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Our top choices for Islamorada luxury hotels

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (76 reviews)
"Very comfortable and luxurious."
United States
Anze
The price is ฿18,794
฿22,945 total
includes taxes & fees
27 May - 28 May
The Islands of Islamorada

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Beachfront luxury awaits at this Key Largo resort with spa treatments and ocean views.
"Clean and comfortable rooms."
United States
James
The price is ฿10,422
฿13,526 total
includes taxes & fees
24 Jun - 25 Jun
Playa Largo Resort & Spa, Autograph Collection

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, (1,074 reviews)
  • cleanliness
    Beach luxury reimagined at Key Largo resort with private sands, refreshing pools, and coastal dining.
"Beautiful, relaxing resort with sandy beaches, great service, and stunning views — a bit pricey but worth it for the luxury and tropical vibe."
United States
ALEJANDRO
The price is ฿9,136
฿12,079 total
includes taxes & fees
16 Jun - 17 Jun
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,312 reviews)
  • cleanliness
    Experience seaside opulence with private beach access, three outdoor pools, and oceanfront dining at this beachfront Matecumbe resort.
"Loved the stay with two 6 year old boys. There was so much to do on the property we had planned to do more exploring of the keys but found the boys loved being on the dock fishing, on the water kayaking, riding bikes and swimming in the warm pool."
United States
Carol
The price is ฿6,502
฿9,703 total
includes taxes & fees
31 May - 1 Jun
Cheeca Lodge & Spa

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,016 reviews)
  • cleanliness
    Beachfront luxury awaits at Florida Keys haven with private shores, poolside bars, and lavish lanai rooms.
"The rooms are consistently comfortable, clean, and beautifully maintained, with lovely views and thoughtful amenities that make our stay special."
United States
francy
The price is ฿9,025
฿12,359 total
includes taxes & fees
23 Jun - 24 Jun
Islander Resort

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.
"Love this new resort in my favorite place in Islamorada They have made it a first class experience! Highly recommend. "
United States
Lisa
The price is ฿8,303
฿11,730 total
includes taxes & fees
15 Jun - 16 Jun
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,274 reviews)
  • cleanliness
    Florida Keys resort offers private beach paradise with upscale rooms, coastal activities, and luxurious relaxation.
"The other great thing was the resort never felt too busy, making the experience more intimate and luxurious."
United States
Jade
The price is ฿7,255
฿10,552 total
includes taxes & fees
7 Jun - 8 Jun
Amara Cay Resort

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,001 reviews)
"For two people the room was lovely & spacious, with a seperate lounge and dining/kitchen area & a balcony that caught the morning sun."
United Kingdom
Hayley
The price is ฿6,153
฿9,311 total
includes taxes & fees
27 May - 28 May
La Siesta Resort & Villas

Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
4.0 star property
Marathon
8.2 out of 10, Very good, (203 reviews)
  • cleanliness
    Indulge in oceanfront splendour at this Florida Keys resort with 5 pools, private beach, and full-service spa treatments.
"The staff were all great and very responsive. Staying over by the adult only pool vs the main pool with all the kids is like being at 2 different resorts. We really enjoyed our dinner at the Salt and Ash"
United States
Stephen
The price is ฿22,510
฿27,346 total
includes taxes & fees
25 May - 26 May
Villas At Hawks Cay Resort

Reefhouse Resort & Marina

Reefhouse Resort & Marina
4.5 star property
Key Largo
9.4 out of 10, Exceptional, (1,440 reviews)
"Amazing place for family with kids, pool is well maintained and the Opal restaurant food is so yummy…. Definitely a good to go place I am planning to visit again "
Canada
Mayaprasannakumar
The price is ฿7,155
฿9,356 total
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.

Top Islamorada Hotel Reviews

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.