Top 10 Hotels in Lower Sugarloaf Key (from $104) 2026 - Competitive Prices

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

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Our top choices for Lower Sugarloaf Key hotels

A deck with sun loungers and a railing overlooking the sea.

A beach scene with two people relaxing under a white umbrella, a palm tree, and a clear blue sky.

A beachside hotel with rows of blue lounge chairs and white umbrellas, palm trees, and a clear blue sky.

A room with a view of the beach and ocean, a bed with a white and blue blanket, and a small table with a potted plant.

1. Southernmost Beach Resort and Guesthouses

Old Town Key West

Krystle

$261 nightly

$294 total

Oct 7 - Oct 8

Total with taxes and fees

A couple holding hands in a tropical setting with palm trees and greenery.

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

A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

2. Blue Flamingo Resort Key West

New Town

Esteban

$168 nightly

$189 total

Oct 4 - Oct 5

Total with taxes and fees

A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.

A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.

A resort with a pool leading to a beach, surrounded by palm trees and white buildings.

3. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Coni

$309 nightly

$348 total

Oct 4 - Oct 5

Total with taxes and fees

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

A modern dining area with a glass table, four chairs, and a ceiling fan.

A spacious lobby with a marble floor, leather sofas, and large potted plants.

A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.

4. Beachside Resort & Residences

Key West

James

$185 nightly

$208 total

Oct 4 - Oct 5

Total with taxes and fees

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

A beach volleyball court with a net, surrounded by palm trees and a hotel in the background.

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

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

5. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Tina

A swimming pool surrounded by palm trees and a natural rock formation.

A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.

A spacious lobby with a central seating area, two staircases, and multiple potted plants.

6. Havana Cabana at Key West

New Town

Gustavo

$182 nightly

$205 total

Nov 1 - Nov 2

Total with taxes and fees

A dining table with plates of food, a drink, and a view of a pool and palm trees.

A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.

A beach with a palm tree and two chairs.

A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.

7. Margaritaville Beach House Key West

Key West

TRICIA LYNN

$265 nightly

$298 total

Oct 4 - Oct 5

Total with taxes and fees

An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.

A beach scene with two white chairs, a hammock, and palm trees.

An aerial view of a resort with a large building, a beach, and a pier in the background.

A bar area with wooden chairs, a bar counter, and a variety of bottles and glasses.

8. Isla Bella Beach Resort & Spa

Marathon

Andrew

$256 nightly

$288 total

Oct 4 - Oct 5

Total with taxes and fees

A clear pool with reflections of palm trees and lounge chairs, surrounded by greenery.

A marina with boats docked, a covered boat, and a waterway with palm trees in the background.

A resort with multiple RV parking, a central walkway, and a building with balconies overlooking a body of water.

An outdoor patio with wicker furniture, a fire pit, and a hammock.

9. Sugarloaf Key Hotel at KOA Resort

Summerland Key

John

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.

A hotel with a central courtyard, palm trees, and a fountain.

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

10. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Nancy

$141 nightly

$159 total

Oct 7 - Oct 8

Total with taxes and fees

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

A tall palm tree with a white building in the background.

A beach with palm trees, lounge chairs, and umbrellas.

11. Parrot Key Hotel & Villas

Northside Resort

Anthony

$179 nightly

$202 total

Oct 4 - Oct 5

Total with taxes and fees

A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.

A balcony with a view of the ocean, a sofa, and a massage table.

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

12. Pier House Resort & Spa

Key West Historic District

Cheryl

$308 nightly

$346 total

Oct 7 - Oct 8

Total with taxes and fees

A beach with a wooden pier, palm trees, and beach umbrellas.

A modern bar area with a central island, white bar stools, and a view of the ocean.

An outdoor dining area with tables and chairs, overlooking the ocean.

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

13. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Darlene

$259 nightly

$291 total

Oct 8 - Oct 9

Total with taxes and fees

A marina with boats docked, a pool area, and a building with a white facade.

A clear view of turquoise ocean water and a blue sky with clouds.

A breakfast setting with a table, chairs, a vase with flowers, and a city view.

A waterfront hotel with a pool, palm trees, and a wooden dock.

14. Hilton Key West Resort & Marina

Stock Island

Molly

$168 nightly

$188 total

Oct 8 - Oct 9

Total with taxes and fees

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

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

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.

15. Hyatt Vacation Club at Beach House, Key West

Key West

Rachel

$504 nightly

$567 total

Nov 1 - Nov 2

Total with taxes and fees

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 corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

A swimming pool with a surrounding deck, palm trees, and lounge chairs.

16. Sugar Loaf Lodge

Summerland Key

Richard

$119 nightly

$134 total

Oct 4 - Oct 5

Total with taxes and fees

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

A bar area with a thatched roof, wooden chairs, and a poolside view.

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

A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

17. Hampton Inn Key West FL

Key West

Jaycie

$166 nightly

$186 total

Oct 6 - Oct 7

Total with taxes and fees

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

A marina with boats docked, a swimming pool, and palm trees.

A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.

18. The Perry Hotel & Marina Key West

Stock Island

Jade

$191 nightly

$215 total

Oct 5 - Oct 6

Total with taxes and fees

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

A marina with boats docked, a beach resort building, and palm trees.

A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.

A pool area with blue lounge chairs, a hot tub, and a covered seating area.

19. Ibis Bay Beach Resort

Northside Resort

Stephanie

$184 nightly

$207 total

Oct 4 - Oct 5

Total with taxes and fees

A swimming pool with lounge chairs and palm trees.

A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'

A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

20. Hilton Garden Inn Key West / The Keys Collection

New Town

Walt

$134 nightly

$151 total

Oct 4 - Oct 5

Total with taxes and fees

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Top Lower Sugarloaf Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"We were looking for good value- we got it! Staff was friendly from start to finish. Rooms provided everything we wanted from a comfortable bed to a scenic ocean view."

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"Had a great time!"

Margaritaville Beach House Key West

8/10 Good

"My overall experience was good. I wasn’t overly impressed, but was content. I don’t have many complaints besides the food. We ate twice at the resort and had issues both times. We decided to eat elsewhere after that."

Havana Cabana at Key West

8/10 Good

"We have been to Havana Cabana a few times before and came back, as we had enjoyed our stay. Upon our arrival we found out they had a problem 2 days before our arrival, we were not notified in advance. They had a lot of rain for several days and we did not get the room we booked, as the ceiling had damages in several rooms. This also caused issues with our TV service. They did comp us a few days, gave us 2 dinner vouchers and drink vouchers, which we were very happy with. They do have very good food. The atmosphere is great and most of the staff are very pleasant and helpful. Beautiful Tropical retreat, nice large pool and surroundings. Several stores, etc. are close by and Duval St. and downtown attractions are not far at all."

Beachside Resort & Residences

10/10 Excellent

"The room was clean. No daily housekeeping. The staff were pleasant and quiet helpful. Breakfast was outstanding. It was alacart and you have to pay per item. Over all this was the most relaxing vacation I've been on. Loved it!"

Parrot Key Hotel & Villas

10/10 Excellent

"This property is nicer than anything we found closer to Duval Street. This property is 5 stars! Roomy, worth every penny. I loved my king size bed. I loved the properties gardens and the pools. It was quiet, private, and luxurious. I have one critique, valet parking is not needed. $30 for Valet is not needed."

Hampton Inn Key West FL

10/10 Excellent

"This is our 8th stay at The Hampton Inn key west. Great property, awesome staff especially Kim at the front desk. Very clean property and nice rooms .we always stay ocean front, beautiful view, peaceful.Cant wait to go again."

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"Amazing place to stay for vacation."

Hyatt Centric Key West Resort and Spa

10/10 Excellent

"We had a wonderful stay at Hyatt Centric Key West Resort & Spa! The pool was a perfect place to relax, and we especially loved seeing the rescued turtles - such a unique and memorable part of the property. The location could not be better: everything we wanted to explore in Key West was within easy walking distance. It was incredibly convenient to enjoy the sights, restaurants, and lively atmosphere without needing a car. We would gladly stay here again!"

More cheap stays in Lower Sugarloaf Key

Alexander Palms Court

715 South St Key West FL

$135 nightly

$152 total

Oct 5 - Oct 6

Total with taxes and fees

9.4/10 Exceptional! (1,005 reviews)

Parmer's Resort

565 Barry Avenue Summerland Key FL

$156 nightly

$175 total

Nov 1 - Nov 2

Total with taxes and fees

Pegasus International Hotel

501 Southard Street Key West FL

$159 nightly

$179 total

Oct 7 - Oct 8

Total with taxes and fees

8.2/10 Very Good! (1,007 reviews)

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

$166 nightly

$186 total

Oct 6 - Oct 7

Total with taxes and fees

9/10 Wonderful! (1,534 reviews)

Southwinds Motel

1321 Simonton Street Key West FL

$169 nightly

$190 total

Oct 5 - Oct 6

Total with taxes and fees

8.6/10 Excellent! (1,391 reviews)

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

$184 nightly

$207 total

Oct 4 - Oct 5

Total with taxes and fees

Hotels in Lower Sugarloaf Key with star-rating

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Find hotels in Lower Sugarloaf Key, FL from $104

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Lower Sugarloaf Key

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Lower Sugarloaf Key hotels

1. Southernmost Beach Resort and Guesthouses

2. Blue Flamingo Resort Key West

3. Casa Marina Key West, Curio Collection by Hilton

4. Beachside Resort & Residences

5. Hyatt Vacation Club at Windward Pointe, Key West

6. Havana Cabana at Key West

7. Margaritaville Beach House Key West

8. Isla Bella Beach Resort & Spa

9. Sugarloaf Key Hotel at KOA Resort

10. DoubleTree Resort by Hilton Grand Key - Key West

11. Parrot Key Hotel & Villas

12. Pier House Resort & Spa

13. The Reach Key West, Curio Collection by Hilton

14. Hilton Key West Resort & Marina

15. Hyatt Vacation Club at Beach House, Key West

16. Sugar Loaf Lodge

17. Hampton Inn Key West FL

18. The Perry Hotel & Marina Key West

19. Ibis Bay Beach Resort

20. Hilton Garden Inn Key West / The Keys Collection

Learn more about Lower Sugarloaf Key

Top Lower Sugarloaf Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Winslow's Bungalows - Key West Historic Inns

Margaritaville Beach House Key West

Havana Cabana at Key West

Beachside Resort & Residences

Parrot Key Hotel & Villas

Hampton Inn Key West FL

Casa Marina Key West, Curio Collection by Hilton

Hyatt Centric Key West Resort and Spa

More cheap stays in Lower Sugarloaf Key

Alexander Palms Court

Parmer's Resort

Pegasus International Hotel

Hampton Inn Key West FL

Southwinds Motel

Ibis Bay Beach Resort

Hotels in Lower Sugarloaf Key with star-rating

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