Find Luxury Hotels in Islamorada, FL

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Check availability on Islamorada Luxury Hotels

Tonight
19 Jul - 20 Jul
Tomorrow
20 Jul - 21 Jul
Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug

Top Islamorada Luxury Hotels

Cheeca Lodge & Spa
Private beach, sun loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1137)
"Anna and the front desk staff were absolutely amazing! During my daughter and son in law (newlyweds ) stay they were treated like royalty! Service at the outside tiki bar was impeccable, second to none! Incredible stay for my daughter‘s one day honeymoon!! We will never forget our experience at Cheeca Lodge!! Absolutely lovely!!"
Valerie
The price is SAR 1,043
SAR 1,427 total
includes taxes & fees
13 Aug - 14 Aug
Cheeca Lodge & Spa
Amara Cay Resort
Exterior

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1237)
"Wonderful staff, great pool, the grounds always neat and clean. The room was to die for. Beautiful views"
Stephen
The price is SAR 619
SAR 946 total
includes taxes & fees
13 Aug - 14 Aug
Amara Cay Resort
Drop Anchor
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1001)
"Compared to other choices in the area, I thought we ended with the best deal. We booked the
ocean view
king room, which is very spacious with sitting area and the view of the water is right there. Nice updated bathroom and a balcony overlooking the water too. Freshly painted inside and out - well kept grounds, loved sitting under one of several tiki umbrellas to enjoy that view and watch the boats. wished we were staying longer - but next time we will."
ellie
Drop Anchor
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3 outdoor pools, a heated pool, pool umbrellas, sun loungers

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

3.5 star property
9.0 out of 10, Wonderful, (48)
"Love this new resort in my favorite place in Islamorada They have made it a first class experience! Highly recommend. "
Lisa
The price is SAR 794
SAR 1,142 total
includes taxes & fees
20 Aug - 21 Aug
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Creekside Inn Islamorada
Water view

Creekside Inn Islamorada

2.5 star property
8.0 out of 10, Very Good, (1004)
"Absolutely lovely property despite the construction it was quite and the view on the inlet is oh so lovely "
Aleksa
The price is SAR 559
SAR 629 total
includes taxes & fees
21 Jul - 22 Jul
Creekside Inn Islamorada
Chesapeake Beach Resort
Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1481)
"One of the best stays I’ve experienced. The property offers stunning views—especially during sunrise, which is truly unforgettable. The infinity pool overlooking the sea creates a perfect blend of
luxury
and tranquility. Rooms are exceptionally spacious, well-maintained, and designed for comfort. Highly recommend for those seeking both relaxation and scenic beauty."
Ramkumar
The price is SAR 700
SAR 999 total
includes taxes & fees
24 Jul - 25 Jul
Chesapeake Beach Resort
Conch On Inn Motel
Property entrance

Conch On Inn Motel

2.0 star property
7.6 out of 10, Good, (488)
Conch On Inn Motel
Casa Morada
Outdoor pool, pool umbrellas, sun loungers

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (404)
"Charming hotel with beautiful views! "
Dianna
The price is SAR 1,021
SAR 1,264 total
includes taxes & fees
21 Jul - 22 Jul
Casa Morada
Fisher Inn Resort & Marina
Exterior

Fisher Inn Resort & Marina

3.5 star property
8.0 out of 10, Very Good, (1005)
"Excellent views and easy location to get in and out."
Thomas
The price is SAR 427
SAR 603 total
includes taxes & fees
23 Jul - 24 Jul
Fisher Inn Resort & Marina
Islander Resort
Exterior

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1009)
" We’ve been visiting Islander since 2015, and each stay continues to exceed our expectations. From the moment we arrive, the warm and welcoming staff make us feel like family in particular Angela and Sarah .Their attention to detail and genuine hospitality have kept us returning year after year. The rooms are consistently comfortable, clean, and beautifully maintained, with lovely views and thoughtful amenities that make our stay special. The hotel’s ambiance strikes the perfect balance...
francy
The price is SAR 780
SAR 1,131 total
includes taxes & fees
11 Aug - 12 Aug
Islander Resort
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.

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 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 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 Anne's Beach and Fiesta Key.