The Best Hotels for First Time Visitors in Islamorada

Where to Stay if You've Never Been to Islamorada

Islamorada, Florida Islamorada, Florida

Visiting Islamorada, Florida for the first time can be an exciting, yet overwhelming experience. With so many incredible hotels to choose from, it can be difficult to know where to stay. If you're deciding where to stay for your first visit to Islamorada, we've compiled a list of the best hotels for first time visitors. We analyzed all of the hotels in Islamorada based on price, location, amenities, guest ratings, and more to determine which would be the ideal places to stay for first timers. Whether you're here for just a few days or longer, these hotels offer the perfect combination of amenities, location, and price. For those visiting Islamorada for the first time, it's important to choose a hotel in a safe and convenient area to make the most of your first visit. You'll want to be close to the activities, shopping, and dining options, of course. When looking for hotels, consider the amenities they offer. Some hotels may have a fitness center, a bar or restaurant, a pool, or even a spa. All of these features can add to your overall enjoyment if you've never been to Islamorada before. Also, guest ratings and reviews are also important to consider when choosing a hotel. Whether you're visiting Islamorada for the first time, or you're a seasoned traveler, the best hotels in Islamorada for first-timers offer the perfect combination of comfort, convenience, and affordability. So, here's our list of suggestions for your next trip.

(Prices are listed in U.S. Dollars.)

Cheeca Lodge & Spa

4-star Resort with prices starting at $258 (before taxes) - See All Prices
Among the Best Places to Stay for a First Visit to Islamorada
  • Great Value: the price is lower than average for first time trip hotels.
  • Beach
  • Family-Friendly

Located at 81801 Overseas Highway, Mile Marker 82, Cheeca Lodge & Spa has great rooms from $258 (before taxes). It offers an outdoor pool, room service, a restaurant, a fitness center, and scuba diving. It has a terrific 8.40 rating out of 10 from previous guests who have stayed here. Only 0.7 miles from the city center, first time visitors will especially love snorkeling, a bar, child care, laundry services, and golf at this relaxing hotel. You'll love relaxing in the hot tub at the end of the day, too. The price of this hotel is less than average for first time trip hotels, which makes it a great value.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Snorkeling
  • Spa
  • Beach
  • Family-Friendly
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Babysitting / Child Care
  • Laundry service
  • Hot tub
  • Game room
  • Free parking
  • Table tennis
  • Fishing
  • Family rooms
  • Tennis
  • Coffee shop
  • Microwave
  • Refrigerator
  • Breakfast in the room
  • Kids' club


Islander Resort

3-star Resort with prices starting at $267 (before taxes) - See All Prices
Perfect Hotel to Make the Most of Your First Visit
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
  • Beach
  • Family-Friendly
  • Heated pool

A great place to stay is Islander Resort which has nice rooms starting at $267. Offering an outdoor pool, a pool bar, a restaurant, snorkeling, and a bar, it also has a great guest rating of 8.90 out of 10 from many previous guests. It's located at 82100 Overseas Hwy. This convenient hotel is also nice because it offers rooms with kitchens, laundry services, a child pool, free parking, and kids meals which visitors will enjoy. Also, it's just 0.3 miles from the city center. Don't forget to spend some time at the terrific pool bar where you can unwind and relax. It's also less than the average price for first time trip hotels, so it's a great value.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Snorkeling
  • Kitchen
  • Child pool
  • Beach
  • Family-Friendly
More Great Amenities
  • Pool bar
  • Restaurant
  • Bar/Lounge
  • Laundry service
  • Free parking
  • Table tennis
  • Bicycle rental
  • Fishing
  • Family rooms
  • Heated pool
  • Saltwater pool


Amara Cay Resort

4-star Hotel with prices starting at $255 (before taxes) - See All Prices
Great Hotel for First Time Visitors
  • Great Value: the price is lower than average for 4-star hotels.
  • Beach
  • Family-Friendly
  • Heated pool

We found Amara Cay Resort to be a great place to stay, and the price starts at $255. We loved that is has an outdoor pool, a pool bar, a restaurant, a fitness center, and snorkeling, and it also has a terrific guest rating of 8.50 out of 10 from previous guests. It's located at 80001 Overseas Highway. You'll also find a bar, parking, pet-friendly rooms, kids meals, and laundry facilities which travelers will love. And this fun hotel is just 2.4 miles from the center of town. The restaurant serves delicious food, too. It's a great value, too, because it's less than the average price for first time trip hotels.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Snorkeling
  • Parking
  • Beach
  • Family-Friendly
More Great Amenities
  • Pool bar
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Pets allowed
  • Bicycle rental
  • Fishing
  • Family rooms
  • Heated pool
  • Microwave
  • Refrigerator


Postcard Inn Beach Resort & Marina

3-star Resort with prices starting at $259 (before taxes) - See All Prices
Perfect for Your First Visit to Islamorada
  • Great Value: the price is lower than average for 3-star hotels.
  • Beach
  • Family-Friendly
  • Heated pool

With terrific rooms from $259, Postcard Inn Beach Resort & Marina, at 84001 Overseas Highway provides an outdoor pool, a pool bar, a restaurant, a bar, and pet-friendly rooms. Its terrific guest rating is 8.10 out of 10 from previous guests staying here. New visitors will really like this amazing hotel which also offers free parking, kids meals, evening entertainment, bicycle rental, and fishing. It's located just 1.8 miles from the city center, too. The pool here was very nice, relaxing, and fun. It's a great value, as the price is less than the average for first time trip hotels.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Kid-friendly
  • Beach
  • Family-Friendly
More Great Amenities
  • Pool bar
  • Restaurant
  • Bar/Lounge
  • Pets allowed
  • Free parking
  • Bicycle rental
  • Fishing
  • Family rooms
  • Heated pool
  • Coffee shop
  • Microwave
  • Playground


Pines & Palms Resort

3-star Resort with prices starting at $333 (before taxes) - See All Prices
A Good Stay for Your First Trip
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
  • Beach
  • Heated pool

Pines & Palms Resort has a great guest rating of 8.90 out of 10, and offers an outdoor pool, a pool bar, room service, snorkeling, and a bar. The great rooms here start at $333 before taxes and depending on the season. It can be found at 80401 Old Highway. Furthermore, it also offers rooms with kitchens, rooms with kitchenettes, child care, free parking, and evening entertainment, which is nice for first time visitors. Just 2 miles from the city center, this fantastic hotel is a terrific choice. We always love being able to cook meals in a hotel room, and the kitchen here was a nice touch. We found the price of this hotel to be a great value because the price is less than average for first time trip hotels.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Snorkeling
  • Kitchen
  • Beach
More Great Amenities
  • Pool bar
  • Bar/Lounge
  • Kitchenette
  • Babysitting / Child Care
  • Free parking
  • Bicycle rental
  • Fishing
  • Family rooms
  • Heated pool
  • Microwave
  • Refrigerator


La Siesta Resort & Villas

3-star Resort with prices starting at $263 (before taxes) - See All Prices
Perfect for Your First Time in Islamorada
  • Great Value: the price is lower than average for 3-star hotels.
  • Beach
  • Heated pool

The great guest rating of La Siesta Resort & Villas is 8.10 out of 10. This place has an outdoor pool, a pool bar, a restaurant, a bar, and rooms with kitchens. Prices for the terrific rooms are from $263, and it's located at 80241 Overseas Highway. We also love the rooms with kitchenettes, pet-friendly rooms, free parking, table tennis, and laundry facilities which are great for visitors. And since it's just 2.2 miles from the center of the town, the location is great, too. It's always nice to have a kitchenette to cook some basic meals or have an easy breakfast. The price of this hotel is less than average for first time trip hotels, which makes it a great value.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Kitchen
  • Beach
More Great Amenities
  • Pool bar
  • Restaurant
  • Bar/Lounge
  • Kitchenette
  • Pets allowed
  • Free parking
  • Table tennis
  • Bicycle rental
  • Fishing
  • Family rooms
  • Heated pool
  • Microwave
  • Refrigerator


Pelican Cove Resort & Marina

3-star Hotel with prices starting at $267 (before taxes) - See All Prices
Perfect for First-Timers
  • Great Value: the price is lower than average for 3-star hotels.
  • Beach

A cool place is Pelican Cove Resort & Marina because it has great rooms that start at $267. It has an outdoor pool, a restaurant, snorkeling, a bar, and parking, it also earned a great guest rating of 8.70 out of 10 from people who have stayed here before. It's found at 84457 Old Overseas Highway. Only 2 miles from the city center, travelers will especially love laundry services, kids meals, table tennis, laundry facilities, and family rooms at this convenient hotel. It's also less than the average price for first time trip hotels, so it's a great value.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Snorkeling
  • Parking
  • Kid-friendly
  • Beach
More Great Amenities
  • Restaurant
  • Bar/Lounge
  • Laundry service
  • Table tennis
  • Family rooms
  • Coffee shop
  • Microwave
  • Refrigerator


Angler's Reef Resort

3-star Resort with prices starting at $574 (before taxes) - See All Prices
Among the Best Places to Stay for a First Visit to Islamorada
  • High Quality: guest ratings are higher than average.
  • Beach
  • Heated pool

Angler's Reef Resort offers an outdoor pool, scuba diving, snorkeling, rooms with kitchens, and child care which we really like. The terrific rooms here start at $574 (before taxes). It's located at 84977 Overseas Highway and has earned a guest rating of 9.10/10. This fun hotel is also nice because it offers free parking, laundry facilities, fishing, family rooms, and a heated pool which new visitors will enjoy. Also, it's just 2.7 miles from the city center. The heated pool is comfortable, relaxing, and fun for everyone.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Snorkeling
  • Kitchen
  • Beach
More Great Amenities
  • Babysitting / Child Care
  • Free parking
  • Fishing
  • Family rooms
  • Heated pool
  • Microwave
  • Refrigerator


Casa Morada

3-star Resort with prices starting at $387 (before taxes) - See All Prices
Perfect Hotel to Make the Most of Your First Visit
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
  • Beach

Located at 136 Madeira Road, Casa Morada has great rooms from $387 (before taxes). It offers an outdoor pool, a bar, parking, breakfast, and laundry services. It has a terrific 9.99 rating out of 10 from previous guests who have stayed here. You'll also find a free breakfast, pet-friendly rooms, laundry facilities, air-conditioning, and eco tourism which first time visitors will love. And this amazing hotel is just 0.2 miles from the center of town.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Parking
  • Breakfast included
  • Free breakfast
  • Beach
More Great Amenities
  • Bar/Lounge
  • Laundry service
  • Pets allowed


Islander Resort Bayside

3-star Hotel with prices starting at $266 (before taxes) - See All Prices
Great Hotel for First Time Visitors
  • Great Value: the price is lower than average for 3-star hotels.
  • Beach
  • Heated pool

A great place to stay is Islander Resort Bayside which has nice rooms starting at $266. Offering an outdoor pool, scuba diving, snorkeling, rooms with kitchens, and rooms with kitchenettes, it also has a great guest rating of 8.60 out of 10 from many previous guests. It's located at 81450 Overseas Hwy. Visitors will really like this fantastic hotel which also offers laundry services, free parking, laundry facilities, bicycle rental, and fishing. It's located just 0.9 miles from the city center, too. We found the price of this hotel to be a great value because the price is less than average for first time trip hotels.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Snorkeling
  • Kitchen
  • Beach
More Great Amenities
  • Kitchenette
  • Laundry service
  • Free parking
  • Bicycle rental
  • Fishing
  • Family rooms
  • Heated pool


Also, take a look at the First Time Trip hotels in nearby destinations: Key Largo and Marathon.

For more terrific hotel ideas in Islamorada, make sure you also see Best Family-Friendly Hotels in Islamorada, Best Beach Hotels in Islamorada, Best Pet-Friendly Hotels in Islamorada, Best Hotels for a Weekend Getaway in Islamorada, Best Hotels for One Week in Islamorada, Best Hotels for One Night in Islamorada, or Best Romantic Hotels for Couples in Islamorada.


How much do hotels for first-time visitors cost in Islamorada?

Islamorada Average First Time Trip Hotel Price
$366

Visitors will find a large range of terrific first time trip hotel choices when planning a visit to Islamorada, Florida. The price of these first time trip hotels can vary according to location, type, and amenities. The average first time trip hotel price in Islamorada, Florida based on data from 19 hotels is an affordable $366. If you're interested in more information about hotels here, see our guide to hotel prices in Islamorada.

The average prices of our suggested first time trip hotels by star rating:

  • 4-star hotels: $257
  • 3-star hotels: $431
  • 2-star hotels: $207


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