Explore beach hotels in Islamorada, FL from $181

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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
The price is $393 total per night from Jan 29 to Jan 30
$393 total
per night
Jan 29 - Jan 30
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! (1,007 reviews)

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

Travelers say...
Loved everything about this place!! &So many outdoor games to play.

Reviewed on Jan 19, 2026

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
The price is $428 total per night from Feb 1 to Feb 2
$428 total
per night
Feb 1 - Feb 2
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! (1,292 reviews)

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

Travelers say...
Nice resort

Reviewed on Jan 19, 2026

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
The price is $274 total per night from Jan 27 to Jan 28
$274 total
per night
Jan 27 - Jan 28
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! (1,652 reviews)

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

Travelers say...
The workers were excellent. The breakfast staff were wonderful. Chris, Didi,Emily. The were so helpful. You have a great bunch of workers. I can't say enough about the staff.

Reviewed on Jan 23, 2026

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
The price is $467 total per night from Feb 2 to Feb 3
$467 total
per night
Feb 2 - Feb 3
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! (134 reviews)

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

Travelers say...
Great place

Reviewed on Jan 22, 2026

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
The price is $347 total per night from Jan 26 to Jan 27
$347 total
per night
Jan 26 - Jan 27
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! (1,004 reviews)

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

Travelers say...
Yes

Reviewed on Jan 22, 2026

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
The price is $311 total per night from Jan 27 to Jan 28
$311 total
per night
Jan 27 - Jan 28
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! (1,272 reviews)

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

Travelers say...
No issues

Reviewed on Jan 20, 2026

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

Drop Anchor

84959 Overseas Highway, 222 Islamorada FL
The price is $212 total per night from Jan 29 to Jan 30
$212 total
per night
Jan 29 - Jan 30
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! (1,005 reviews)

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

Travelers say...
Great stay, better than I even expected from the pictures. Quiet, quaint little place right on the water. The edge is actually a dock, but it looks like it’s right on its own, private, wide beach! The internet was good - I had a half day of doing Zoom work calls and had no problems. It’s quiet, the ...

Reviewed on Jan 21, 2026

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
The price is $301 total per night from Jan 27 to Jan 28
$301 total
per night
Jan 27 - Jan 28
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! (1,003 reviews)

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

Travelers say...
Room was very clean

Reviewed on Jan 18, 2026

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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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.

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