Rockland Key Hotel & Accommodation Deals 2026 from AU$143 - Compare prices by date

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Rockland Key

Pet friendly

Apartment

Apart hotel

Spa

Pool

Condo

Spa pool

Cottage

Family friendly

Resort

Houseboat

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Rockland Key hotels

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

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

A hotel room with a balcony overlooking a marina and the ocean.

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

1. Hilton Key West Resort & Marina

Stock Island

Molly

AU$288

includes taxes & fees

6 Oct - 7 Oct

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

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

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

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

2. Beachside Resort & Residences

Key West

James

AU$262

includes taxes & fees

29 Sept - 30 Sept

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

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.

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

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

New Town

Patricia

AU$247

includes taxes & fees

29 Sept - 30 Sept

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

4. The Perry Hotel & Marina Key West

Stock Island

Jade

AU$283

includes taxes & fees

26 Oct - 27 Oct

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

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

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

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

5. Margaritaville Beach House Key West

Key West

TRICIA LYNN

AU$425

includes taxes & fees

29 Sept - 30 Sept

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

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

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

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

6. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Craige

AU$242

includes taxes & fees

30 Sept - 1 Oct

A swimming pool with lounge chairs and palm trees.

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

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

7. Hilton Garden Inn Key West / The Keys Collection

New Town

Walt

AU$208

includes taxes & fees

5 Oct - 6 Oct

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

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.

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

8. Ibis Bay Beach Resort

Northside Resort

Stephanie

AU$208

includes taxes & fees

29 Sept - 30 Sept

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.

9. Hampton Inn Key West FL

Key West

Jaycie

AU$265

includes taxes & fees

6 Oct - 7 Oct

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

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

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

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

10. Parrot Key Hotel & Villas

Northside Resort

Anthony

AU$293

includes taxes & fees

5 Oct - 6 Oct

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

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.

11. Blue Flamingo Resort Key West

New Town

Esteban

AU$269

includes taxes & fees

29 Sept - 30 Sept

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

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

12. Courtyard by Marriott Key West Waterfront

Northside Resort

Everton

AU$287

includes taxes & fees

29 Sept - 30 Sept

A building with a white exterior, a large red awning, and a gated entrance.

A small, enclosed porch with a chair and a table, surrounded by lush greenery and a white lattice fence.

A paved pathway lined with various plants and trees, leading to a building with a beige exterior.

A pool area with lounge chairs and a lifebuoy.

13. Authors of Key West Guest House

Key West Historic District

Avamarie

AU$143

includes taxes & fees

29 Sept - 30 Sept

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

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

14. Havana Cabana at Key West

New Town

Gustavo

AU$268

includes taxes & fees

29 Sept - 30 Sept

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

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.

The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.

15. Silver Palms Inn & Historic Homes

Old Town Key West

sam

AU$239

includes taxes & fees

29 Sept - 30 Sept

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

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

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.

16. The Laureate Key West

New Town

Mailyn

AU$295

includes taxes & fees

29 Sept - 30 Sept

A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.

A lush garden with a variety of tropical plants and a paved walkway.

A two-story building with a white picket fence, a mailbox, and a small tree in front.

17. Duval House

Old Town Key West

Christopher

AU$180

includes taxes & fees

30 Sept - 1 Oct

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

18. Sugar Loaf Lodge

Summerland Key

Richard

AU$191

includes taxes & fees

29 Sept - 30 Sept

A pool area with lounge chairs and a cabana.

A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.

A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.

A balcony with a table set for breakfast, overlooking the sea.

19. Ocean Key Resort - A Noble House Resort

Key West Historic District

Brian

AU$422

includes taxes & fees

29 Sept - 30 Sept

A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

A row of blue bicycles parked under a tree, with a white fence and a building in the background.

A covered outdoor area with a wooden staircase, seating, and potted plants.

A two-story building with a porch, a sign reading "The Grand Guesthouse," and a purple flag.

20. The Grand Guesthouse

Old Town Key West

Travis

AU$216

includes taxes & fees

30 Sept - 1 Oct

View all properties

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

Top Rockland Key Hotel Reviews

Recent Reviews in Rockland Key

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Close to everything, comfortable stay"

Beachside Resort & Residences

10/10 Excellent

"The elevator was out of service in our building making it a very difficult experience."

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

10/10 Excellent

"Great stay! The breakfast was excellent, and the staff was very friendly and attentive. The room was clean and comfortable. Everything was very nice overall."

Hilton Garden Inn Key West / The Keys Collection

8/10 Good

"Staff of the bus drivers was fantastic. Food was delish, the joint properties amenities usage was amazing and the staff was super helpful."

Pier House Resort & Spa

10/10 Excellent

"Great location and superb private beach"

The Perry Hotel & Marina Key West

8/10 Good

"Good place to stay but watch out for the gratuity tax (it's a State of Florida thing). The property was well maintained, and we enjoyed the room. Overall, it was a good place to stay. Most of the staff were hospitable and management was amazing."

Southwinds Motel

10/10 Excellent

"Wonderful"

Parrot Key Hotel & Villas

10/10 Excellent

"Excellent getaway spot for families or big groups. We loved it. Had a great time celebrating my bday! ✨"

La Concha Key West, Autograph Collection

10/10 Excellent

"Great location"

More cheap accommodation in Rockland Key

Alexander Palms Court

715 South St Key West FL

AU$191

29 Sept - 30 Sept

includes taxes & fees

9.4/10 Exceptional! (1,003 reviews)

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

AU$208

29 Sept - 30 Sept

includes taxes & fees

Pegasus International Hotel

501 Southard Street Key West FL

AU$235

1 Oct - 2 Oct

includes taxes & fees

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

Southwinds Motel

1321 Simonton Street Key West FL

AU$248

29 Sept - 30 Sept

includes taxes & fees

8.6/10 Excellent! (1,389 reviews)

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

AU$265

6 Oct - 7 Oct

includes taxes & fees

Parmer's Resort

565 Barry Avenue Summerland Key FL

AU$277

4 Oct - 5 Oct

includes taxes & fees

Explore a world of travel with Expedia

Car hire Key West

Key West Holiday Rentals

Search Rockland Key hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Rockland Key

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Rockland Key hotels

1. Hilton Key West Resort & Marina

2. Beachside Resort & Residences

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

4. The Perry Hotel & Marina Key West

5. Margaritaville Beach House Key West

6. DoubleTree Resort by Hilton Grand Key - Key West

7. Hilton Garden Inn Key West / The Keys Collection

8. Ibis Bay Beach Resort

9. Hampton Inn Key West FL

10. Parrot Key Hotel & Villas

11. Blue Flamingo Resort Key West

12. Courtyard by Marriott Key West Waterfront

13. Authors of Key West Guest House

14. Havana Cabana at Key West

15. Silver Palms Inn & Historic Homes

16. The Laureate Key West

17. Duval House

18. Sugar Loaf Lodge

19. Ocean Key Resort - A Noble House Resort

20. The Grand Guesthouse

Top Rockland Key Hotel Reviews

Recent Reviews in Rockland Key

DoubleTree Resort by Hilton Grand Key - Key West

Beachside Resort & Residences

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

Hilton Garden Inn Key West / The Keys Collection

Pier House Resort & Spa

The Perry Hotel & Marina Key West

Southwinds Motel

Parrot Key Hotel & Villas

La Concha Key West, Autograph Collection

More cheap accommodation in Rockland Key

Alexander Palms Court

Ibis Bay Beach Resort

Pegasus International Hotel

Southwinds Motel

Hampton Inn Key West FL

Parmer's Resort

Explore a world of travel with Expedia

Go further with the Expedia app