Find Luxury Hotels in Islamorada, FL

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Islamorada Luxury Hotels

This weekend
Next weekend

Compare Islamorada Luxury Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1063)
"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!!"
The price is AED 955
AED 1,323 total
includes taxes & fees
4 May - 5 May
Cheeca Lodge & Spa

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1213)
"Book direct. It's WAY cheaper than using expedia! Our cost was $700 more through epedia then it would have been booking direct as confirmed when we got there. Live and learn. "
The price is AED 894
AED 1,250 total
includes taxes & fees
27 Apr - 28 Apr
Amara Cay Resort

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1002)
"On the third night of our 3-night stay and wishing we could stay forever! We splurged on a direct ocean front room and it is worth every penny. This place is by no means fancy but it is old Florida at its finest: cozy, chill, unpretentious. Add in a heated pool and a drip (not pod!!) coffeemaker and all boxes have been checked. As with most of the upper keys there is no true walkout sandy beach but you can use the kayak ramp to get in an ocean swim. Note mucky bottom so mann up or wear swim...
The price is AED 744
AED 966 total
includes taxes & fees
10 Apr - 11 Apr
Drop Anchor

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

3.5 star property
9.2 out of 10, Wonderful, (15)
"Beautiful place and Staff was attentive."
The price is AED 1,058
AED 1,434 total
includes taxes & fees
5 May - 6 May
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Creekside Inn Islamorada

2.5 star property
8.0 out of 10, Very Good, (1013)
"The room was spacious and clean. It was nice waking up to a beautiful view of the canal. Plenty of restaurants in the area within driving distance. "
The price is AED 732
AED 823 total
includes taxes & fees
4 May - 5 May
Creekside Inn Islamorada

Chesapeake Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (1426)
"Wonderful hotel, always great to be in the Florida Keys."
The price is AED 841
AED 1,153 total
includes taxes & fees
10 Apr - 11 Apr
Chesapeake Beach Resort

Conch On Inn Motel

2.0 star property
7.6 out of 10, Good, (488)
"Overall great experience & owners were great. Only thing I would offer up is could use some new mattresses but everything else was more than expected! Would (or shouldsay will) stay again someday"
Conch On Inn Motel

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (388)
"The staff was tremendous"
The price is AED 1,483
AED 1,836 total
includes taxes & fees
10 Apr - 11 Apr
Casa Morada

Fisher Inn Resort & Marina

3.5 star property
7.8 out of 10, Good, (1004)
"Was a lovely fresh clean large room!"
The price is AED 807
AED 1,027 total
includes taxes & fees
9 Apr - 10 Apr
Fisher Inn Resort & Marina

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1012)
"Service, grounds, view"
The price is AED 908
AED 1,253 total
includes taxes & fees
27 Apr - 28 Apr
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.
Don't see what you're looking for?
See all available properties in Islamorada

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 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, 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 Anne’s Beach.