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Islamorada 5-star Hotels

Compare rates for 5-star hotels in Islamorada, FL from hundreds of popular travel sites on HotelsCombined.

Islamorada, United States
May 7 — May 82
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Travel insights for hotels in Islamorada

Use our HotelsCombined data-powered tips to help you find your next hotel in Islamorada.

How much do hotels in Islamorada cost?

The average price of a hotel in Islamorada has been around $416/night over the last 3 days. You can expect year-round prices for a 5-star hotel in Islamorada to be around $712/night, a 4-star hotel at $398/night, and a 3-star at $320/night on average.

What is the cheapest month to book a hotel in Islamorada?

The cheapest month to book a hotel in Islamorada is September ($244). Conversely, the most expensive month to stay in Islamorada is February ($994).

What is the cheapest day to stay in a hotel in Islamorada?

The cheapest day to stay in Islamorada is Tuesday ($398). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $1,016.

How much is a hotel in Islamorada tonight?

Users have found prices for hotels in Islamorada tonight starting as low as $199, rising to an average cost of $412, based on searches in the last 72 hours. Prices start from $257 for a 4-star hotel in Islamorada for tonight.

How much is a Islamorada hotel room this weekend?

In the past 72 hours, we’ve seen prices for hotels in Islamorada this weekend for as little as $254/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as $254/night. For a 4-star hotel in Islamorada, the cheapest rate recently found was $415/night for this weekend.

How far ahead should you book a hotel in Islamorada?

Save money by booking a hotel at least 88 days before your trip to Islamorada. The lowest price found when booking 88 days ahead was $223 per night.

Cheapest 5-star hotels in Islamorada

Discover affordable 5-star hotels in Islamorada that provide a quality experience without breaking the bank. 5-star hotels in Islamorada can be found for as low as $336 per night. Price data was last updated on April 30, 2025
These are the lowest-priced 5-star hotels our users have recently found in Islamorada. Prices may vary based on dates selected and hotel location.
Show 1 5-star hotel
81801 Overseas Highway, Mile Marker 82, Islamorada, FL, United States
0.6 mi from city centre
Free Wi-Fi
$336
Avg. per night

Other star-rated hotels in Islamorada

Hotels that are booked the most in each class receive the “Most popular” badge. Hotels with the “Best value” have the most attractive prices based on their popularity. Price data was last updated on April 30, 2025.
Not set on a 5-star hotel? We’ve got plenty of other options for you to choose from. These are the most popular and best value properties in Islamorada based on hotel class.
4 stars
80001 Overseas Highway, Islamorada, FL, United States
82100 Overseas Highway, Islamorada, FL, United States
80241 Overseas Highway, Islamorada, FL, United States
3 stars
68500 Overseas Highway, Islamorada, FL, United States
84951 Overseas Highway, Islamorada, FL, United States
81450 Overseas Highway, Islamorada, FL, United States
80401 Old Highway, Islamorada, FL, United States
82200 Overseas Highway, Islamorada, FL, United States
2 stars and under
76261 Overseas Highway, Islamorada, FL, United States
80015 Overseas Highway, Islamorada, FL, United States
84801 Overseas Highway, Islamorada, FL, United States

Other accommodations in Islamorada

Find deals on places to stay in Islamorada that are not hotels. These are just a few of the most popular hostels and vacation rentals in the area. Pricing information was last updated on April 30, 2025.
Looking for something less traditional for your stay? Find the perfect hostel or vacation rental for your trip in Islamorada.
Show all 642 stays
81801 Overseas Highway, Mile Marker 82, Islamorada, FL, United States
0.6 mi from city centre
Free Wi-Fi
$336
Avg. per night

Where to stay in Islamorada

Explore different areas within Islamorada to find the perfect location for your stay. Map data was last updated on April 30, 2025.
The map below shows all 5-star hotels in Islamorada. Zoom in to find popular attractions and click on a nearby hotel for more information about the property.

Facts about 5-star hotels in Islamorada

Find useful tips and insights about 5-star hotels in Islamorada to help you make the most of your experience. FAQs were last updated on April 30, 2025.
  • How much does a 5-star hotel in Islamorada cost?

    For a 5-star hotel in Islamorada, expect to pay around $712 per night on average, with some starting as low as $337.

  • What is the cheapest 5-star hotel in Islamorada?

    In Islamorada, Cheeca Lodge & Spa is your go-to for affordable luxury, with rates beginning at $336 for a 5-star experience.

  • What is the best 5-star hotel in Islamorada?

    In Islamorada, Cheeca Lodge & Spa is often praised as the premier choice among 5-star hotels, boasting a user review score of 8.7 and an average price of $699 per night.

  • What month is cheapest to stay in a 5-star hotel in Islamorada?

    The cheapest time to book a 5-star hotel in Islamorada is September, where the average rate is $239 per night.

  • How many days in advance should I book a 5-star hotel in Islamorada?

    For optimal savings on a 5-star hotel in Islamorada, aim to book approximately 48 days ahead as you may find prices as low as $200 per night.

See more FAQs

Stay elsewhere in Islamorada