Top Beach Resorts in Islamorada | Expedia.com.sg

A beach with white lounge chairs, a covered pavilion, and palm trees.

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Check availability on Islamorada Beach Resorts

Tonight

25 Aug - 26 Aug

Tomorrow

26 Aug - 27 Aug

This weekend

28 Aug - 30 Aug

Next weekend

4 Sept - 6 Sept

Our top choices for Islamorada beach hotels

A beach with palm trees and lounge chairs.

A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

A balcony with two blue chairs and a small table, overlooking a beach with palm trees and a clear blue sky.

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

1. Chesapeake Beach Resort

Matecumbe

Unwind on Islamorada's private white sand beach with loungers, boat tours, and spectacular sunset views just steps away

S$287

includes taxes & fees

31 Aug - 1 Sept

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

A living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.

A beach with thatched umbrellas, palm trees, and lounge chairs.

A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.

2. Breezy Palms Resort

Matecumbe

Sink your toes in soft sand steps away from this beachside resort with private marina.

S$165

includes taxes & fees

15 Sept - 16 Sept

A beach with lounge chairs, kayaks, and a wooden pier.

A tree with string lights, a wooden bench, and a building in the background.

A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.

A modern living room with a dark brown sofa, a coffee table, and a blue lamp. There is a kitchen area with a microwave and a coffee machine. A painting of a beach scene is on the wall.

3. Drift Hotel

Key Largo

Experience waterfront bliss with direct beach access, kayaking adventures, and sandy shores perfect for unwinding in the Florida sun.

S$142

includes taxes & fees

26 Aug - 27 Aug

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

A wooden dock with a boat docked at the pier, a thatched umbrella, and calm water.

A pool area with a view of the ocean, surrounded by palm trees and a clear sky.

A covered outdoor area with a view of a beach and palm trees.

4. Rock Reef Resort

Rock Harbor

Seaside adventure on a private sandy beach with kayaking, beach towels, and a sun-drenched outdoor pool for coastal relaxation.

S$128

includes taxes & fees

26 Aug - 27 Aug

A beach with kayaks lined up near the water's edge, palm trees, and lounge chairs.

A tropical resort with a paved pathway leading to a building, surrounded by palm trees and lush greenery.

A clear blue pool surrounded by palm trees and a thatched-roof structure, with a sign indicating no diving.

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

5. Kona Kai Resort and Gallery - Adults Only

Rock Harbor

S$206

includes taxes & fees

7 Sept - 8 Sept

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

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

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

A modern two-story beachfront property with balconies, a pool, and a sandy beach area.

6. Pines & Palms Resort

Matecumbe

Unwind where the Florida Keys meet paradise: private beach bliss with water sports, yoga, and endless ocean adventures.

S$283

includes taxes & fees

31 Aug - 1 Sept

Two purple Adirondack chairs on a sandy beach with palm trees and a clear blue sky.

A beach with palm trees, a dock, and a boat named "STYX".

A pathway leading to a building surrounded by lush tropical vegetation and a view of the sea.

A thatched-roof hut surrounded by lush greenery and vibrant red flowers.

7. The Pelican Key Largo Cottages

Key Largo

Escape to paradise with a private sandy beach where breathtaking sunsets and tropical tranquility meet Florida's coastal charm.

S$135

includes taxes & fees

15 Sept - 16 Sept

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

A balcony with two chairs and a small table, overlooking a body of water and greenery.

A wooden dock extending into calm water, with tables and chairs under umbrellas, and a thatched-roof building in the background.

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

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

Key Largo

Relax by the marina, offering easy beach access with free shuttle to private beach club.

S$167

includes taxes & fees

7 Sept - 8 Sept

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Choose what matters most at beach hotels in Islamorada

Pool

Breakfast included

Adult-only

Family-friendly

4 stars

Beach hotels with pools in Islamorada

A beach with palm trees and lounge chairs.

A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

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

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

Chesapeake Beach Resort

Matecumbe

S$287

includes taxes & fees

31 Aug - 1 Sept

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

A living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.

A beach with thatched umbrellas, palm trees, and lounge chairs.

A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.

Breezy Palms Resort

Matecumbe

S$165

includes taxes & fees

15 Sept - 16 Sept

A view through a window with metal bars, featuring a beach with palm trees, a thatched umbrella, and a wooden dock.

A clear blue pool surrounded by palm trees and a thatched-roof structure, with a sign indicating no diving.

A beach with kayaks lined up near the water's edge, palm trees, and lounge chairs.

A tropical resort with a paved pathway leading to a building, surrounded by palm trees and lush greenery.

Kona Kai Resort and Gallery - Adults Only

Rock Harbor

S$206

includes taxes & fees

7 Sept - 8 Sept

A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

A wooden dock with a boat docked at the pier, a thatched umbrella, and calm water.

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

A pool area with a view of the ocean, surrounded by palm trees and a clear sky.

Rock Reef Resort

Rock Harbor

S$128

includes taxes & fees

26 Aug - 27 Aug

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

A modern two-story beachfront property with balconies, a pool, and a sandy beach area.

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

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

Pines & Palms Resort

Matecumbe

S$283

includes taxes & fees

31 Aug - 1 Sept

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

A paved pathway leading to a body of water, surrounded by lush greenery and palm trees.

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

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

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Key Largo

S$167

includes taxes & fees

7 Sept - 8 Sept

A poolside area with a water feature, a palm tree, and lounge chairs.

A marina with boats docked, a dock, and a building with a blue roof.

A balcony with a view of the sea, a white chair, and two buckets with a red shovel.

A beach with rows of sun loungers, a thatched hut, and a wooden walkway leading to the water.

Ocean Pointe Suites at Key Largo

Tavernier

S$209

includes taxes & fees

24 Sept - 25 Sept

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

A view from a window overlooking a beach with palm trees and a wooden pier.

Casa Morada

Matecumbe

S$251

includes taxes & fees

1 Sept - 2 Sept

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

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

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

A compact living space with a balcony, a television, and a dining area.

Atlantic Bay Resort

Tavernier

S$265

includes taxes & fees

7 Sept - 8 Sept

A tropical resort with a thatched-roof hut, palm trees, and a view of the ocean at sunset.

A tropical resort with a dock, clear water, palm trees, and a thatched-roof building.

A well-lit building with a large tree in front, a sign indicating a registration area, and a gravel path leading to the entrance.

A living room with a teal sofa, a coffee table, and a view of a garden through large windows.

Bay Harbor Lodge

Rock Harbor

S$207

includes taxes & fees

2 Sept - 3 Sept

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Beach hotels with free breakfast in Islamorada

A beach with palm trees and lounge chairs.

A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

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

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

Chesapeake Beach Resort

Matecumbe

S$287

includes taxes & fees

31 Aug - 1 Sept

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

A paved pathway leading to a body of water, surrounded by lush greenery and palm trees.

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

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

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Key Largo

S$167

includes taxes & fees

7 Sept - 8 Sept

A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.

A garden with various trees and a gravel path.

A balcony with a view of the sea, a beach, and a thatched hut.

A view through a door of a tropical outdoor area with a pathway leading to a beach, palm trees, and a clear sky.

Sunset Cove Beach Resort

Key Largo

S$164

includes taxes & fees

30 Aug - 31 Aug

A beachfront property with a pool, palm trees, and a thatched-roof structure.

A wooden pier leading to docked boats, with a covered area and a calm water body in the background.

A beach pathway lined with palm trees leading to a seating area with a view of the ocean.

A pathway leading to a beach with tropical plants and flowers.

Coconut Palm Inn

Tavernier

S$319

includes taxes & fees

26 Aug - 27 Aug

A beachside lounge with two blue umbrellas, a hammock, and lounge chairs.

A bakery display case with various muffins and frittatas labeled with flavors like blueberry, cranberry orange, banana walnut, chocolate, egg cheese vegetable fritta, egg sausage fritta, and egg cheese fritta.

A beach scene with colorful Adirondack chairs, a blue umbrella, and a view of the ocean.

A pathway lined with palm trees and a speed limit sign of 5 MPH.

Seafarer Key Largo

Rock Harbor

S$155

includes taxes & fees

23 Sept - 24 Sept

A tropical resort with a thatched-roof hut, palm trees, and a view of the ocean at sunset.

A tropical resort with a dock, clear water, palm trees, and a thatched-roof building.

A well-lit building with a large tree in front, a sign indicating a registration area, and a gravel path leading to the entrance.

A living room with a teal sofa, a coffee table, and a view of a garden through large windows.

Bay Harbor Lodge

Rock Harbor

S$207

includes taxes & fees

2 Sept - 3 Sept

An aerial view of a resort with a large pool, palm trees, and a beach.

A restaurant with wooden tables and chairs, a bar area, and a view of the sea.

A beach with clear water, a wooden pier, and lounge chairs under a tree.

A beachside patio with lounge chairs, a table, and a view of the ocean.

Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

S$423

includes taxes & fees

20 Sept - 21 Sept

A hammock on a sandy beach with a view of the sea and a tree overhead.

A spacious interior with a high ceiling, large windows, and a central chandelier.

A coconut drink with a straw, a cherry, and a slice of fruit on a table by a pool with a waterfall and palm trees in the background.

A spacious dining area with high ceilings, wicker furniture, and large windows.

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Key Largo

S$432

includes taxes & fees

23 Sept - 24 Sept

An aerial view of a tropical resort with clear waters, a dock, and several kayaks.

A balcony with wicker chairs, a glass table, and a vase with red flowers.

A covered outdoor area with a table and chairs, a wooden deck, and a view of palm trees and the ocean.

A gazebo with a bench, surrounded by trees and gravel.

Coconut Bay Resort Key Largo

Rock Harbor

S$236

includes taxes & fees

26 Aug - 27 Aug

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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Top Islamorada Hotel Reviews

Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent

"Good location"

Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent

"Great spot for a vacation quiet clean spacious on the go breakfast. Also the ability to rent the boat while you’re there is also awesome. I would definitely reserve one beforehand. Other than that will be back again. I highly recommend this place."

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent

"Beautiful large room. Very luxurious. Grounds are perfect!"

Amara Cay Resort

Amara Cay Resort

10/10 Excellent

"Room was clean. Pool and bar was great. The only complaint I have is the service at breakfast was extremely slow. Seemed they were understaffed."

Islander Resort

Islander Resort

10/10 Excellent

"Beautiful location. The rooms were great and had good shade at night. Loved the patios and the activities."

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent

"Great stay"

La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent

"Wonderfully magical place that my wife and I enjoyed immensely! The beachfront bungalows were just perfect! Can't wait to see it again soon!"

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

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

10/10 Excellent

"I’d recommend getting breakfast locally instead of the resort’s breakfast. Very friendly and helpful staff."

Pines & Palms Resort

Pines & Palms Resort

8/10 Good

"Lovely location, beautifully renovated, clean room, close to everything including great restaurants. If you want peace and quiet this is the spot for you. If your idea of the keys includes loud activities this is not for you. The small beach was not accessible due to rotting sargassum. You could not even spend much time at the pool due to the smell. Not the hotels fault obviously but affected our stay negatively."

Frequently asked questions

What is Islamorada like for travellers who love the beach?

Known for its snorkelling and diving spots, Islamorada has a lot to offer the traveller planning a beach holiday.

What's the best accommodation option for a beach holiday in Islamorada?

Chesapeake Beach Resort is a top hotel located on the beach . Other good options for your beach trip include Cheeca Lodge & Spa and Islander Resort.

How many beach hotels will I find in Islamorada?

Choose from one of Expedia's 32 hotels in Islamorada for your beachside break.

When's the best time for a beach holiday in Islamorada?

Plan your trip to the beach with a look at year-round temperatures in Islamorada: The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.

What is there to see and do around Islamorada?

After arriving and checking into your hotel, you'll probably want to explore your surroundings. Beach lovers can head straight to Anne's Beach or Sunset Drive Beach for some quality time by the water. Take advantage of the area's diving and snorkelling, and make time for local attractions such as Bud n' Mary's Dive Center and Islamorada County Park. Other things to see and do in the area are Founders Park and Robbie's of Islamorada.

What's the best way to get to my beach hotel in Islamorada?

Here's some information to help you get to and around your beach accommodation in Islamorada with ease. To get to Islamorada, book a flight to Marathon, FL (MTH-Florida Keys Marathon), the closest major airport, which is located 30 mi (48.2 km) from the city centre. If you'd like to venture out around the area, consider renting a car to explore more sights.

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