Hotels in Islamorada

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Jul 31 - Aug 2
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Aug 7 - Aug 9

Where to stay in Islamorada?

Exterior

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (712 reviews)
This beachfront aparthotel offers a refreshing outdoor pool and volleyball court in Islamorada. Clean apartments feature full kitchens and free WiFi, while the marina provides direct water access. Bud n' Mary's Dive Center and Hurricane Monument are just minutes away.
The price is $72
$133 total
includes taxes & fees
Aug 23 - Aug 24
Breezy Palms Resort
Room, 1 King Bed with Sofa bed, Oceanfront (Alligator Reef, Lanai) | View from room

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,309 reviews)
The price is $168
$262 total
includes taxes & fees
Aug 10 - Aug 11
Amara Cay Resort
Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,360 reviews)
The price is $169
$263 total
includes taxes & fees
Aug 9 - Aug 10
Cheeca Lodge & Spa
Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,768 reviews)
This tranquil beachfront resort offers 2 sparkling outdoor pools and a marina with boat slips. Catch fish right off the shore, borrow free bicycles to explore nearby islands, or simply relax on well-maintained beaches with complimentary towels and loungers.
The price is $159
$235 total
includes taxes & fees
Aug 3 - Aug 4
Chesapeake Beach Resort
Exterior

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,008 reviews)
Escape to this serene seaside motel where the Atlantic meets adventure. Snorkel vibrant reefs, borrow bikes to explore nearby Windley Key Fossil Park, or relax poolside. Clean rooms with microwaves and refrigerators offer comfort after days filled with marine exploration.
The price is $129
$178 total
includes taxes & fees
Aug 9 - Aug 10
Fisher Inn Resort & Marina
House, 3 Bedrooms, Ocean View, Oceanfront | Lanai

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
Immerse yourself in coastal bliss at this oceanside hotel in Islamorada. Enjoy the private beach access, refreshing outdoor pool, and nearby hiking trails. Close to Islamorada Brewery & Distillery with free WiFi and daily housekeeping.
The price is $159
$207 total
includes taxes & fees
Aug 3 - Aug 4
La Jolla Resort
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,005 reviews)
Escape to this beachfront Islamorada resort featuring a marina, outdoor pool, and pool bar. Spacious rooms offer a tranquil retreat after exploring nearby Bud n' Mary's Dive Center and Hurricane Monument. The helpful staff ensures a memorable Florida Keys getaway.
The price is $155
$247 total
includes taxes & fees
Aug 10 - Aug 11
La Siesta Resort & Villas
Exterior

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,087 reviews)
The price is $243
$341 total
includes taxes & fees
Aug 11 - Aug 12
Islander Resort
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,428 reviews)
Waves lap the private beach at this Long Key resort where 3 outdoor pools, kayaking, and tennis await. Florida Boy restaurant serves American cuisine while free bike rentals let you explore Long Key State Park nearby.
The price is $130
$192 total
includes taxes & fees
Aug 27 - Aug 28
Lime Tree Bay Resort
Balcony view

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,007 reviews)
The price is $119
$167 total
includes taxes & fees
Aug 2 - Aug 3
Hadley Resort and Marina
Room, 1 King Bed, Balcony, Ocean View (Balcony) | Premium bedding, in-room safe, laptop workspace, iron/ironing board

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (238 reviews)
Discover this Islamorada resort with a private beach, marina, and Latin American cuisine at Mercado Morada. Kayak through blue waters or snorkel nearby. After adventures, unwind at one of 3 bars with stunning ocean views.
The price is $207
$306 total
includes taxes & fees
Aug 5 - Aug 6
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,013 reviews)
This seaside Islamorada hotel offers a refreshing outdoor pool, complimentary kayaking, and bicycles for exploring. Near Windley Key Fossil Reef and Rain Barrel Village, the Art Deco property earns praise for its helpful staff and clean rooms.
The price is $115
$165 total
includes taxes & fees
Aug 4 - Aug 5
Drop Anchor
Outdoor pool, open 8:00 AM to 11:00 PM, sun loungers

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
3.5 star property
Tavernier
8.4 out of 10, Very Good, (1,017 reviews)
Discover a waterfront escape with a private beach, outdoor pool, and island-view rooms. Near Harry Harris Park, this Tavernier hotel offers 2 tennis courts, full kitchens, and a beachfront restaurant with 3 bars to enjoy sunset cocktails.
The price is $135
$170 total
includes taxes & fees
Aug 24 - Aug 25
Ocean Pointe Suites at Key Largo
Marina

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,011 reviews)
Experience waterfront tranquility at this beachside retreat featuring a private marina where kayaking and rowing await. Just steps from Jimmy Johnson's Big Chill and near John Pennekamp Coral Reef State Park, these clean cottages offer refrigerators and microwaves for convenient stays.
The price is $103
$116 total
includes taxes & fees
Aug 23 - Aug 24
The Pelican Key Largo Cottages
View from property

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,016 reviews)
Immerse yourself in Tavernier's coastal charm at this bayfront motel with 2 outdoor pools and a marina. Located near Florida Keys Dive Center and Mangrove Marina, guests can enjoy scuba diving and rowing, plus free WiFi and parking.
The price is $143
$161 total
includes taxes & fees
Aug 26 - Aug 27
Creekside Inn
On the beach, sun loungers, snorkeling, kayaking

Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,005 reviews)
Escape to this Key Largo beach hotel near Pigeon Key and John Pennekamp Coral Reef State Park. Enjoy free WiFi, parking, kayaking, and snorkeling adventures. The attentive staff and pristine rooms earn high marks from travelers.
The price is $103
$127 total
includes taxes & fees
Aug 6 - Aug 7
Drift Hotel
Exterior

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.4 out of 10, Exceptional, (260 reviews)
Discover Florida Keys charm at this laid-back guesthouse with a scenic marina and complimentary bicycles for island exploration. Just minutes from Rain Barrel Village, guests enjoy free WiFi, parking, and helpful staff who enhance your tropical getaway.
The price is $194
$218 total
includes taxes & fees
Aug 4 - Aug 5
Ragged Edge Resort & Marina
Exterior

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.8 out of 10, Good, (1,003 reviews)
This serene waterfront hotel offers a full-service marina and outdoor pool with a relaxing hot tub. Explore John Pennekamp Coral Reef State Park just 15 minutes away or enjoy the complimentary bicycles. Nearby Harry Harris Park and Pigeon Key add to your Key Largo adventure.
The price is $125
$172 total
includes taxes & fees
Aug 9 - Aug 10
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Exterior

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,015 reviews)
The price is $122
$137 total
includes taxes & fees
Aug 9 - Aug 10
Sunset Cove Beach Resort
Oceanfront Three Bedroom Villa | Premium bedding, iron/ironing board, WiFi (free), individually decorated

Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
Discover coastal charm at this beachfront hotel with direct marina access. The outdoor pool and beach bar create a tropical paradise, while rooms with refrigerators and microwaves provide homestyle convenience near Bud n' Mary's Dive Center.
The price is $242
$327 total
includes taxes & fees
Aug 9 - Aug 10
Pines & Palms Resort
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.
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Showing deals for:Jul 28 - Jul 29
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,013 reviews)
$73 off
The price is $185
per night
$243 total
includes taxes & fees
Drop Anchor
Showing deals for:Jul 29 - Jul 30
Exterior
Bayside Inn Key Largo

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1,787 reviews)
The price is $127
per night
$167 total
includes taxes & fees
MOD
Sign in for extra savings
Bayside Inn Key Largo
Showing deals for:Aug 7 - Aug 9
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,013 reviews)
$165 off
The price is $202
per night
$525 total
includes taxes & fees
Drop Anchor

Check out pet-friendly hotels in Islamorada

Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1768)
The price is $159
$235 total
includes taxes & fees
Aug 3 - Aug 4
Chesapeake Beach Resort
View all properties

You may also like resorts in Islamorada

Balcony
Cheeca Lodge & Spa

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1360)
The price is $169
$263 total
includes taxes & fees
Aug 9 - Aug 10
Cheeca Lodge & Spa
View all properties

You can also stay at hotels with a pool in Islamorada

Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1768)
The price is $159
$235 total
includes taxes & fees
Aug 3 - Aug 4
Chesapeake Beach Resort
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.
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When is the best time to visit Islamorada?

Our prices for hotels in Islamorada are cheapest in September
Price trends for hotels in Islamorada
Pricing is based on two traveler single night rates
View properties in July
Currently viewing crowd sizes and weather for July.
Typical weather for Islamorada
July
High 30°C / low 28°C. Sunny most days.
View properties in July
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July, no crowd data, average high temperature 30 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 30 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 29 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
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28°
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October, no crowd data, average high temperature 28 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 26 degrees Celsius, average low temperature 23 degrees Celsius. Sunny most days.
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December, no crowd data, average high temperature 24 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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January, no crowd data, average high temperature 23 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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February, no crowd data, average high temperature 23 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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March, no crowd data, average high temperature 24 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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April, no crowd data, average high temperature 26 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
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May, no crowd data, average high temperature 27 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top neighborhoods in Islamorada

A beachside café with colorful chairs and tables, palm trees, and a view of the ocean.

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.

A clear blue sea with a sandy beach and a distant horizon.

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.

A sunset over a palm tree-lined pier extending into calm waters.

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.

A beach with palm trees, lounge chairs, and a building with balconies.

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

A sandy beach with green vegetation and a calm sea.

Anne's Beach

7.8/10 (597 reviews)
If you can't wait to get to the beach, you might enjoy a trip to Anne's Beach located 8.8 mi (14.1 km) from central Islamorada. If you want to continue walking by the waves, head to Sunset Drive Beach located nearby.
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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.

See all hotels in Islamorada
A wooden pier extending into calm waters with a covered seating area and a boat docked at the end.

Check out reviews of Islamorada hotels guests love

Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"We had a wonderful stay at this hotel with our daughters. The room was spacious, had a beautiful ocean view, a great kitchen, and everything was very clean and comfortable. We had a small issue with the air conditioning, but the staff resolved it quickly and were incredibly friendly and helpful throughout our stay. The breakfast was delicious with plenty of variety, and the location in Islamorada was perfect. We truly enjoyed our time here and would definitely stay again the next time we visit the Keys. Highly recommended!"
Reinier 2-night trip
Posted 5 hours ago
Hadley Resort and Marina

Frequently asked questions

What accommodations do travelers recommend in Islamorada?
Guests like Cheeca Lodge & Spa, Amara Cay Resort and Chesapeake Beach Resort.
Can I book refundable hotels in Islamorada?
If you're looking for the flexibility to change your plans to Islamorada, most hotels provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I stay in Islamorada if I want an affordable accommodation?
Coconut Cove Resort and Marina is an accommodation you might want to consider that'll save you money.
Where can I stay in Islamorada if I want a vacation rental instead of a traditional hotel?
If you want to find a good alternative to a hotel, review our selection of 412 vacation homes. In addition, there are 91 apartments and 118 condos.
What will the weather in Islamorada be like during my trip?
With an average temperature of 72°F during the coldest months, Islamorada is a great place to visit any time of year.
Why should I book my Islamorada hotel with Hotels.com?
There are lots of reasons to book your Islamorada trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.