Title: Book the Best Islamorada Hotels with Early Check-in in 2026 from CA $138 | 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)

# Find Hotels with Early Check-in in Islamorada, FL from CA $138

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## Check availability on Islamorada Hotels with Early Check-in

Tonight

[Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-11&endDate=2025-12-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-12&endDate=2025-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Islamorada hotels with express 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)

![Exterior detail](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/9bcc8c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, beach towels, kayaking](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/528adcf7.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

(1064)

"Everything clean, friendly staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Arlene

CA $144

CA $162 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.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)

![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)

![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)

![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)

### 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

(1000)

"Beautiful location, great views, very clean property, room was great (great bed), friendly staff."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott

CA $363

CA $484 total

includes taxes & fees

Dec 17 - Dec 18

[](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)

![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)

![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)

![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

[](https://www.expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information)

Key Largo

8.6/10

Excellent

(1002)

"Beautiful and relaxing stay "

![Sweden](https://a.travel-assets.com/egds/marks/flags/se.svg)

Pauline

CA $319

CA $435 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.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

[](https://www.expedia.ca/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information)

Islamorada

9.4/10

Exceptional

(205)

"Clean room, beautiful pool and quiet!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

CA $250

CA $281 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.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)

![Exterior](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/396da292.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/75000000/74510000/74501700/74501641/3c8fb00e.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

(293)

"The Kona Kai Resort was perfect for us. We especially appreciated the small resort with quiet spaces to relax, read and admire the view. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bastianella

[](https://www.expedia.ca/Key-Largo-Hotels-Kona-Kai-Resort-And-Gallery.h74501641.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)

![Exterior](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/93fa5d57.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)

![Outdoor pool](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/e031f999.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

(487)

"Very nice place. Room was clean and staff very nice."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MARILA

[](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)

![Spacious Room](https://images.trvl-media.com/lodging/3000000/2180000/2172800/2172798/281355f3.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)

### Siesta Motel

[](https://www.expedia.ca/Marathon-Hotels-Siesta-Motel.h2172798.Hotel-Information)

Marathon

7.4/10

Good

(692)

"Parking can be a little tight."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anthony

CA $123

CA $138 total

includes taxes & fees

Dec 14 - Dec 15

[](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/a3242707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219798/e57ba314.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

[](https://www.expedia.ca/Marathon-Hotels-Village-At-Hawks-Cay-Villas-By-KeysCaribbean.h2219798.Hotel-Information)

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 $327

CA $826 total

includes taxes & fees

Dec 17 - Dec 18

[](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=2025-12-26&endDate=2025-12-27&regionId=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

"The stay was excellent overall. Only issues we had was our room was full of long white flies and they didn't clean up the prior guests gross cigars on the back patio. "

[](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information)

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