The Best Hotels with Early Check-in in Stock Island, FL from SAR 457 in 2026 | Expedia

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Check availability on Stock Island Hotels with Early Check-in

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16 Oct - 18 Oct

Our top choices for Stock Island hotels with express check-in

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

A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.

1. Beachside Resort & Residences

Key West

United States

James

SAR 328

SAR 728 total

includes taxes & fees

4 Oct - 5 Oct

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

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

2. DoubleTree Resort by Hilton Grand Key - Key West

Key West

United States

Nancy

SAR 463

SAR 647 total

includes taxes & fees

12 Oct - 13 Oct

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 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.

3. Duval House

Old Town Key West

United States

Christopher

SAR 357

SAR 482 total

includes taxes & fees

5 Oct - 6 Oct

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

A garden with a stone pathway, a wooden fence, and various tropical plants.

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

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

4. Alexander Palms Court

Old Town Key West

United States

Andrew

SAR 448

SAR 504 total

includes taxes & fees

5 Oct - 6 Oct

A pool area with a brick patio, potted plants, and a covered seating area.

A view through a glass door with a metal handle, leading to a white fence and a blue car parked outside.

A house with a porch, a sign reading "Garden House," and a number "329" on the door.

A porch with a white chair, a wooden door, and a small indoor dining area visible through the door.

5. The Garden House

Key West Historic District

United States

Jeff

SAR 334

SAR 457 total

includes taxes & fees

5 Oct - 6 Oct

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

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

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

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

6. Pier House Resort & Spa

Key West Historic District

United States

Cheryl

SAR 830

SAR 1,196 total

includes taxes & fees

12 Oct - 13 Oct

A bright green porch with hanging planters, a wooden chair, and a railing.

Room

A brightly colored Caribbean house with a balcony, a sign indicating it's for rent, and bicycles parked outside.

A bar area with a wooden counter, colorful decorations, and a sign with motivational ocean-themed text.

7. Caribbean House

Old Town Key West

United States

David

SAR 573

SAR 739 total

includes taxes & fees

4 Oct - 5 Oct

A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.

A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.

A pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.

A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.

8. Eden House

Key West Historic District

Canada

Erik

SAR 580

SAR 730 total

includes taxes & fees

6 Oct - 7 Oct

View all properties

Top Stock Island Hotel Reviews

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."

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."