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

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.

1. Hilton Key West Resort & Marina

Stock Island

Eric A

$173 nightly

$195 total

Oct 20 - Oct 21

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

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

2. The Perry Hotel & Marina Key West

Stock Island

Jade

$156 nightly

$178 total

Nov 2 - Nov 3

Total with taxes and fees

A swimming pool with lounge chairs and palm trees.

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

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

3. Hilton Garden Inn Key West / The Keys Collection

New Town

Eli

$131 nightly

$147 total

Oct 28 - Oct 29

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

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

4. Hampton Inn Key West FL

Key West

Erika

$169 nightly

$190 total

Oct 25 - Oct 26

Total with taxes and fees

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

A modern living room with a desk, two chairs, a sofa, and a TV mounted on the wall.

A modern room with a white cabinet, a flat-screen TV, a small table, and a bench.

A hotel room with a bed, a nightstand with a drawer, a wall-mounted lamp, and a patterned curtain.

5. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Nancy

$149 nightly

$168 total

Oct 25 - Oct 26

Total with taxes and fees

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

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

A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

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

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

New Town

Brian

$150 nightly

$169 total

Oct 21 - Oct 22

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

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

7. Sugar Loaf Lodge

Summerland Key

morgan

$119 nightly

$134 total

Oct 18 - Oct 19

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

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

8. Margaritaville Beach House Key West

Key West

Siamak

$264 nightly

$297 total

Oct 31 - Nov 1

Total with taxes and fees

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

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.

9. Blue Flamingo Resort Key West

New Town

Esteban

$175 nightly

$197 total

Oct 25 - Oct 26

Total with taxes and fees

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

A resort with a well-maintained lawn, palm trees, a pool area, 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 beach volleyball court with a net, surrounded by palm trees and a hotel in the background.

10. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Tina

$213 nightly

$240 total

Oct 26 - Oct 27

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

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

A two-story building with a balcony, arched windows, and a green roof.

11. Hyatt Vacation Club at Beach House, Key West

Key West

Rachel

$222 nightly

$250 total

Oct 31 - Nov 1

Total with taxes and fees

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

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

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

A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.

12. Courtyard by Marriott Key West Waterfront

Northside Resort

Everton

$174 nightly

$196 total

Oct 27 - Oct 28

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.

13. Beachside Resort & Residences

Key West

Deana

$202 nightly

$227 total

Oct 18 - Oct 19

Total with taxes and fees

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

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.

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

14. Parrot Key Hotel & Villas

Northside Resort

Anthony

$203 nightly

$228 total

Oct 29 - Oct 30

Total with taxes and fees

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

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

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

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

15. Havana Cabana at Key West

New Town

Stephanie

$200 nightly

$225 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

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

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

16. Ibis Bay Beach Resort

Northside Resort

Andre

$202 nightly

$228 total

Oct 18 - Oct 19

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.

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

17. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Darlene

$212 nightly

$239 total

Oct 26 - Oct 27

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 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.

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

A multi-story hotel with balconies and a well-lit entrance.

18. The Laureate Key West

New Town

Eileen

$184 nightly

$207 total

Oct 18 - Oct 19

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

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

Charlene

$276 nightly

$310 total

Oct 25 - Oct 26

Total with taxes and fees

A swimming pool with water splashing, surrounded by palm trees and a building in the background.

A hotel with a pool, bicycles, and lush greenery.

A two-story yellow house with a porch, white railings, and green shutters.

The exterior of the Silver Palms Inn with a two-story structure, a green awning over the entrance, and a palm tree to the right.

20. Silver Palms Inn & Historic Homes

Old Town Key West

sam

$159 nightly

$179 total

Oct 25 - Oct 26

Total with taxes and fees

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Top Rockland Key Hotel Reviews

The Southernmost Inn - Adults Only

8/10 Good

"Great location, everything walkable."

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"."

Pier House Resort & Spa

10/10 Excellent

"Staff is very friendly and helpful."

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"The property was well maintained and clean. The tropical plants and trees were beautiful and made it feel like a little oasis. Our room was clean and we had what we needed. The staff we interacted with were very friendly and welcoming. Breakfast was good and was just enough to get the day started. We enjoyed the bar and the pools and the welcome drink was a nice treat! Overall we had a great experience and we would recommend this place for the amenities and the location."

Parrot Key Hotel & Villas

10/10 Excellent

"The staff is amazing. Super welcoming and they gave me a great layout of what the hotel had to offer. The wallet John was a class act I really appreciated his help particularly. I only went to 2 of the 4 pools but they were clean and relaxing. The food truck had some surprisingly good food, and the bar was good too. You can walk the little beach they have here, layout and relax in the hammocks, and if you want to hang in the room there is plenty in there as well. Location wise there is a Walgreens within walking distance and there are two large shopping plazas within a quarter of a mile so you have plenty of options for food or items for the room. The shuttle service to the beach and to Duval Street came in clutch as well. If you are looking for a place that is a little quieter to sleep at than Duval but close to the action this is the place. I will certainly stay here again when in the area."

Havana Cabana at Key West

10/10 Excellent

"So Pretty and clean the place"

The Perry Hotel & Marina Key West

10/10 Excellent

"This is a great place just minutes away from Key West proper. The rooms are nice (at least, ours was), the staff was very pleasant and helpful, and the property is well-maintained. Parking is in a gravel lot adjacent to the buildings and very close to the lobby, elevators, and restaurants. We did not use any of their resort amenities, so I will not opine on their quality. I will note that you need to add the daily resort fee to your room charge and tax to estimate the daily rate for staying there."

Opal Key Resort & Marina, Key West

10/10 Excellent

"The hotel location, cleanliness and view are awesome. No complaints about anything. The unlimited cold water bottles were icing on the cake. If I’m so happy with a partial sea view room, I’ll be even happier with an oceanfront room. Maybe next time."

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

10/10 Excellent

"Unable to understand with the staff on my arrival. It was so frustrating!! Other than that nice atmosphere."

More cheap stays in Rockland Key

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

$169 nightly

$190 total

Oct 25 - Oct 26

Total with taxes and fees

Southwinds Motel

1321 Simonton Street Key West FL

$169 nightly

$190 total

Oct 26 - Oct 27

Total with taxes and fees

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)

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

$202 nightly

$228 total

Oct 18 - Oct 19

Total with taxes and fees

Pegasus International Hotel

501 Southard Street Key West FL

$209 nightly

$235 total

Nov 4 - Nov 5

Total with taxes and fees

8.2/10 Very Good! (1,000 reviews)

Alexander Palms Court

715 South St Key West FL

$229 nightly

$258 total

Oct 18 - Oct 19

Total with taxes and fees

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. The Perry Hotel & Marina Key West

3. Hilton Garden Inn Key West / The Keys Collection

4. Hampton Inn Key West FL

5. DoubleTree Resort by Hilton Grand Key - Key West

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

7. Sugar Loaf Lodge

8. Margaritaville Beach House Key West

9. Blue Flamingo Resort Key West

10. Hyatt Vacation Club at Windward Pointe, Key West

11. Hyatt Vacation Club at Beach House, Key West

12. Courtyard by Marriott Key West Waterfront

13. Beachside Resort & Residences

14. Parrot Key Hotel & Villas

15. Havana Cabana at Key West

16. Ibis Bay Beach Resort

17. The Reach Key West, Curio Collection by Hilton

18. The Laureate Key West

19. Casa Marina Key West, Curio Collection by Hilton

20. Silver Palms Inn & Historic Homes

Top Rockland Key Hotel Reviews

The Southernmost Inn - Adults Only

Southernmost Beach Resort and Guesthouses

Pier House Resort & Spa

Winslow's Bungalows - Key West Historic Inns

Parrot Key Hotel & Villas

Havana Cabana at Key West

The Perry Hotel & Marina Key West

Opal Key Resort & Marina, Key West

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

More cheap stays in Rockland Key

Hampton Inn Key West FL

Southwinds Motel

Parmer's Resort

Ibis Bay Beach Resort

Pegasus International Hotel

Alexander Palms Court

Hotels in Rockland Key with star-rating

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