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

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Check availability on Islamorada Beach Hotels

Our top choices for Islamorada beach hotels

Private beach, beach towels, kayaking

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,168 reviews)
  • cleanliness
    Seaside adventure on a private sandy beach with kayaking, beach towels, and a sun-drenched outdoor pool for coastal relaxation.
The price is ₩190,403
₩214,204 total
includes taxes & fees
Jul 21 - Jul 22
Rock Reef Resort
Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,761 reviews)
  • cleanliness
    Unwind on Islamorada's private white sand beach with loungers, boat tours, and spectacular sunset views just steps away
The price is ₩254,225
₩370,097 total
includes taxes & fees
Aug 5 - Aug 6
Chesapeake Beach Resort
Private beach, kayaking, rowing, fishing

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,015 reviews)
  • cleanliness
    Escape to paradise with a private sandy beach where breathtaking sunsets and tropical tranquility meet Florida's coastal charm.
The price is ₩147,407
₩165,833 total
includes taxes & fees
Jul 16 - Jul 17
The Pelican Key Largo Cottages
Kayaking

Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Experience waterfront bliss with direct beach access, kayaking adventures, and sandy shores perfect for unwinding in the Florida sun.
The price is ₩211,824
₩255,121 total
includes taxes & fees
Aug 2 - Aug 3
Drift Hotel
Property grounds

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1,784 reviews)
  • cleanliness
    Escape to a waterfront paradise with private beach access, sun loungers, and endless watersports to create unforgettable memories.
The price is ₩178,682
₩238,392 total
includes taxes & fees
Aug 11 - Aug 12
Bayside Inn Key Largo
Exterior

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,008 reviews)
  • cleanliness
    Embrace the coastal escape at this hotel with free cabanas and loungers on its private beach, perfect for watching spectacular sunsets.
The price is ₩188,370
₩211,916 total
includes taxes & fees
Jul 15 - Jul 16
Sunset Cove Beach Resort
Exterior

Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
2.5 star property
Rock Harbor
9.8 out of 10, Exceptional, (332 reviews)
The price is ₩226,044
₩296,353 total
includes taxes & fees
Jul 15 - Jul 16
Kona Kai Resort and Gallery - Adults Only
Exterior

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (706 reviews)
  • cleanliness
    Sink your toes in soft sand steps away from this beachside resort with private marina.
The price is ₩158,474
₩255,975 total
includes taxes & fees
Aug 2 - Aug 3
Breezy Palms Resort
Property grounds

Coconut Palm Inn

Coconut Palm Inn
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (548 reviews)
  • cleanliness
    Escape to a private white sand paradise with paddleboarding, kayaking, and breathtaking sunsets on the waterfront.
The price is ₩273,884
₩366,992 total
includes taxes & fees
Jul 19 - Jul 20
Coconut Palm Inn
Private beach, beach towels

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
3.5 star property
Tavernier
8.4 out of 10, Very Good, (1,021 reviews)
  • cleanliness
    Discover tropical bliss at this Key Largo beach retreat, where private shorelines meet ocean adventures and poolside relaxation.
The price is ₩207,812
₩260,699 total
includes taxes & fees
Aug 9 - Aug 10
Ocean Pointe Suites at Key Largo
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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Choose what matters most at beach hotels in Islamorada

Pool
Breakfast included

Beach hotels with pools in Islamorada

Sundeck
Rock Reef Resort

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1168)
The price is ₩190,403
₩214,204 total
includes taxes & fees
Jul 21 - Jul 22
Rock Reef Resort
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Beach hotels with free breakfast in Islamorada

Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1761)
The price is ₩254,225
₩370,097 total
includes taxes & fees
Aug 5 - Aug 6
Chesapeake Beach Resort
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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"It was perfect for what we needed"
Meghan 4-night trip
Posted 10 hours ago
Chesapeake Beach Resort

Frequently asked questions

What is Islamorada like for travelers who love the beach?
Known for its snorkeling and diving spots, Islamorada has a lot to offer the traveler planning a beach vacation.
What's the best place to stay near the beach in Islamorada?
Cheeca Lodge & Spa is a top resort located on the beach. Other good options for your beach trip include Chesapeake Beach Resort and Amara Cay Resort.
How many beach hotels should I expect to find in Islamorada?
Choose from one of Expedia's 88 hotels in Islamorada for your beachside break.
When's the best time for a beach vacation 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 temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.
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 snorkeling, and make time for local attractions like Everglades National Park and Bud n' Mary's Dive Center. 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 center. If you'd like to venture out around the area, you may want to rent a car for your trip.