Find hotels in Islamorada, FL from CA $102

The best area to stay in Islamorada is along the Overseas Highway (US-1), particularly between the 75-mile marker and the 85-mile marker, as this stretch encompasses the main attractions and resorts.

This central part of Islamorada is where you'll find the majority of the island's best resorts, restaurants, and shops. It's a linear layout, with everything accessible directly off the Overseas Highway. You'll find many properties with private beaches, marinas, and water sports facilities.

Couples looking for a relaxing and activity-filled break will find this area ideal. Many resorts offer amenities like high-end fitness equipment, spa services, and multiple dining options on-site. You're also close to excellent fishing charters, diving excursions, and fine dining establishments.

Families will also appreciate the convenience and options available. Resorts in this area often feature family-friendly pools, activities for children, and easy access to attractions like the History of Diving Museum or Theatre of the Sea.

For highly recommended hotels in Islamorada, consider the Cheeca Lodge & Spa, Amara Cay Resort, Islander Resort, Pines & Palms Resort, and La Siesta Resort & Villas.

The 5-star Cheeca Lodge & Spa, with an outstanding 9.2 rating, offers an exceptional luxury experience. Guests frequently praise the friendly and amazing staff, beautiful and clean rooms, and a wide array of great amenities. The resort features rainfall showerheads, deep soaking bathtubs, designer toiletries, and private pools. For recreation, there is onsite outdoor tennis, a golf course, and massages on the beach. Dining options include a beachfront restaurant and couples' dining. It is conveniently located near MoradaWay Arts & Cultural District and Keys History & Discovery Centre.

Another excellent choice is the 4-star Islander Resort, also rated 9.2. This resort is known for its beautiful and clean rooms, beautiful and large pool, and great service. It boasts premium bedding, a poolside bar, a beachfront restaurant, and private beach access. Evening entertainment is also available. The resort is close to Keys History & Discovery Centre and MoradaWay Arts & Cultural District.

The 3-star Pines & Palms Resort, with a 9.2 rating, is a great option for its beautiful location and clean rooms. It offers a heated pool, a poolside bar, and private beach access. Suites are available, and the resort provides housekeeping and room service. It is located near MoradaWay Arts & Cultural District.

The 4-star Amara Cay Resort, rated 8.8, provides comfortable and clean rooms with premium bedding and Egyptian cotton sheets. Guests often highlight the friendly and amazing staff, beautiful and great location, and a nice pool. Amenities include air conditioning, a poolside bar, and private beach access. The resort also offers massages.

Finally, the 4-star La Siesta Resort & Villas, with an 8.8 rating, is appreciated for its friendly and amazing staff, clean and big rooms, and excellent location. The resort provides premium bedding, designer toiletries, air conditioning, and a poolside bar. It features private beach access and is situated near MoradaWay Arts & Cultural District.

For family-friendly hotels in Islamorada, consider the Cheeca Lodge & Spa, Fisher Inn Resort & Marina, Hadley Resort and Marina, The Caribbean Resort, and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort.

The 5-star Cheeca Lodge & Spa, with an excellent 9.2 rating, offers a wide array of amenities for families. These include a kids' club, a children's playground, and various toys for babies and children, including beach toys. They also provide babysitting services, a gated pool, and complimentary cribs and rollaway beds. Guests frequently praise the friendly and amazing staff, beautiful and clean rooms, and great amenities. The hotel is conveniently located near the MoradaWay Arts & Cultural District and the Keys History & Discovery Centre.

The 3.5-star Fisher Inn Resort & Marina, rated 8.2, is another good option for families. It features a pool with a gate, beach toys, and games for children, along with complimentary cribs. Many guests appreciate the nice, clean rooms and the excellent staff. It is located close to Windley Key Fossil Reef Geological State Park and the Theater of the Sea.

The 3.5-star Hadley Resort and Marina, with a 7.8 rating, provides a pool, connecting rooms, and a playground for children. Complimentary cribs and sofa beds are also available. Guests often highlight the nice, clean rooms and the friendly staff. The resort is close to the Keys History & Discovery Centre.

The 3.5-star The Caribbean Resort boasts a superb 10.0 rating and is well-suited for families. It offers a gated pool, sofa beds, highchairs, playpens, connecting rooms, and complimentary cribs. Guests consistently praise the helpful and great staff, as well as the beautiful and clean rooms. It is situated near the MoradaWay Arts & Cultural District and the Keys History & Discovery Centre.

The 3.5-star Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, with a 9.0 rating, features a pool and offers complimentary rollaway extra beds and cribs. It is located near Windley Key Fossil Reef Geological State Park and the Theater of the Sea. Find more child-friendly accommodations in Islamorada

For a luxurious 5-star experience in Islamorada, the Cheeca Lodge & Spa is an exceptional choice.

This 5-star hotel, with an impressive rating of 9.2, offers an array of amenities designed for a top-tier stay. Guests can enjoy a private beach, an on-site golf course, and tennis facilities. Rooms feature premium bedding, rainfall showerheads, and deep soaking bathtubs, with the added luxury of designer toiletries and bathrobes. For dining, there is a beachfront restaurant, couples dining options, and 24-hour room service. The hotel also boasts a poolside bar and private pools for ultimate relaxation. It is conveniently located near the Morada Way Arts & Cultural District and the Keys History & Discovery Centre.

The Cheeca Lodge & Spa is highly praised by guests for its friendly and amazing staff, beautiful and clean rooms, and excellent service. Find more luxury hotels in Islamorada

For excellent spa hotels in Islamorada, consider the Cheeca Lodge & Spa, Casa Morada, and Islander Resort.

The 5-star Cheeca Lodge & Spa, with an impressive 9.2 rating, offers an extensive spa experience. Guests can enjoy a wide range of treatments including aromatherapy, deep tissue massage, hot stone massage, Swedish massage, and body wraps, with options for couples' treatment rooms and massages on the beach. It features a full-service spa with accessible facilities, a steam room, and a sauna. Reviews frequently highlight the friendly and amazing staff, beautiful and clean rooms, and excellent service.

Another fantastic option is the 3.5-star Casa Morada, which boasts an outstanding 9.4 rating. This hotel provides various massage services such as Swedish massage, sports massage, and deep tissue massage, with advance notice available. Complimentary continental breakfast is also included. Guests often praise the excellent and comfortable rooms, good facilities, and helpful staff.

The 4-star Islander Resort, rated 9.2, is also a highly recommended choice for spa services. It features dedicated treatment rooms and offers stunning beach and ocean views, as it is located right on a private beach. Its beautiful and clean rooms, along with its great and amazing service, are frequently mentioned by guests. See all spa hotels in Islamorada

For beach resorts in Islamorada that travellers love, consider the Cheeca Lodge & Spa, Three Waters Resort and Marina, Amara Cay Resort, La Siesta Resort & Villas, and Matecumbe Resort.

The 5-star Cheeca Lodge & Spa, with a superb 9.2 rating, is highly regarded. Guests frequently praise the amazing and friendly staff, beautiful and clean rooms, and excellent service. This resort offers a private beach, ocean views, and a rainfall showerhead and deep soaking bathtub in the rooms. Amenities include a poolside bar, a 24-hour room service, a private pool, an on-site golf course, and beachfront dining. It is conveniently located near MoradaWay Arts & Cultural District and the Keys History & Discovery Centre.

Another excellent option is the 3.5-star Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, rated 9.0. This resort features a private beach and offers sea views and ocean views. Guests can enjoy the poolside bar, the resort inclusive pool, and outdoor pool with sun loungers.

The 4-star Amara Cay Resort, with an 8.8 rating, is also a popular choice. Travellers appreciate the amazing and friendly staff, the beautiful and great location, comfortable and clean rooms, and the nice pool. This resort provides a private beach and offers ocean views. It is located near Indian Key Historic State Park.

The 4-star La Siesta Resort & Villas, rated 8.8, is another well-loved resort. Guests highlight the amazing and friendly staff, clean and big rooms, excellent location, and great amenities. It offers a private beach, ocean views, a poolside bar, and an outdoor pool with sun loungers. It's situated close to MoradaWay Arts & Cultural District.

Finally, the Matecumbe Resort, with an 8.8 rating, also offers a private beach, sea views, and ocean views. This resort provides an outdoor pool and kitchens in its accommodations. It is located near Robbie's of Islamorada. See more stays near the beach in Islamorada

For top pet-friendly hotels in Islamorada, consider the Sands of Islamorada, Chesapeake Beach Resort, Amara Cay Resort, Fisher Inn Resort & Marina, and Bayside Villas by Islander Resort.

The Sands of Islamorada, with an 8.8 rating, warmly welcomes both dogs and cats, even providing food and water bowls for your convenience. Guests frequently praise its beautiful and convenient location, as well as its clean and great rooms.

The 3.5-star Chesapeake Beach Resort, boasting an excellent 9.2 rating, is another fantastic pet-friendly option. It offers complimentary breakfast, including continental choices, and guests consistently mention the friendly and great staff, comfortable and clean rooms, and the beautiful location.

The 4-star Amara Cay Resort, rated 8.8, is a welcoming choice for travellers with dogs. The resort provides food and water bowls, and guests often highlight the amazing and friendly staff, beautiful location, and comfortable and clean rooms.

The 3.5-star Fisher Inn Resort & Marina, with an 8.2 rating, permits dogs and is described by guests as having nice, clean rooms and excellent, friendly staff. Its great location is a frequent point of praise.

Finally, the 3.5-star Bayside Villas by Islander Resort, rated 8.8, also welcomes dogs. It is conveniently located near the MoradaWay Arts & Cultural District and the Keys History & Discovery Centre. See more pet-friendly hotels in Islamorada

For top boutique hotels in Islamorada, consider the Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, the Fisher Inn Resort & Marina, and Drop Anchor.

The 3.5-star Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, with a 9.0 rating, offers a delightful experience with its poolside bar and outdoor resort-inclusive pool, complete with sun loungers. Many rooms provide ocean, marina, or sea views, and guests have access to a private beach.

Another excellent choice is the 3.5-star Fisher Inn Resort & Marina, rated 8.2. Guests frequently praise the nice, clean rooms, excellent and friendly staff, and the superb location. The hotel features an outdoor, heated pool with sun loungers and umbrellas.

Finally, the 3-star Drop Anchor, with an impressive 8.8 rating, is highly recommended. Guests often highlight the excellent and friendly staff, spacious and clean rooms, and a great, comfortable pool. This hotel offers ocean views, a nearby private beach, and an outdoor resort-inclusive pool with sun loungers, and some rooms include a kitchen. See all boutique hotels in Islamorada

For excellent budget-friendly hotels in Islamorada, consider the Coconut Cove Resort and Marina, Sunset Inn, Sands of Islamorada, Pines & Palms Resort, and Drop Anchor.

The 3-star Coconut Cove Resort and Marina, with a 9.0 rating, provides complimentary continental breakfast and free self-parking. Guests appreciate the comfortable and clean rooms, as well as the great outdoor pool with sun loungers. This resort is conveniently located just 0.1 km from Windley Key Fossil Reef Geological State Park.

Another superb choice is the 3-star Sunset Inn, boasting an impressive 9.4 rating. This hotel offers free self-parking, free toiletries, and an outdoor pool with complimentary cabanas. Guests frequently mention the spacious and clean rooms, friendly staff, and the central location, being only 0.2 km from Islamorada Brewery & Distillery and 0.3 km from Keys History & Discovery Centre.

Sands of Islamorada, rated 8.8, is another great option, offering free WiFi, free self-parking, and an outdoor pool. Travellers praise its beautiful and convenient location and the clean, great rooms. The hotel is situated 3.3 km from Indian Key Historic State Park.

The 3-star Pines & Palms Resort, with a 9.2 rating, features free WiFi, free self-parking, and suites, with many offering ocean views. This resort has a private beach location and is 1.6 km from Hurricane Monument. Guests consistently highlight the beautiful location and clean rooms.

Finally, Drop Anchor, a 3-star hotel with an 8.8 rating, provides free WiFi, free self-parking, and complimentary bicycles for guests. It offers a private beach location and many rooms with ocean views. Customers frequently praise the excellent and friendly staff, spacious and clean rooms, and the beautiful location, being just 0.4 km from Windley Key Fossil Reef Geological State Park. View all budget hotels in Islamorada

For a romantic escape in Islamorada, consider the luxurious Cheeca Lodge & Spa or the charming The Caribbean Resort.

The 5-star Cheeca Lodge & Spa, boasting a 9.2 rating, offers an array of features superb for couples, including couples dining options, massages on the beach, and private hot tubs. Guests often praise the friendly and amazing staff, beautiful and clean rooms, and excellent amenities. The hotel also features a private beach and an on-site golf course.

Another excellent choice for couples is The Caribbean Resort, which has a superb 10.0 rating. This hotel offers ocean views and hot tubs, superb for unwinding together. Guests frequently highlight the helpful staff and the beautiful, clean rooms. See all romantic hotels in Islamorada

For hotels in Islamorada near MoradaWay Arts & Cultural District, consider The Caribbean Resort, Cheeca Lodge & Spa, Sunset Inn, or Casa Morada.

The Caribbean Resort, a 3.5-star hotel with an exceptional 10.0 rating, is very close to MoradaWay Arts & Cultural District, just 0.7 km away. Guests frequently praise the helpful staff and beautiful, clean rooms. This family-friendly resort offers a pool, sofa beds, highchairs, and connecting rooms, making it ideal for families.

The 5-star Cheeca Lodge & Spa, rated 9.2, is another excellent option, located just 0.4 km from MoradaWay Arts & Cultural District. It is particularly well-suited for families, offering free children's clubs, babysitting services, a pool with a gate, and a playground. Guests often praise the amazing staff, beautiful rooms, and great amenities.

The 3-star Sunset Inn, with a 9.4 rating, is 1.2 km from MoradaWay Arts & Cultural District. This hotel offers spacious, clean rooms and friendly, helpful staff. It features a warm outdoor pool, free pool cabanas, free bicycle use, and complimentary self-parking.

Casa Morada, a 3.5-star hotel rated 9.4, is also 1.2 km from MoradaWay Arts & Cultural District. Guests appreciate the excellent, comfortable rooms and the good facilities, including an outdoor pool with sun loungers and a poolside bar. The hotel provides free continental breakfast.

The best time to go to Islamorada is during the dry season, which runs from December to May, offering warm temperatures and less rain.

During these months, the weather is consistently pleasant, with average temperatures ranging from 22°C to 28°C. This period avoids the higher humidity and increased chance of tropical storms or hurricanes that can occur from June to November. For those planning water-based activities like fishing, diving, or snorkelling, the calm seas and clear visibility during the dry season are ideal.

January to April is particularly good for fishing enthusiasts, as many popular species are abundant. Events such as the Islamorada Sailfish Tournament also take place during these months.

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Islamorada.

Prices for hotels in Islamorada often vary, but you can find a great deal from CA $102 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.