Find hotels in Sugarloaf Key, FL from ₩164,587

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Our top choices for Sugarloaf Key hotels

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1003)
"Great place to stary. Staff was very nice."
United States
norka
The price is ₩146,293
₩164,587 total
includes taxes & fees
Dec 19 - Dec 20
Sugar Loaf Lodge

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is ₩434,237
₩982,256 total
includes taxes & fees
Dec 17 - Dec 18
Starlight Serenity - Hideaway w Stunning Views

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2935)
Immerse in oceanfront luxury at this Key West retreat. Sip drinks by 3 pools, unwind with massages at the spa, or practice yoga on the beach. The beachfront café serves American cuisine, while Duval Street's attractions remain moments away.

"Great stay with an actual beach which is rare in Key West. "
United States
Robert
The price is ₩277,957
₩420,766 total
includes taxes & fees
Dec 18 - Dec 19
Southernmost Beach Resort and Guesthouses

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1173)
This waterfront haven boasts 2 seafood restaurants, 2 poolside bars, and a 24-hour fitness center. Just a short drive from Smathers Beach and Duval Street, the hotel's marina setting offers a peaceful atmosphere with easy access to Key West's popular attractions.

"great place to stay "
United States
michael
The price is ₩383,265
₩521,920 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The Perry Hotel & Marina Key West

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
Looe Key Reef Resort

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)
Immerse yourself in the Florida Keys at this cottage resort with a full-service marina. Enjoy kayaking, outdoor pool, and nearby Bahia Honda State Park. Each accommodation includes a microwave, refrigerator, flat-screen TV and free WiFi.

"We loved it here. So beautiful and quiet."
United Kingdom
Mark
Old Wooden Bridge Resort and Marina

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1778)
This beach hotel offers a refreshing outdoor pool and coastal ambiance just minutes from Smathers Beach and Duval Street. Enjoy a workout in the 24-hour fitness center, savor meals at the restaurant, or sip drinks at the bar.

" Great location "
United States
Kristen
The price is ₩308,841
₩440,691 total
includes taxes & fees
Dec 16 - Dec 17
Margaritaville Beach House Key West

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, (1003)
"Very very nice stay! "
United States
Chloe
The price is ₩216,159
₩293,052 total
includes taxes & fees
Dec 18 - Dec 19
DoubleTree Resort by Hilton Grand Key - Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1285)
Located just 5 minutes from Smathers Beach, this hotel offers a refreshing outdoor pool with a poolside bar. Guests enjoy a complimentary breakfast, rooms with refrigerators, and a 24-hour fitness center. The quiet atmosphere and stunning sunset views create a relaxing island experience.

"Wonderful stay"
United States
Lindsey
The price is ₩308,841
₩347,446 total
includes taxes & fees
Dec 16 - Dec 17
Hampton Inn Key West FL

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1782)
Retreat to this peaceful Key West escape with a private beach and outdoor pool, just minutes from Smathers Beach. Relax in sun loungers, enjoy 2 restaurants and bars, or use the free shuttle to explore popular spots like Duval Street.

"Great stay"
United States
james
The price is ₩259,021
₩366,208 total
includes taxes & fees
Dec 18 - Dec 19
Beachside Resort & Residences

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.2 out of 10, Very Good, (2011)
"Staff was very helpful and friendly. "
United States
Sandra
The price is ₩188,890
₩252,223 total
includes taxes & fees
Dec 16 - Dec 17
Ibis Bay Beach Resort

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, (1154)
Tucked within a 10-minute drive of Duval Street and Smathers Beach, this hotel offers a refreshing outdoor pool and relaxing hot tub. Enjoy American cuisine at The Garden Grille, unwind at the poolside bar, and utilize the convenient free area shuttle to explore vibrant Key West.

"clean room comfortable bed ,pool jacuzzi with bar make us amazing stay this hotel."
United States
Shanker
The price is ₩175,375
₩238,864 total
includes taxes & fees
Dec 18 - Dec 19
Hilton Garden Inn Key West / The Keys Collection

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very Good, (1763)
Dive into paradise at this Key West resort featuring 2 outdoor pools with poolside bars. Enjoy American cuisine at the Toasted Coconut restaurant after a workout in the 24-hour fitness center. Just a short drive from Duval Street and Smathers Beach with free WiFi.

"Loved staying here and would again next time we are in Key West!!"
Canada
David
The price is ₩184,862
₩291,092 total
includes taxes & fees
Dec 16 - Dec 17
Blue Flamingo Resort Key West

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, (1752)
Discover a luxurious waterfront retreat featuring 6 sparkling outdoor pools and a full-service marina. After a refreshing swim, enjoy drinks at the poolside bar or explore Key West on complimentary bicycles. Duval Street and Smathers Beach are just minutes away.

"Clean room, great and friendly staff, great pools, easy parking, everything was great "
United States
Zidan
The price is ₩242,138
₩361,570 total
includes taxes & fees
Dec 16 - Dec 17
Oceans Edge Key West Resort, Hotel & Marina

Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina
2.0 star property
Big Pine Key
8.8 out of 10, Excellent, (159)
"Todo perfect"
Mexico
Rachel
The price is ₩450,702
₩507,047 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sunshine Key RV Resort & Marina

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1001)
"Room was clean and comfortable."
United States
Barbara K
The price is ₩198,161
₩271,150 total
includes taxes & fees
Dec 16 - Dec 17
Parmer's Resort

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1023)
Steps from Mallory Square in Key West, this resort offers a refreshing outdoor pool with poolside bar. Unwind with a massage or explore the full-service marina. The 3 bars and on-site restaurant keep you fueled between adventures on nearby Duval Street.

"Our stay was great!"
United States
Richard
The price is ₩412,281
₩522,016 total
includes taxes & fees
Dec 16 - Dec 17
Opal Key Resort & Marina, Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1193)
Waterfront paradise featuring easy access to onsite kayaking and 4 pristine pools. The Grove Kitchen and Bar offers poolside dining, while a fitness center and beach shuttle add convenience. Just minutes from Duval Street and Smathers Beach.

"Great hotel"
United States
Patrice
The price is ₩312,757
₩436,642 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Parrot Key Hotel & Villas

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1009)
Escape to this quiet resort with its oceanfront bar and private beach area featuring crystal-clear waters. Enjoy American cuisine at Four Flamingos while taking in ocean views, or unwind at the spa with deep-tissue massages after exploring nearby Duval Street.

"Staff was courteous and the location is perfect for a weekend in Key West."
United States
TIMOTHY
The price is ₩419,670
₩568,550 total
includes taxes & fees
Dec 18 - Dec 19
Hyatt Centric Key West Resort and Spa

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1003)
Experience Key West charm at this waterfront hotel just minutes from Duval Street. The outdoor pool, hot tub, and poolside bar create a relaxing retreat. Enjoy garden views, a coffee shop, and complimentary WiFi while staying near Florida Keys Beaches.

"Room clean, nice pool area"
United States
Tami
The price is ₩234,956
₩264,325 total
includes taxes & fees
Dec 17 - Dec 18
Courtyard by Marriott Key West Waterfront
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.
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Stay near popular South Florida attractions

Learn more about Sugarloaf Key

Kayak through mangrove tunnels and spot colorful fish in the crystal-clear waters surrounding this laid-back island. Unwind on Sugarloaf Beach's white sands or explore Upper Sugarloaf Sound, where local boaters know the best snorkeling spots.

Sugarloaf Shores which includes a bay or harbor and a house

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