Top 10 Hotels in Rockland Key (from $134) 2026 - Competitive Prices

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Our top choices for Rockland Key hotels

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

A covered outdoor seating area with tables and chairs, overlooking a marina with boats.

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

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

1. Hilton Key West Resort & Marina

Stock Island

Anders

$185 nightly

$208 total

Oct 15 - Oct 16

Total with taxes and fees

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

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

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

A modern kitchen with a marble island, wooden cabinets, and pendant lighting.

2. Hampton Inn Key West FL

Key West

Andrew

$159 nightly

$179 total

Oct 13 - Oct 14

Total with taxes and fees

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

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

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

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

3. Sugar Loaf Lodge

Summerland Key

Richard

$119 nightly

$134 total

Oct 12 - Oct 13

Total with taxes and fees

A balcony with a view of a pool area, palm trees, and outdoor seating.

A conference room with a large white screen, multiple tables, and chairs.

A hotel room with a bed, a desk, a chair, a balcony with a view, and a ceiling fan.

A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.

4. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Nancy

$157 nightly

$177 total

Oct 27 - Oct 28

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 modern living room with a sectional sofa, a small round table, and a potted plant.

5. Hilton Garden Inn Key West / The Keys Collection

New Town

Eli

$148 nightly

$166 total

Oct 25 - Oct 26

Total with taxes and fees

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

A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.

An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.

A modern office space with a reception desk, computer, and seating area.

6. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

New Town

Brian

$164 nightly

$185 total

Oct 12 - Oct 13

Total with taxes and fees

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

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

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

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

7. The Perry Hotel & Marina Key West

Stock Island

Jade

$188 nightly

$211 total

Oct 25 - Oct 26

Total with taxes and fees

A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

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

A hotel room with two beds, a balcony with a view of the ocean, and a large wave painting on the wall.

A modern kitchen with white cabinets and a built-in microwave. There is a dining area with a table set for two, a sofa, and a balcony with a view of the ocean.

8. The Laureate Key West

New Town

Eileen

$184 nightly

$207 total

Oct 25 - Oct 26

Total with taxes and fees

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

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

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

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

9. Beachside Resort & Residences

Key West

James

$192 nightly

$216 total

Oct 12 - Oct 13

Total with taxes and fees

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

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

10. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Tina

$232 nightly

$261 total

Oct 26 - Oct 27

Total with taxes and fees

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.

A modern restaurant with a wooden counter, seating area, and large windows.

A pool area with lounge chairs, palm trees, and a building with a tiled roof.

11. Courtyard by Marriott Key West Waterfront

Northside Resort

Everton

$159 nightly

$179 total

Oct 12 - Oct 13

Total with taxes and fees

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

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.

A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

12. Ibis Bay Beach Resort

Northside Resort

Andre

$175 nightly

$197 total

Oct 12 - Oct 13

Total with taxes and fees

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

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

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

13. Blue Flamingo Resort Key West

New Town

Esteban

$175 nightly

$197 total

Oct 12 - Oct 13

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.

14. Hyatt Vacation Club at Beach House, Key West

Key West

Rachel

$258 nightly

$291 total

Oct 29 - Oct 30

Total with taxes and fees

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

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

A beach with palm trees, a sandy shore, and a calm sea under a clear sky.

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

15. Parrot Key Hotel & Villas

Northside Resort

Anthony

$178 nightly

$200 total

Oct 12 - Oct 13

Total with taxes and fees

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

An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.

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

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

16. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Darlene

$238 nightly

$267 total

Oct 25 - Oct 26

Total with taxes and fees

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

A covered outdoor seating area with a pool in the background.

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

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

17. Havana Cabana at Key West

New Town

Stephanie

$172 nightly

$193 total

Oct 25 - Oct 26

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 person standing by a window overlooking a beach with palm trees and the ocean.

18. Margaritaville Beach House Key West

Key West

Richard

$265 nightly

$298 total

Oct 12 - Oct 13

Total with taxes and fees

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

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

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

A spacious lobby with green sofas, a coffee table, and a dining area.

19. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Coni

$276 nightly

$310 total

Oct 25 - Oct 26

Total with taxes and fees

A large, ornate hotel with a pool, palm trees, and a view of the ocean.

A large, two-story house with a prominent tower and a covered porch.

A gated entrance with a blue metal gate, palm trees, and a building with a red roof in the background.

A grand staircase with ornate railings and a chandelier.

20. Southernmost House - Adult Exclusive

Old Town Key West

yessy

$261 nightly

$294 total

Oct 27 - Oct 28

Total with taxes and fees

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Top Rockland Key Hotel Reviews

Hampton Inn Key West FL

10/10 Excellent

"Very good sleeping bed and an excellent view to the ocean. But the air conditioner and refrigerator were very noisy"

Havana Cabana at Key West

10/10 Excellent

"This Place is amazing !"

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

8/10 Good

"It's okay to stay for few days"

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"Very cute and clean place to stay"

Opal Key Resort & Marina, Key West

8/10 Good

"Fantastic location next to the marina, cruise ship docks and shopping. Hotel needs updating but the location more than makes up for that. Lolita’s Restaurant, on hotel property, is fantastic for really breathtaking sunset dining! Our bathroom was dirty when we checked in but the staff were quick to address and correct. The A/C was really loud and couldn’t quite keep up. Overall very nice resort and great location. Would gladly stay here again."

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"We had a wonderful stay at casa marina. The rooms were clean, staff were super friendly and always so helpful, the entire resort felt like a dream. We can’t wait to be back!"

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"The rooms were nice. The staff were friendly, but the back yard lounge/pool area was my favourite. Beautiful place to longe day or night. The free shuttle to Duval street runs every hour and made it so easy to enjoy downtown!"

The Perry Hotel & Marina Key West

10/10 Excellent

"Súper bueno todo"

More cheap stays in Rockland Key

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

$159 nightly

$179 total

Oct 13 - Oct 14

Total with taxes and fees

9/10 Wonderful! (1,555 reviews)

Southwinds Motel

1321 Simonton Street Key West FL

$165 nightly

$185 total

Oct 25 - Oct 26

Total with taxes and fees

8.6/10 Excellent! (1,383 reviews)

Pegasus International Hotel

501 Southard Street Key West FL

$174 nightly

$196 total

Oct 14 - Oct 15

Total with taxes and fees

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

$175 nightly

$197 total

Oct 12 - Oct 13

Total with taxes and fees

Alexander Palms Court

715 South St Key West FL

$189 nightly

$213 total

Oct 12 - Oct 13

Total with taxes and fees

9.4/10 Exceptional! (1,001 reviews)

Parmer's Resort

565 Barry Avenue Summerland Key FL

$198 nightly

$223 total

Nov 1 - Nov 2

Total with taxes and fees

9/10 Wonderful! (1,001 reviews)

Hotels in Rockland Key with star-rating

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Find hotels in Rockland Key, FL from $134

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Rockland Key

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Rockland Key hotels

1. Hilton Key West Resort & Marina

2. Hampton Inn Key West FL

3. Sugar Loaf Lodge

4. DoubleTree Resort by Hilton Grand Key - Key West

5. Hilton Garden Inn Key West / The Keys Collection

6. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

7. The Perry Hotel & Marina Key West

8. The Laureate Key West

9. Beachside Resort & Residences

10. Hyatt Vacation Club at Windward Pointe, Key West

11. Courtyard by Marriott Key West Waterfront

12. Ibis Bay Beach Resort

13. Blue Flamingo Resort Key West

14. Hyatt Vacation Club at Beach House, Key West

15. Parrot Key Hotel & Villas

16. The Reach Key West, Curio Collection by Hilton

17. Havana Cabana at Key West

18. Margaritaville Beach House Key West

19. Casa Marina Key West, Curio Collection by Hilton

20. Southernmost House - Adult Exclusive

Top Rockland Key Hotel Reviews

Hampton Inn Key West FL

Havana Cabana at Key West

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Winslow's Bungalows - Key West Historic Inns

Opal Key Resort & Marina, Key West

Casa Marina Key West, Curio Collection by Hilton

DoubleTree Resort by Hilton Grand Key - Key West

The Perry Hotel & Marina Key West

More cheap stays in Rockland Key

Hampton Inn Key West FL

Southwinds Motel

Pegasus International Hotel

Ibis Bay Beach Resort

Alexander Palms Court

Parmer's Resort

Hotels in Rockland Key with star-rating

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