Find Oceanfront Hotels in Islamorada, FL

Beach vacation deals from $120

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from 39 Islamorada Oceanfront Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Exterior
The Caribbean Resort
3.5 star property
10.0 out of 10, Exceptional, (135)
"The grounds were beautiful and well kept. the staff was friendly and helpful. Everything needed for a wonderful stay was included. It is a beautiful resort and The only improvement I would recommend would be to get a larger screen TV."
The Caribbean Resort
Exterior
Ragged Edge Resort & Marina
2.5 star property
9.4 out of 10, Exceptional, (126)
"Great property but could stand some upgrading "
The price is $246
$277 total
includes taxes & fees
May 27 - May 28
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 $143
$208 total
includes taxes & fees
Jun 6 - Jun 7
Pines & Palms Resort
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1326)
"."
The price is $229
$298 total
includes taxes & fees
May 29 - May 30
Chesapeake Beach Resort
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1003)
"Rooms are very quiet. We had two small children and we were worried we would hear neighbors or we would bother them but you couldn’t hear anything in next room. Hotel was fully book3d "
The price is $299
$398 total
includes taxes & fees
May 23 - May 24
Cheeca Lodge & Spa
3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1002)
"The property was amazing! We loved our stay. The only concern is that the pools need work. Lots of small tiles missing."
The price is $239
$324 total
includes taxes & fees
May 29 - May 30
Islander Resort
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, (1001)
"Drop Anchor is a great place. Oceanfront but peaceful and the grounds are well kept. We like to walk everywhere and that was a bit hard to do and to no fault of Drop Anchor - just wish there was more dining/bars closer than a car ride. We will be back to stay."
The price is $120
$170 total
includes taxes & fees
May 23 - May 24
Drop Anchor
Outdoor pool, pool umbrellas, sun loungers
Islander Bayside Villas and Boatslips
3.5 star property
9.0 out of 10, Wonderful, (336)
"I have never encountered a staff so helpful and pleasant Thank you"
The price is $271
$360 total
includes taxes & fees
May 29 - May 30
Islander Bayside Villas and Boatslips
Exterior
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1242)
"The layout is perfect. Very clean and spacious rooms"
The price is $258
$346 total
includes taxes & fees
Jun 12 - Jun 13
Amara Cay Resort
Aerial view
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1000)
"Beautiful property with amazing ocean views great pool area"
The price is $337
$435 total
includes taxes & fees
May 30 - May 31
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

Too many beaches in Islamorada to choose from? Here are our top picks for a memorable beach vacation.

Islamorada Oceanfront Hotels information

 

Oceanfront Hotels in Islamorada

39

Highest price
$337
Cheapest price
$120
Number of guest reviews
9,245
Total number of hotels in Islamorada
2,122

 

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 40 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.

Recent reviews of Islamorada hotels
Expedia verified reviews

Amara Cay Resort

Amara Cay Resort

5/5 Excellent
"The layout is perfect. Very clean and spacious rooms"
A verified traveler stayed at Amara Cay Resort
Posted 22 hours ago
Amara Cay Resort