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Tonight
Check prices in Sugarloaf Key for tonight, Jun 5 - Jun 6
Jun 5 - Jun 6
Tomorrow night
Check prices in Sugarloaf Key for tomorrow night, Jun 6 - Jun 7
Jun 6 - Jun 7
This weekend
Check prices in Sugarloaf Key for this weekend, Jun 5 - Jun 7
Jun 5 - Jun 7

Most frequently booked Sugarloaf Key hotels

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939 Summerland Key FL
4.63 km from city centre
Get rates
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are located nearby.
On private beach
Pool
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Free cancellation
Reserve now, pay when you stay
22.21 km from city centre
The price is CA $174 per night
CA $174
CA $274 total
Jun 7 - Jun 8
includes taxes & fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Pool
Hot tub
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Free cancellation
Reserve now, pay when you stay
26.97 km from city centre
The price is CA $273 per night
CA $273
CA $409 total
Jun 29 - Jun 30
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.
Pool
Spa
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Free cancellation
Reserve now, pay when you stay
24.51 km from city centre
The price is CA $321 per night
CA $321
CA $450 total
Jul 6 - Jul 7
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Pool
Pet-friendly
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
Free cancellation
Reserve now, pay when you stay
22.08 km from city centre
The price is CA $159 per night
CA $159
CA $218 total
Jun 21 - Jun 22
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Pool
Hot tub
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St Key West FL
Free cancellation
Reserve now, pay when you stay
27.37 km from city centre
The price is CA $329 per night
CA $329
CA $417 total
Jun 30 - Jul 1
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Pool
Pet-friendly
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Free cancellation
Reserve now, pay when you stay
22.9 km from city centre
The price is CA $173 per night
CA $173
CA $286 total
Jul 5 - Jul 6
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Pool
Hot tub
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
Free cancellation
Reserve now, pay when you stay
26.41 km from city centre
The price is CA $310 per night
CA $310
CA $443 total
Jun 30 - Jul 1
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach are located nearby.
On private beach
Pool
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
Free cancellation
Reserve now, pay when you stay
27.31 km from city centre
The price is CA $310 per night
CA $310
CA $445 total
Jun 21 - Jun 22
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Pool
Spa
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See all available properties in Sugarloaf Key
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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.

Top family friendly Sugarloaf Key hotel deals

Sugar Loaf Lodge

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL
The price is CA $235 per night from Jun 7 to Jun 8
CA $235
CA $264 total
Jun 7 - Jun 8
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)

Top cheap Sugarloaf Key hotel deals

Sugar Loaf Lodge

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL
The price is CA $235 per night from Jun 7 to Jun 8
CA $235
CA $264 total
Jun 7 - Jun 8
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)

Top hotels in Sugarloaf Key for Extended Stay

Two Bedroom Residence With Balcony

Two Bedroom Residence With Balcony

Key West FL
The price is CA $514 per night from Jun 7 to Jun 8
CA $514
CA $871 total
Jun 7 - Jun 8
includes taxes & fees
10/10 Exceptional! (1 review)
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.

Sugarloaf Key hotels essential information

Accommodation
3,451 hotels
Lowest Price
CA $218
Highest Price
CA $1,597
Popular hotels
Sugarloaf Key Hotel at KOA Resort, Blue Flamingo Resort Key West, Southernmost Beach Resort and Guesthouses, Margaritaville Beach House Key West, Hilton Garden Inn Key West / The Keys Collection, La Concha Key West, Autograph Collection, Havana Cabana at Key West , Casa Marina Key West, Curio Collection by Hilton, Hyatt Centric Key West Resort and Spa

Frequently asked questions

What are the top kid-friendly hotels in Sugarloaf Key?
Family getaways are where treasured memories are made, but traveling with young ones can be challenging. These kid-friendly Sugarloaf Key hotels offer perks that aim to keep adventurers of all ages relaxed and happy: THE BLACK MARLIN - 3 BEDROOM / 2.5 BATHROOM WITH POOL & TIKI HUT will help make your trip the most memorable one yet. It comes with an assortment of conveniences aimed at families, such as a swimming pool and a playground. Oceanfront Sugarloaf Key Home w/ Private Dock is another top pick. After an exciting day of sightseeing, come home to your cozy room and perks like a king bed and free WiFi.
Where can I find cheap hotels in Sugarloaf Key?
At Travelocity you'll find really nice hotels in Sugarloaf Key at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Sugarloaf Key rather than in Sugarloaf Key. We may find you even better rates, too.
How do I find the best Sugarloaf Key hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Sugarloaf Key then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Sugarloaf Key?
The cheapest hotel in Sugarloaf Key is CA $218 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Sugarloaf Key?
There are 3,451 hotels in Sugarloaf Key on Travelocity.
What are the best hotels in Sugarloaf Key?
Sugarloaf Key has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Sugarloaf Key for you!
When is the best time to visit Sugarloaf Key?
If you want the joy of a fun-filled trip in peak season, visit Sugarloaf Key during February, March and November. If you'd prefer the peace of off-season, book a stay during quieter months, such as April, September and October.
When is the cheapest time to stay in Sugarloaf Key?
Based on historic data is usually the cheapest month to visit Sugarloaf Key. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Sugarloaf Key?
There are multiple hotels in Sugarloaf Key that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Sugarloaf Key. We have plenty of kid-friendly hotels in Sugarloaf Key to choose from on Travelocity!
Why book a hotel in Sugarloaf Key through Travelocity?
Because we have the top hotels in Sugarloaf Key! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Sugarloaf Key on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Sugarloaf Key hotel reviews by fellow wanderers

Pier House Resort & Spa

Pier House Resort & Spa

5 out of 5
Posted 10 hours ago
Travelocity Verified Review
"My wife and I went down there for a four night stay and had a wonderful experience! We stayed in an ocean view room, which was absolutely beautiful. The staff was very friendly and helpful. The location could not have been better, and it is in walking distance to pretty much everything. The resort has its own private pool and beach, which was such a unique bonus. We were also very impressed by how intentional the resort is about wheelchair accessibility. My mother-in-law has ALS and is in a wheelchair, so we are already planning a trip to bringing her to this resort. We give it five stars!"
A verified traveller stayed at Pier House Resort & Spa
Pier House Resort & Spa