Explore top 2026 5 Star Hotels in Islamorada
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check prices for these dates
Top Islamorada 5 Star hotels
Cheeca Lodge & Spa
"Ok"
Reviewed on Jun 12, 2026
Waterfront House with Boat Dock
"Thermostat was locked on 62 degrees, it was cold in Florida then and we couldn’t adjust temperature, it was 62 inside in the house, it was really cold , toilet seat was Br"
Reviewed on Feb 10, 2026
Five Star Hotels in Islamorada
Looking for your own little slice of heaven during your next trip? Check out all the best 5 star hotels in Islamorada to make sure your trip is as extravagantly comfortable as you expect.
Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!
Many of the five star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.
For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Islamorada 5 star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.
Whether you’re a first-time guest, or you’ve stayed in 5 star hotels in Islamorada before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.
Recent Islamorada hotel reviews by fellow wanderers
Amara Cay Resort
"I have mixed reviews. The staff was very helpful, especially the lobby bartender, Marcus. The grounds and the pool area are very nicely maintained. The location is very close to Bud and Mary's marina, where my husband booked a half day fishing charter. Also, very close to the Midway Cafe- excellent coffee and key lime pie! My main complaint would be the rooms. They definitely need some upgrades. Our room smelled musty and the hallway did also. Mildew stains on the patio curtains. Also, this facility allows dogs, so be aware of that. Our next door neighbors had a large dog that started barking in the middle of the night for ten minutes straight and my husband had to go bang on their door to get it to stop. Overall, a good, but not awesome stay for us."
More ways to wander Islamorada
Explore More Ways to Travel with Travelocity
- 4 Star Hotels in Coconut Grove
- 5 Star Hotels in Coconut Grove
- 2 Star Hotels in Bahia Honda Key
- 3 Star Hotels in Tamiami
- 3 Star Hotels in Key Colony Beach
- 4 Star Hotels in Duck Key
- 5 Star Hotels in Kendall
- Lower Matecumbe Beach Hotels
- Hotels near Sunset Drive Beach
- 5 Star Hotels in Homestead
- 3 Star Hotels in Conch Key
- Matecumbe Hotels
- Apartments in Tavernier
- Cabins in Tavernier
- Condos in Tavernier
- Cottages in Tavernier
- Beach Resorts & in Tavernier
- Cheap Hotels in Tavernier
- Fishing Resorts & in Tavernier
- Hotels with Bar in Tavernier
- Hotels with Free Breakfast in Tavernier
- Hotels with Hot Tubs in Tavernier
- Luxury Hotels in Tavernier
- Pet Friendly Hotels in Tavernier
- Hotels on the River in Tavernier
- Tavernier Hotels
- Houseboats in Tavernier
- Motels in Tavernier
- Vacation Homes in Tavernier
- Hotels with Pools in Venetian Shores
- Venetian Shores Hotels
- 3 Star Hotels in Lower Arsnicker Keys
- Hotels near Founders Park
- Hersha Hospitality Hotels in Windley Key
- Villas in Windley Key
- Hotels near Bud n' Mary's Dive Center
- 3 Star Hotels in Pinecrest
- 5 Star Hotels in Pinecrest
- 3 Star Hotels in Big Pine Key
- 5 Star Hotels in Big Pine Key
- Hotels near Florida Keys Brewing Co.
- Aimbridge Hospitality Hotels in Lignumvitae Key Botanical State Park
- Lignumvitae Key Botanical State Park Hotels
- Hotels near Anne's Beach
- 4 Star Hotels in Melody Key
- 3 Star Hotels in Key Largo
- 4 Star Hotels in Key Largo
- 5 Star Hotels in Key Largo
- Hotels near Windley Key Fossil Reef Geological State Park
- 4 Star Hotels in Florida City
- Hotels near Florida Keys Dive Center
- 3 Star Hotels in Plantation Key
- 5 Star Hotels in Plantation Key
- Chalets in Plantation Key
- Guest Houses in Plantation Key
- Holiday Park Resorts in Plantation Key
- Aimbridge Hospitality Hotels in Plantation Key
- Beach Resorts & in Plantation Key
- Cheap Hotels in Plantation Key
- Hersha Hospitality Hotels in Plantation Key
- Hotels with Pools in Plantation Key
- Hotels with Free Parking in Plantation Key
- Hotels with Kitchenettes in Plantation Key
- Hotels with smoking rooms in Plantation Key
- Plantation Key Hotels
- Houseboats in Plantation Key
- 5 Star Hotels in Cudjoe Key
- 4 Star Hotels in Naranja
- 4 Star Hotels in Upper Matecumbe Key
- Extended Stay Hotels in Upper Matecumbe Key
- Holiday Park Resorts in Upper Matecumbe Key
- Aimbridge Hospitality Hotels in Upper Matecumbe Key
- Beach Resorts & in Upper Matecumbe Key
- Hotels with Pools in Upper Matecumbe Key
- 3 Star Hotels in The Crossings
- 4 Star Hotels in The Crossings
- 4 Star Hotels in Marathon
- 2 Star Hotels in Lower Matecumbe Key
- 4 Star Hotels in Lower Matecumbe Key
- Apartments in Lower Matecumbe Key
- Condos in Lower Matecumbe Key
- Aimbridge Hospitality Hotels in Lower Matecumbe Key
- Lower Matecumbe Key Hotels
- Houseboats in Lower Matecumbe Key
- Hotels near Matecumbe United Methodist Church
- 3 Star Hotels in Elliott Key