Hotels with Restaurants in Sugarloaf Key, Summerland Key

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Check availability on Sugarloaf Key Hotels with Restaurants

Tonight
Dec 24 - Dec 25
Tomorrow
Dec 25 - Dec 26
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Sugarloaf Key hotels with a restaurant

Restaurant
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1007)
"Great place to stary. Staff was very nice."
United States
norka
The price is P11,686
P13,147 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Sugar Loaf Lodge
Exterior
Looe Key Reef Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.4 out of 10, Good, (1002)
"Staff very polite and accommodating. "
United States
Gregory Mark
Looe Key Reef Resort
4 outdoor pools, pool umbrellas, sun loungers
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1210)
"Great location - nice pools - excellent staff"
United States
Gary
The price is P12,955
P17,951 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Parrot Key Hotel & Villas
6 outdoor pools, free cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
8.8 out of 10, Excellent, (1753)
"The place is great!"
United States
Anna
The price is P14,352
P19,743 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Oceans Edge Key West Resort, Hotel & Marina
3 outdoor pools, pool umbrellas, sun loungers
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2943)
"Great Stay!"
United States
mathew
The price is P17,375
P23,850 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Southernmost Beach Resort and Guesthouses
Beach nearby, white sand
Margaritaville Beach House Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1780)
"Everything was great, decor, rooms, pool and bar. "
United States
Melissa
The price is P21,008
P27,445 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Margaritaville Beach House Key West
Outdoor pool, open 7:00 AM to 10:00 PM, free cabanas, sun loungers
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town
7.8 out of 10, Good, (1185)
"Overall good stay! The breakfast was good and always clean. Hotel seemed a little older but was well kept. Pool was relaxing to sit by and enjoy!"
United States
Michelle
The price is P12,946
P16,220 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Fairfield Inn and Suites by Marriott Key West
Outdoor pool, pool umbrellas, sun loungers
Hampton Inn Key West FL

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1290)
"Wonderful stay"
United States
Lindsey
The price is P18,445
P20,750 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hampton Inn Key West FL
Outdoor pool
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.6 out of 10, Exceptional, (1010)
"Great staff, hotel and pool."
United States
Lilly
The price is P23,459
P29,039 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hyatt Vacation Club at Windward Pointe, Key West
Boating
Ibis Bay Beach Resort

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.2 out of 10, Very Good, (2018)
"Good location and breakfast "
United States
Abhay
The price is P17,833
P21,640 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Ibis Bay Beach Resort
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.
View all properties

Top Sugarloaf Key Hotel Reviews

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent
"Everything was wonderful."
Tracy 2-night trip
Posted 17 hours ago
Hyatt Vacation Club at Beach House, Key West

Frequently asked questions

How much do hotels with dining in Sugarloaf Key cost?
The price for hotels in Sugarloaf Key ranges from P13,147 to P29,039 per night. Expedia has unbeatable deals on properties with restaurants or in popular dining areas that'll please both your taste buds and bank account. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly hotels with dining in Sugarloaf Key?
If you're planning an escape in Sugarloaf Key and searching for a family-friendly hotel with dining, you can't beat Looe Key Reef Resort. This 2.5-star option has a nearby beach and a kids' menu. After checking in and chilling together in your home away from home, it's time to hit the road and visit some of the local sights. Florida Keys Beaches and Sugarloaf Beach are just two family-friendly attractions in Sugarloaf Key.
Why book your hotel with dining in Sugarloaf Key with Expedia?
With Expedia, it's a cinch to find your ideal hotel with dining in Sugarloaf Key. Find your way to the filters to search for stays with a restaurant on-site. If you have a fixed budget, choose how much you're willing to spend and the star rating of your hotel. We'll help you find the right stay whatever your bank balance or tastes.
How can I find cheap hotels with dining in Sugarloaf Key?
Expedia can help you track down cheap hotels with dining in Sugarloaf Key. Try our helpful filter tools to look up stays with restaurants or delicious extras, like included breakfast. You can also choose how much you want to spend per night and your preferred hotel star rating to minimize costs.
What is there to do in Sugarloaf Key near my hotel with dining?
If you're eager to discover the best of Sugarloaf Key, Florida Keys Beaches is the perfect place to start.