Resorts in Rockland Key
Key West
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United States of America
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your current months are November, 2026 and December, 2026.

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Our top choices for Rockland Key resorts

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

A spacious room with a high ceiling, large windows, and a view of palm trees.

A modern dining area with multiple tables and chairs, large windows, and ceiling fans.

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

1. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property

Key West

8.4 out of 10, Very good, (1,133 reviews)

8.4/10

Very good

(1,133 reviews)

"The hotel was a spectacular place near the airport."

Suset

The price is £129

£129

includes taxes & fees

15 Nov - 16 Nov

DoubleTree Resort by Hilton Grand Key - Key West

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 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.

2. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4.0 star property

Old Town Key West

8.4 out of 10, Very good, (1,011 reviews)

8.4/10

Very good

(1,011 reviews)

"Great place"

Nguyen

The price is £251

£251

includes taxes & fees

23 Nov - 24 Nov

Casa Marina Key West, Curio Collection by Hilton

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

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.

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

3. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4.0 star property

Old Town Key West

8.6 out of 10, Excellent, (1,066 reviews)

8.6/10

Excellent

(1,066 reviews)

"Had a great experience to celebrate my birthday here."

Rowena

The price is £236

£236

includes taxes & fees

30 Nov - 1 Dec

The Reach Key West, Curio Collection by Hilton

A hotel with a swimming pool, balconies, and a view of the sea.

A balcony with a view of the ocean, a table, chairs, and a railing.

A marina with jet skis docked in front of a hotel with a dock and a boat in the background.

A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.

4. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4.0 star property

Key West Historic District

9.2 out of 10, Wonderful, (1,003 reviews)

9.2/10

Wonderful

(1,003 reviews)

"Wonderful property with wonderful staff"

Michael Joseph

The price is £267

£267

includes taxes & fees

1 Dec - 2 Dec

Hyatt Centric Key West Resort and Spa

A pool area with lounge chairs and a cabana.

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

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

A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.

5. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

4.0 star property

Key West Historic District

9.2 out of 10, Wonderful, (1,001 reviews)

9.2/10

Wonderful

(1,001 reviews)

"Great place to stay!"

Trevor

The price is £275

£275

includes taxes & fees

22 Nov - 23 Nov

Ocean Key Resort - A Noble House Resort

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

A resort with a beach, a dock, and a water view.

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

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

6. Pier House Resort & Spa

Pier House Resort & Spa

4.0 star property

Key West Historic District

9.0 out of 10, Wonderful, (1,391 reviews)

9.0/10

Wonderful

(1,391 reviews)

"Best place we have stayed in Key West"

William N

The price is £338

£338

includes taxes & fees

22 Nov - 23 Nov

Pier House Resort & Spa

A pool area with lounge chairs and palm trees.

A modern indoor space with a curved sofa, a small round table, and a staircase.

A modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.

A reception area with a modern design, featuring a reception desk, a sofa, and a potted plant.

7. Santa Maria Suites

Santa Maria Suites

4.0 star property

Old Town Key West

9.6 out of 10, Exceptional, (1,003 reviews)

9.6/10

Exceptional

(1,003 reviews)

"Great place for families"

Anthony

The price is £354

£354

includes taxes & fees

2 Dec - 3 Dec

Santa Maria Suites

A balcony with two rocking chairs facing a beach with palm trees and a pier.

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

A beach with clear skies, calm water, and a wooden pier with umbrellas.

A spacious living room with hardwood flooring, a wooden sofa set, a coffee table, and a ceiling fan.

8. Coconut Beach Resort

Coconut Beach Resort

2.5 star property

Old Town Key West

8.8 out of 10, Excellent, (229 reviews)

8.8/10

Excellent

(229 reviews)

"This property was very well run. The staff was exceptional. Our accommodations exceeded expectations. Will definitely stay there again!"

Steven

The price is £386

£386

includes taxes & fees

16 Nov - 17 Nov

Coconut Beach Resort

A pool area with lounge chairs and palm trees, overlooking the ocean.

A beachfront hotel with multiple buildings, palm trees, and a clear view of the ocean.

A beach view with palm trees and lounge chairs.

9. Coconut Beach Resort Timeshare

Coconut Beach Resort Timeshare

2.0 star property

Old Town Key West

9.0 out of 10, Wonderful, (2 reviews)

9.0/10

Wonderful

(2 reviews)

"Amenities over the top resort"

Wayne

The price is £1,095

£1,095

includes taxes & fees

11 Nov - 12 Nov

Coconut Beach Resort Timeshare

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

View all properties

Top reviews in Rockland Key

Ocean Key Resort - A Noble House Resort

Key West Historic District

10/10 Excellent

great location, friendly and helpful staff. Room large with 2 bedrooms.

Roger

Reviewed August 5, 2026Reviewed August 5, 2026

Ocean Key Resort - A Noble House Resort

Hyatt Centric Key West Resort and Spa

Key West Historic District

10/10 Excellent

Great location, friendly helpful staff right in historic Key West

Andrew

Reviewed August 5, 2026Reviewed August 5, 2026

Hyatt Centric Key West Resort and Spa

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

10/10 Excellent

Amazing hotel, beautiful areas and lovely rooms.

Matthew

Reviewed August 16, 2025Reviewed August 16, 2025

Casa Marina Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

Old Town Key West

10/10 Excellent

Rooms were very small book a suite

Shital

Reviewed August 25, 2026Reviewed August 25, 2026

The Reach Key West, Curio Collection by Hilton

Santa Maria Suites

Old Town Key West

10/10 Excellent

Awesome staff, amazing rooms in a great spot. Couldn’t ask for more. Absolutely wonderful.

Tim

Reviewed January 10, 2026Reviewed January 10, 2026

Santa Maria Suites

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Key Haven Holiday Rentals
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Search Resorts in Rockland Key

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Rockland Key resorts

1. DoubleTree Resort by Hilton Grand Key - Key West

2. Casa Marina Key West, Curio Collection by Hilton

3. The Reach Key West, Curio Collection by Hilton

4. Hyatt Centric Key West Resort and Spa

5. Ocean Key Resort - A Noble House Resort

6. Pier House Resort & Spa

7. Santa Maria Suites

8. Coconut Beach Resort

9. Coconut Beach Resort Timeshare

Top reviews in Rockland Key

Ocean Key Resort - A Noble House Resort

10/10 Excellent

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