Hotels in Sugarloaf Key

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Where to stay in Sugarloaf Key?

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1,000 reviews)
The price is $169
$190 total
includes taxes & fees
May 18 - May 19
Sugar Loaf Lodge

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is $510
$939 total
includes taxes & fees
May 24 - May 25
Starlight Serenity - Hideaway w Stunning Views

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (336 reviews)
Feel the coastal breeze at this Big Pine Key marina resort where adventure awaits. Hike scenic trails, kayak crystal waters, or lounge by the pool. Near Blue Hole and Bahia Honda State Park, with rooms featuring microwaves and free WiFi.
The price is $129
$286 total
includes taxes & fees
May 21 - May 22
Old Wooden Bridge Resort and Marina

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,000 reviews)
The price is $144
$194 total
includes taxes & fees
May 18 - May 19
Parmer's Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,000 reviews)
The price is $160
$180 total
includes taxes & fees
Jun 9 - Jun 10
Looe Key Reef Resort

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (2 reviews)
Escape to this serene Florida Keys retreat featuring multiple outdoor pools and a relaxing hot tub. Located just minutes from stunning beaches, enjoy convenient amenities like free WiFi and parking while exploring nearby Upper Sugarloaf Key attractions.
The price is $625
$1,097 total
includes taxes & fees
May 21 - May 22
Atlantic View Luxury Villa with Pool

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
Coastal luxury meets convenience at this vibrant aparthotel near Florida Keys beaches. Just minutes from Ernest Hemingway's Home and Museum, enjoy a peaceful garden setting with hiking trails nearby. Perfect for exploring Key West's legendary attractions.
The price is $414
$732 total
includes taxes & fees
May 19 - May 20
Grand Marina Suite by Brightwild Waterfront

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,860 reviews)
Dive into a tropical oasis at this Key West resort featuring a marina, poolside bar, and complimentary bicycles. Just minutes from Smathers Beach and Duval Street, guests love the 24-hour fitness center and helpful staff.
The price is $168
$249 total
includes taxes & fees
May 19 - May 20
Oceans Edge Key West Resort, Hotel & Marina

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (186 reviews)
Wake up on a unique houseboat with marina access, just a 10-minute drive from Key West's famous attractions. Enjoy complimentary WiFi and parking, then grab the provided kayaks for an aquatic adventure or go snorkeling right from your floating accommodation.
The price is $139
$324 total
includes taxes & fees
May 18 - May 19
Aqua Lodges at Hurricane Hole Marina

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,358 reviews)
Experience oceanfront bliss at this peaceful retreat with stunning sunset views. Just a 5-minute drive from Smathers Beach and Florida Keys Beaches, enjoy the outdoor pool, poolside bar, and complimentary breakfast before exploring nearby Duval Street with the convenient shuttle service.
The price is $175
$197 total
includes taxes & fees
May 27 - May 28
Hampton Inn Key West FL

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.4 out of 10, Very Good, (1,023 reviews)
The price is $147
$199 total
includes taxes & fees
May 26 - May 27
DoubleTree Resort by Hilton Grand Key - Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1,087 reviews)
Enjoy incredible views of the Atlantic from this Key West hotel with spacious accommodations featuring washers/dryers and refrigerators. The outdoor pool, hot tub, and snack bar create a relaxing atmosphere near Duval Street with free WiFi and parking.
The price is $322
$407 total
includes taxes & fees
Jun 1 - Jun 2
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1,054 reviews)
Set along the Florida Keys shoreline, this peaceful hotel offers easy access to Duval Street and Smathers Beach. Enjoy complimentary WiFi and parking while unwinding in the hot tub after exploring nearby Ernest Hemingway's Home.
The price is $351
$440 total
includes taxes & fees
Jun 17 - Jun 18
Hyatt Vacation Club at Beach House, Key West

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
New Town
8.6 out of 10, Excellent, (1,001 reviews)
The price is $143
$189 total
includes taxes & fees
May 26 - May 27
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,222 reviews)
Immerse in Key West serenity with sunset vistas from this oceanfront haven. Just minutes from Smathers Beach and Duval Street, enjoy the private beach, outdoor pool, and hot tub after exploring nearby attractions via the complimentary shuttle.
The price is $157
$273 total
includes taxes & fees
May 27 - May 28
Beachside Resort & Residences

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.0 out of 10, Very Good, (1,226 reviews)
This garden hotel offers a relaxing escape with outdoor pool, jacuzzi, and poolside bar. Just minutes from Key West Airport with a free area shuttle to nearby attractions including Duval Street and Smathers Beach.
The price is $135
$180 total
includes taxes & fees
May 25 - May 26
Hilton Garden Inn Key West / The Keys Collection

Resort View 1BR Suite

Resort View 1BR Suite
2.0 star property
Key West
9.0 out of 10, Wonderful, (4 reviews)
This aparthotel offers a scenic resort view and is a short drive from Duval Street and Ernest Hemingway's historic home. Florida Keys beaches await just minutes away, while Key West Airport is only 4 minutes by car.
The price is $344
$480 total
includes taxes & fees
May 27 - May 28
Resort View 1BR Suite

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,271 reviews)
Escape to this waterfront retreat with a marina, where 2 outdoor pools and poolside bars await. Feast on seafood at Matt's Stock Island, then explore nearby Duval Street and Smathers Beach. A 24-hour fitness center and free WiFi complete your Key West getaway.
The price is $205
$291 total
includes taxes & fees
May 31 - Jun 1
The Perry Hotel & Marina Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.4 out of 10, Very Good, (2,236 reviews)
Immerse in tropical living at this family-friendly resort near Duval Street and Smathers Beach. Enjoy 2 restaurants including the Toasted Coconut serving American cuisine, plus 2 poolside bars, a hot tub, and 24-hour fitness center, all with free WiFi.
The price is $143
$217 total
includes taxes & fees
Jun 1 - Jun 2
Blue Flamingo Resort Key West

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.2 out of 10, Wonderful, (1,008 reviews)
Immerse yourself in Key West charm at this beachside retreat with an indoor pool. Located near iconic spots like Southernmost Point and Smathers Beach, the hotel offers easy access to kayaking, scuba diving, and snorkeling adventures with 24-hour service.
The price is $159
$207 total
includes taxes & fees
May 25 - May 26
The Laureate 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.

Learn more about Sugarloaf Key

Between mangrove tunnels and crystal waters, this Florida Keys paradise offers adventures without the Key West crowds. Kayak through natural channels where great blue herons stand sentinel and manatees might glide beneath your paddle. The underwater wonderland of Looe Key National Marine Sanctuary beckons with its kaleidoscope of coral and tropical fish just offshore. Sugarloaf Beach provides a quiet alternative to busier shores, while local bars serve conch fritters and key lime cocktails with zero pretension. For a perfect day, paddle Upper Sugarloaf Sound in the morning, snorkel after lunch, then claim a spot at a waterfront bar where locals swap fishing tales as the sun melts into the Gulf.

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Frequently asked questions

Why should I book my Sugarloaf Key hotel with Hotels.com?
There are lots of reasons to book your Sugarloaf Key trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.