Title: TOP Hotels with Early Check-in in Islamorada, FL for 2026 | Expedia.co.uk [Islamorada Travel Guide](https://expedia.co.uk/Islamorada.dx10768)[Hotels in Islamorada](https://expedia.co.uk/Islamorada-Hotels.d10768.Travel-Guide-Hotels)[Holiday Rentals in Islamorada](https://expedia.co.uk/Islamorada-Holiday-Rentals.d10768.Travel-Guide-HolidayRentals)[Flights to Islamorada](https://expedia.co.uk/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[Things to do in Islamorada](https://expedia.co.uk/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)[Islamorada Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Islamorada.d10768.Car-Hire-Guide)[Islamorada Holidays](https://expedia.co.uk/Islamorada.d10768.Holidays-City-Breaks) ![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__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/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 [12 Jan - 13 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=10768&startDate=2026-01-12&endDate=2026-01-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [13 Jan - 14 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=10768&startDate=2026-01-13&endDate=2026-01-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=10768&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=10768&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Islamorada hotels with express check-in ![Sun deck](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999.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) ![Premier Cabin, 1 King Bed, Bay View | Soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/00031550.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.co.uk/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) Rock Harbor 9.2/10 Wonderful (1,077 reviews) "Would stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James £118 includes taxes & fees 26 Jan - 27 Jan [](https://www.expedia.co.uk/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.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/57000000/56960000/56952700/56952622/77268f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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 | 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.co.uk/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information) Islamorada 9.6/10 Exceptional (215 reviews) "Great staff, beautiful property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) C Colin [](https://www.expedia.co.uk/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/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/c0f429ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kona Kai Resort and Gallery - Adults Only [](https://www.expedia.co.uk/Key-Largo-Hotels-Kona-Kai-Resort-And-Gallery.h74501641.Hotel-Information) Rock Harbor 9.8/10 Exceptional (301 reviews) "Room is great and this place is beautiful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James M [](https://www.expedia.co.uk/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) ![2 outdoor pools, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/0df3bfb3.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) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/3b0a2582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton [](https://www.expedia.co.uk/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) Key Largo 8.6/10 Excellent (1,006 reviews) "One of the nicest hotels we have stayed at. Amazing staff, food, activities and property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara £385 includes taxes & fees 22 Jan - 23 Jan [](https://www.expedia.co.uk/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) ![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) ![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) ### Playa Largo Resort & Spa, Autograph Collection [](https://www.expedia.co.uk/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) Rock Harbor 8.8/10 Excellent (1,001 reviews) "Courteous staff, clean, many extra like hot chocolate bar, s’mores station and coffee station. Nice stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelley £443 includes taxes & fees 26 Jan - 27 Jan [](https://www.expedia.co.uk/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) ![Bicycling](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/65b391ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/a1897c45.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) ### Bonefish Bay Motel [](https://www.expedia.co.uk/Marathon-Hotels-Bonefish-Bay-Motel.h12236906.Hotel-Information) Marathon 9.2/10 Wonderful (499 reviews) "It was very welcoming and clean. We will stay here again if we come back to keys. The view, pool and the kayaks were great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leona £260 includes taxes & fees 8 Feb - 9 Feb [](https://www.expedia.co.uk/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) ![Large Efficiency | Private kitchenette | Full-sized 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) ### Siesta Motel [](https://www.expedia.co.uk/Marathon-Hotels-Siesta-Motel.h2172798.Hotel-Information) Marathon 7.4/10 Good (704 reviews) "Yes beautiful thanks." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donald £94 includes taxes & fees 14 Jan - 15 Jan [](https://www.expedia.co.uk/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 | Living area | 40-inch TV with cable channels](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219798/5bb9013d.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) ![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) ### Village at Hawks Cay Villas by KeysCaribbean [](https://www.expedia.co.uk/Marathon-Hotels-Village-At-Hawks-Cay-Villas-By-KeysCaribbean.h2219798.Hotel-Information) Marathon 7.4/10 Good (175 reviews) "Very clean rooms , amenities were great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica £455 includes taxes & fees 15 Jan - 16 Jan [](https://www.expedia.co.uk/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.co.uk/Hotel-Search?startDate=2026-01-27&endDate=2026-01-28®ionId=10768&adults=2&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Islamorada ### Discover top Islamorada attractions Islamorada, located in the stunning Florida Keys, offers an array of activities that cater to the adventurous family traveller. Firstly, the Theatre of the Sea provides a unique opportunity to interact with marine life, including swimming with dolphins and sea lions, making it a memorable outing for both kids and adults. For those who prefer to bask in the sun, the picturesque Anne's Beach features shallow waters perfect for families, along with a scenic boardwalk ideal for leisurely strolls. If you're keen on fishing, the area is renowned for its deep-sea fishing charters; you might reel in a marlin or mahi-mahi, creating stories to share back home. Moreover, the History of Diving Museum offers an intriguing insight into the underwater world, showcasing exhibits that will captivate both young minds and adults alike. Finally, a visit to the vibrant Robbie's of Islamorada is a must, where you can feed tarpon and shop for unique souvenirs. As for accommodation, the Morada Bay Beach Cafe area provides a laid-back atmosphere with charming hotels that offer ocean views and easy access to these attractions. Staying here, you'll enjoy the convenience of being just steps away from both relaxation and adventure, making it a perfect base for your family getaway. ### Find the best hotels with early check-in in Islamorada For those who appreciate the luxury of flexibility during their travels, these hotels in Islamorada, Florida offer excellent early check-in options. Enjoy a seamless arrival experience while making the most of your stay. [**Islander Resort**](https://www.expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) - **Why it's great for flexible check-in:** The Islander Resort is an ideal choice for travelers who value early check-in privileges, featuring an impressive guest review rating of 9.2\. With the option for both early check-in and late check-out, guests can maximise their relaxation time at this stunning beachfront hotel, making it a perfect start to a sun-soaked getaway. - **Other amenities:** Guests can indulge in premium amenities including a beachfront restaurant, an outdoor pool with cabanas, and a poolside bar serving refreshing cocktails. Additional features include complimentary beach towels, a variety of water sports such as kayaking and snorkeling, and daily housekeeping. Guests can also enjoy complimentary self-parking, a concierge service, and access to pet-friendly accommodations. - **Neighborhood:** Matecumbe - **Nearby attractions:** Matecumbe United Methodist Church - 0.9 km, Islamorada Brewery & Distillery - 0.8 km, Keys History & Discovery Center - 0.1 km [**Cheeca Lodge & Spa**](https://www.expedia.co.uk/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) - **Why it's great for flexible check-in:** Cheeca Lodge & Spa caters to early check-in requests, allowing guests to settle in and unwind sooner. With a stellar review rating of 9.0, this luxurious resort offers a tranquil escape complete with a 24-hour room service option, ensuring that guests can indulge in comfort right from the start of their stay. - **Other amenities:** The resort features a stunning beachfront setting with multiple dining options, a full-service spa, and a hot tub. Guests can take advantage of complimentary bicycles, a golf course, and various water activities such as scuba diving and parasailing. Additional offerings include premium bedding, massage services, and kids’ meals to make every traveller feel at home. - **Neighborhood:** Matecumbe - **Nearby attractions:** Matecumbe United Methodist Church - 0.1 km, Florida Keys Brewing Co. - 0.4 km, MoradaWay Arts & Cultural District - 0.6 km [**Amara Cay Resort**](https://www.expedia.co.uk/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) - **Why it's great for flexible check-in:** Amara Cay Resort makes early check-in a breeze, providing guests the opportunity to dive straight into relaxation with a review rating of 8.8\. This beautiful resort offers an inviting atmosphere with direct beach access, ensuring a laid-back experience from the moment guests arrive. - **Other amenities:** Facilities include an outdoor pool, a beachfront restaurant, and complimentary beach towels. Guests can enjoy recreational activities such as kayaking and snorkeling, along with a poolside bar for refreshments. The resort also features a fitness centre, daily housekeeping, and the option for in-room massages, enhancing the overall stay. - **Neighborhood:** Matecumbe - **Nearby attractions:** Bud n' Mary's Dive Center - 0.3 km, Indian Key Historic State Park - 1.1 km, Hurricane Monument - 2.3 km [**Fisher Inn Resort & Marina**](https://www.expedia.co.uk/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) - **Why it's great for flexible check-in:** Fisher Inn Resort & Marina provides a welcoming place for early arrivals, an excellent review rating of 8.0\. Guests can enjoy the convenience of flexible check-in times, allowing them to explore the scenic surroundings right away while enjoying the resort's laid-back ambiance. - **Other amenities:** The resort features a heated outdoor pool, complimentary breakfast, and a shared kitchen for added convenience. Guests can enjoy various water sports, including kayaking and fishing, and enjoy access to nearby museums. Additional amenities include air conditioning, a terrace, and free self-parking, making this an enjoyable choice for all travelers. - **Nearby attractions:** Theater of the Sea - 0.4 km, Windley Key Fossil Reef Geological State Park - 0.2 km, Rain Barrel Village - 3 km [**Hadley Resort and Marina**](https://www.expedia.co.uk/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) - **Why it's great for flexible check-in:** Hadley Resort and Marina welcomes guests with early check-in options, offering a straightforward start to any stay with a solid review rating of 7.8\. This charming resort provides everything needed for a relaxing escape in Islamorada, from its stunning location to its attentive service. - **Other amenities:** Guests can enjoy complimentary breakfast daily, a heated outdoor pool, and various water sports activities on site. The resort also features a marina, kitchen facilities, and a garden area for a peaceful retreat. Additional touches include beach towels, premium bedding, and free self-parking, ensuring a comfortable stay for every visitor. - **Neighborhood:** Matecumbe - **Nearby attractions:** History of Diving Museum - 0.6 km, Islamorada Brewery & Distillery - 0.5 km, Keys History & Discovery Center - 1.3 km ## Top Islamorada Hotel Reviews ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "So much luxury!" 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