A marina with boats docked, a swimming pool, and palm trees.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.

4. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
21.8 km from Upper Sugarloaf Sound
United States
Jade
NZ$319
includes taxes & fees
26 Oct - 27 Oct
The Perry Hotel & Marina Key West
A marina with boats docked, a pool area, and a building with a white facade.
A hotel room with a balcony overlooking a marina and the ocean.
A marina with numerous boats docked, a swimming pool, and palm trees.
A clear view of turquoise ocean water and a blue sky with clouds.

5. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
20.9 km from Upper Sugarloaf Sound
United States
Molly
NZ$357
includes taxes & fees
6 Oct - 7 Oct
Hilton Key West Resort & Marina
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A sunset view with a thatched structure and a palm tree by a calm body of water.
A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.
A dining area with a table and chairs, a ceiling fan, a television, and a window with a view of the outdoors.

6. Parmer's Resort

Parmer's Resort
16 km from Upper Sugarloaf Sound
United States
Mireya
NZ$343
includes taxes & fees
4 Oct - 5 Oct
Parmer's Resort
A cozy room with a brown leather sofa, a white table, and a ceiling fan.
A row of houseboats docked at a marina with clear reflections in the water.
A compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.
A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.

7. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
20.5 km from Upper Sugarloaf Sound
United States
Daisybel
NZ$479
includes taxes & fees
30 Sept - 1 Oct
Old Wooden Bridge Resort and Marina
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.
A large house with a pool, surrounded by lush greenery.
A residential property with a swimming pool, a covered patio, and a view of the ocean.
A concrete pathway flanked by lush green foliage, leading to a shaded area.

8. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
4.7 km from Upper Sugarloaf Sound
United States
Preetam
NZ$1,722
includes taxes & fees
3 Oct - 4 Oct
Atlantic View Luxury Villa with Pool
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.
Room
A waterfront property with a large building featuring balconies, a pool area, and boats docked in the water.

9. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
20.5 km from Upper Sugarloaf Sound
United States
Pawel
NZ$1,026
includes taxes & fees
30 Sept - 1 Oct
Grand Marina Suite by Brightwild Waterfront
A white two-story house with a balcony and a swimming pool.
A spacious living area with a wooden dining table, comfortable seating, a flat-screen TV, and a ceiling fan.
A residential building with a covered porch, surrounded by lush greenery and a well-maintained lawn.
A balcony with a view of a swimming pool, palm trees, and a fenced yard.

10. Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
20.5 km from Upper Sugarloaf Sound
France
Karen
NZ$2,732
includes taxes & fees
11 Oct - 12 Oct
Capmar House by Brightwild Huge Home Pool
A white two-story house with a central archway and a paved driveway.
A modern bathroom with a glass-enclosed shower, a white sink with black fixtures, and a large mirror.
A hotel room with a large bed, a ceiling fan, a window with curtains, a bedside table with a lamp, and a patterned wall.
BBQ/picnic Area

11. Palmgale House in Key West

Palmgale House in Key West
20.6 km from Upper Sugarloaf Sound
NZ$3,682
includes taxes & fees
14 Oct - 15 Oct
Palmgale House in Key West
A poolside area with lounge chairs, a wooden table, and palm trees.
A modern living room with a sectional sofa, a coffee table, and a view of the outdoor patio area.
A spacious room with a long wooden table, comfortable seating, a large window with a view of greenery, and a modern light fixture.
A large, modern resort with multiple buildings, a central pool, and a marina.

12. The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
20.2 km from Upper Sugarloaf Sound
NZ$4,283
includes taxes & fees
12 Oct - 13 Oct
The Fairhaven House at Solaire Lunara Bay
A modern kitchen with a central island, bar stools, and a large window.
A modern living space with a large wooden dining table, a sofa set, and a kitchen area.
A modern two-story house with a swimming pool, outdoor seating, and a well-maintained garden.
A modern two-story house with a swimming pool, outdoor seating, and a well-maintained garden.

13. Brand New Catchlight House With Private Pool

Brand New Catchlight House With Private Pool
20.6 km from Upper Sugarloaf Sound
NZ$3,682
includes taxes & fees
30 Sept - 1 Oct
Brand New Catchlight House With Private Pool
A modern kitchen with a central island, bar stools, a large TV, and a built-in oven.
A spacious living area with a large dining table, white sofas, and a TV mounted on the wall.
A modern two-story house with a swimming pool, outdoor seating, and a well-maintained garden.
A two-story white house with a swimming pool, outdoor seating area, and a well-maintained lawn.

14. Brand New Build Larkshine House - Pool

Brand New Build Larkshine House - Pool
20.6 km from Upper Sugarloaf Sound
NZ$4,164
includes taxes & fees
11 Oct - 12 Oct
Brand New Build Larkshine House - Pool
A modern kitchen with white cabinetry, a marble countertop, and a central island with bar stools.
Room
A spacious kitchen with a large island, wooden flooring, and pendant lighting.
A modern kitchen with white cabinets, a wooden countertop, and a hanging pendant light.

15. New Altair House by Brightwild Pool Pets

New Altair House by Brightwild Pool Pets
20.5 km from Upper Sugarloaf Sound
NZ$3,682
includes taxes & fees
14 Oct - 15 Oct
New Altair House by Brightwild Pool Pets
A spacious foyer with a wooden staircase, a console table with decorative items, and a view of the outdoors through a glass door.
A spacious kitchen with white cabinets, a central island, and a dining area with chairs.
A spacious kitchen with a dining area, large windows, and a view of the outdoors.
A modern kitchen with white cabinetry, a central island with bar stools, stainless steel appliances, and a view to the outside.

16. Evershore House Pool Parking Dock

Evershore House Pool Parking Dock
20.4 km from Upper Sugarloaf Sound
NZ$2,732
includes taxes & fees
11 Oct - 12 Oct
Evershore House Pool Parking Dock
A spacious kitchen with a large island, white cabinetry, and pendant lighting.
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.
A modern kitchen with white cabinets, a central island, and pendant lighting.
A modern kitchen with white cabinets, stainless steel appliances, and a central island with seating.

17. Aquaria House by Brightwild Pool Boat Dock

Aquaria House by Brightwild Pool Boat Dock
20.4 km from Upper Sugarloaf Sound
NZ$2,841
includes taxes & fees
30 Sept - 1 Oct
Aquaria House by Brightwild Pool Boat Dock
A two-story house with a pool, surrounded by palm trees and a clear sky.
A two-story house with a front porch, a driveway, and palm trees.
A modern living room with a sofa, coffee table, and a rug. There is a kitchen area with a bar and seating.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with seating.

18. Mirador House by Brightwild Pool Dock

Mirador House by Brightwild Pool Dock
20.5 km from Upper Sugarloaf Sound
NZ$3,157
includes taxes & fees
8 Oct - 9 Oct
Mirador House by Brightwild Pool Dock
A living room with two sofas, a coffee table, and a view of the outdoors.
A person performing a yoga pose on a mat in a room with a wooden floor and a mirror on the wall.
A two-story house with a swimming pool, white railings, and a covered patio area.
A two-story house with a front porch, a double door, and a number '8' on the door.

19. Waterlane House by Brightwild Pool Boat Dock

Waterlane House by Brightwild Pool Boat Dock
20.5 km from Upper Sugarloaf Sound
NZ$2,841
includes taxes & fees
30 Sept - 1 Oct
Waterlane House by Brightwild Pool Boat Dock
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 kitchen with white cabinetry, a central island, and a black and white backsplash.
A modern outdoor pool area with lounge chairs and umbrellas, surrounded by a well-maintained lawn and palm trees.

20. Ebberly House by Brightwild Amazing Pool

Ebberly House by Brightwild Amazing Pool
20.6 km from Upper Sugarloaf Sound
NZ$3,684
includes taxes & fees
12 Oct - 13 Oct
Ebberly House by Brightwild Amazing 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
Very good
1,002 reviews
View
A wooden deck with a railing, wicker chairs, and a view of greenery.
Starlight Serenity - Hideaway w Stunning Views
10.0
Exceptional
1 review
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
Good
1,005 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
9.4
Exceptional
1,321 reviews
View
A marina with boats docked, a pool area, and a building with a white facade.
Hilton Key West Resort & Marina
9.0
Wonderful
1,813 reviews
View

Top Upper Sugarloaf Sound Hotel Reviews

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"Very clean, great drinks. Friendly staff, Tammy was very helpful in sending us some recommendations for snorkeling in the area!"
Nikolas 4-night trip
Posted 2 hours ago
Sugarloaf Key Hotel at KOA Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Very accommodating! Staff is very friendly! Been coming to Sugarloaf Lodge for many years! Thanks again!"
Richard 2-night trip
Posted 4 days ago
Sugar Loaf Lodge
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

8/10 Good
"Nice for a chill weekend in the lower keys and for people with family accompanying them"
Janey 3-night trip
Posted 6 days ago
Sugarloaf Key RV Resort & Cottages
Private Secluded Ocean View & Pool Near Key West

Private Secluded Ocean View & Pool Near Key West

10/10 Excellent
"Great host ! Few snags but it all worked out great."
Nick N. 3-night trip
Posted 2 weeks ago
Private Secluded Ocean View & Pool Near Key West
Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!

Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!

10/10 Excellent
"The property was very comfortable on the inside of the house. Access to the water was great. Boat docking situation was great. Kitchen very well equipped… a fish cleaning table would have been nice. Landscape maintenance needed help."
Carol A. 28-night trip
Posted 1 month ago
Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!
Oceanside, pet friendly, smart home with plenty of paddle equipment

Oceanside, pet friendly, smart home with plenty of paddle equipment

10/10 Excellent
"nice location, lovely atmosphere in neighborhood"
jenny t. 31-night trip
Posted 2 months ago
Oceanside, pet friendly, smart home with plenty of paddle equipment
Stunning 3BR Lower Keys Remodel, Waterfront with 90-fT dock & private pool

Stunning 3BR Lower Keys Remodel, Waterfront with 90-fT dock & private pool

10/10 Excellent
"Great house in Cudjoe GardensWould definitely come back"
Bill M. 32-night trip
Posted 3 months ago
Stunning 3BR Lower Keys Remodel, Waterfront with 90-fT dock & private pool
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 4 months ago
Starlight Serenity - Hideaway w Stunning Views
Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views

10/10 Excellent
"This place was everything we needed. The location was the perfect combination of secluded but with accessibility to Marathon and Key West. The house had everything we needed. We loved the appliances, the bed, the shower and the wrap-around porch with the swing. And the people managing the property made our visit the best experience from booking to departure. Will book again!"
Tom H. 9-night trip
Posted 5 months ago
Starlight Serenity - Hideaway with 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?
See properties

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 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.

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