Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Islamorada on Hotels.com. These Islamorada hotels consistently deliver on comfort, location and traveler experience. Last updated on .
Hotels in Islamorada
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Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
9.2 out of 10, Wonderful, (1,769 reviews)
$200 nightly
The price is $224
Aug 13 - Aug 14
Total with taxes and fees

Cheeca Lodge & Spa
Cheeca Lodge & SpaMatecumbe
9.2 out of 10, Wonderful, (1,377 reviews)
$217 nightly
The price is $244
Sep 1 - Sep 2
Total with taxes and fees

Islander Resort
Islander ResortMatecumbe
9.4 out of 10, Exceptional, (1,096 reviews)
$277 nightly
The price is $312
Sep 2 - Sep 3
Total with taxes and fees

Amara Cay Resort
Amara Cay ResortMatecumbe
8.8 out of 10, Excellent, (1,301 reviews)
$224 nightly
The price is $252
Aug 11 - Aug 12
Total with taxes and fees

Lime Tree Bay Resort
Lime Tree Bay ResortLong Key
9.2 out of 10, Wonderful, (1,446 reviews)
$179 nightly
The price is $201
Aug 10 - Aug 11
Total with taxes and fees

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortIslamorada
9.0 out of 10, Wonderful, (246 reviews)
$272 nightly
The price is $306
Aug 17 - Aug 18
Total with taxes and fees

La Siesta Resort & Villas
La Siesta Resort & VillasMatecumbe
8.6 out of 10, Excellent, (1,003 reviews)
$237 nightly
The price is $266
Aug 12 - Aug 13
Total with taxes and fees

Pines & Palms Resort
Pines & Palms ResortMatecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
$224 nightly
The price is $252
Aug 30 - Aug 31
Total with taxes and fees

Hawks Cay Resort
Hawks Cay ResortMarathon
8.2 out of 10, Very Good, (1,015 reviews)
$262 nightly
The price is $292
Sep 1 - Sep 2
Total with taxes and fees

Bayside Villas by Islander Resort
Bayside Villas by Islander ResortMatecumbe
9.0 out of 10, Wonderful, (455 reviews)
$330 nightly
The price is $371
Aug 11 - Aug 12
Total with taxes and fees

Breezy Palms Resort
Breezy Palms ResortMatecumbe
8.8 out of 10, Excellent, (723 reviews)
$139 nightly
The price is $157
Sep 1 - Sep 2
Total with taxes and fees

Hadley Resort and Marina
Hadley Resort and MarinaMatecumbe
7.6 out of 10, Good, (1,005 reviews)
$138 nightly
The price is $155
Aug 12 - Aug 13
Total with taxes and fees

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by HiltonKey Largo
8.6 out of 10, Excellent, (1,165 reviews)
$296 nightly
The price is $333
Aug 26 - Aug 27
Total with taxes and fees

Fisher Inn Resort & Marina
Fisher Inn Resort & MarinaIslamorada
8.2 out of 10, Very Good, (1,012 reviews)
$138 nightly
The price is $155
Sep 1 - Sep 2
Total with taxes and fees

La Jolla Resort
La Jolla ResortMatecumbe
9.2 out of 10, Wonderful, (1,005 reviews)
$127 nightly
The price is $143
Aug 25 - Aug 26
Total with taxes and fees

Coconut Cove Resort and Marina
Coconut Cove Resort and MarinaIslamorada
9.0 out of 10, Wonderful, (279 reviews)
$148 nightly
The price is $166
Sep 1 - Sep 2
Total with taxes and fees

Casa Morada
Casa MoradaMatecumbe
9.4 out of 10, Exceptional, (448 reviews)
$160 nightly
The price is $180
Aug 31 - Sep 1
Total with taxes and fees

Reefhouse Resort & Marina
Reefhouse Resort & MarinaKey Largo
9.4 out of 10, Exceptional, (1,510 reviews)
$259 nightly
The price is $286
Aug 10 - Aug 11
Total with taxes and fees

Drop Anchor
Drop AnchorIslamorada
8.6 out of 10, Excellent, (1,009 reviews)
$170 nightly
The price is $187
Aug 12 - Aug 13
Total with taxes and fees
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.
Get last-minute hotel deals in Islamorada and save more
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Showing deals for:Aug 9 - Aug 10
$40 off
$167 nightly
The price is $184
Total with taxes and fees
Showing deals for:Aug 14 - Aug 16
$301 nightly
The price is $678
Total with taxes and fees
Check out pet-friendly hotels in Islamorada

9.2 out of 10, Wonderful, (1769)
$200 nightly
The price is $224
Aug 13 - Aug 14
Total with taxes and fees
You may also like resorts in Islamorada
$217 nightly
The price is $244
Sep 1 - Sep 2
Total with taxes and fees
You can also stay at hotels with a pool in Islamorada

9.2 out of 10, Wonderful, (1769)
$200 nightly
The price is $224
Aug 13 - Aug 14
Total with taxes and fees
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.
Go beyond your typical stay in Islamorada
Pet friendly
Resort
Top neighborhoods in Islamorada

Matecumbe
Matecumbe gives you the full Florida Keys experience without trying too hard. Snorkel crystal waters at Anne's Beach, grab a cold one at Florida Keys Brewing Co, or watch fishermen haul in their catch at Bud n' Mary's. The Hurricane Monument and Indian Key Historic State Park tell stories of this laid-back paradise, while the MoradaWay Arts District adds cultural flair. Waterfront tiki bars serve fresh mahi-mahi as the sun sets over Florida Bay. Most visitors stay in charming resorts with private beaches and pools, though vacation rentals offer more space. You'll need a car to explore properly, but many resort areas are perfectly walkable.

Lower Matecumbe Beach
Lower Matecumbe Beach offers pristine Atlantic shorelines where powder-soft sand meets crystal-clear turquoise waters. Sunset Drive Beach and nearby Anne's Beach provide perfect spots for swimming and sunbathing in the shallow, calm waters. You'll discover scenic overlooks at mile markers, historic fishing piers extending into Florida Bay, and the popular Founder's Park with its recreational facilities. Waterfront seafood restaurants serve fresh mahi-mahi and key lime pie with stunning ocean views. Accommodations range from luxury beachfront resorts to intimate bed-and-breakfasts. Getting around requires a rental car, though the beachfront areas are highly walkable with bike-friendly roads.

Venetian Shores
Venetian Shores offers the Keys dream—canal-front homes with private docks where dolphins practically introduce themselves at breakfast. Spend your days boating from your backyard to snorkeling spots or fishing the flats between the Atlantic and Florida Bay. This upscale residential enclave lets you live like a local without the tourist crowds. You'll need wheels to explore nearby attractions like Founders Park and the History of Diving Museum. The neighborhood itself has no restaurants or shops—just peaceful streets lined with luxury vacation rentals featuring pools and tropical gardens. For dining out, a quick 5-10 minute drive takes you to Islamorada's waterfront eateries.

Seabreeze Trailer Park
Seabreeze Trailer Park offers a laid-back slice of Florida Keys paradise without the resort price tag. You'll get direct beach access for swimming and snorkeling in crystal-clear waters. Nearby Founders Park and Windley Key Fossil Reef Geological State Park provide perfect day trips. Rain Barrel Village offers local shopping when you need a break from all that sunshine. Seafood restaurants and waterfront dining options are just a short drive away in Islamorada. While public transit is limited, having a rental car or golf cart makes exploring the surrounding Keys a breeze. The peaceful, no-frills atmosphere makes this spot ideal for travelers seeking an authentic Keys experience on a budget.
Top landmarks in Islamorada
Learn more about Islamorada
Dubbed the 'Sportfishing Capital of the World,' this Florida Keys paradise invites you to battle trophy tarpon and marlin in azure waters. Dive beneath the surface where coral reefs burst with marine life, or paddle through mysterious mangrove tunnels where herons stalk the shallows. The History of Diving Museum chronicles humanity's underwater exploration, while MoradaWay Arts District showcases island-inspired creativity. Anne's Beach offers shallow wading perfect for families, with picnic tables near the gentle surf. After a day on the water, sample fresh-caught seafood at dockside restaurants. For a wilder adventure, take a day trip to nearby Everglades National Park, where alligators sun themselves amid saw grass prairies.

Check out reviews of Islamorada hotels guests love

Islander Resort
10/10 Excellent
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