Find 4 Star Hotels in Islamorada, FL from $239

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Compare Islamorada 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers
The Islands of Islamorada
4.0 star property
9.6 out of 10, Exceptional, (35)
"My wife and I have been traveling to Islandmorada for many years and this place is what we have been searching for. Clean, quaint, all the amenities of a large restort withiut the corporation feel. Absolutely refreshing!"
The Islands of Islamorada
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1008)
"Beautiful property. Love the updates. Staff friendly. had a wonderful stay. "
The price is $399
$511 total
includes taxes & fees
Jun 16 - Jun 17
Cheeca Lodge & Spa
Outdoor pool, cabanas (surcharge), pool umbrellas
Playa Largo Resort & Spa, Autograph Collection
4.5 star property
9.0 out of 10, Wonderful, (1003)
"Our stay was absolutely faboulous it’s the perfect place to visit with family and kids "
The price is $379
$475 total
includes taxes & fees
May 20 - May 21
Playa Largo Resort & Spa, Autograph Collection
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3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1004)
"We had a lovely stay at the resort. Staff were pleasant and friendly. The rooms were clean and nicely decorated. The two pool areas were beautiful along with the beach area. Our family had fun riding the bikes every day. We even got to witness a sea turtle release on the premises. The only draw back for me was the matter of lots of smoking. We had a non smoking room but the people next to us smoked on the patio outside causing our patio area to become engulfed with smoke as well as our room...
The price is $239
$324 total
includes taxes & fees
May 27 - May 28
Islander Resort
32-inch LCD TV with satellite channels, TV, iPod dock
Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
8.8 out of 10, Excellent, (1007)
"Great beach and views."
The price is $360
$460 total
includes taxes & fees
Jun 9 - Jun 10
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Exterior
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1246)
"We absolutely feel in love with this resort !!😍My family and I had a quality time there , beautiful view , awesome service, too many activities to do ,delicious food , room very clean .We don’t have nothing bad to say.Just want to thank to the staff to help us to enjoy our stay 😍😍.."
The price is $261
$349 total
includes taxes & fees
Jun 12 - Jun 13
Amara Cay Resort
Aerial view
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1000)
"Beautiful property with amazing ocean views great pool area"
The price is $293
$385 total
includes taxes & fees
Jun 2 - Jun 3
La Siesta Resort & Villas
Outdoor pool
The Caribbean Resort Coconut Palm North
4.0 star property
The Caribbean Resort Coconut Palm North
House, 5 Bedrooms | Beach/ocean view
Pineapple Beach by Florida Keys Luxury Rentals
4.0 star property
Pineapple Beach by Florida Keys Luxury Rentals
Deluxe Single Room | Individually decorated, individually furnished, iron/ironing board
The Ocean View Inn & Pub
4.0 star property
The Ocean View Inn & Pub
Private beach
Turtle Nest Estate by Florida Keys Luxury Rentals
4.0 star property
Turtle Nest Estate by Florida Keys Luxury Rentals
House, 3 Bedrooms | Pool
The Sanctuary Islet by Florida Keys Luxury Rentals
4.0 star property
The Sanctuary Islet by Florida Keys Luxury Rentals
House, 5 Bedrooms | Beach | Private beach
Bay Beach by Florida Keys Luxury Rentals
4.0 star property
Bay Beach by Florida Keys Luxury Rentals
House, 5 Bedrooms | Pool
Midnight Runner by Florida Keys Luxury Rentals
4.0 star property
Midnight Runner by Florida Keys Luxury Rentals
House, 3 Bedrooms | Pool
Serenity by Florida Keys Luxury Rentals
4.0 star property
Serenity by Florida Keys Luxury Rentals
House, 3 Bedrooms | Balcony
Lime Key by Florida Keys Luxury Rentals
4.0 star property
Lime Key by Florida Keys Luxury Rentals

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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.

The preparation of any vacation starts with picking a splendid spot. Islamorada is a popular choice with travelers because it offers so much. But, "location, location, location" applies to more than just your vacation destination. Now that you got a feel for the town, it is time you to learn a little more about your home for the next few nights.

Hotels as Stunning as the City

Islamorada saw its fair share of visitors last year. Expedia's comment section features reviews that can help you narrow down your choices. When you book a 4-star room you can breathe easy knowing that these properties strive to meet your wishes. You'll never need to search long for to keep up with your exercise schedule, a refreshing dip, or delectable dinner during your stay, thanks to everything these hotels offer. They work hard to make their facilities and grounds hospitable from the time you step onto the property and with each step throughout the hotel. Islamorada has several wonderful accommodations that make for the perfect escape.

Rooms have been furnished to keep you as comfortable as possible, with amenities like designer bathroom products, ultra-comfortable bedding, and in-room tea or coffee. So, sit back and unwind. Moreover, if you find yourself in need of anything else, you can rest assured the staff will work their best to ensure you stay pleased during your time. These properties are so nice that you'll regret the day you have to return home.

Book a 4-Star Hotel in Islamorada Today!

Your vacation to Islamorada should be one where you don't have to worry about the little things. Make sure to book soon. With so few accommodations, and so many people desiring to vacation in Islamorada, you may miss the chance to book the perfect place.

Frequently asked questions

What are the best 4-star hotels in Islamorada?
Expedia travelers highly recommend Cheeca Lodge & Spa. From its handy amenities to its welcoming staff, every feature of this 4-star hotel in Islamorada is designed to offer an incredible vacation experience.
How much does it cost to stay in a 4-star hotel in Islamorada?
To book a 4-star hotel in Islamorada that matches your budget, take advantage of Expedia’s sort and search filters. Take a look at what’s available during your vacation dates and use our pricing filter to set your limit. You can also sort your results by the most budget-friendly retreat first.

  • Search for the lowest price from $239

What's the difference between 5-star and 4-star hotels in Islamorada?
Treat yourself to luxury living during your Islamorada getaway by staying at a 4-star hotel. As well as featuring upmarket accommodations, these properties are usually filled with amenities such as bathrobes, large beds and plenty more. A 5-star hotel will go the extra mile to make your trip an even more lavish and unforgettable one. 24-hour concierge assistance, elegant furnishings and gourmet dining are just the start of the first-rate conveniences and services you’ll likely get access to.
Does Islamorada have any 4-star all-inclusive resorts?
Enjoy a relaxing vacation experience where almost everything is included in the one upfront rate by using our “All inclusive” filter. Sticking to your budget is a cinch when your meals, accommodations and activities are already taken care of. After something a little different? Browse the offers on our standard 4-star hotels in and around Islamorada too.
Are there any 4-star casino hotels in Islamorada?
To find your ideal escape in Islamorada, simply use our filter tool to refine your search. Boasting resort-style amenities and a premium level of service, staying in a 4-star casino hotel is a sure bet for a good time.
What are the top 4-star hotels in downtown Islamorada?
Explore the city with ease when you vacation at Cheeca Lodge & Spa. Around 1 mi southwest from downtown Islamorada, this 4-star hotel is the ideal spot to see the most of this bustling city with the added convenience of a steam room and scooter rentals.

Recent reviews of Islamorada hotels
Expedia verified reviews