A beach with white lounge chairs, a covered pavilion, and palm trees.

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Check availability on Islamorada Luxury Hotels

Tonight
13 Sept - 14 Sept
Tomorrow
14 Sept - 15 Sept
Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept

Our top choices for Islamorada luxury hotels

A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.
A gated entrance to a resort with palm trees and a clear sky.
A pool area with clear blue water, white lounge chairs, and palm trees.
A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.

1. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
₹38,701
₹49,581 total
includes taxes & fees
21 Sept - 22 Sept
The Islands of Islamorada
An aerial view of a resort with a large pool, palm trees, and a beach.
A beachside patio with lounge chairs, a table, and a view of the ocean.
A restaurant with wooden tables and chairs, a bar area, and a view of the sea.
A beach with clear water, a wooden pier, and lounge chairs under a tree.

2. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
  • Beachfront luxury awaits at this Key Largo resort with spa treatments and ocean views.
₹24,367
₹32,682 total
includes taxes & fees
27 Sept - 28 Sept
Playa Largo Resort & Spa, Autograph Collection
A hammock on a sandy beach with a view of the sea and a tree overhead.
A spacious dining area with high ceilings, wicker furniture, and large windows.
A spacious interior with a high ceiling, large windows, and a central chandelier.
A coconut drink with a straw, a cherry, and a slice of fruit on a table by a pool with a waterfall and palm trees in the background.

3. Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
  • Beach luxury reimagined at Key Largo resort with private sands, refreshing pools, and coastal dining.
₹22,646
₹30,744 total
includes taxes & fees
28 Sept - 29 Sept
Baker's Cay Resort Key Largo, Curio Collection by Hilton
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A wooden pier leading to a beach with palm trees and a row of beach huts.
A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.
A bar area with a wooden counter, bar stools, and potted plants.

4. Islander Resort

Islander Resort
Matecumbe
  • Beachfront luxury awaits at Florida Keys haven with private shores, poolside bars, and lavish lanai rooms.
₹20,352
₹29,346 total
includes taxes & fees
21 Sept - 22 Sept
Islander Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.
A coastal resort with a beach, a swimming pool, and multiple buildings.
A beach with palm trees, a clear blue sky, and a calm sea.
A resort with a pool, beach, and ocean view.

5. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
  • Seaside elegance awaits at this Islamorada resort with 3 pools, diverse dining, and a marina.
₹17,506
₹26,683 total
includes taxes & fees
20 Sept - 21 Sept
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
A hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.
A resort pool with palm trees, beach chairs, and umbrellas.

6. Amara Cay Resort

Amara Cay Resort
Matecumbe
  • Florida Keys resort offers private beach paradise with upscale rooms, coastal activities, and luxurious relaxation.
₹13,589
₹22,276 total
includes taxes & fees
21 Sept - 22 Sept
Amara Cay Resort
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A bar area with a thatched roof, wooden chairs, and a view of the ocean.
A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.
A tropical resort with a swimming pool, palm trees, and a waterfall.

7. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Experience seaside opulence with private beach access, three outdoor pools, and oceanfront dining at this beachfront Matecumbe resort.
₹14,238
₹23,007 total
includes taxes & fees
15 Sept - 16 Sept
Cheeca Lodge & Spa
A resort pool with palm trees and lounge chairs, surrounded by a beachfront.
An aerial view of a resort island with a large building, a swimming pool, and a boat docked nearby.
A resort with a large pool surrounded by lounge chairs, a beach area, and a building with multiple floors.
A modern living room with a sofa, chairs, a dining table, a TV, and a view of the ocean.

8. Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
Marathon
  • Indulge in oceanfront splendour at this Florida Keys resort with 5 pools, private beach, and full-service spa treatments.
₹36,217
₹46,657 total
includes taxes & fees
14 Sept - 15 Sept
Villas At Hawks Cay Resort
A dining area with tables set for two, overlooking a beach with palm trees and a sunset view.
A beach with thatched umbrellas, palm trees, and blue lounge chairs.
A spacious bar area with high ceilings and large windows, offering views of the ocean.
A poolside area with blue chairs and a thatched-roof structure.

9. Reefhouse Resort & Marina

Reefhouse Resort & Marina
Key Largo
₹20,927
₹27,366 total
includes taxes & fees
14 Sept - 15 Sept
Reefhouse Resort & Marina
A wooden deck with a pool and chairs overlooking a beach with palm trees.
A bar area with stools, a counter, and hanging lanterns.
A hotel room with a sofa, a desk, a chair, a TV, and a balcony with curtains.
A pool area with palm trees and a view of the ocean.

10. Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club
Marathon
₹16,729
₹23,407 total
includes taxes & fees
13 Oct - 14 Oct
Grassy Flats Resort & Beach Club
View all properties

Top Islamorada Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"The room was clean. Pools were great very well maintained."
cayetano william 3-night trip
Posted 1 hour ago
Islander Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"I always stay here with my sisters & mom for our girls trip! Always so relaxing!!"
Alisha 1-night trip
Posted 16 hours ago
Chesapeake Beach Resort
Drop Anchor

Drop Anchor

8/10 Good
"Muy tranquilo"
Moraima 2-night trip
Posted 16 hours ago
Drop Anchor
Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"Loved staying here and would stay again. Staff were so friendly and nice - made you feel like you knew them for years."
Stephen 2-night trip
Posted 2 days ago
Pines & Palms Resort
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Amazing customer service"
Lisandra 1-night trip
Posted 7 days ago
Coconut Cove Resort and Marina

Frequently asked questions

Are you looking for a luxury hotel for your stay in Islamorada?
During your visit, you might want to enjoy the ocean views and sunsets which Islamorada is known for.
What's the best luxury place to stay in Islamorada?
Cheeca Lodge & Spa is a luxury resort with a private beach and 3 restaurants, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Another upscale choice for your holiday is The Islands of Islamorada.
When can I expect good weather in Islamorada?
Planning for the weather is an important factor for making your trip to Islamorada a success, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.
What's there to see and do in Islamorada?
Experience all that Islamorada has to offer when you visit Bud n' Mary's Dive Center, Islamorada County Park and Founders Park. If you have a bit of extra time while you're in the area, you might want to check out Robbie's of Islamorada and Anne's Beach.

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