Best Windley Key Hotels in 2026 from HK$809 - Fully Refundable Options

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Go beyond your typical stay in Windley Key

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Our top choices for Windley Key hotels

A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.

A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.

Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees in the background.

1. Fisher Inn Resort & Marina

Islamorada

Alexandra

HK$993

HK$1,373 total

includes taxes & fees

28 Sept - 29 Sept

A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

A beach with palm trees, a clear blue sky, and a calm sea.

An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.

A resort with a pool, beach, and ocean view.

2. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Islamorada

Eslita

HK$1,625

HK$2,402 total

includes taxes & fees

6 Oct - 7 Oct

A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

A beachside resort with thatched-roof huts, palm trees, and a sandy area with rocks and wooden chairs.

A resort with thatched-roof structures, palm trees, and a sandy beach area.

A beach with palm trees, a thatched-roof hut, and lounge chairs.

3. Coconut Cove Resort and Marina

Islamorada

Hailey Ritch and Patrick

HK$1,169

HK$1,315 total

includes taxes & fees

27 Sept - 28 Sept

A beachside patio with white furniture, palm trees, and a thatched umbrella.

A beach with palm trees, a thatched umbrella, and lounge chairs.

A deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.

A wooden boardwalk leading to a building with a brick wall and a white roof.

4. Drop Anchor

Islamorada

Payman

HK$1,031

HK$1,435 total

includes taxes & fees

28 Sept - 29 Sept

A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.

A hotel room with two beds, each with a different patterned bedspread, a nightstand with a lamp, framed artwork on the wall, and an air conditioning unit.

A bedroom with a bed, a nightstand, a chair, and a door.

A bathroom with a sink, toilet, and shower. There is a mirror above the sink and a shelf with towels.

5. The Ocean View Inn & Pub

Islamorada

Maria

HK$1,461

HK$1,644 total

includes taxes & fees

27 Sept - 28 Sept

A beach with palm trees and lounge chairs.

A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

A hotel room with a large bed, a ceiling fan, a nightstand with a lamp, and a view of the beach through the window.

6. Chesapeake Beach Resort

Matecumbe

Suresh

HK$1,185

HK$1,774 total

includes taxes & fees

28 Sept - 29 Sept

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

A bar area with a thatched roof, wooden chairs, and a view of the ocean.

A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.

7. Cheeca Lodge & Spa

Matecumbe

RAIBEL

HK$1,169

HK$1,888 total

includes taxes & fees

29 Sept - 30 Sept

A wooden dock extending over calm turquoise water, lined with white railings and palm trees.

A hallway with a tiled floor, a painting on the wall, a lamp, and a view of a pool area.

A wooden sign with the name 'Creekside' above a white pergola entrance.

A waterfront patio with outdoor seating, a yellow umbrella, and a view of the water.

8. Creekside Inn

Tavernier

Terry

HK$1,122

HK$1,263 total

includes taxes & fees

27 Sept - 28 Sept

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

A bar area with a wooden counter, bar stools, and potted plants.

A wooden pier leading to a beach with palm trees and a row of beach huts.

A paved pathway leading to a beach with palm trees and a view of the ocean.

9. Islander Resort

Matecumbe

John

HK$1,662

HK$2,443 total

includes taxes & fees

1 Oct - 2 Oct

Two Adirondack chairs on a sandy beach with a wooden pier extending into calm water.

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

A bathroom with a white vanity, a mirror, a sink, a cabinet, and a towel rack.

A dining area with a wooden table, woven placemats, and chairs.

10. Coconut Palm Inn

Tavernier

HK$1,475

HK$1,968 total

includes taxes & fees

27 Sept - 28 Sept

A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

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

A beach with palm trees, a dock, and lounge chairs.

An aerial view of a resort with a swimming pool, palm trees, and a dock.

11. Amara Cay Resort

Matecumbe

MICHAEL

HK$1,212

HK$1,937 total

includes taxes & fees

27 Sept - 28 Sept

A balcony with a view of a beach, a pool, and a thatched-roof structure.

A pier with boats docked, a thatched-roof structure, and signs indicating tours and rentals.

A beach scene with two yellow beach chairs and a person lying on one.

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

12. Hadley Resort and Marina

Matecumbe

weder

HK$927

HK$1,298 total

includes taxes & fees

28 Sept - 29 Sept

A balcony with a view of the sea, a table, and two chairs.

A marina with boats docked along a waterfront, surrounded by buildings and palm trees.

A swimming pool with lounge chairs and umbrellas, a fenced area, and a building with a door.

13. Waterside Suites & Marina

Key Largo

Thuc

HK$961

HK$1,302 total

includes taxes & fees

27 Sept - 28 Sept

A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

A kitchen with white cabinets, a microwave, a stove, and a refrigerator.

A pool area with a white fence, a lifebuoy, and palm trees in the background.

A boat with a covered deck, metal railings, and a table with chairs.

14. Treasure Harbor

Islamorada

Molly

HK$840

HK$2,048 total

includes taxes & fees

28 Sept - 29 Sept

A beach with lounge chairs, palm trees, and a view of the water.

A paved pathway lined with palm trees leading to a beach area with lounge chairs and a view of the ocean.

A beachside seating area with Adirondack chairs and a table, palm trees, and a view of the ocean.

A spacious bedroom with a bed, a dresser, a television, and a view of the sea through the window.

15. Atlantic Bay Resort

Tavernier

Annie

HK$1,043

HK$1,350 total

includes taxes & fees

28 Sept - 29 Sept

A beach with rows of sun loungers and palm trees.

A marina with a boat docked at a wooden pier, surrounded by palm trees and buildings.

A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.

A spacious room with a high ceiling, a ceiling fan, a dining table with chairs, a sofa, and a television mounted on the wall.

16. Ragged Edge Resort & Marina

Islamorada

Nathalie

HK$977

HK$1,099 total

includes taxes & fees

27 Sept - 28 Sept

A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

A bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.

A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.

A beachfront property with a white building, a balcony with a white railing, and palm trees.

17. La Jolla Resort

Matecumbe

Leslie

HK$759

HK$1,074 total

includes taxes & fees

28 Sept - 29 Sept

A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.

A resort with a pool, multiple buildings, and a waterfront view.

A modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.

A hotel room with a bed, a TV, a sofa, and a balcony with a view.

18. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Key Largo

Omar Ahmad

HK$769

HK$1,114 total

includes taxes & fees

4 Oct - 5 Oct

A beachside lounge with a wooden deck, thatched roof, and tropical plants.

A bar area with a counter, stools, and potted plants.

A resort with a central swimming pool surrounded by palm trees and a view of the ocean.

19. Bayside Villas by Islander Resort

Matecumbe

beata

HK$1,933

HK$2,748 total

includes taxes & fees

28 Sept - 29 Sept

A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.

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

A coastal resort with a marina, clear blue water, and lush greenery.

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

20. Pines & Palms Resort

Matecumbe

Colt

HK$1,546

HK$2,171 total

includes taxes & fees

1 Oct - 2 Oct

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Stay near popular Windley Key attractions

Windley Key Fossil Reef Geological State Park

8.8/10 (184 reviews)

Explore the fossilized reef of a former quarry in this island park, as you learn about the history and ecology from the interpretive trails.

See properties

Hog Heaven

After visiting Hog Heaven, make a plan to see the other sights and activities in Islamorada. Discover the beautiful sunsets in this relaxing area or enjoy its fishing spots.

See properties

Learn more about Windley Key

Check out the local area in Windley Key—home to attractions like Windley Key Fossil Reef Geological State Park and Hog Heaven.

See all hotels in Windley Key

Top Windley Key Hotel Reviews

Reefhouse Resort & Marina

10/10 Excellent

"There are some nice food and beverage options. Water sports 8n the property."

Lime Tree Bay Resort

10/10 Excellent

"Very lovely stay, everyone who worked there was super friendly!"

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent

"Amando este lugar muchas gracias Yoli por toda la atención volveremos pronto"

Drop Anchor

10/10 Excellent

"Exceeded all my expectations, definitely going back. Highly recommend"

Bayside Inn Key Largo

10/10 Excellent

"Great location !!"

The Pelican Key Largo Cottages

10/10 Excellent

"The place had character and culture that modern sterile resorts do not."

Rock Reef Resort

10/10 Excellent

"We love this beautiful little hotel on the water! The sunsets here are epic! The rooms are clean and comfortable. The staff is friendly and their communication is great! We’ve been here a couple of times. During our most recent visit, the staff was in constant communication before, during, and after our visit to ensure everything was comfortable. We loved our stay and will be back again, and again, and again! Close to attractions and great restaurants! There are even complimentary kayaks on site for guests to use. The true Key Largo experience!"

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

8/10 Good

"Room was OK with killer water view!"

Fisher Inn Resort & Marina

10/10 Excellent

"This place was the best place to stay I've ever been ever it is wonderful there's nothing not to like about this place the ocean the pool the people the place everybody's so nice and accommodating they will do anything they can to make sure you're happy it's paradise in paradise I would suggest to stay at this place anytime it would be a mistake not to"

More cheap stays in Windley Key

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL

HK$719

HK$809 total

27 Sept - 28 Sept

includes taxes & fees

9/10 Wonderful! (1,004 reviews)

Rock Reef Resort

97850 Overseas Hwy Key Largo FL

HK$727

HK$817 total

27 Sept - 28 Sept

includes taxes & fees

9.2/10 Wonderful! (1,188 reviews)

Breezy Palms Resort

80015 Overseas Highway Islamorada FL

HK$641

HK$846 total

1 Oct - 2 Oct

includes taxes & fees

Sunset Cove Beach Resort

MM 99.5 Key Largo FL

HK$918

HK$1,032 total

1 Oct - 2 Oct

includes taxes & fees

9.2/10 Wonderful! (1,009 reviews)

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL

HK$932

HK$1,049 total

6 Oct - 7 Oct

includes taxes & fees

Creekside Inn

90611 Old Highway Tavernier FL

HK$1,122

HK$1,263 total

27 Sept - 28 Sept

includes taxes & fees

Hotels in Windley Key with star-rating

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Things to do in Duck Key

Windley Key hotels from HK$809

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Windley Key

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Windley Key hotels

1. Fisher Inn Resort & Marina

2. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3. Coconut Cove Resort and Marina

4. Drop Anchor

5. The Ocean View Inn & Pub

6. Chesapeake Beach Resort

7. Cheeca Lodge & Spa

8. Creekside Inn

9. Islander Resort

10. Coconut Palm Inn

11. Amara Cay Resort

12. Hadley Resort and Marina

13. Waterside Suites & Marina

14. Treasure Harbor

15. Atlantic Bay Resort

16. Ragged Edge Resort & Marina

17. La Jolla Resort

18. Dove Creek Resort & Marina, Trademark Collection by Wyndham

19. Bayside Villas by Islander Resort

20. Pines & Palms Resort

Stay near popular Windley Key attractions

Windley Key Fossil Reef Geological State Park

Hog Heaven

Learn more about Windley Key

Top Windley Key Hotel Reviews

Reefhouse Resort & Marina

Lime Tree Bay Resort

Playa Largo Resort & Spa, Autograph Collection

Drop Anchor

Bayside Inn Key Largo

The Pelican Key Largo Cottages

Rock Reef Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Fisher Inn Resort & Marina

More cheap stays in Windley Key

The Pelican Key Largo Cottages

Rock Reef Resort

Breezy Palms Resort

Sunset Cove Beach Resort

Hampton Inn Key Largo Manatee Bay

Creekside Inn

Hotels in Windley Key with star-rating

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