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

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Check availability on Islamorada Luxury Hotels

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Islamorada luxury hotels

Property grounds

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (78 reviews)
The price is Rp9.364.680
Rp11.528.011 total
includes taxes & fees
3 Aug - 4 Aug
The Islands of Islamorada
Exterior

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,088 reviews)
  • cleanliness
    Beachfront luxury awaits at Florida Keys haven with private shores, poolside bars, and lavish lanai rooms.
The price is Rp4.700.349
Rp6.503.501 total
includes taxes & fees
27 Aug - 28 Aug
Islander Resort
Exterior

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Beachfront luxury awaits at this Key Largo resort with spa treatments and ocean views.
The price is Rp5.024.511
Rp6.645.411 total
includes taxes & fees
27 Aug - 28 Aug
Playa Largo Resort & Spa, Autograph Collection
Exterior

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, (1,157 reviews)
  • cleanliness
    Beach luxury reimagined at Key Largo resort with private sands, refreshing pools, and coastal dining.
The price is Rp4.710.794
Rp6.292.480 total
includes taxes & fees
27 Aug - 28 Aug
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Room, 1 King Bed, Balcony, Ocean View (Balcony) | Premium bedding, in-room safe, laptop workspace, iron/ironing board

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, (238 reviews)
  • cleanliness
    Seaside elegance awaits at this Islamorada resort with 3 pools, diverse dining, and a marina.
The price is Rp3.731.465
Rp5.514.896 total
includes taxes & fees
27 Aug - 28 Aug
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,362 reviews)
  • cleanliness
    Experience seaside opulence with private beach access, three outdoor pools, and oceanfront dining at this beachfront Matecumbe resort.
The price is Rp3.583.791
Rp5.348.763 total
includes taxes & fees
10 Aug - 11 Aug
Cheeca Lodge & Spa
Room, 1 King Bed with Sofa bed, Oceanfront (Alligator Reef, Lanai) | View from room

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,311 reviews)
  • cleanliness
    Florida Keys resort offers private beach paradise with upscale rooms, coastal activities, and luxurious relaxation.
The price is Rp3.026.863
Rp4.722.219 total
includes taxes & fees
27 Aug - 28 Aug
Amara Cay Resort
Suite, 1 King Bed with Sofa bed, Ocean View | 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, (1,006 reviews)
The price is Rp2.783.741
Rp4.448.707 total
includes taxes & fees
27 Aug - 28 Aug
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
8.0 out of 10, Very good, (225 reviews)
  • cleanliness
    Indulge in oceanfront splendour at this Florida Keys resort with 5 pools, private beach, and full-service spa treatments.
The price is Rp13.956.975
Rp16.815.993 total
includes taxes & fees
30 Jul - 31 Jul
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, (1,504 reviews)
The price is Rp3.943.971
Rp5.157.417 total
includes taxes & fees
4 Aug - 5 Aug
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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Room was super clean. Staff was so nice and good breakfast"
Mayara 2-night trip
Posted 3 hours ago
Chesapeake Beach Resort

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.
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 Islamorada Brewery & Distillery, Florida Keys Brewing Co. and Bud n' Mary's Dive Center. If you have a bit of extra time while you're in the area, you might want to check out Founders Park and Robbie's of Islamorada.