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Featured Islamorada Beach Hotels

See all 218 Hotels in Islamorada
Islander Resort

Islander Resort

82100 Overseas Highway, Islamorada
3.0 out of 5.0
4.2 out of 5 (1,745 reviews)
No clean towels for the second day, internet not good. No paper towel either.
  Sep 9, 2017
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy, Islamorada
4.0 out of 5.0
4.3 out of 5 (1,209 reviews)
only one night but great experienceWe decided to extend a business trip a few days from Orlando and picked the Keys ( warmer). At random after looking at reviews we selected this hotel. We were checked in in no time and the nice young man who checked us in gave us a little tour and showed us where the pool and pool restaurant was, ...
  Jan 18, 2018

$233

$233
Postcard Inn Beach Resort & Marina

Postcard Inn Beach Resort & Marina

84001 Overseas Hwy, Islamorada
3.5 out of 5.0
3.8 out of 5 (1,198 reviews)
very nice hotel with beautiful beachwell we only stayed for one night due to hurricane Irma. we only had time to enjoy the very nice beach. the only downfall for me was not being able to smoke outside. I understand people don't like it, but its outside so what does it matter. otherwise this a beautiful property.
  Sep 11, 2017
Cheeca Lodge & Spa

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Islamorada
4.5 out of 5.0
4.4 out of 5 (1,433 reviews)
Daughter got married here on the beach at sunset. Beautiful hotel and spa facilities. Close enough to Miami in terms of travel, but you feel like you're away in the Caribbean.
  Sep 11, 2017
Pelican Cove Resort & Marina

Pelican Cove Resort & Marina

84457 Overseas Highway, Islamorada
3.5 out of 5.0
3.9 out of 5 (1,083 reviews)
Wonderful hotel! The staff was so friendly, the rooms were nice and clean! Great staff and amenities
  Sep 5, 2017

$254

$254
Drop Anchor Resort and Marina

Drop Anchor Resort and Marina

84959 Overseas Highway, 222, Islamorada
3.5 out of 5.0
4.2 out of 5 (820 reviews)
Room very clean and comfortable. Friendly staff. Easy location right off art 1
  Jan 18, 2018

$161

$161
La Siesta Resort & Marina

La Siesta Resort & Marina

80241 Overseas Highway, Islamorada
3.5 out of 5.0
3.8 out of 5 (639 reviews)
Awesome hotelThe hotel was amazing, only bad the breakfast very poor but the rest of amenities perfect.
  Sep 5, 2017
Chesapeake Beach Resort

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada
2.5 out of 5.0
3.9 out of 5 (536 reviews)
Nice hotel on waterWell we loved every second of our trip didnt even have to leave the hotel to have fun spent 3 days here and the fishing and snorkeling was our main goal and it was absolutely perfect the hotel in my eyes is outdated but the keys is an old fishing town so i expected it to stay that way no complaints ...
  Aug 25, 2017

$149

$149
Pines & Palms Resort

Pines & Palms Resort

80401 Old Hwy, Islamorada
3.5 out of 5.0
4.4 out of 5 (350 reviews)
Beautiful beachfront location.Lovely, comfortable cottage on the beach. Clean and quiet.
  Jan 10, 2018

$199

$199
Harbor Lights

Harbor Lights

84951 Overseas Hwy, Islamorada
2.5 out of 5.0
2.9 out of 5 (855 reviews)
Quiet place, close to the beach and other facilit.Small place, nice and very helpful lady in front desk. A few minutes from the Theater of the sea, good food around too.
  Jul 26, 2017
Casa Morada

Casa Morada

136 Madeira Road, Islamorada
4.0 out of 5.0
4.7 out of 5 (44 reviews)
A very special placeNever imagine that it would be so great. I made the reservation without even looking at the pictures. I will go back as much as i can.
  Dec 5, 2017

$379

$379
Bayside Townhomes and Boatslips

Bayside Townhomes and Boatslips

81450 Overseas Highway, Islamorada
4.0 out of 5.0
4.6 out of 5 (160 reviews)
Usually stay at the cheeca Just as nice without the restaurant and tiki bar
  Oct 27, 2017
The Moorings Village

The Moorings Village

123 Beach Rd, Islamorada
4.0 out of 5.0
4.9 out of 5 (18 reviews)
Beautiful peaceful vacationThe Moorings Village is a beautiful place to escape for a relaxing vacation. It's so peaceful and the cottage had plenty of room. Front porch sitting was perfect and the beach is second to none with the large palm trees providing shade while enjoying the ocean view. Feels very private. We will stay ...
  Aug 24, 2017
Lookout Lodge Resort

Lookout Lodge Resort

87770 Overseas Hwy, Islamorada
3.0 out of 5.0
3.8 out of 5 (78 reviews)
I had a wonderful stay at Lookout Lodge. The room could be updated but things were good. The staff was so helpful in telling us about things to do.
  Jan 1, 2018
Sands of Islamorada

Sands of Islamorada

80051 Overseas Highway, Islamorada
3.0 out of 5.0
4.1 out of 5 (70 reviews)
Cozy PlaceNice Place , they still updating after the Hurricane . The Rooms are very clean ,even Bathrobe's in the closet.. In walking distance to a great Restaurant and small Harper.
  Jan 18, 2018

$165

$165
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

84801 Overseas Highway, Islamorada
2.5 out of 5.0
3.4 out of 5 (164 reviews)
Nice older near the water. 22 night stay. Only there at site mainly in evening. Quiet and pretty. Beautiful sunrises!
  Feb 3, 2017

$215

$215
Creekside Inn Islamorada

Creekside Inn Islamorada

90611 Old Highway, Islamorada
3.0 out of 5.0
3.5 out of 5 (655 reviews)
Clean and affordable with an excellent viewOur second year staying here. Had a wonderful room facing the canal. A beautiful and relaxing place to sit with a glass of wine at the end of the day. Staff was very friendly and professional, as well as helpful. Went above and beyond to ensure we had an enjoyable stay. Even brought us a corkscrew ...
  Jan 19, 2018

$125

$125
Casa Thorn

Casa Thorn

114 Palm Lane, Islamorada
3.5 out of 5.0
4.3 out of 5 (27 reviews)
Casa ThornVery nice B & B, Furnishings were interesting, and breakfast was excellent. Very organized and efficient. We enjoyed our stay and will return as we get the chance.
  Dec 30, 2017

$189

$189
Angler’s Reef Resort by KeysCaribbean

Angler’s Reef Resort by KeysCaribbean

84977 Overseas Highway, Islamorada
4.0 out of 5.0
4.7 out of 5 (6 reviews)
Very nice layout and great location. Really liked the community and the convenient location. Would have been nice to have information in the room about local attractions. Should include bathroom amenities and a broom!
  Jul 12, 2017
Map

Recently booked Beach Hotels in Islamorada

Chesapeake Beach Resort
2.5 out of 5.0
Last booking: 7 minutes ago
Amara Cay Resort
4.0 out of 5.0
Last booking: 33 minutes ago
La Siesta Resort & Marina
3.5 out of 5.0
Last booking: 2 hours ago
Drop Anchor Resort and Marina
3.5 out of 5.0
Last booking: 5 hours ago
Pelican Cove Resort & Marina
3.5 out of 5.0
Last booking: 14 hours ago
Cheeca Lodge & Spa
4.5 out of 5.0
Last booking: 17 hours ago
Creekside Inn Islamorada
3.0 out of 5.0
Last booking: 41 hours ago
Casa Morada
4.0 out of 5.0
Last booking: 42 hours ago
Conch On Inn Motel
2.5 out of 5.0
Last booking: 42 hours ago

Listen closely, and you just might hear seagulls flying in the clouds, the "slurp" of your icy cold smoothie, and the sound of the tide crashing on the shore. It's true, you may have even traveled to the shore as a child. After all, who wouldn't want to spend their days walking the boardwalk in search of saltwater taffy, or enjoying the sun on the soft sand? Yes, it's definitely time to plan your journey to Islamorada and get moving!

We have what you are searching for. In fact, Islamorada is quickly climbing our list of popular locales. We feature numerous Islamorada beach hotels on our site, and you can be assured you'll adore your comfy space.

Get Dream Islamorada Beach Hotels

Wondering which Islamorada hotel has a sweet balcony, or where you'll find some nice shady areas? (Maybe you're just too lazy to make yourself leave your hotel!) Well you're in luck. Islamorada welcomed plenty of tourists over the past twelve months, and you can read their guidance on accommodation near the sea on our review site.

Overall, beach hotels in Islamorada provide all that you could possibly wish for to create the finest beach escape you've ever seen. It should come as no surprise they are all about big possibilities, and the local population is welcoming and good-natured. Also, in Islamorada, there will be adventures that go well beyond boardwalks and ice cream.

Now Is the Right Time to Book Your Hotel

Can you dream of anything that will loosen you up more than a coastal vacation? Expedia has some super bargains for Islamorada beach hotels. The area has had a big deluge of enthusiasm during the past year—it's a perfect opportunity to book. Load up your bags. Islamorada has been awaiting your arrival.