Find Oceanfront Hotels in Islamorada, FL from CA $176

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

Tonight
May 14 - May 15
Tomorrow
May 15 - May 16
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Top Islamorada Oceanfront Hotels

Exterior
The Caribbean Resort
3.5 star property
10.0 out of 10, Exceptional, (134)
"What a wonderful resort in paradise. We stayed in the Bird of Paradise and it was perfect. Look out the window at the Atlantic Ocean. Would definitely come back again. 5 stars. "
The Caribbean Resort
Exterior
Ragged Edge Resort & Marina
2.5 star property
9.4 out of 10, Exceptional, (125)
"Great property but could stand some upgrading "
The price is CA $336
CA $378 total
includes taxes & fees
May 28 - May 29
Ragged Edge Resort & Marina
Outdoor pool, a heated pool, pool umbrellas, sun loungers
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (955)
"Beautiful place to get away with your family"
The price is CA $261
CA $359 total
includes taxes & fees
May 23 - May 24
Pines & Palms Resort
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1318)
"Loved "
The price is CA $272
CA $361 total
includes taxes & fees
May 21 - May 22
Chesapeake Beach Resort
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1004)
"Beautiful property"
The price is CA $409
CA $544 total
includes taxes & fees
Jun 10 - Jun 11
Cheeca Lodge & Spa
3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1001)
"Absolutely beautifully appointed room and patio. Our family loves this resort. "
The price is CA $327
CA $443 total
includes taxes & fees
May 23 - May 24
Islander Resort
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, (1000)
"We loved Drop Anchor! The property was perfect! The location, clean, quiet, beach, heated pool, tiki huts with adirondeck chairs and hammocks. Exactly, what we were looking for and thoroughly enjoyed."
The price is CA $209
CA $283 total
includes taxes & fees
May 16 - May 17
Drop Anchor
Outdoor pool, pool umbrellas, sun loungers
Islander Bayside Villas and Boatslips
3.5 star property
9.0 out of 10, Wonderful, (335)
"Lovely sister property to the Islander - Resort; the, Islander Bayside resort Townhomes are wonderful. The Green Tuttle Inn. And the NEST across overseas highway great spirits & food. kitchens open until 10pm. 7 am green turtle breakfast. Or Mangrove Mike’s is a short walk North for breakfast. First night we walked to Lorelei, (15 minutes walk) for sunset. Best spot. This property is Slightly less than 2 miles NORTH from Bud and Mary’s marina and Lazy Days. Ideal for family or larger...
The price is CA $392
CA $516 total
includes taxes & fees
May 28 - May 29
Islander Bayside Villas and Boatslips
Exterior
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1243)
"The resort was absolutely beautiful and the staff go above and beyond. The room key bracelets were so convenient and so cute to wear. We even got to keep them as souvenirs. Definitely the best place I have ever stayed. "
The price is CA $395
CA $520 total
includes taxes & fees
May 20 - May 21
Amara Cay Resort
Aerial view
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1000)
"It was excellent, but could use a microwave in room"
The price is CA $396
CA $521 total
includes taxes & fees
May 19 - May 20
La Siesta Resort & Villas
Don't see what you're looking for?
See all available properties in Islamorada
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.

Popular beach getaways

Most booked beach stays in Islamorada in 2024
Kid-friendly beach stays in Islamorada

Kid-friendly beach stays

Kid-friendly beach stays
Hotels with pools in Islamorada

Hotels with pools

Hotels with pools

Frequently asked questions

What does Islamorada offer sea lovers?
You can make your Islamorada getaway special by staying in an oceanview hotel room. Be sure to book one overlooking the beautiful coast or snorkeling spots for a chance to wake up next to the ocean. After an early morning swim, discover the sunsets and fishing in Islamorada.
What are some noteworthy hotels with ocean views in Islamorada?
Chesapeake Beach Resort is a hotel located on a private beach. It offers a private beach, 2 outdoor pools, sun loungers, beach towels, and flat-screen TVs. Cheeca Lodge & Spa and La Siesta Resort & Villas are a few other accommodations with ocean views worth considering.
How many hotels with ocean views are there in Islamorada on Expedia?
You’ll find 31 hotels with ocean views in Islamorada on Expedia.
What is there to see and do around Islamorada?
After arriving and settling in at your accommodation of choice, you might want to venture out and explore. If you’re eager to check out the beaches, head to Anne’s Beach or Sunset Drive Beach for some relaxation 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 Fiesta Key.
Why should I choose a hotel with an ocean view for my Islamorada vacation?
Reward yourself with an oceanview room and enjoy great views of the ocean during your trip to Islamorada. We make it easy to book the ideal hotel when you use our ocean view filter in the search results to narrow down your search.