Best 4 Star Hotels in Sugarloaf Shores
Check availability on Sugarloaf Shores 4 Star Hotels
Featured Sugarloaf Shores 4 Stars Hotels

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is €254 per night
€254
21 Dec - 22 Dec
includes taxes & fees
Our customers tell us they can't get enough of Blue Flamingo Resort Key West's great location. During your stay, you'll be within walking distance of Regal Key West. Enjoy features like free WiFi in public areas and a free area shuttle, plus 2 outdoor pools. This property offers pet-friendly amenities, such as an off-lead area.
Pool
Hot tub

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is €331 per night
€331
13 Jan - 14 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the pool at Southernmost Beach Resort and Guesthouses. During your stay, you're just a quick walk from Duval Street. Features include 3 outdoor pools, 2 poolside bars and a full-service spa.

Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
The price is €367 per night
€367
21 Dec - 22 Dec
includes taxes & fees
Our customers tell us they can't get enough of Hyatt Centric Key West Resort and Spa's great location. During your stay, you're just a quick walk from Duval Street. You'll find features such as free WiFi in public areas, plus a full-service spa and an outdoor pool. This property offers pet-friendly amenities, such as food and water bowls.
Pool
Spa

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is €304 per night
€304
4 Jan - 5 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the pool at Oceans Edge Key West Resort, Hotel & Marina. During your stay, you're just a quick walk from Stock Island Yacht Club & Marina. Enjoy features like free WiFi in public areas, plus 6 outdoor pools and a restaurant.

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
The price is €379 per night
€379
14 Jan - 15 Jan 2026
includes taxes & fees
Our customers tell us they can't get enough of Margaritaville Beach House Key West's great beach location. During your stay, you'll be within walking distance of Clarence S. Higgs Memorial Beach Park. An outdoor pool, a restaurant and a 24-hour gym are available. This property offers pet-friendly amenities, such as food and water bowls.
Pool
Pet-friendly

The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
The price is €324 per night
€324
8 Jan - 9 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the pool at The Perry Hotel & Marina Key West. During your stay, you'll be within walking distance of Stock Island Yacht Club & Marina. Enjoy features like free WiFi in public areas, plus 2 outdoor pools and 2 restaurants. Some of the pet-friendly amenities that this property offers include food and water bowls and an off-lead area.
Pool
Pet-friendly

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is €251 per night
€251
4 Jan - 5 Jan 2026
includes taxes & fees
Our customers tell us they can't get enough of DoubleTree Resort by Hilton Grand Key - Key West's great location. During your stay, you'll be within walking distance of Fort East Martello Museum and Gallery. Free WiFi in public areas, a free round-trip airport shuttle and a free beach shuttle are available.

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
The price is €260 per night
€260
13 Jan - 14 Jan 2026
includes taxes & fees
Our customers tell us they can't get enough of Parrot Key Hotel & Villas's great location. During your stay, you'll be within walking distance of Regal Key West. Enjoy features like free WiFi in public areas and a free area shuttle, plus 4 outdoor pools.

Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
The price is €321 per night
€321
22 Dec - 23 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the free breakfast at Winslow's Bungalows - Key West Historic Inns. During your stay, you're just a quick walk from Duval Street. You'll find features such as free WiFi in public areas, plus 3 outdoor pools and a poolside bar. This property offers pet-friendly amenities, such as food and water bowls.

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is €459 per night
€459
11 Jan - 12 Jan 2026
includes taxes & fees
During your stay at Casa Marina Key West, Curio Collection by Hilton, you're just a quick walk from Florida Keys Beaches. You'll find features such as free WiFi in public areas, plus 2 outdoor pools and a full-service spa.

La Concha Key West, Autograph Collection
430 Duval St Key West FL
The price is €315 per night
€315
22 Dec - 23 Dec
includes taxes & fees
La Concha Key West, Autograph Collection's great location gets high marks from our customers. During your stay, you're just a quick walk from Duval Street. Free WiFi in public areas, 3 restaurants and 2 bars are available.

Pier House Resort & Spa
1 Duval St Key West FL
The price is €407 per night
€407
23 Dec - 24 Dec
includes taxes & fees
Our customers tell us they can't get enough of Pier House Resort & Spa's great beach location. During your stay, you're just a quick walk from Duval Street. 2 bars, a full-service spa and an outdoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.
On private beach
Pool

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is €365 per night
€365
14 Jan - 15 Jan 2026
includes taxes & fees
Our customers tell us they can't get enough of The Reach Key West, Curio Collection by Hilton's great beach location. During your stay, you're just a quick walk from Duval Street. You'll find features such as a full-service spa, an outdoor pool and a restaurant.

Opal Key Resort & Marina, Key West
245 Front Street Key West FL
The price is €416 per night
€416
20 Dec - 21 Dec
includes taxes & fees
Our customers tell us they can't get enough of Opal Key Resort & Marina, Key West's great location. During your stay, you're just a quick walk from Duval Street. Enjoy features like 3 bars, an outdoor pool and a restaurant.

The Marker Key West Harbor Resort
200 William Street Key West FL
The price is €376 per night
€376
6 Jan - 7 Jan 2026
includes taxes & fees
Our customers tell us they can't get enough of The Marker Key West Harbor Resort's great location. During your stay, you're just a quick walk from Duval Street. Enjoy features like free WiFi in public areas, plus 3 outdoor pools and a restaurant.
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View all propertiesLowest 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 Shores hotels essential information
Accommodation | 3,559 hotels |
|---|---|
Lowest Price | €251 |
Highest Price | €459 |
Popular hotels | Blue Flamingo Resort Key West, Southernmost Beach Resort and Guesthouses, Hyatt Centric Key West Resort and Spa, Oceans Edge Key West Resort, Hotel & Marina, Margaritaville Beach House Key West, The Perry Hotel & Marina Key West, DoubleTree Resort by Hilton Grand Key - Key West, Parrot Key Hotel & Villas, Winslow's Bungalows - Key West Historic Inns, Casa Marina Key West, Curio Collection by Hilton, La Concha Key West, Autograph Collection, Pier House Resort & Spa, The Reach Key West, Curio Collection by Hilton, Opal Key Resort & Marina, Key West, The Marker Key West Harbor Resort |
Recent Sugarloaf Shores hotel reviews by travellers like youebookers verified reviews

DoubleTree Resort by Hilton Grand Key - Key West
5/5 Excellent
"Y"
A verified traveller stayed at DoubleTree Resort by Hilton Grand Key - Key West
Posted 6 days ago
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