Find 5 Star Hotels in Islamorada, FL from AED 693
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check availability on Islamorada 5 Star Hotels
Compare Islamorada 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Cheeca Lodge & Spa
Cheeca Lodge & Spa
9.0 out of 10, Wonderful, (1099)
The price is AED 878
AED 1,235 total
includes taxes & fees
8 Jun - 9 Jun

Condo in the Keys
Condo in the Keys
9.0 out of 10, Wonderful, (7)

Waterfront House with Boat Dock
Waterfront House with Boat Dock
6.0 out of 10, (1)
Save an average of 15% on thousands of hotels when you're signed in
Explore similar 4-star hotels
Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Islamorada.

Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy, Key Largo, FL
The price is AED 1,087 per night from Jun 10 to Jun 11
AED 1,087
AED 1,426 total
includes taxes & fees
10 Jun - 11 Jun
8.6/10 Excellent! (1,007 reviews)
Still don't see what you're looking for?
See all properties in Islamorada.
You can also use these popular filters to refine your search.
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.
Learn more about Islamorada
This idyllic island community is one of the most luxurious in the Florida Keys and is a great destination for scuba diving and game fishing.

Recent reviews of Islamorada hotels
Recent reviews of Islamorada hotels

Cheeca Lodge & Spa
5/5 Excellent
"Excellent stay!!"
A verified traveler stayed at Cheeca Lodge & Spa
Posted 2 days ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Islamorada Hotels by Star Rating
Hotels in Islamorada Neighborhoods
Stay near popular Islamorada attractions
- Hotels near Anne's Beach
- Hotels near Bud n' Mary's Dive Center
- Hotels near Founders Park
- Hotels near Islamorada County Park
- Hotels near Florida Keys Brewing Co.
- Hotels near Windley Key Fossil Reef Geological State Park
- Hotels near Sunset Drive Beach
- Hotels near Robbie’s of Islamorada
- Hotels near Islamorada Brewery & Distillery
- Hotels near History of Diving Museum
- Hotels near Hurricane Monument
- Hotels near Matecumbe United Methodist Church
- Hotels near MoradaWay Arts & Cultural District
- Hotels near Rain Barrel Village
- Hotels near Keys History & Discovery Center
- Hotels near Everglades National Park
- Hotels near John Pennekamp Coral Reef State Park
- Hotels near Baker's Cay Resort Beach
- Hotels near Jimmy Johnson's Big Chill
- Hotels near Florida Keys Visitor Center
More Hotel Options in Islamorada
- Adults Only Resorts & Hotels in Islamorada
- Adventure Hotels in Islamorada
- Beach Hotels in Islamorada
- Boutique Hotels in Islamorada
- Business Hotels in Islamorada
- Cheap Hotels in Islamorada
- Family Hotels in Islamorada
- Golf Hotels in Islamorada
- Green Hotels in Islamorada
- Historic Hotels in Islamorada
- Hotel Wedding Venues in Islamorada
- Hotel with a Concierge in Islamorada
- Hotels with Bars in Islamorada
- Hotels with Early Check-in in Islamorada
- Hotels with Free Parking in Islamorada
- Hotels with Hot Tubs in Islamorada
- Hotels with WiFi in Islamorada
- Hotels with a Pool in Islamorada
- Hotels with smoking rooms in Islamorada
- Luxury Hotels in Islamorada
- Pet-friendly Hotels in Islamorada
- Resorts & Hotels with Spas in Islamorada
- Romantic Hotels in Islamorada
- Scuba Diving in Islamorada
- Shopping Hotels in Islamorada
More Accommodation Types in Islamorada
- Vacation Homes in Islamorada
- Condo Rentals in Islamorada
- Apartments in Islamorada
- Villas in Islamorada
- Cottages in Islamorada
- Resorts in Islamorada
- Houseboats in Islamorada
- Guest Houses in Islamorada
- Motels in Islamorada
- Aparthotels in Islamorada
- Condo Resorts in Islamorada
- Holiday Park Resorts in Islamorada
- Lodges in Islamorada
Explore more hotels
- Matecumbe Resort
- The Islands of Islamorada
- Drop Anchor
- Sunset Inn
- Treasure Harbor
- La Jolla Resort
- Pines & Palms Resort
- Sands of Islamorada
- Islander Bayside Villas and Boatslips
- Ragged Edge Resort & Marina
- Casa Morada
- The Ocean View Inn & Pub
- The Caribbean Resort
- Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 8.9.25
- OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards
- WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!
- Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
- Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal
- Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views
- Pineapple Beach : 5 BR, 4.5 BA House in Islamorada, Sleeps 10