Find a Hotel in Cross Key Waterways

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Top hotels in Cross Key Waterways

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $190 total per night from Sep 16 to Sep 17
$190 total
Sep 16 - Sep 17
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 ...
Nice...
"Very nice staff throughout. The room was nice but has an a/c that runs on the wall all the time. There was also a half in gap on the door to the room that alloeed you to hear all the road noise outside. Breakfast staff and food was great, lagoon kayaking was fun but water not easily accessible except ..."

Reviewed on Sep 9, 2025

Opens in a new windowChesapeake Beach Resort
Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
103800 Overseas Hwy, Key Largo, FL
Fully refundableReserve now, pay when you stay
$249 nightly
The price is $275 total per night from Sep 16 to Sep 17
$275 total
Sep 16 - Sep 17
Total with taxes and fees
This smoke-free hotel features a private beach, a full-service spa, and a marina. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Family-friendly ...
"My stay was amazing . Front desk was super nice and friendly."

Reviewed on Sep 5, 2025

Opens in a new windowReefhouse Resort & Marina
Rock Reef Resort

Rock Reef Resort

2.5 out of 5
97850 Overseas Hwy, Key Largo, FL
$76 nightly
The price is $86 total per night from Sep 22 to Sep 23
$86 total
Sep 22 - Sep 23
Total with taxes and fees
A private beach and an outdoor pool are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, ...
"Cute rooms but the lady behind the counter was no help at all"

Reviewed on Sep 8, 2025

Opens in a new windowRock Reef Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

3.5 out of 5
84001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$220 nightly
The price is $247 total per night from Sep 30 to Oct 1
$247 total
Sep 30 - Oct 1
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 ...
"We had a fantastic time here! The room was spotless- clean bed, fresh towels, and a great shower. Room service breakfast was delicious. The resort has everything you need, so no need to leave. We loved all the onsite restaurants, and the tiki bar was a total vibe. Big shoutout to our favorite bartender, ..."

Reviewed on Sep 8, 2025

Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive, Key Largo, FL
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $123 total per night from Sep 22 to Sep 23
$123 total
Sep 22 - Sep 23
Total with taxes and fees
A marina and an outdoor pool are featured at this smoke-free hotel. WiFi in public areas is free. A terrace, a picnic area, and luggage storage are also on ...
"Convenient to stay after travelling with a boat. Parking was good and walked to a decent restaurant, Docksiders. Staff was friendly and accomodating. Would stop there again."

Reviewed on Sep 8, 2025

Opens in a new windowWaterside Suites & Marina
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

4.5 out of 5
97450 Overseas Highway, Key Largo, FL
Fully refundableReserve now, pay when you stay
$288 nightly
The price is $324 total per night from Sep 29 to Sep 30
$324 total
Sep 29 - Sep 30
Total with taxes and fees
This luxury resort features a full-service spa, a marina, and 3 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Enjoy the ...
Playa Largo Resort.
"Beautiful location and property. Very comfortable and clean room. Unsatisfied with additional charge for bottled water in room. Unsatisfied with additional parking fee."

Reviewed on Sep 7, 2025

Opens in a new windowPlaya Largo Resort & Spa, Autograph Collection
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy, Key Largo, FL
Fully refundableReserve now, pay when you stay
$295 nightly
The price is $331 total per night from Sep 22 to Sep 23
$331 total
Sep 22 - Sep 23
Total with taxes and fees
A private beach, 2 restaurants, and 2 outdoor pools are all featured at this resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
Excellent Place to Stay
"Great room, love the ocean view and the spaciousness of it. The staff are always amazing and friendly. Great service."

Reviewed on Sep 7, 2025

Opens in a new windowBaker's Cay Resort Key Largo, Curio Collection by Hilton
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

2.5 out of 5
102400 Overseas Hwy, Key Largo, FL
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $128 total per night from Sep 22 to Sep 23
$128 total
Sep 22 - Sep 23
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
Great hotel
"Loved the view from the hotel overlooking the water. The service was amazing anything you needed they brought to you fast. Etra responded text right away. Very clean rooms and the breakfast was very good. Everyone was so friendly. Would differently stay there again."

Reviewed on Sep 10, 2025

Opens in a new windowHampton Inn Key Largo Manatee Bay
Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG

3 out of 5
99701 Overseas Hwy, Key Largo, FL
Fully refundable
$140 nightly
The price is $158 total per night from Sep 28 to Sep 29
$158 total
Sep 28 - Sep 29
Total with taxes and fees
A marina, 2 restaurants, and 2 outdoor pools are all featured at this traditional hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks ...
"Great"

Reviewed on Sep 7, 2025

Opens in a new windowHoliday Inn Key Largo by IHG
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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.

Cross Key Waterways Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Cross Key Waterways area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Cross Key Waterways to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Cross Key Waterways are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Cross Key Waterways hotel reviews by fellow wanderers