Rockland Key Hotel & Accommodation Deals 2026 from NZ$164 - Fully Refundable Options - Expedia

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Go beyond your typical stay in Rockland Key

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16 Oct - 18 Oct

Our top choices for Rockland Key hotels

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.

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

New Town

United States

Patricia

NZ$309

includes taxes & fees

4 Oct - 5 Oct

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

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

2. Hampton Inn Key West FL

Key West

United States

Jaycie

NZ$339

includes taxes & fees

4 Oct - 5 Oct

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

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

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.

3. Sugar Loaf Lodge

Summerland Key

United States

Richard

NZ$198

includes taxes & fees

4 Oct - 5 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 bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'

Sports facility

4. Hilton Garden Inn Key West / The Keys Collection

New Town

United States

Walt

NZ$274

includes taxes & fees

8 Oct - 9 Oct

A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.

A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

A canal with boats docked on both sides, surrounded by lush greenery and trees.

A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.

5. Looe Key Reef Resort

Summerland Key

United States

Stephen

NZ$202

includes taxes & fees

5 Oct - 6 Oct

A white building with a covered patio area, surrounded by palm trees and a view of the ocean.

A dining area with a table and chairs, a ceiling fan, a television, and a window with a view of the outdoors.

Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.

A sunset view with a thatched structure and a palm tree by a calm body of water.

6. Parmer's Resort

Summerland Key

United States

Mireya

NZ$312

includes taxes & fees

1 Nov - 2 Nov

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

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

7. DoubleTree Resort by Hilton Grand Key - Key West

Key West

United States

Nancy

NZ$307

includes taxes & fees

11 Oct - 12 Oct

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

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

8. Hilton Key West Resort & Marina

Stock Island

United States

Molly

NZ$357

includes taxes & fees

12 Oct - 13 Oct

Pool

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

United States

Esteban

NZ$337

includes taxes & fees

4 Oct - 5 Oct

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 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.

10. Beachside Resort & Residences

Key West

United States

James

NZ$345

includes taxes & fees

4 Oct - 5 Oct

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 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.

11. Ibis Bay Beach Resort

Northside Resort

United States

Stephanie

NZ$313

includes taxes & fees

4 Oct - 5 Oct

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 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.

12. Havana Cabana at Key West

New Town

United States

Stephanie

NZ$369

includes taxes & fees

1 Nov - 2 Nov

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

A spacious kitchen with a dining area, large windows, and a view of the outdoors.

A pool area with lounge chairs and a lifebuoy.

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

13. Authors of Key West Guest House

Key West Historic District

United States

Robbie

NZ$164

includes taxes & fees

4 Oct - 5 Oct

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

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

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.

14. Hyatt Vacation Club at Beach House, Key West

Key West

United States

Rachel

NZ$468

includes taxes & fees

28 Oct - 29 Oct

A hotel room with a bed, a TV, a ceiling fan, a window with blinds, and a nightstand with a lamp.

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.

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

15. Hyatt Vacation Club at Windward Pointe, Key West

Key West

United States

Tina

NZ$494

includes taxes & fees

27 Oct - 28 Oct

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

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

A beach with a palm tree and two chairs.

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

16. Margaritaville Beach House Key West

Key West

United States

TRICIA LYNN

NZ$531

includes taxes & fees

4 Oct - 5 Oct

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

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.

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

17. Courtyard by Marriott Key West Waterfront

Northside Resort

United States

Everton

NZ$387

includes taxes & fees

26 Oct - 27 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 beach with palm trees, a sandy shore, and a calm sea under a clear sky.

18. Parrot Key Hotel & Villas

Northside Resort

United States

Anthony

NZ$367

includes taxes & fees

12 Oct - 13 Oct

A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.

A pool area with a covered seating area, palm trees, and a small pavilion.

A yellow building with a door marked '7'.

A room with a bed, a desk, a chair, a lamp, a painting of a boat on water, and a view of the sea.

19. Alexander Palms Court

Old Town Key West

United States

Andrew

NZ$239

includes taxes & fees

5 Oct - 6 Oct

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

A hallway with a white door, a wooden bench, a blue sofa, and a staircase with a white railing.

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

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

20. Duval House

Old Town Key West

United States

Christopher

NZ$229

includes taxes & fees

5 Oct - 6 Oct

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Top Rockland Key Hotel Reviews

Recent Reviews in Rockland Key

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"I enjoyed my stay. It was a very nice place. I would stay again"

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent

"Registration staff very personable. Constant text to check if all is good or need anything."

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"I left several rings when I checked out. The staff called me and held them at the front desk. These rings were worth quite a lot of money. I am so thankful and grateful that they did this."

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent

"Great location and clean room! Easy to walk to restaurants, bars, and Mallory Square. The Chart Room Cocktail Lounge in hotel was also a fun late night stop."

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent

"The whole experience was fantastic. I wouldn't stay anywhere else!"

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent

"This was our second time to stay here and this place never disappoints. Staff is wonderful too"

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent

"Location, location, location!"

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent

"Location is excellent. Very quiet. Pool and bar are quite relaxing and convenient."

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

8/10 Good

"Very close to all the action"

More cheap accommodation in Rockland Key

Alexander Palms Court

Alexander Palms Court

715 South St Key West FL

NZ$239

5 Oct - 6 Oct

includes taxes & fees

9.4/10 Exceptional! (1,000 reviews)

Parmer's Resort

Parmer's Resort

565 Barry Avenue Summerland Key FL

NZ$312

1 Nov - 2 Nov

includes taxes & fees

Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

NZ$313

4 Oct - 5 Oct

includes taxes & fees

Pegasus International Hotel

Pegasus International Hotel

501 Southard Street Key West FL

NZ$327

4 Oct - 5 Oct

includes taxes & fees

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

Southwinds Motel

Southwinds Motel

1321 Simonton Street Key West FL

NZ$339

5 Oct - 6 Oct

includes taxes & fees

8.6/10 Excellent! (1,384 reviews)

Hampton Inn Key West FL

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

NZ$339

4 Oct - 5 Oct

includes taxes & fees

9/10 Wonderful! (1,541 reviews)

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