Title: Book the Best Islamorada Hotels with Early Check-in in 2026 from CA $334 | 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 availability on Islamorada Hotels with Early Check-in Tonight [Feb 8 - Feb 9](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2026-02-08&endDate=2026-02-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 9 - Feb 10](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2026-02-09&endDate=2026-02-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Islamorada hotels with express check-in ![Premier Cottage, Bay View | Terrace/patio](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/0c81ecd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Cabin, 1 King Bed, Bay View](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/00031550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, beach towels, kayaking](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/ec70fa51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/9bcc8c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rock Reef Resort [](https://www.expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) Rock Harbor 9.2/10 Wonderful (1,090 reviews) "Nice place to spend some time in the Keys conveniently located,clean rooms and helpful staff with excellent views of Bay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harry [](https://www.expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/323dbfbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/8beb804e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/a161cfba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/77268f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ragged Edge Resort & Marina [](https://www.expedia.ca/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information) Islamorada 9.6/10 Exceptional (222 reviews) "Staff was amazing, wish we had stayed longer!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chad [](https://www.expedia.ca/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information) ![Single Room | Terrace/patio](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/ba4e7679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/c2f29c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/eb1153a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/c0f429ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kona Kai Resort and Gallery - Adults Only [](https://www.expedia.ca/Key-Largo-Hotels-Kona-Kai-Resort-And-Gallery.h74501641.Hotel-Information) Rock Harbor 9.8/10 Exceptional (304 reviews) "Very clean room and property staff very friendly and accommodating " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey CA $528 CA $632 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Key-Largo-Hotels-Kona-Kai-Resort-And-Gallery.h74501641.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/8c74658c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/ba58782b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/bb9d7ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/92d23e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Playa Largo Resort & Spa, Autograph Collection [](https://www.expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) Rock Harbor 8.8/10 Excellent (1,004 reviews) "Everything was great. Very clean and excellent location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) peter CA $732 CA $898 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/7c755dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/0df3bfb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch LCD TV with satellite channels, TV, iPod dock](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/4de34d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton [](https://www.expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) Key Largo 8.6/10 Excellent (1,002 reviews) "Great hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David Zion CA $668 CA $827 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/01430a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/65b391ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, free WiFi, bed sheets](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/c8a7a7b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/c3ee2fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bonefish Bay Motel [](https://www.expedia.ca/Marathon-Hotels-Bonefish-Bay-Motel.h12236906.Hotel-Information) Marathon 9.2/10 Wonderful (520 reviews) "A nice clean motel. Would definitely book there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy [](https://www.expedia.ca/Marathon-Hotels-Bonefish-Bay-Motel.h12236906.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2180000/2172800/2172798/a88151b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Television](https://images.trvl-media.com/lodging/3000000/2180000/2172800/2172798/4eceb060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 3 Bedrooms, 2 Bathrooms | Property grounds](https://images.trvl-media.com/lodging/3000000/2180000/2172800/2172798/c97287f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Large Efficiency](https://images.trvl-media.com/lodging/3000000/2180000/2172800/2172798/89cba422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Motel [](https://www.expedia.ca/Marathon-Hotels-Siesta-Motel.h2172798.Hotel-Information) Marathon 7.4/10 Good (716 reviews) "Although needing some interior updates, the room was clean and comfortable and the owners and staff was very friendly. We would stay here again in the future." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) stan CA $297 CA $334 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Marathon-Hotels-Siesta-Motel.h2172798.Hotel-Information) ![Townhome](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219798/73ab950a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome | Living area](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219798/1a36b3cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome | View from room](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219798/cd5bd4ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome | Living area](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219798/5bb9013d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Village at Hawks Cay Villas by KeysCaribbean [](https://www.expedia.ca/Marathon-Hotels-Village-At-Hawks-Cay-Villas-By-KeysCaribbean.h2219798.Hotel-Information) Marathon 7.4/10 Good (177 reviews) "Very clean rooms , amenities were great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $415 CA $921 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Marathon-Hotels-Village-At-Hawks-Cay-Villas-By-KeysCaribbean.h2219798.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=2026-02-22&endDate=2026-02-23®ionId=10768&adults=2&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true) ## Top Islamorada Hotel Reviews ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "My husband and I stayed 3 nights and we absolutely loved the resort. Beautiful, quiet and serene and with so many amenities. Our room was amazing with a wonderful huge patio that had a path right out to the beach. Breakfast and dinner at the two restaurants was fabulous with excellent food and great service. Would definitely stay here again!" 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