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A coastal property with a white and yellow house, surrounded by palm trees and a rocky shoreline.

Best Resorts in Sugarloaf Key

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    Check prices for these dates, December 15 – 16, 2026

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    Our top choices for Sugarloaf Key resorts

    1. DoubleTree Resort by Hilton Grand Key - Key West

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

    2. Casa Marina Key West, Curio Collection by Hilton

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

    3. Hyatt Centric Key West Resort and Spa

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

    4. Ocean Key Resort - A Noble House Resort

    A pool area with lounge chairs and a cabana.

    5. The Reach Key West, Curio Collection by Hilton

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

    6. Pier House Resort & Spa

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

    7. Santa Maria Suites

    A hotel room with a large bed, a glass partition with orchid vases, a desk with a lamp, a chair, and a bathroom visible through an open door.

    8. Coconut Beach Resort

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

    9. Coconut Beach Resort Timeshare

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

    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.

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    Learn more about Sugarloaf Key

    Kayak through mangrove tunnels and spot colorful fish in the crystal-clear waters surrounding this laid-back island. Unwind on Sugarloaf Beach's white sands or explore Upper Sugarloaf Sound, where local boaters know the best snorkeling spots.

    See all hotels in Sugarloaf Key

    A coastal property with a white and yellow house, surrounded by palm trees and a rocky shoreline.

    Top reviews in Sugarloaf Key

    DoubleTree Resort by Hilton Grand Key - Key West

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

    Hyatt Centric Key West Resort and Spa

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

    Ocean Key Resort - A Noble House Resort

    A pool area with lounge chairs and a cabana.

    Casa Marina Key West, Curio Collection by Hilton

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

    Santa Maria Suites

    A hotel room with a large bed, a glass partition with orchid vases, a desk with a lamp, a chair, and a bathroom visible through an open door.

    Pier House Resort & Spa

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

    The Reach Key West, Curio Collection by Hilton

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

    Coconut Beach Resort

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

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