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Check availability on Islamorada Luxury Hotels

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

Our top choices for Islamorada luxury hotels

Balcony view

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (76 reviews)
The price is S$932
includes taxes & fees
28 May - 29 May
The Islands of Islamorada
Exterior

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Beachfront luxury awaits at this Key Largo resort with spa treatments and ocean views.
The price is S$529
includes taxes & fees
18 Jun - 19 Jun
Playa Largo Resort & Spa, Autograph Collection
Property grounds

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1,073 reviews)
  • cleanliness
    Beach luxury reimagined at Key Largo resort with private sands, refreshing pools, and coastal dining.
The price is S$472
includes taxes & fees
16 Jun - 17 Jun
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,315 reviews)
  • cleanliness
    Experience seaside opulence with private beach access, three outdoor pools, and oceanfront dining at this beachfront Matecumbe resort.
The price is S$379
includes taxes & fees
3 Jun - 4 Jun
Cheeca Lodge & Spa
Exterior

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,022 reviews)
  • cleanliness
    Beachfront luxury awaits at Florida Keys haven with private shores, poolside bars, and lavish lanai rooms.
The price is S$402
includes taxes & fees
18 Jun - 19 Jun
Islander Resort
In-room safe, individually decorated, individually furnished

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (198 reviews)
  • cleanliness
    Seaside elegance awaits at this Islamorada resort with 3 pools, diverse dining, and a marina.
The price is S$483
includes taxes & fees
23 Jun - 24 Jun
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
View from room

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,280 reviews)
  • cleanliness
    Florida Keys resort offers private beach paradise with upscale rooms, coastal activities, and luxurious relaxation.
The price is S$387
includes taxes & fees
4 Jun - 5 Jun
Amara Cay Resort
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,003 reviews)
The price is S$360
includes taxes & fees
18 Jun - 19 Jun
La Siesta Resort & Villas
3 outdoor pools, pool cabanas (surcharge), pool umbrellas

Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
4.0 star property
Marathon
8.2 out of 10, Very good, (204 reviews)
  • cleanliness
    Indulge in oceanfront splendour at this Florida Keys resort with 5 pools, private beach, and full-service spa treatments.
The price is S$1,073
includes taxes & fees
15 Jun - 16 Jun
Villas At Hawks Cay Resort
3 restaurants; breakfast, lunch, and dinner served

Reefhouse Resort & Marina

Reefhouse Resort & Marina
4.5 star property
Key Largo
9.4 out of 10, Exceptional, (1,450 reviews)
The price is S$366
includes taxes & fees
21 Jun - 22 Jun
Reefhouse Resort & Marina
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.
View all properties

Top Islamorada Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"Amazing!! Nothing bad to say at all"
David 2-night trip
Posted 13 hours ago
Islander Resort

Frequently asked questions

Are you looking for a luxury hotel for your stay in Islamorada?
Known for its ocean views and sunsets, Islamorada also has some interesting things to see and do including Everglades National Park, so you may want to take in the local sights during your visit.
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.
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 Everglades National Park, Bud n' Mary's Dive Center 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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