Our top choices for Sugarloaf Key hotels

Sugar Loaf Lodge

Summerland Key

Oyuntseren

₩283,917 total

includes taxes & fees

May 21 - May 22

Starlight Serenity - Hideaway w Stunning Views

Summerland Key

₩1,239,217 total

includes taxes & fees

May 24 - May 25

Margaritaville Beach House Key West

Key West

Christine M

₩496,247 total

includes taxes & fees

Jun 8 - Jun 9

Looe Key Reef Resort

Summerland Key

Dwain

₩273,272 total

includes taxes & fees

Jun 8 - Jun 9

Oceanfront Walkout Suite - King | View from room

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Brandon

₩525,014 total

includes taxes & fees

May 28 - May 29

1 Bedroom Aqualodge # 6 Tarpon | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

Punta Brisa

Sofia

₩405,034 total

includes taxes & fees

May 25 - May 26

Parmer's Resort

Summerland Key

Dean

₩307,215 total

includes taxes & fees

May 28 - May 29

Atlantic View Luxury Villa with Pool

Summerland Key

Preetam

₩1,532,946 total

includes taxes & fees

May 21 - May 22

4 outdoor pools, pool umbrellas, sun loungers

Parrot Key Hotel & Villas

Northside Resort

Melinda

₩369,846 total

includes taxes & fees

Jun 17 - Jun 18

The Reach Key West, Curio Collection by Hilton

Old Town Key West

Erica

₩475,507 total

includes taxes & fees

Jun 9 - Jun 10

Duval Inn

Old Town Key West

Terry

₩334,897 total

includes taxes & fees

May 21 - May 22

Heron House Court - Adult Only

Key West Historic District

Dawn

₩256,346 total

includes taxes & fees

May 21 - May 22

Room, 2 Queen Beds, Balcony, Pool View | Balcony view

DoubleTree Resort by Hilton Grand Key - Key West

Key West

Stacey

₩317,643 total

includes taxes & fees

Jun 1 - Jun 2

Ocean View 3BR Condo with Rooftop Balcony | Balcony

Beachside Resort & Residences

Key West

William Jennings

₩384,825 total

includes taxes & fees

May 27 - May 28

Outdoor pool, free cabanas, sun loungers

Ocean Key Resort - A Noble House Resort

Key West Historic District

IRENE

₩514,035 total

includes taxes & fees

Jun 2 - Jun 3

Southernmost House - Adult Exclusive

Old Town Key West

BOBBY J.

₩510,198 total

includes taxes & fees

Jun 7 - Jun 8

Ibis Bay Beach Resort

Northside Resort

Kim

₩413,044 total

includes taxes & fees

Jun 10 - Jun 11

NYAH Key West - Adults Only

Key West Historic District

Paul

₩239,545 total

includes taxes & fees

May 26 - May 27

Authors of Key West Guest House

Key West Historic District

Royston

₩210,179 total

includes taxes & fees

May 25 - May 26

Outdoor pool, pool umbrellas, sun loungers

Hampton Inn Key West FL

Key West

Lilia

₩298,441 total

includes taxes & fees

May 31 - Jun 1

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

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.

See all hotels in Sugarloaf Key

Top Sugarloaf Key Hotel Reviews

Pier House Resort & Spa

10/10 Excellent

"Great place and location . Plan to stay again in future "

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"The beach and pool area were very nice. Service was also great on the beach. Rooms were very clean. The only thing negative about the property is they charge you for parking. So on top of the 60 dollar resort fee parking is an additional 40 to 50 dollars a day. Complementary parking should be available to those who stay at the resort. "

Ibis Bay Beach Resort

10/10 Excellent

"Nice continental breakfast is included, nice open-air restaurant/bar looking over the water, Clean rooms opening onto a cute little beach looking over the bay. Conveniently located a short drive to Old Town Key West. My wife absolutely loved the Stone Crab Shooter and the Stone Crab Bisque. Both were a real treat. Very cute and perfect for our little weekend getaway "

La Concha Key West, Autograph Collection

10/10 Excellent

"I've been going down to Key West for my birthday for close to a decade. I've stayed at a lot of different hotels. They're all generally pretty great. They excel in some things but lack in other things. I think I finally found the PERFECT hotel in Key West! La Concha turned 100 years this year!! But they shut down a few years ago to do renovations and it feels so modern inside! The room is big and spacious and it has everything you need inside. There are multiple restaurants in the building if you don't want to go out. But if you do, you're directly in the middle of Duval Street! This is the best location out of all the hotels I've been to! And there's a ton of parking behind the hotel, a rarity in Key West! I could go on and on about how much I loved it here! I will be returning next May for my next birthday celebration at La Concha! Oh and I need to mention that the staff all over the hotel were an absolute treat! Everyone was so helpful and knowledgeable! "

Havana Cabana at Key West

6/10 Okay

"Havana Cabana could be a 4 or 5 star except for a couple of things. First is there late check out - $75 for an extra two hours. I was able get the concierge to allow it gratis but I had to work for it. Another item was on the last night we found a cockroach and a worm type insect. Nasty. However the staff was helpful and nice to deal with. The bartenders, pool staff, etc. Other the the bugs mentioned the grounds were clean and well kept. However All in all i probably would not stay there again."

Southernmost Beach Resort and Guesthouses

8/10 Good

"It was a large and fun property. The roosters will wake you up early! But everything is shut down by 9 pm, so it’s not a problem. Plemty of seating and four different bars. It’s comfortable and casual, but it’s not the kind of place where they are sorting on you necessarily (for the price). But for a long weekend it was great and close enough to a lot of great restaurants."