Title: Hotels by Hersha Hospitality in Islamorada from CA $581 | Expedia.ca [Islamorada Travel Guide](https://expedia.ca/Islamorada.dx10768)[Hotels in Islamorada](https://expedia.ca/Islamorada-Hotels.d10768.Travel-Guide-Hotels)[Vacation Rentals in Islamorada](https://expedia.ca/Islamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals)[Flights to Islamorada](https://expedia.ca/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[Things to do in Islamorada](https://expedia.ca/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)[Islamorada Car Rentals](https://expedia.ca/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide)[Islamorada Vacation Packages](https://expedia.ca/Islamorada.d10768.Destination-Travel-Guides) ![Islamorada featuring a sunset and general coastal views](https://images.trvl-media.com/place/10768/7014979e-dcd6-42fa-a69b-b138a0a93305.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/10768/7014979e-dcd6-42fa-a69b-b138a0a93305.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [Mar 13 - Mar 14](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2026-03-13&endDate=2026-03-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 14 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2026-03-14&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Islamorada Hersha Hospitality ![Restaurant](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/70514579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/95229722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Brand New Two King Bedroom Bay View](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/8e055d80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/a51334f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayside Villas by Islander Resort [](https://www.expedia.ca/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.Hotel-Information) Matecumbe 8.8/10 Excellent (412 reviews) "Beautiful stay!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lakyne CA $434 CA $581 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2026-03-27&endDate=2026-03-28®ionId=10768&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FIslamorada-Hotels-Hersha-Hospitality.0-0-d10768--bHershaHospitality.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FIslamorada-Hotels-Hersha-Hospitality.0-0-d10768--bHershaHospitality.Travel-Guide-Filter-Hotels) ## Top Islamorada Hotel Reviews ![Coconut Cove Resort and Marina](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9_y.jpg) ### Coconut Cove Resort and Marina 2/10 Terrible "This property is not at all as it appears on Expedia. While the Front Office Manager was lovely, the property is very dated and tired looking. When we walked into our room we were overwhelmed by the smell of mildew such that we could not stay. We left the key on the counter and searched for another property. When we told the Front Office Manager we did not stay she did offer to move us to another room but given the property was not at all what we expected we declined. While the staff must have done their best to clean, because of the age of the property there is only so much that can be done. If you are looking for an authentic, tired, 1950s style Key West property...this is the one. Triple check what you see on Expedia as it isn't always what you get. Disappointing.... " [](https://expedia.ca/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/4186365f_y.jpg) ### Amara Cay Resort 4/10 Poor "We had a partial view of ocean from our room. We did not use the pool but it was a decent looking. The staff was kind and professional. The room we had smelled of mold strongly. " [](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Drop Anchor](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/f42604af_y.jpg) ### Drop Anchor 10/10 Excellent "We could see the ocean from the bed so we'd wake up, open the curtains and watch the sunrise from the bed! Amazing!" [](https://expedia.ca/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information) ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg) ### Cheeca Lodge & Spa 6/10 Okay "We did not use the spa services, we may have been able to barely see a small portion of the ocean out a window" [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 8/10 Good "Nice place. Room and grounds were spotless " [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Treasure Harbor](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/12c235b3_y.jpg) ### Treasure Harbor 10/10 Excellent "Great A/C and the house boats are really nice. close to things to do" [](https://expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information) ![La Jolla Resort](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/40f72f1c_y.jpg) ### La Jolla Resort 10/10 Excellent "The property was clean and inviting. We stayed in the room above the office. It was very quiet, clean and smelled fresh. The staff was excellent; he answered our questions and was very helpful when approached. Would happily stay here again! " [](https://expedia.ca/Islamorada-Hotels-La-Jolla-Resort.h16574668.Hotel-Information) ![Breezy Palms Resort](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/19240ce2_y.jpg) ### Breezy Palms Resort 10/10 Excellent "Beautiful . Paradise." [](https://expedia.ca/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information) ![Sunset Inn](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/25606792_y.jpg) ### Sunset Inn 10/10 Excellent "Yes pool was great! Very clean nice rooms, close to walk to a lot of fun things! Loved the bikes you can use" [](https://expedia.ca/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [2 Star Hotels in Plantation Key ](https://www.expedia.ca/2Star-Plantation-Key-Hotels.s20-0-d553248635083898347.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Big Pine Key ](https://www.expedia.ca/Big-Pine-Key-Hotels-Hilton-Hotels.0-0-d7195--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Aimbridge Hospitality Hotels in Blue Waters ](https://www.expedia.ca/Blue-Waters-Tavernier-Hotels-Aimbridge-Hospitality.0-n553248635976472188-0--bAimbridgeHospitality.Travel-Guide-Filter-Hotels) - [Hotels near Bud n' Mary's Dive Center ](https://www.expedia.ca/Bud-N-Marys-Dive-Center-Hotels.0-l6069243-0.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Country Walk ](https://www.expedia.ca/Country-Walk-Miami-Hotels-Marriott-Hotels-Resorts.0-n553248635975848802-0--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - 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