Explore beach hotels in Islamorada, FL from $161

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Islamorada Beach Resorts & Hotels

Islander Resort
Great for beach vacations

Islander Resort

82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$288 nightly
The price is $325 total per night from Jan 29 to Jan 30
$325 total
Jan 29 - Jan 30
Total with taxes and fees
A private beach, 3 restaurants, and 2 outdoor pools are all featured at this hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Families ...
9.2/10 Wonderful! (1,006 reviews)

Travelers like: on the beach, cabanas, beach bars, beach umbrellas

Travelers say...
Clean room and resort. So much to do. Absolutely beautiful

Reviewed on Dec 28, 2025

Opens in a new windowIslander Resort
Cheeca Lodge & Spa
Great for beach vacations

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
$331 nightly
The price is $373 total per night from Jan 11 to Jan 12
$373 total
Jan 11 - Jan 12
Total with taxes and fees
This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
9.2/10 Wonderful! (1,279 reviews)

Travelers like: on the beach, sun loungers, beach yoga, massages on beach

Travelers say...
Good property but a little dated and understaffed. They are trying and they are hospitable but not a 5 star experience. Still one of the nicer resorts in the area.

Reviewed on Dec 29, 2025

Opens in a new windowCheeca Lodge & Spa
Chesapeake Beach Resort
Great for beach vacations

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$242 nightly
The price is $273 total per night from Jan 15 to Jan 16
$273 total
Jan 15 - Jan 16
Total with taxes and fees
A private beach, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind ...
9.2/10 Wonderful! (1,609 reviews)

Travelers like: on the beach, sun loungers, beach towels, outdoor pools

Travelers say...
Entire resort was clean and beautiful. Quiet location with beautiful rooms. We will return.

Reviewed on Dec 31, 2025

Opens in a new windowChesapeake Beach Resort
Pines & Palms Resort
Great for beach vacations

Pines & Palms Resort

80401 Old Hwy Islamorada FL
$308 nightly
The price is $347 total per night from Jan 4 to Jan 5
$347 total
Jan 4 - Jan 5
Total with taxes and fees
The private beach and marina are among the highlights at this hotel. Enjoy a day at the beach snorkeling, or relax with sun loungers. Enjoy the outdoor pool ...
9/10 Wonderful! (1,003 reviews)

Travelers like: on the beach, sun loungers, beach bars, beach yoga

Travelers say...
Great room great place. Very clean easy to get to wonderful staff

Reviewed on Dec 20, 2025

Opens in a new windowPines & Palms Resort
Amara Cay Resort
Great for beach vacations

Amara Cay Resort

80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$277 nightly
The price is $312 total per night from Jan 6 to Jan 7
$312 total
Jan 6 - Jan 7
Total with taxes and fees
A private beach, 2 restaurants, and an outdoor pool are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything ...
8.8/10 Excellent! (1,271 reviews)

Travelers like: on the beach, beach towels, outdoor pool

Travelers say...
Was very nice , Did order cookies and brownies for the room Christmas night and that never happened! Fishing pole rental was ridiculous Food was great and good Keylime dessert !

Reviewed on Dec 28, 2025

Opens in a new windowAmara Cay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Great for beach vacations

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

84001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$364 nightly
The price is $410 total per night from Jan 20 to Jan 21
$410 total
Jan 20 - Jan 21
Total with taxes and fees
This Art Deco resort features a private beach, a marina, and 4 restaurants. Enjoy a day at the beach snorkeling, or relax with sun loungers. Families will appreciate ...
8.8/10 Excellent! (122 reviews)

Travelers like: on the beach, sun loungers, beach bars, beach towels

Travelers say...
No balcony. We walked out right to the beach. IT WAS EVEN BETTER!!

Reviewed on Dec 27, 2025

Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Drop Anchor
Great for beach vacations

Drop Anchor

84959 Overseas Highway, 222 Islamorada FL
$213 nightly
The price is $235 total per night from Jan 7 to Jan 8
$235 total
Jan 7 - Jan 8
Total with taxes and fees
An outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A business center, a garden, and a picnic area ...
8.6/10 Excellent! (1,003 reviews)

Travelers like: close to beach, sun loungers, beach umbrellas, beach towels

Travelers say...
Amazing and peaceful lady at front desk was amazing and friendly

Reviewed on Dec 25, 2025

Opens in a new windowDrop Anchor
La Siesta Resort & Villas
Great for beach vacations

La Siesta Resort & Villas

80241 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$250 nightly
The price is $282 total per night from Jan 7 to Jan 8
$282 total
Jan 7 - Jan 8
Total with taxes and fees
The private beach and marina are among the highlights at this resort. Enjoy the outdoor pool and perks like a free area shuttle. There's a poolside bar on site, ...
8.6/10 Excellent! (1,001 reviews)

Travelers like: on the beach, beach towels, outdoor pool

Travelers say...
Beautiful resort with convenient parking and a great location. The kids loved the included kayaking and the pool. The bathroom was a bit outdated, and housekeeping could have been better, but overall we enjoyed our visit and would book again on future trips.

Reviewed on Jan 1, 2026

Opens in a new windowLa Siesta Resort & Villas
Don't see what you're looking for?
See all available properties in Islamorada
View all properties
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.

Top Beach Hotels where Kids Stay FREE

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.

Beach Condos in Islamorada

Beach Villas in Islamorada

More Beachfront Hotels in Islamorada

Your Islamorada Beach Hotel Guide

Islamorada Hotels on the Beach with the Amenities You Want

Islamorada Beach Hotels with a Pool

Islamorada Beach Hotels with Free Breakfast

Pet-friendly Beach Hotels in Islamorada

Islamorada Beach Hotels with Restaurants

What are the cheapest hotels on the beach in Islamorada

  • Cheeca Lodge & Spa - Book Now
    • Located on Upper Matecumbe Key, Islamorada, Cheeca Lodge & Spa is less than a mile from the Hurricane Monument. It's a 2-minute drive to the History of Diving Museum, and 5 minutes to Theater of the Sea. Morada Way Arts & Cultural District is a 5-minute walk from the hotel.
    • 4.00 star rating.
  • Eager to Please in the Keys - 4 Br home by RedAwning - Book Now
    • 3.00 star rating.
  • Ed & Ellens Lodging Key largo - Book Now
    • Situated in Key Largo, this condo is within 2 mi (3 km) of MarineLab Undersea Laboratory, Dolphins Plus Bayside, and John Pennekamp Coral Reef State Park. Christ of the Deep and Dolphins Plus are also within 6 mi (10 km).
    • 3.00 star rating.

What’s better than a beautiful Islamorada hotel near the beach? Finding that hotel for a deal! Check out our amazing deals on stunning Islamorada beach hotel properties to find exactly what you’re looking for on your next trip to Islamorada.

Cheapest Islamorada Beach Hotels by Star Rating

Cheapest 4 Star Islamorada Hotels on the Beach

Cheapest 3 Star Islamorada Hotels on the Beach

Best Oceanfront Hotels in Islamorada, According to Traveler Reviews

Popular Tourist Activities and Attractions In Islamorada

Popular Beach Stays in Islamorada

Recent Islamorada Hotel Reviews By Fellow Wanderers

Explore More Ways to Travel with Travelocity