Title: The Best Hotels with Early Check-in in Islamorada, FL from $171 in 2026 | Expedia.com [Islamorada Travel Guide](https://expedia.com/Islamorada.dx10768)[Hotels in Islamorada](https://expedia.com/Islamorada-Hotels.d10768.Travel-Guide-Hotels)[Vacation Rentals in Islamorada](https://expedia.com/Islamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals)[Flights to Islamorada](https://expedia.com/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[Things to do in Islamorada](https://expedia.com/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)[Car Rentals in Islamorada](https://expedia.com/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide)[Islamorada Vacation Packages](https://expedia.com/Islamorada.d10768.Destination-Travel-Guides) ![](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__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 [Mar 27 - Mar 28](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-03-27&endDate=2026-03-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 28 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-03-28&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-04-03&endDate=2026-04-05&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) ![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) ![Dock](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/4deb6af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rock Reef Resort [](https://www.expedia.com/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) Rock Harbor 9.2/10 Wonderful (1,107 reviews) "Good location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sue $180 nightly $203 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/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) ![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) ![Deluxe Apartment | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/8beb804e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ragged Edge Resort & Marina [](https://www.expedia.com/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information) Islamorada 9.6/10 Exceptional (237 reviews) "Place is great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joel $244 nightly $275 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information) ![Breadfruit Suite | 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/b8ee59fe.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) ### Kona Kai Resort and Gallery - Adults Only [](https://www.expedia.com/Key-Largo-Hotels-Kona-Kai-Resort-And-Gallery.h74501641.Hotel-Information) Rock Harbor 9.8/10 Exceptional (305 reviews) "Very clean room and property staff very friendly and accommodating " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey $324 nightly $365 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Kona-Kai-Resort-And-Gallery.h74501641.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) ![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) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/3b0a2582.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) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton [](https://www.expedia.com/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) Key Largo 8.6/10 Excellent (1,014 reviews) "The resort was beautiful. We really enjoyed our time there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica $418 nightly $470 total Apr 20 - Apr 21 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.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) ![On the beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/d9cc2f68.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) ### Playa Largo Resort & Spa, Autograph Collection [](https://www.expedia.com/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) Rock Harbor 8.8/10 Excellent (1,004 reviews) "Overall wonderful resort and great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristie Howle $448 nightly $504 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.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) ![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) ![Bicycling](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/65b391ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bonefish Bay Motel [](https://www.expedia.com/Marathon-Hotels-Bonefish-Bay-Motel.h12236906.Hotel-Information) Marathon 9.2/10 Wonderful (563 reviews) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dustin $153 nightly $172 total Apr 20 - Apr 21 Total with taxes and fees [](https://www.expedia.com/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) ![Large Efficiency | Private kitchenette | Full-size fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/3000000/2180000/2172800/2172798/e8d6ee2d.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) ![Television](https://images.trvl-media.com/lodging/3000000/2180000/2172800/2172798/4eceb060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Motel [](https://www.expedia.com/Marathon-Hotels-Siesta-Motel.h2172798.Hotel-Information) Marathon 7.4/10 Good (736 reviews) "Older facility, very clean, surprisingly quiet, comfortable and cute! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William $152 nightly $171 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Marathon-Hotels-Siesta-Motel.h2172798.Hotel-Information) ![Townhome | Egyptian cotton sheets, premium bedding, individually decorated](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219798/73ab950a.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 | Egyptian cotton sheets, premium bedding, individually decorated](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219798/5b63ea7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome | Living area | 40-inch TV with cable channels](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219798/1a36b3cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Village at Hawks Cay Villas by KeysCaribbean [](https://www.expedia.com/Marathon-Hotels-Village-At-Hawks-Cay-Villas-By-KeysCaribbean.h2219798.Hotel-Information) Marathon 7.4/10 Good (180 reviews) "Very clean rooms , amenities were great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica $593 nightly $626 total Apr 20 - Apr 21 Total with taxes and fees [](https://www.expedia.com/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.com/Hotel-Search?startDate=2026-04-10&endDate=2026-04-11®ionId=10768&adults=2&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Islamorada ## Book your early check-in hotels in Islamorada When you select an **hotel with early check-in** in Islamorada, you can be sure that your room will be ready for you when you arrive. Instead of having to wait or kill time while the front desk holds onto your luggage, you can go straight to your room and relax. Start browsing our amazing selection of best Islamorada hotels with early check-in. You can click onto a property and scroll to the policies section to see details for your preferred hotel, such as specific check-in times. If your travel dates are between tonight and next weekend, check our dedicated section on Islamorada hotels with early check-in. You may even find hotels in Islamorada with **free early check-in** or discover some highly sought-after anytime check-in hotels. All you have to do is put in your check-in and check-out dates to see what's available during the time you're traveling to Islamorada. All sorts of hotels in Islamorada can offer early check-in whether you're looking for [romantic accommodations](https://www.expedia.com/lp/t/hotels/Romantic-Hotel), something suitable for the [whole family](https://www.expedia.com/lp/t/hotels/Family-Hotel), a business hotel, a 5-star resort, or [cheap hotels](https://www.expedia.com/lp/t/hotels/Cheap-Hotels) with early check-in. Hotels with 24-hour front desk service often have early check-in available even if you're looking for hotels with a 6 am check-in. You may even find Islamorada hotels with 24-hour check-in. ### **Deals for early check-in hotels in Islamorada** Fares for hotels with early check-in in Islamorada range from $171 to $626\. Early check-in can come at an extra cost, but the specific cost can vary depending on the property. Some offer free early check-in depending on availability, while others require an extra fee in all circumstances. Hotel deals for properties with early check-in are readily available in Islamorada. Don't hesitate to opt for those high-end amenities you love and with early check-in, you can arrive and check in to your room before the check-in window officially begins. ### **Fully refundable Islamorada hotels with early check-in** Some early check-in hotels in Islamorada are fully refundable. You can find them easily in our curated selection. If you do need to cancel, find your booking in your itinerary on your Expedia account, just click "Cancel" and follow the instructions. Expedia makes planning a vacation simple. When you book a hotel, you can add a flight or a car to create a package deal and unlock even more attractive fares. You can also buy activities near your accommodations to add more fun to your trip. Book today! ## Top Islamorada Hotel Reviews ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/f8d2863e_y.jpg) ### Islander Resort 10/10 Excellent "We been staying at the Islander since the early 90’s. When it was family owned. It has always been a favorite place to stay for my wife and I. Since hurricane Irma destroyed it, and it has basically been rebuilt. It was always a beautiful place, but now the landscaping foliage and updates have made the place unbelievably perfect. It offers mini golf, bocce ball, PickleBall, volleyball, shuffle board.Bikes and Kayaks our available. So there is plenty to do if you’re an active person. However, if you want to just relax there are plenty of private areas to just sit back and enjoy the ocean views on the most comfortable outdoor furniture Imaginable, that sits among the beautiful palm trees and foliage. It’s inclusive, so you never have to leave the property for your entire stay." 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