Find Hotels with Early Check-in in Sugarloaf Key, FL

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Check availability on Sugarloaf Key Hotels with Early Check-in

Our top choices for Sugarloaf Key hotels with express check-in

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (278)
"We loved it here. So beautiful and quiet."
United Kingdom
Mark
$241 nightly
The price is $271
Jan 7 - Jan 8, 2026
Total with taxes and fees
Old Wooden Bridge Resort and Marina

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.4 out of 10, Good, (1002)
"Was nice roo.s and close to my charter boat captain "
United States
Nicholas
$140 nightly
The price is $158
Jan 5 - Jan 6, 2026
Total with taxes and fees
Looe Key Reef Resort

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.0 out of 10, Very Good, (1001)
"Very very nice stay! "
United States
Chloe
$175 nightly
The price is $197
Dec 16 - Dec 17
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1769)
"Great stay"
United States
james
$225 nightly
The price is $253
Dec 14 - Dec 15
Total with taxes and fees
Beachside Resort & Residences

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1006)
"I loved this place the location was absolutely perfect "
United States
Frank
$157 nightly
The price is $173
Dec 15 - Dec 16
Total with taxes and fees
Duval House

The Garden House

The Garden House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (668)
"It a small convenient location and walkable to great areas. "
United States
Manuel
$121 nightly
The price is $133
Dec 14 - Dec 15
Total with taxes and fees
The Garden House

Caribbean House

Caribbean House
3.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (284)
"Very nice and would stay again. It was close to a few of our favorite restaurants "
United States
Leonard Frisch
$149 nightly
The price is $164
Dec 14 - Dec 15
Total with taxes and fees
Caribbean House

Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1005)
"Lovely hotel, great room and ideal location."
United States
Donald
$377 nightly
The price is $424
Dec 14 - Dec 15
Total with taxes and fees
Pier House Resort & Spa

Eden House

Eden House
3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (1004)
"Its a cozy place and very pleasant staff "
United States
Juan Francisco Garcia
$201 nightly
The price is $226
Dec 14 - Dec 15
Total with taxes and fees
Eden House

Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (265)
"Easy to access and a peaceful place. I’ll definitely come back."
United States
Jessica
$266 nightly
The price is $300
Dec 14 - Dec 15
Total with taxes and fees
Andrews Inn & Garden Cottages
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.

Find out more about Sugarloaf Key

Book your early check-in hotels in Sugarloaf Key

When you select an hotel with early check-in in Sugarloaf Key, you can be sure that your room will be ready for you when you arrive. Instead of having to wait or kill time while the front desk holds onto your luggage, you can go straight to your room and relax.  

Start browsing our amazing selection of best Sugarloaf Key hotels with early check-in. You can click onto a property and scroll to the policies section to see details for your preferred hotel, such as specific check-in times.  

If your travel dates are between tonight and next weekend, check our dedicated section on Sugarloaf Key hotels with early check-in. You may even find hotels in Sugarloaf Key with free early check-in or discover some highly sought-after anytime check-in hotels. All you have to do is put in your check-in and check-out dates to see what's available during the time you're traveling to Sugarloaf Key. 

All sorts of hotels in Sugarloaf Key can offer early check-in whether you're looking for romantic accommodations, something suitable for the whole family, a business hotel, a 5-star resort, or cheap hotels with early check-in. Hotels with 24-hour front desk service often have early check-in available even if you're looking for hotels with a 6 am check-in. You may even find Sugarloaf Key hotels with 24-hour check-in. 

Deals for early check-in hotels in Sugarloaf Key 

Fares for hotels with early check-in in Sugarloaf Key range from $133 to $424. Early check-in can come at an extra cost, but the specific cost can vary depending on the property. Some offer free early check-in depending on availability, while others require an extra fee in all circumstances.  

Hotel deals for properties with early check-in are readily available in Sugarloaf Key. Don't hesitate to opt for those high-end amenities you love and with early check-in, you can arrive and check in to your room before the check-in window officially begins.

Fully refundable Sugarloaf Key hotels with early check-in 

Some early check-in hotels in Sugarloaf Key are fully refundable. You can find them easily in our curated selection. If you do need to cancel, find your booking in your itinerary on your Expedia account, just click "Cancel" and follow the instructions. 

Expedia makes planning a vacation simple. When you book a hotel, you can add a flight or a car to create a package deal and unlock even more attractive fares. You can also buy activities near your accommodations to add more fun to your trip. Book today! 

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