Islamorada Hotels

THE 10 BEST Hotels in Islamorada 2025

Islamorada Hotels

and Places to Stay
Enter dates to find the best prices

Popular


Awards
Travelers’ Choice Awards winners (including the “Best of the Best” title) are among the top 10% of listings on Tripadvisor, according to the reviews and opinions of travelers across the globe.


Property types


Amenities


Distance from

25 mi

Traveler rating


Hotel class


Style


Brands

42 properties in Islamorada
Sort by:
  • Best Value
    Properties ranked using exclusive Tripadvisor data, including traveler ratings, confirmed availability from our partners, prices, booking popularity and location, as well as personal user preferences and recently viewed hotels.
  • Traveler Ranked
    Highest rated hotels on Tripadvisor, based on traveler reviews.
  • Distance to city center
    See properties located closest to the center first with confirmed availability for your dates from our partners
  1. Enter dates to see prices
    Resort
    #1 Best Value of 42 places to stay in Islamorada
    Waterfront resort close to eateries and attractions. Offers free use of kayaks, paddle boards, snorkeling gear, bikes, and fishing gear. Ideal for boaters with new docks, boat slips, and trailer parking.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  2. Enter dates to see prices
    Resort
    #2 Best Value of 42 places to stay in Islamorada
    Beachfront villa offers privacy, heated pool, spa features, and stunning ocean views. Noted for its delightful breakfast and warm welcome with a glass of sparkling wine. Wildlife sightings and nearby dining options enhance the experience.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.

  3. When to visit Islamorada
    December 2024
    72ºF
    5 days of rain
    Less busy

    Dec 24
    Christmas Eve (US)
    Dec 25
    Christmas Day (US)
    January 2025
    69ºF
    Coldest month
    4 days of rain
    Very busy
    Busiest month

    Jan 01
    New Years Day (US)
    Jan 20
    Martin Luther Kin... (US)
    February 2025
    71ºF
    4 days of rain
    Driest month
    Very busy

    Feb 17
    Presidents Day (US)
    March 2025
    73ºF
    5 days of rain
    Very busy

    No bank holidays
    April 2025
    77ºF
    6 days of rain
    Very busy

    No bank holidays
    May 2025
    80ºF
    11 days of rain
    Moderately busy

    May 26
    Memorial Day (US)
    June 2025
    83ºF
    18 days of rain
    Moderately busy

    Jun 19
    Juneteenth (US)
    July 2025
    84ºF
    Hottest month
    18 days of rain
    Moderately busy

    Jul 04
    Independence Day (US)
    August 2025
    84ºF
    19 days of rain
    Wettest month
    Moderately busy

    No bank holidays
    September 2025
    83ºF
    18 days of rain
    Less busy

    Sep 02
    Labor Day (US)
    October 2025
    80ºF
    11 days of rain
    Less busy
    Least busy month

    Oct 14
    Indigenous Peoples' Day (US)
    November 2025
    75ºF
    6 days of rain
    Less busy

    Nov 11
    Veteran's Day (US)
    Nov 28
    Thanksgiving (US)

  4. Enter dates to see prices
    Charming hotel with lush landscaping, stunning lagoon views, and multiple pools including a tranquil adults-only option. Offers top-notch sushi, high-end dining with ocean vistas, and a 9-hole golf course.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  5. Enter dates to see prices
    Beachfront resort with private beach, two pools, hot tub, and full-service bar. Clean, comfortable rooms with screened-in porches. On-site dining with upscale breakfast and poolside restaurant.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  6. Enter dates to see prices
    Motel
    #5 Best Value of 42 places to stay in Islamorada
    Luxurious resort with stunning sea views, sunset sails & yoga classes. Offers free kayaks, paddle boards, bikes, and a pool bar. Beautiful outdoor areas with showers, hot tubs, and a private island.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  7. Enter dates to see prices
    Bed and Breakfast
    #6 Best Value of 42 places to stay in Islamorada
    Waterfront hotel in a lush, quaint neighborhood. Offers boat ramp, dock, leisure areas, and pool. Rooms with kitchenettes, screened porches. Close to amenities, ideal for fishing and relaxation.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  8. Enter dates to see prices
    Hotel offers continental breakfast and various water activities such as paddle boarding and kayaking. Features heated pool, dock, and outdoor games. Convenient for boaters with ramp access.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  9. Enter dates to see prices
    Melanie P
    @melaniepG1989OW
    5.0 of 5 bubblesReviewed on Feb 20, 2024
    Picture perfect vacation
    "From the gorgeous water views to the nicely appointed room, our stay was picture perfect."
    Read all reviews
    #8 Best Value of 42 places to stay in Islamorada
    Stunning beachfront location with private beach and pool. Features a Tiki bar, beachside seating, and outdoor fire pits. Offers clear ocean views, stylish decor, and outdoor games.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  10. Enter dates to see prices
    Resort
    5.0 of 5 bubblesReviewed on Jun 15, 2024
    Awesome and family friendly def planning another trip soon ……
    "Swap me amenities and clean room and spacious ty for a special father day …"
    Read all reviews
    #9 Best Value of 42 places to stay in Islamorada
    Hotel boasts stunning botanical grounds and beachfront views. Offers spacious rooms, privacy on the porch, and access to sister properties. Activities include paddle boarding and kayaking.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  11. Enter dates to see prices
    Motel
    swordfish-miami
    @swordfish-miami
    5.0 of 5 bubblesReviewed on Aug 4, 2022
    Room 15 at Drop Anchor on Windley Key
    "Our room was super clean and comfortable."
    Read all reviews
    #10 Best Value of 42 places to stay in Islamorada
    Charming waterfront hotel with stunning views. Offers clean rooms, full kitchens, nearby dining, and beach access. Activities include kayaking, paddleboarding, and biking.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  12. Enter dates to see prices
    Resort
    #11 Best Value of 42 places to stay in Islamorada
    Cozy, clean rooms with full kitchens in a great location for dining. Popular pool area with ocean view, live music and bar. Convenient for exploring the Keys. Spacious cottages and friendly staff.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  13. Enter dates to see prices
    Small Hotel
    #12 Best Value of 42 places to stay in Islamorada
    Centrally located motel offering affordable stays, clean rooms, and friendly staff. Features a clean pool area and free parking. Located near shops and restaurants, with attached café for breakfast.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  14. Enter dates to see prices
    Motel
    #13 Best Value of 42 places to stay in Islamorada
    Scenic waterfront property offering a variety of rooms and villas. Great amenities include heated pool, bikes, corn hole, kayaks, and boat rentals. Peaceful atmosphere with stunning ocean views.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  15. Enter dates to see prices
    Resort with ocean views, two pools, private beach, water sports equipment. Spacious, elegant villas, pet-friendly. Amenities include playground, fire pit, and kitchen.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  16. Enter dates to see prices
    Peaceful, clean resort in the Florida Keys with spacious, well-equipped studios and suites. Offers a heated pool, convenient location near attractions, and option for self-catering. Some views may be obstructed.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  17. Enter dates to see prices
    Small Hotel
    #16 Best Value of 42 places to stay in Islamorada
    Relaxing resort with spacious rooms, a refreshing pool, and beach access. Features a well-equipped kitchen, marina for boating, and nearby dining options.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  18. Enter dates to see prices
    Secluded, tranquil seaside retreat with well-appointed cottages. Amenities include a new pool, tennis courts, kayaks and paddle boards. Access to shops and restaurants nearby. Prices are higher-end.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  19. Enter dates to see prices
    Waterfront resort with ocean-view rooms, free water sports activities, and shuttle service. Offers diverse dining options and a relaxing atmosphere.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  20. Enter dates to see prices
    Scenic waterfront hotel in the Keys, offering unique views of the canal. Ideal for fishermen with on-site boat rentals. Comfortable rooms, restaurant on-site.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  21. Enter dates to see prices
    Motel
    Michelle O
    @W7192XOmichelleo
    5.0 of 5 bubblesReviewed on Mar 31, 2023
    Old Florida Discovered
    "We enjoyed 2 nights in a clean, comfortable room."
    Read all reviews
    #22 Best Value of 42 places to stay in Islamorada
    Boutique motel in Key West offering a lively bar, pool, and ocean access. Features charming rooms, a fire pit, and popular steak night. Great value in a pricey area.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  22. Enter dates to see prices
    Michael D
    @FrequentFlier142824
    5.0 of 5 bubblesReviewed on Sep 10, 2023
    Great place
    "Very clean room and grounds."
    Read all reviews
    #23 Best Value of 42 places to stay in Islamorada
    Oceanfront resort with amazing views and clean, granite-floored rooms. Features a clean pool, simple breakfast, and accommodating staff. Amenities include internet, refrigerator, and ice machine.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  23. Enter dates to see prices
    Jeff
    @Venture22670615169
    5.0 of 5 bubblesReviewed on Mar 16, 2022
    Nice pet friendly hotel
    "Clean room, good amenities, friendly staff."
    Read all reviews
    #25 Best Value of 42 places to stay in Islamorada
    Quaint oceanfront hotel in Islamorada offering sunrise views and a well-maintained waterfront location. Features a small beach, relaxing pool, and easy access to local eateries.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
  24. Enter dates to see prices
    Beachfront resort with stunning sunset views, easy access to pools and water activities. Spacious villas with full kitchens, perfect for larger groups. Offers shuttle service to sister property.
    This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
Showing results 1-30 of 42

Islamorada Hotels Information

Hotels in Islamorada

42

Hotels Prices From

$160

Hotels Reviews

22,240

Hotels Photos

21,058

Travel high season

Dec - Feb

Travel low season

Sep - Nov

High season avg price

$414

Low season avg price

$282

Hotels near the sights

  • History of Diving Museum
    The Museum is dedicated to collecting, preserving, displaying, and interpreting artifacts, antiques, books, documents, photographs, and oral history relative to the History of Diving. We tell the international story of man's attempts to explore, understand, and venture under the sea. We also celebrate the special role that South Florida and the Florida Keys played in this story. The Florida Keys History of Diving Museum is a 501(c)(3) not-for-profit educational institution focused on the Story of Man's Quest to Explore Under the Sea. The majority of the Museum's artifacts have been provided through the generous support of its founders, Drs. Joe and Sally Bauer, who hold one of the largest collection of historic diving equipment and research documents in the world.
    Read more
  • Florida Keys Brewing Company
    The Keys only production brewery is now open to the public. In the heart of the Morada Way Arts and Cultural District, located at MM 81.6 Ocean side is where you can find Florida Keys Brewing Co. We are a small micro brewery with an artsy island vibe and brewing close to 30 styles of beer annually. YOU CAN ONLY BUY FKBC BEER IN OUR TASTING ROOM. We only brew small batches until our larger equipment arrives early this summer. Then we will only be found in Monroe county. So, stop by and have a pint, a flight, or fill a growler and take it home with you. Open every day 1-9. MEET ME AT THE BREW CO!!!
    Read more
  • Islamorada Brewery & Distillery - MM82
    Islamorada has been called many things. It's referred to as the sport fishing capital of the world, and has the longstanding reputation of a drinking town with a fishing problem. Most people who visit call it paradise, but at Islamorada Brewery and Distillery we simply call it home. It's here on this small island in the Florida Keys that Islamorada Beer Co and Islamorada Distilling were founded, with a goal to make quality local craft beer and spirits that complement our lifestyle. We are passionate about brewing Florida Keys craft beer and distilling island rum, vodka, and gin. From our local favorites to our rotating and seasonal brews, there's always something delicious on tap.
    Read more
  • Alligator Reef Light House
    This historic lighthouse off the east coast of Florida Keys was named after a pirate ship that sank in that location over a century ago. So don't worry, there aren't actually any alligators found here! Today, the now decommissioned lighthouse marks the wreck of the ship and teems with marine life and corals in its crystal clear waters, making it a popular spot for snorkeling. You can get up close to the lighthouse on a boat or jet ski tour, which sometimes also include stops at the nearby sand bars and other spots around Islamorada. – Tripadvisor
    Read more
  • Windley Key Fossil Reef Geological State Park
    Nature trails and fossilized coral reefs are the highlights of this park.
    Read more
  • Old Road Gallery
    An Art Gallery featuring resident artists Dwayne & Cindy King as well as other local Keys artists. An attached workshop where visitors can watch Dwayne & Cindy create and a tropical hardwood garden with winding pathways adorned with sculptures and surprises.
    Read more
  • Rain Barrel Village
    Take a selfie with Betsy the Lobster! Then, stroll through our tropical gardens and step into our intimate studios to browse the best in handmade crafts, contemporary artwork, beachwear, home goods and Florida Keys-inspired souvenirs.
    Read more
  • Anne's Beach
    Read more
  • Founders Park
    Read more
Frequently Asked Questions about Islamorada hotels

La Jolla Resort, The Moorings Village, and Casa Morada are some of the most popular hotels for travelers looking to stay near Anne's Beach. See the full list: Hotels near Anne's Beach.

La Jolla Resort, The Moorings Village, and Casa Morada are all popular resorts for travelers staying in Islamorada. See the full list: Islamorada Resorts.

Popular hotels close to History of Diving Museum include La Jolla Resort, Chesapeake Beach Resort, and The Islands Of Islamorada. See the full list: Hotels near History of Diving Museum.

Popular luxury hotels in Islamorada include The Moorings Village, Casa Morada, and Cheeca Lodge & Spa. See the full list: Islamorada Luxury Hotels.

Popular hotels close to Miami Intl Airport include Hyatt House Miami Airport, Homewood Suites by Hilton Miami-Airport/Blue Lagoon, and Hampton Inn & Suites by Hilton Miami Airport South - Blue Lagoon. See the full list: Hotels near Miami Intl Airport.

A few of the most popular hotels near Rain Barrel Village are Fisher Inn Resort & Marina, Drop Anchor, and Coconut Cove Resort and Marina. See the full list: Hotels near Rain Barrel Village.

Some of the most popular pet-friendly hotels in Islamorada are Casa Morada, Fisher Inn Resort & Marina, and Islander Resort. See the full list: Pet Friendly Hotels in Islamorada.

Popular cheap hotels in Islamorada include La Jolla Resort, Pines and Palms Resort, and Coral Bay Resort. See the full list: Cheap Hotels in Islamorada.

La Jolla Resort, The Moorings Village, and Pines and Palms Resort all received great reviews from families traveling in Islamorada. See the full list: Islamorada Family Hotels.

Popular hotels by the beach in Islamorada include La Jolla Resort, The Moorings Village, and Casa Morada. See the full list: Islamorada Beach Hotels.

La Jolla Resort, The Moorings Village, and Casa Morada received great reviews from travelers looking for a romantic hotel in Islamorada. See the full list: Romantic Hotels in Islamorada.

The above hotel descriptions were created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for any of the above hotel descriptions. Please read full traveler reviews for more details and information. If you believe something in one of these AI-generated descriptions is inaccurate, please share your feedback.
Reviews are the subjective opinion of Tripadvisor members and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
All Islamorada HotelsIslamorada Hotel DealsLast Minute Hotels in Islamorada
Things to DoRestaurantsFlightsVacation RentalsTravel StoriesCruisesRental Cars