Find luxury hotels in Islamorada, FL

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from 16 Islamorada Luxury Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Property grounds
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (351)
"Loved our stay! Unique property, we will be back again! Thank you!"
The price is $295
$409 total
includes taxes & fees
Jun 3 - Jun 4
Casa Morada
Outdoor pool, a heated pool, pool umbrellas, sun loungers
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (955)
"Beautiful place to get away with your family"
The price is $152
$219 total
includes taxes & fees
Jun 2 - Jun 3
Pines & Palms Resort
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1006)
"Beautiful property. Love the updates. Staff friendly. had a wonderful stay. "
The price is $399
$511 total
includes taxes & fees
Jun 16 - Jun 17
Cheeca Lodge & Spa
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, (1001)
"Good"
The price is $153
$207 total
includes taxes & fees
May 20 - May 21
Drop Anchor
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1324)
"Great staff, amazing views!"
The price is $209
$275 total
includes taxes & fees
May 21 - May 22
Chesapeake Beach Resort
3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1004)
"We had a lovely stay at the resort. Staff were pleasant and friendly. The rooms were clean and nicely decorated. The two pool areas were beautiful along with the beach area. Our family had fun riding the bikes every day. We even got to witness a sea turtle release on the premises. The only draw back for me was the matter of lots of smoking. We had a non smoking room but the people next to us smoked on the patio outside causing our patio area to become engulfed with smoke as well as our room...
The price is $239
$324 total
includes taxes & fees
May 27 - May 28
Islander Resort
Exterior
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1246)
"We absolutely feel in love with this resort !!😍My family and I had a quality time there , beautiful view , awesome service, too many activities to do ,delicious food , room very clean .We don’t have nothing bad to say.Just want to thank to the staff to help us to enjoy our stay 😍😍.."
The price is $293
$385 total
includes taxes & fees
Jun 12 - Jun 13
Amara Cay Resort
Aerial view
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1000)
"Beautiful property with amazing ocean views great pool area"
The price is $293
$385 total
includes taxes & fees
Jun 2 - Jun 3
La Siesta Resort & Villas
Aerial view
Pelican Cove Resort & Marina
3.0 star property
8.2 out of 10, Very Good, (1000)
"We had never stayed at this resort before, but were very pleased with all the amenities, especially the pool and the on-site restaurants and bars. Our view from our room was gorgeous and the service was excellent. We will be staying there again!"
Pelican Cove Resort & Marina
Water view
Creekside Inn Islamorada
2.5 star property
8.0 out of 10, Very Good, (1002)
"Nice quiet hotel with 2 pools. Nice amenities. I would recommend. "
The price is $149
$168 total
includes taxes & fees
May 27 - May 28
Creekside Inn Islamorada
Don't see what you're looking for?
See all available properties in Islamorada
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.

Popular luxurious hotels

Most upscale stays in Islamorada in 2024
Luxury hotels in Islamorada

5-Star hotels

5-Star hotels

4-Star hotels

4-Star hotels

Islamorada Luxury Hotels information

 

Luxury Hotels in Islamorada

16

Highest price
$399
Cheapest price
$143
Number of guest reviews
9,410
Total number of hotels in Islamorada
2,122

 

Frequently asked questions

Are you looking for a luxury hotel for your stay in Islamorada?
Expedia can help you get a flight to Marathon, FL (MTH-Florida Keys Marathon) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. Amenities are an important consideration when you plan a trip, so we make it easy to get what you’d like to make your stay relaxing and comfortable. If you want a posh hotel with fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Islamorada has to offer. 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 4-star resort with a private beach and 3 restaurants, and it’s a popular choice for Expedia travelers looking for an elegant place to stay.
How many luxury hotels will I be able to find in Islamorada?
Lie in the lap of luxury during your getaway to Islamorada in one of Expedia’s 8 luxury hotels.
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 temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.
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 Anne’s Beach and Fiesta Key.

Recent reviews of Islamorada hotels
Expedia verified reviews

Amara Cay Resort

Amara Cay Resort

5/5 Excellent
"We absolutely feel in love with this resort !!😍My family and I had a quality time there , beautiful view , awesome service, too many activities to do ,delicious food , room very clean .We don’t have nothing bad to say.Just want to thank to the staff to help us to enjoy our stay 😍😍.."
A verified traveler stayed at Amara Cay Resort
Posted 3 days ago
Amara Cay Resort