Default HTG hotel image

Find hotels near Upper Sugarloaf Sound, Summerland Key from ¥12,547

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Sep 2 - Sep 3
Tomorrow
Sep 3 - Sep 4
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Filter by

Property class

Guest rating

Our top choices for Upper Sugarloaf Sound hotels

1. Sugar Loaf Lodge

Sugar Loaf Lodge
2.2 km from Upper Sugarloaf Sound
United States
Marjorie
¥16,061
¥18,070 total
includes taxes & fees
Sep 7 - Sep 8
Sugar Loaf Lodge

2. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
20.5 km from Upper Sugarloaf Sound
United States
Lisa
¥14,417
¥38,747 total
includes taxes & fees
Sep 7 - Sep 8
Old Wooden Bridge Resort and Marina

3. Parmer's Resort

Parmer's Resort
16 km from Upper Sugarloaf Sound
United States
Matthew
¥26,857
¥35,394 total
includes taxes & fees
Sep 7 - Sep 8
Parmer's Resort

4. Looe Key Reef Resort

Looe Key Reef Resort
14 km from Upper Sugarloaf Sound
United States
Sarah
¥11,153
¥12,547 total
includes taxes & fees
Sep 7 - Sep 8
Looe Key Reef Resort

5. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
20.9 km from Upper Sugarloaf Sound
United States
Linda
¥18,098
¥29,852 total
includes taxes & fees
Sep 9 - Sep 10
Hilton Key West Resort & Marina

6. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
21.8 km from Upper Sugarloaf Sound
United States
Boyan
¥22,404
¥34,997 total
includes taxes & fees
Sep 21 - Sep 22
The Perry Hotel & Marina Key West

7. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
20.5 km from Upper Sugarloaf Sound
United States
Pawel
¥42,486
¥86,727 total
includes taxes & fees
Sep 15 - Sep 16
Grand Marina Suite by Brightwild Waterfront

8. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
4.7 km from Upper Sugarloaf Sound
United States
Preetam
¥82,169
¥154,961 total
includes taxes & fees
Sep 9 - Sep 10
Atlantic View Luxury Villa with Pool

9. Evershore House Pool Parking Dock

Evershore House Pool Parking Dock
20.4 km from Upper Sugarloaf Sound
¥118,981
¥250,828 total
includes taxes & fees
Sep 7 - Sep 8
Evershore House Pool Parking Dock

10. Brand New Catchlight House With Private Pool

Brand New Catchlight House With Private Pool
20.6 km from Upper Sugarloaf Sound
¥139,528
¥308,368 total
includes taxes & fees
Sep 7 - Sep 8
Brand New Catchlight House With Private Pool

11. Aquaria House by Brightwild Pool Boat Dock

Aquaria House by Brightwild Pool Boat Dock
20.4 km from Upper Sugarloaf Sound
¥118,875
¥244,759 total
includes taxes & fees
Sep 15 - Sep 16
Aquaria House by Brightwild Pool Boat Dock

12. The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
20.2 km from Upper Sugarloaf Sound
¥226,018
¥415,761 total
includes taxes & fees
Sep 15 - Sep 16
The Fairhaven House at Solaire Lunara Bay

13. Spindrift House by Brightwild Huge Pool Dock

Spindrift House by Brightwild Huge Pool Dock
20.5 km from Upper Sugarloaf Sound
¥118,875
¥244,759 total
includes taxes & fees
Sep 15 - Sep 16
Spindrift House by Brightwild Huge Pool Dock

14. New Waterfront Home - Sunray House

New Waterfront Home - Sunray House
20.4 km from Upper Sugarloaf Sound
¥230,777
¥421,115 total
includes taxes & fees
Sep 15 - Sep 16
New Waterfront Home - Sunray House

15. Parking Pool Dock - Shellstone House

Parking Pool Dock - Shellstone House
20.2 km from Upper Sugarloaf Sound
¥237,914
¥429,144 total
includes taxes & fees
Sep 15 - Sep 16
Parking Pool Dock - Shellstone House
View all properties

Compare popular hotels close to Upper Sugarloaf Sound

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Exterior
Sugar Loaf Lodge
8.2
Very Good
1,000 reviews
View
1 Bedroom Aqualodge # 6 Tarpon | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina
8.6
Excellent
367 reviews
View
Exterior
Parmer's Resort
9.0
Wonderful
1,008 reviews
View
Karaoke room
Looe Key Reef Resort
7.6
Good
1,002 reviews
View
Exterior
Hilton Key West Resort & Marina
9.0
Wonderful
1,819 reviews
View

Top Upper Sugarloaf Sound Hotel Reviews

Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Me gustaría más opciones como un regular desayuno"
Susana 2-night trip
Posted 10 days ago
Sugar Loaf Lodge
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 1 month ago
Oceanside, pet friendly, smart home with plenty of paddle equipment
Florida Keys Beach Getaway

Florida Keys Beach Getaway

10/10 Excellent
"Man, this place was awesome. If it wasnt for the sea weed, we would never want or have a need to leave. Seaweed was thinning out towards the end of our trip, but man, this place was worth it. Tom, your a gem bud."
Justin R. 7-night trip
Posted 1 month ago
Florida Keys Beach Getaway
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 2 months ago
Stunning 3BR Lower Keys Remodel, Waterfront with 90-fT dock & private pool
Lock in summer months. For up to date availability
510-381-5000

Lock in summer months. For up to date availability 510-381-5000

10/10 Excellent
"Excellent property. Exceeded all expectations. Pool and outdoor areas are awesome. Communication with host was easy and efficient. Highly recommend to stay at this property."
Robert S. 28-night trip
Posted 2 months ago
Lock in summer months. For up to date availability 510-381-5000
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
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 4 months ago
Starlight Serenity - Hideaway with Stunning Views
Waterfront home with a large dock, pool, and deck area. Can accommodate pets.

Waterfront home with a large dock, pool, and deck area. Can accommodate pets.

10/10 Excellent
"This was a lovely home and there was great communication with the host."
Denise F. 30-night trip
Posted 5 months ago
Waterfront home with a large dock, pool, and deck area. Can accommodate pets.
Sublimely private luxury home with enveloping oceanfront views near Key West

Sublimely private luxury home with enveloping oceanfront views near Key West

10/10 Excellent
"We had a wonderful stay at this home. The property itself is absolutely stunning, with beautiful sunset views and a great layout that made it easy for everyone to spread out and relax. The pool was warm and inviting, and there was plenty of space for our group to enjoy both indoors and outdoors. The party room was fun for our teenagers and adults! One of the highlights was the location on the bay—the water is very shallow and incredibly calm, which made it perfect for relaxing and enjoying the surroundings. However, if you’re looking for ocean waves, you won’t get that here. The bedrooms were a pleasant surprise. Although there were no photos listed, they were all very spacious and each had its own en-suite bathroom, which added a lot of comfort and convenience for our group.There were just a couple of things to note. The upstairs bathrooms had low water pressure, which could be improved. Additionally, only four exterior cameras were disclosed in the listing; however, we counted seven cameras around the exterior of the home. Full and accurate disclosure of all cameras is important, and this discrepancy made us feel uncomfortable at times—especially traveling with teenage daughters.Overall, this is a beautiful home in a great setting, and we truly enjoyed our stay."
Natalie B. 8-night trip
Posted 6 months ago
Sublimely private luxury home with enveloping oceanfront views near Key West

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 vacation like spending a carefree day at 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.
See properties

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.
See properties

Frequently asked questions

What's the area like around Upper Sugarloaf Sound?
Upper Sugarloaf Sound is located in Summerland Key. Travelers like this budget-friendly area for its bars. You'll find 443 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 traveler data, and this vacation 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 will I find close to Upper Sugarloaf Sound?
Expedia has 443 hotels and other accommodations 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 bookings are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and be given a refund within 24 hours of your booking. Put your dates in and click on "Search", then you can filter by "fully refundable" to get the best deals near Upper Sugarloaf Sound.
Where can I learn more about changing or cancelling my trip in the area near Upper Sugarloaf Sound?
For additional details about updating your stay near Upper Sugarloaf Sound or cancelling it, head over to our customer service page.
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, Venture Out Keys, and Lower Sugarloaf Sound, you can surround yourself with nature. Venture Key and Out Key are both worth a visit while you're checking out the area.