The Best Hotels with a View in Islamorada, FL from $143 in 2026

A beach with white lounge chairs, a covered pavilion, and palm trees.

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Our top choices for Islamorada a view hotels

Private beach, white sand, sun loungers, beach towels

Deluxe Ocean View Two Queen Suite | Balcony

2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers

1. Chesapeake Beach Resort

Matecumbe

Rey

$201 nightly

$226 total

Aug 26 - Aug 27

Total with taxes and fees

Premium bedding, in-room safe, desk, laptop workspace

2. Cheeca Lodge & Spa

Matecumbe

Jessica

$214 nightly

$241 total

Aug 18 - Aug 19

Total with taxes and fees

House, 3 Bedrooms, Ocean View, Oceanfront | Lanai

3. La Jolla Resort

Matecumbe

adrian

$127 nightly

$143 total

Aug 25 - Aug 26

Total with taxes and fees

Standard Room, 1 Bedroom, Kitchen, Pool View | Living area | TV

4. Breezy Palms Resort

Matecumbe

roger

$141 nightly

$159 total

Aug 27 - Aug 28

Total with taxes and fees

Outdoor pool, pool umbrellas, sun loungers

5. Amara Cay Resort

Matecumbe

Estefani

$224 nightly

$252 total

Aug 19 - Aug 20

Total with taxes and fees

Oceanfront Three Bedroom Villa | Premium bedding, iron/ironing board, WiFi (free), individually decorated

6. Pines & Palms Resort

Matecumbe

Isabel

$224 nightly

$252 total

Aug 30 - Aug 31

Total with taxes and fees

Outdoor pool, open 7:00 AM to 7:00 PM, pool umbrellas, sun loungers

7. Fisher Inn Resort & Marina

Islamorada

MARC

$139 nightly

$156 total

Aug 26 - Aug 27

Total with taxes and fees

Waterfront Studio with King Bed & Kitchenette | Premium bedding, minibar, in-room safe, desk

Waterfront Bougainvillea Two-Bedroom Master Suite | Private kitchen | Coffee/tea maker, fridge, microwave

8. Lime Tree Bay Resort

Long Key

Javier

$172 nightly

$194 total

Aug 18 - Aug 19

Total with taxes and fees

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Top Islamorada Hotel Reviews

Cheeca Lodge & Spa

8/10 Good

"The staff should be more careful when customers ask for help specially when there are children in the place. Thank you…"

Amara Cay Resort

10/10 Excellent

"Always a good time!"

Drop Anchor

10/10 Excellent

"We were only there two nights so we didn’t have much interaction with the staff, but it was well kept and convenient for our needs as a family."

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

10/10 Excellent

"Stayed in build 7 and it had a great view restaurant was good the bars where nice and most of all I booked a fishing trip with Whiskey Throttle guide service and Sean put me on a dinosaur of a tarpon and boy was it a beast. If the fishing is slow grab Whiskey Throttle for a great water adventures."

Chesapeake Beach Resort

8/10 Good

"Very nice and clean. Was impressed with the continintal breakfast"

Hadley Resort and Marina

8/10 Good

"For the price, this place is great!!! Very clean, spacious rooms… free breakfast! Staff very nice. Great location… everything is 5mins away! Would return here"

Casa Morada

10/10 Excellent

"It's a beautiful property! A hidden treasure in Islamorada : )"

Coconut Cove Resort and Marina

10/10 Excellent

"Wow! I stayed there for a week and I really felt like I was in my little slice of heaven! The resort is decorated beautifully. The room definitely has the Florida keys vibe and the staff were so awesome. I would have loved to stay there forever. I can't wait to go back!!!"

Frequently asked questions

How much do hotels with views in Islamorada cost?

Rates range between $143 and $306 per night. Expedia can help you get a front-row seat to some of the finest views in Islamorada! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best hotels with views in Islamorada?

Islamorada offers multiple hotels with views that have a total average guest review rating of 8.9. Take a look at The Caribbean Resort. Guests staying at this highly rated 3.5-star hotel can enjoy amenities such as on-site ecotour services and a terrace. Islander Resort is another popular pick. This 4-star hotel offers views along with a barbecue grill and an electric car charging station.

How many hotels with views are there in Islamorada?

Pack your bags and choose from 25 hotels with views in Islamorada. For a work-related trip, a getaway with pals and everything in between, Expedia can help you find the right place in just a click or two.

What are the best cheap hotels with views in Islamorada?

Hotels with views are available from $143 per night, so your Islamorada break doesn't have to blow your budget! Coconut Palm Inn is a wallet-friendly option that comes with lots of amenities, including a firepit and a swimming pool. La Jolla Resort is another hotel with views. Make the most of conveniences here such as an ocean view and a swimming pool. If you're exploring Islamorada and want to save money, there are plenty of free attractions to put on your itinerary. Anne's Beach and Florida Keys Brewing Co. are favorites. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the top motels with views in Islamorada?

Creekside Inn Islamorada is a good choice, located around 8 mi northeast of downtown Islamorada. With premium bedding and a cafe, this motel with a view is an affordable place to unwind between adventures.There are lots of sights to discover in Islamorada when you're ready to start exploring. Theater of the Sea and Anne's Beach are two popular options to add to your to-do list.

Are there any family-friendly hotels with views in Islamorada?

Traveling with the family in Islamorada couldn't be easier at The Caribbean Resort. With amenities such as a picnic area and a barbecue grill, your crew can make themselves at home at this 3.5-star getaway. Islander Resort is another family-friendly hotel with a view. It has a 4-star rating and amenities including a nearby beach and laundry facilities. After checking in and chilling out in your comfortable new digs, it's time to hit the road and explore the sights. Theater of the Sea and Anne's Beach are just two family-friendly attractions in Islamorada.

Are there any 5-star hotels with views in Islamorada?

Islamorada does not have any 5-star hotels with views — but you can still enjoy a stylish getaway! Take a look at Islander Resort. Located about 0.3 miles from the downtown area, this 4-star property has a view and offers conveniences like concierge services and massage services. Another fabulous option with a view is Amara Cay Resort. Also rated 4 stars, it's just 2 miles from the center of Islamorada and has a swimming pool and proposal/romance packages.

Why book your hotel with views in Islamorada with Expedia?

Wherever you want to be in Islamorada, Expedia will help you locate the best hotels with views. On the search for something luxurious or low cost, a stay that comes with a certain amenity, or one that's in a popular area? Use Expedia's search filters to narrow your results. As for amazing deals? Well, we have those too!

What is there to do in Islamorada near my hotel with views?

There are loads of terrific things to sink your teeth into in Islamorada. Check out top attractions like Theater of the Sea, Anne's Beach and Florida Keys Brewing Co.. Windley Key Fossil Reef Geological State Park, Sunset Drive Beach and Indian Key Historic State Park are other must-do's.

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Check availability on Islamorada Hotels with a View

Our top choices for Islamorada a view hotels

1. Chesapeake Beach Resort

2. Cheeca Lodge & Spa

3. La Jolla Resort

4. Breezy Palms Resort

5. Amara Cay Resort

6. Pines & Palms Resort

7. Fisher Inn Resort & Marina

8. Lime Tree Bay Resort

9. Drop Anchor

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

Top Islamorada Hotel Reviews

Cheeca Lodge & Spa

Amara Cay Resort

Drop Anchor

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

Chesapeake Beach Resort

Hadley Resort and Marina

Casa Morada

Coconut Cove Resort and Marina

Frequently asked questions

Explore a world of travel with Expedia

Find Hotels with a View in Islamorada, FL

Upfront pricing

Treat yourself

Be picky

Check availability on Islamorada Hotels with a View

Our top choices for Islamorada a view hotels

1. Chesapeake Beach Resort

2. Cheeca Lodge & Spa

3. La Jolla Resort

4. Breezy Palms Resort

5. Amara Cay Resort

6. Pines & Palms Resort

7. Fisher Inn Resort & Marina

8. Lime Tree Bay Resort

9. Drop Anchor

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

Top Islamorada Hotel Reviews

Cheeca Lodge & Spa

Amara Cay Resort

Drop Anchor

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

Chesapeake Beach Resort

Hadley Resort and Marina

Casa Morada

Coconut Cove Resort and Marina

Frequently asked questions

Explore a world of travel with Expedia