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

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Check availability on Islamorada Beach Hotels

Tonight
21 Aug - 22 Aug
Tomorrow
22 Aug - 23 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Islamorada beach hotels

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Unwind on Islamorada's private white sand beach with loungers, boat tours, and spectacular sunset views just steps away
AED 555
AED 831 total
includes taxes & fees
25 Aug - 26 Aug
Chesapeake Beach Resort

2. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
  • Sink your toes in soft sand steps away from this beachside resort with private marina.
AED 377
AED 483 total
includes taxes & fees
1 Sep - 2 Sep
Breezy Palms Resort

3. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
  • Unwind where the Florida Keys meet paradise: private beach bliss with water sports, yoga, and endless ocean adventures.
AED 644
AED 926 total
includes taxes & fees
31 Aug - 1 Sep
Pines & Palms Resort

4. Drift Hotel

Drift Hotel
Key Largo
  • Experience waterfront bliss with direct beach access, kayaking adventures, and sandy shores perfect for unwinding in the Florida sun.
AED 328
AED 410 total
includes taxes & fees
25 Aug - 26 Aug
Drift Hotel

5. Rock Reef Resort

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.
AED 355
AED 400 total
includes taxes & fees
25 Aug - 26 Aug
Rock Reef Resort

6. Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
Rock Harbor
AED 272
AED 409 total
includes taxes & fees
9 Sep - 10 Sep
Kona Kai Resort and Gallery - Adults Only

7. The Pelican Key Largo Cottages

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.
AED 337
AED 379 total
includes taxes & fees
25 Aug - 26 Aug
The Pelican Key Largo Cottages

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

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.
AED 327
AED 485 total
includes taxes & fees
1 Sep - 2 Sep
Dove Creek Resort & Marina, Trademark Collection by Wyndham

9. Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
Tavernier
  • Discover tropical bliss at this Key Largo beach retreat, where private shorelines meet ocean adventures and poolside relaxation.
AED 440
AED 576 total
includes taxes & fees
13 Sep - 14 Sep
Ocean Pointe Suites at Key Largo

10. Sunset Cove Beach Resort

Sunset Cove Beach Resort
Key Largo
  • Embrace the coastal escape at this hotel with free cabanas and loungers on its private beach, perfect for watching spectacular sunsets.
AED 430
AED 483 total
includes taxes & fees
25 Aug - 26 Aug
Sunset Cove Beach Resort
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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

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
AED 555
AED 831 total
includes taxes & fees
25 Aug - 26 Aug
Chesapeake Beach Resort

Breezy Palms Resort

Breezy Palms Resort
Matecumbe
AED 377
AED 483 total
includes taxes & fees
1 Sep - 2 Sep
Breezy Palms Resort

Pines & Palms Resort

Pines & Palms Resort
Matecumbe
AED 644
AED 926 total
includes taxes & fees
31 Aug - 1 Sep
Pines & Palms Resort

Rock Reef Resort

Rock Reef Resort
Rock Harbor
AED 355
AED 400 total
includes taxes & fees
25 Aug - 26 Aug
Rock Reef Resort

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
Tavernier
AED 440
AED 576 total
includes taxes & fees
13 Sep - 14 Sep
Ocean Pointe Suites at Key Largo

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
AED 327
AED 485 total
includes taxes & fees
1 Sep - 2 Sep
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Bayside Inn Key Largo

Bayside Inn Key Largo
Key Largo
AED 435
AED 581 total
includes taxes & fees
9 Sep - 10 Sep
Bayside Inn Key Largo

Atlantic Bay Resort

Atlantic Bay Resort
Tavernier
AED 550
AED 701 total
includes taxes & fees
26 Aug - 27 Aug
Atlantic Bay Resort

Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
Rock Harbor
AED 272
AED 409 total
includes taxes & fees
9 Sep - 10 Sep
Kona Kai Resort and Gallery - Adults Only

Bay Harbor Lodge

Bay Harbor Lodge
Rock Harbor
AED 533
AED 599 total
includes taxes & fees
30 Aug - 31 Aug
Bay Harbor Lodge
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Beach hotels with free breakfast in Islamorada

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
AED 555
AED 831 total
includes taxes & fees
25 Aug - 26 Aug
Chesapeake Beach Resort

Coconut Palm Inn

Coconut Palm Inn
Tavernier
AED 691
AED 922 total
includes taxes & fees
23 Aug - 24 Aug
Coconut Palm Inn

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
AED 910
AED 1,226 total
includes taxes & fees
1 Sep - 2 Sep
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Sunset Cove Beach Resort

Sunset Cove Beach Resort
Key Largo
AED 430
AED 483 total
includes taxes & fees
25 Aug - 26 Aug
Sunset Cove Beach Resort

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
AED 878
AED 1,190 total
includes taxes & fees
3 Sep - 4 Sep
Playa Largo Resort & Spa, Autograph Collection

Seafarer Key Largo

Seafarer Key Largo
Rock Harbor
AED 390
AED 490 total
includes taxes & fees
7 Sep - 8 Sep
Seafarer Key Largo

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
AED 327
AED 485 total
includes taxes & fees
1 Sep - 2 Sep
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Bay Harbor Lodge

Bay Harbor Lodge
Rock Harbor
AED 533
AED 599 total
includes taxes & fees
30 Aug - 31 Aug
Bay Harbor Lodge

Coconut Bay Resort Key Largo

Coconut Bay Resort Key Largo
Rock Harbor
AED 606
AED 682 total
includes taxes & fees
8 Sep - 9 Sep
Coconut Bay Resort 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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Top Islamorada Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Definitely a top 5 hotel. I wish it had a close dedicated dog area. But i know space is limited. We were told to take the dog to the golf course. So if you are a golfer, watch your step."
Elizabeth 5-night trip
Posted 1 hour ago
Cheeca Lodge & Spa
Drop Anchor

Drop Anchor

8/10 Good
"Shower didn’t get super hot & not the best water pressure. Keep blinds closed in summer as the room got very hot and the a/c unit struggled to keep the room cool even at night. Could use a shade for the kitten window to help with this. Full length mirror in the room would’ve been nice as well. Overall nice property but a little older & can use some revamping"
Jacqueline 2-night trip
Posted 1 hour ago
Drop Anchor
Islander Resort

Islander Resort

10/10 Excellent
"Gorgeous and relaxing. We had a wonderful time! Staff were super friendly."
Alexa 5-night trip
Posted 23 hours ago
Islander Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"Ok."
Luis A. 2-night trip
Posted 1 day ago
Fisher Inn Resort & Marina
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

8/10 Good
"Shuttle driver was driving while in personal FaceTime call. Did not move to help with van door which was hard to close. The resort is beautiful and we really enjoyed the amenities."
Marta 3-night trip
Posted 2 days ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"We were positively surprised when we got to our room to see the wonderful ocean views. The room was quite spacious and appears to have been remodeled quite recently. All was nice and clean and in perfect working order. We will definitely be back."
Karlheinz 2-night trip
Posted 2 days ago
Breezy Palms Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

8/10 Good
"Great location with many restaurants nearby & close to lots of local attractions. Our room was laid out really well with 2 queen size beds, large closet, & huge TV. Then down a hall into the living room, then to a dining area & kitchen with microwave, small fridge, sink & coffee maker. All in all a well thought out design."
Louis 2-night trip
Posted 2 days ago
La Siesta Resort & Villas
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

8/10 Good
"Beautiful resort. The pool is gorgeous. Staff went above and beyond to make us comfortable!"
Michael 3-night trip
Posted 5 days ago
Coconut Cove Resort and Marina
La Jolla Resort

La Jolla Resort

10/10 Excellent
"LaJolla was great with so many amenities. We really enjoyed our stay here."
Linda 3-night trip
Posted 2 weeks ago
La Jolla 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?
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 should I expect to 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 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 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 center. If you'd like to venture out around the area, you may want to rent a car for your trip.