Explore beach hotels in Islamorada, FL from $161

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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
$308 nightly
The price is $347 total per night from Jan 4 to Jan 5
$347 total
Jan 4 - Jan 5, 2026
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! (1,001 reviews)

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

Travelers say...
The resort was perfect Everyone from checking in and during our stay could not have been nicer and helpful

Reviewed on Dec 17, 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
$328 nightly
The price is $370 total per night from Jan 4 to Jan 5
$370 total
Jan 4 - Jan 5, 2026
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! (1,273 reviews)

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

Travelers say...
Fabulous waterfront, activities, and dining as well as the staff.

Reviewed on Dec 21, 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
$236 nightly
The price is $266 total per night from Jan 8 to Jan 9
$266 total
Jan 8 - Jan 9, 2026
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! (1,597 reviews)

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

Travelers say...
It was a great breakfast.... they had everything that i liked in particular. They had healthy options.. not a big place so it didnt seem overwhelmed with options just the right amount of options. Place i staid had an amazing ocean view :)

Reviewed on Dec 23, 2025

Opens in a new windowChesapeake Beach 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
$356 nightly
The price is $400 total per night from Jan 4 to Jan 5
$400 total
Jan 4 - Jan 5, 2026
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 ...
9/10 Wonderful! (118 reviews)

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

Travelers say...
The beds were incredibly soft and comfortable, the marina view was great and we really appreciated the breakfast spot being so close to our room. Fun spaces to gather around our room, very modern and stylish. The only glitch: the beautiful pool located just off the ocean was unheated and consequently, ...

Reviewed on Dec 20, 2025

Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio 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, 2026
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
$271 nightly
The price is $305 total per night from Jan 5 to Jan 6
$305 total
Jan 5 - Jan 6, 2026
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! (1,267 reviews)

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

Travelers say...
Clean rooms! Great resort , fun activities , very nice and quiet area , made my anniversary with my girlfriend very special!

Reviewed on Dec 21, 2025

Opens in a new windowAmara Cay Resort
Drop Anchor
Great for beach vacations

Drop Anchor

84959 Overseas Highway, 222 Islamorada FL
$191 nightly
The price is $210 total per night from Jan 11 to Jan 12
$210 total
Jan 11 - Jan 12, 2026
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! (1,000 reviews)

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

Travelers say...
Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing!

Reviewed on Dec 7, 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
$392 nightly
The price is $442 total per night from Jan 3 to Jan 4
$442 total
Jan 3 - Jan 4, 2026
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...
Clean, spacious room. Property was beautiful. Staff friendly. Nice to be able to go to the sister resorts as well.

Reviewed on Dec 15, 2025

Opens in a new windowLa Siesta Resort & Villas
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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

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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

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Best Oceanfront Hotels in Islamorada, According to Traveler Reviews

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