Beach Hotels, Sugarloaf Key Summerland Key

A waterfront with a pier, calm water, and houses with palm trees in the background.

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Our top choices for Sugarloaf Key beach hotels

A waterfront building with a flat roof, large windows, and a balcony.

A beachside dining area with thatched umbrellas, white plastic chairs, and tables.

A reception area with a wooden sculpture, a reception desk, a computer, and a television.

A balcony with a bench and table, overlooking a calm body of water with boats and palm trees.

1. Sugar Loaf Lodge

Summerland Key

P7,462

P8,395 total

includes taxes & fees

Sep 16 - Sep 17

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.

A multi-story hotel with balconies, palm trees, and a pool area.

A modern living room with a flat-screen TV, wooden cabinet, grey sofa, and a coffee table.

2. The Perry Hotel & Marina Key West

Stock Island

Unwind at this waterfront Marina retreat with easy access to Smathers Beach, two sparkling pools, and scenic views.

P12,440

P17,943 total

includes taxes & fees

Sep 18 - Sep 19

A beach scene with two people riding bicycles.

A two-story building with a central entrance, surrounded by palm trees and a wooden walkway.

A swimming pool surrounded by palm trees and lounge chairs, with a clear view of the ocean in the background.

A resort with a well-maintained lawn, palm trees, a pool area, and a view of the ocean.

3. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Soak up the Florida sunshine with beachside bliss at this Key West hotel, just minutes from pristine white sands and crystal waters.

P11,496

P15,762 total

includes taxes & fees

Oct 4 - Oct 5

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

A hotel room with a balcony, a bed, a desk, and two chairs.

A balcony with wicker furniture and a view of the ocean and palm trees.

4. Hampton Inn Key West FL

Key West

Sunlit paradise awaits with a quick shuttle to the private beach club, where pristine shores and shimmering waters beckon.

P8,433

P9,487 total

includes taxes & fees

Sep 22 - Sep 23

A person riding a bicycle along a coastal walkway with a view of the sea.

A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

A clear blue pool surrounded by lounge chairs and umbrellas, with palm trees and a gazebo in the background.

A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

5. Blue Flamingo Resort Key West

New Town

P6,876

P11,263 total

includes taxes & fees

Sep 20 - Sep 21

Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

A wooden deck with two wooden chairs and a small table, surrounded by white railings and palm trees.

A spacious living area with a large window, a dining table, and comfortable seating.

A poolside lounge area with a wicker chair, a straw hat, and a beach bag.

6. Hyatt Vacation Club at Beach House, Key West

Key West

P11,722

P16,016 total

includes taxes & fees

Sep 29 - Sep 30

A beach with palm trees, clear blue water, and a pier extending into the sea.

A balcony with wicker furniture, a view of the water, and a railing.

A balcony with wicker furniture, a red chair, and a lamp.

A balcony with wicker furniture, a view of the sea, and a spiral staircase.

7. Beachside Resort & Residences

Key West

P5,474

P12,155 total

includes taxes & fees

Sep 21 - Sep 22

A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.

A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

An outdoor patio with tables and chairs, umbrellas, and palm trees.

A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

8. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Soak in sun-soaked bliss with a short drive to pristine shores, complete with beach loungers, umbrellas, and a complimentary shuttle.

P6,487

P9,420 total

includes taxes & fees

Sep 27 - Sep 28

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Choose what matters most at beach hotels in Sugarloaf Key

Pool

Breakfast included

4 stars

5 stars

All-inclusive

Top Sugarloaf Key Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"The resort is very nice. Enjoyed the pool bar in the evenings. The pool was too warm so not very refreshing. Wished there was a microwave in the room."

Beachside Resort & Residences

10/10 Excellent

"Everything was great, food was wonderful"

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"It was beautiful. I didn’t like the $60 amenity fee or $50 parking but it was very nice"

Hampton Inn Key West FL

10/10 Excellent

"Muy buenos"

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"We loved our room! It was clean and comfortable. The swimming pool was excellent. The hotel staff were super helpful and friendly. We would come back here and bring our kids next time!"

Blue Flamingo Resort Key West

10/10 Excellent

"Beautiful property so much to do when you want a relaxing pool day!"

The Perry Hotel & Marina Key West

8/10 Good

"Beautiful place to stay, would definitely stay here again."

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Clean hotel, clean room, staff was very friendly. We would definitely stay here again!"

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Good"

Beach Hotels in Sugarloaf Key, Summerland Key

Change your mind

Treat yourself

Be picky

Check availability on Sugarloaf Key Beach Hotels

Our top choices for Sugarloaf Key beach hotels

1. Sugar Loaf Lodge

2. The Perry Hotel & Marina Key West

3. Hyatt Vacation Club at Windward Pointe, Key West

4. Hampton Inn Key West FL

5. Blue Flamingo Resort Key West

6. Hyatt Vacation Club at Beach House, Key West

7. Beachside Resort & Residences

8. DoubleTree Resort by Hilton Grand Key - Key West

Choose what matters most at beach hotels in Sugarloaf Key

Top Sugarloaf Key Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Beachside Resort & Residences

Southernmost Beach Resort and Guesthouses

Hampton Inn Key West FL

Hyatt Vacation Club at Windward Pointe, Key West

Blue Flamingo Resort Key West

The Perry Hotel & Marina Key West

DoubleTree Resort by Hilton Grand Key - Key West

Hilton Garden Inn Key West / The Keys Collection