Title: Book the Best Islamorada Hotels with Early Check-in in 2025 from CA $120 | 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 showing a sandy beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191197-Islamorada.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Early Check-in in Islamorada, FL from CA $120 ![](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 [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-26&endDate=2025-10-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Islamorada Hotels with Early Check-in ![Sundeck](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/w1485h1001x15y0-19c35a33.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/w1498h1001x2y0-11d0c529.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 Key Largo 9.2/10 Wonderful (1049) "Had a wonderful stay. The staff was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angel CA $106 CA $120 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/fcd75612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Queen Bed | Terrace/patio](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/bf338fd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Living area](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/4ae3e8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/396da292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kona Kai Resort and Gallery - Adults Only Key Largo 9.8/10 Exceptional (271) "Property was very clean including beach, pool, and grounds." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Drew CA $163 CA $222 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-Largo-Hotels-Kona-Kai-Resort-And-Gallery.h74501641.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/b0a43673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/b442c959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/67c8f76f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/b1bfc483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ragged Edge Resort & Marina Islamorada 9.4/10 Exceptional (196) "The location was quiet and relaxing. We never heard a peep out of any of the other guests and it seemed that they were up early and in bed early which left us to enjoy the hotel grounds later in the evening... We had the pool to ourselves the entire week. Pretty view of the ocean. Close to everything you'll need or want including great restaurants and convenience stores. The staff was helpful and kind and we would def go back for a restful vacation. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cassidy CA $130 CA $147 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/489feb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms, Pool Access, Bay View (Balcony/Patio, Private Pool) | Beach](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/10dd6c61.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) ![On the beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/8f8fe319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Playa Largo Resort & Spa, Autograph Collection Key Largo 9.0/10 Wonderful (1001) "Very nice place to stay in the keys " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yamilka CA $335 CA $453 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) ![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 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/1f0afa1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/6e0cfc6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/7c755dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton Key Largo 8.6/10 Excellent (1006) "We loved our stay there! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerri CA $405 CA $533 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Gazebo](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/a1897c45.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) ![Outdoor pool](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/e031f999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, 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) ### Bonefish Bay Motel Marathon 9.2/10 Wonderful (462) "Great place! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sofia CA $112 CA $135 total includes taxes & fees Oct 27 - Oct 28 [](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) ![Front of property](https://images.trvl-media.com/lodging/3000000/2180000/2172800/2172798/6e99fcab.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) ![Large Efficiency | Private kitchenette](https://images.trvl-media.com/lodging/3000000/2180000/2172800/2172798/e8d6ee2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Motel Marathon 7.2/10 Good (681) "Excellent motel for visiting nearby marina. A/C did fine even at 92F outdoors. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maggie CA $125 CA $140 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Marathon-Hotels-Siesta-Motel.h2172798.Hotel-Information) ![Townhome | Private spa tub](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219798/6474e531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome | Private kitchen](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219798/b2a6d565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome | Private kitchen](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219798/a3242707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219798/c8b1bc74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Village at Hawks Cay Villas by KeysCaribbean Marathon 7.4/10 Good (173) "It was not clean and they cleaned it on the second day of our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anais CA $245 CA $741 total includes taxes & fees Nov 9 - Nov 10 [](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=2025-11-08&endDate=2025-11-09®ionId=10768&adults=2&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true) ## Top Islamorada Hotel Reviews ![Islander Resort](//images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "Beautiful resort, pools and property. Glad we found this place. Great for families, young kids and adults! Zero entry pool was a hit with our daughter. Excellent service and friendly staff. 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