Explore 16 Luxury Hotels in Islamorada

Name: Casa Morada
Price range: $241 total

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Best Luxury Hotels in Islamorada

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

84001 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$272 nightly

$306 total

Nov 29 - Nov 30

Total with taxes and fees

This Art Deco resort features a private beach, a marina, and 4 restaurants. Enjoy a day at the beach snorkeling, or relax with sun loungers. Families will appreciate ...

9/10 Wonderful! (312 reviews)

"Great stay!"

Reviewed on Nov 11, 2026

Drop Anchor

84959 Overseas Highway, 222 Islamorada FL

$164 nightly

$180 total

Nov 24 - Nov 25

Total with taxes and fees

An outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A business center, a garden, and a picnic area ...

8.6/10 Excellent! (1,003 reviews)

"The futon in the living room should be replaced. Not comfortable at all as this was the main seating area. No TV was in the bedroom and the chairs on the patio felt like they were going to break"

Reviewed on Nov 9, 2026

Creekside Inn

90611 Old Highway Tavernier FL

Fully refundableReserve now, pay when you stay

$146 nightly

$165 total

Nov 15 - Nov 16

Total with taxes and fees

This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. ...

7.8/10 Good! (1,020 reviews)

"Clean and lovely!"

Reviewed on Nov 11, 2026

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

Fully refundableReserve now, pay when you stay

$240 nightly

$270 total

Nov 16 - Nov 17

Total with taxes and fees

This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

$222 nightly

$250 total

Nov 15 - Nov 16

Total with taxes and fees

A private beach, 2 restaurants, and an outdoor pool are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything ...

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

$204 nightly

$229 total

Nov 19 - Nov 20

Total with taxes and fees

A private beach, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind ...

Conch On Inn Motel

103 Caloosa Street Tavernier FL

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, concierge services, and barbecue grills are also on offer.

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Casa Morada

82200 overseas HWY Islamorada FL

Fully refundableReserve now, pay when you stay

$214 nightly

$241 total

Nov 16 - Nov 17

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers ...

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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.

More 4 star hotels in Islamorada

Serenity by Florida Keys Luxury Rentals

75631 Overseas Highway Islamorada FL

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5 star hotels in Islamorada

The Islands of Islamorada

82779 Old Hwy Islamorada FL

$770 nightly

$866 total

Nov 29 - Nov 30

Total with taxes and fees

9.6/10 Exceptional! (83 reviews)

Islamorada Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Islamorada luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in Islamorada to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in Islamorada will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Islamorada, and plan your next opulent escape.

Islamorada hotels essential information

Accommodation	2,118 hotels
Lowest Price	$165
Highest Price	$866
Popular hotels	Cheeca Lodge & Spa, Amara Cay Resort, Drop Anchor, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Creekside Inn, Chesapeake Beach Resort, Conch On Inn Motel, Casa Morada