Find a Hotel in Cross Key Waterways

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

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
$230 nightly
The price is $258 total per night from May 4 to May 5
$258 total
May 4 - May 5
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 ...
Breakfast is very good Staff is amazing Private beach with a walk to sandbar is Beautiful

Reviewed on Apr 20, 2026

Opens in a new windowChesapeake Beach Resort
Reefhouse Resort & Marina

Reefhouse Resort & Marina

4.5 out of 5
103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
$339 nightly
The price is $376 total per night from Apr 22 to Apr 23
$376 total
Apr 22 - Apr 23
Total with taxes and fees
This luxury 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 ...
Beautiful hotel and pool. Saturday was packed with kids at pool and running through courtyard. Security calmly addressed jumping into pool full of people but parents were absent. Staff very nice and sunset anazing. Restaurant and Breezes lounge very nice

Reviewed on Apr 19, 2026

Opens in a new windowReefhouse Resort & Marina
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $164 total per night from May 18 to May 19
$164 total
May 18 - May 19
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 ...
Clean room | Friendly Staff |

Reviewed on Apr 21, 2026

Opens in a new windowWaterside Suites & Marina
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

2 out of 5
99340 Overseas Highway Key Largo FL
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $133 total per night from Apr 23 to Apr 24
$133 total
Apr 23 - Apr 24
Total with taxes and fees
This smoke-free hotel's private beach and marina are among the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. ...
This place was wonderful! Great location right at the top of the Keys! Excellent waterfront restaurants within walking distance, 2 hours to Key West. 3 beautiful private docks to relax on, free Kayak rentals, little private mini beach. Huge perk for price is location. It was simple, clean, quiet. ...

Reviewed on Apr 21, 2026

Opens in a new windowThe Pelican Key Largo Cottages
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
$133 nightly
The price is $150 total per night from May 21 to May 22
$150 total
May 21 - May 22
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 ...
Perfect hotel.

Reviewed on Apr 20, 2026

Opens in a new windowHampton Inn Key Largo Manatee Bay
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
$401 nightly
The price is $451 total per night from Apr 28 to Apr 29
$451 total
Apr 28 - Apr 29
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. ...
We had an ocean facing room in the Coconut Wing, and the view was absolutely STUNNING. The room was sparkling clean, nice bathroom with great water pressure in the shower. The resort definitely caters more towards families and the bar and restaurant close very early. So if you are a traveling as ...

Reviewed on Apr 21, 2026

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

Bayside Inn Key Largo

3 out of 5
99490 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
$170 nightly
The price is $189 total per night from May 10 to May 11
$189 total
May 10 - May 11
Total with taxes and fees
A private beach, a 24-hour gym, and a restaurant are all featured at this hotel. Enjoy a day at the beach snorkeling, or relax with sun loungers. Enjoy the outdoor ...
Wonderful setting right on the ocean. Snooks restaurant right next door. The best hotel on our Florida trip.

Reviewed on Apr 21, 2026

Opens in a new windowBayside Inn Key Largo
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

2 out of 5
527 Caribbean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
$150 nightly
The price is $169 total per night from Apr 30 to May 1
$169 total
Apr 30 - May 1
Total with taxes and fees
A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the gym and perks like free self parking and free WiFi. You'll ...
Angi in the front desk is amazing any needs you have talk to her she will take care of you .

Reviewed on Apr 19, 2026

Opens in a new windowMarina Del Mar Resort and Marina
Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG

3 out of 5
99701 Overseas Hwy Key Largo FL
Fully refundable
$166 nightly
The price is $187 total per night from May 21 to May 22
$187 total
May 21 - May 22
Total with taxes and fees
A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks ...
Room was very small. Bathroom was tiny.

Reviewed on Apr 21, 2026

Opens in a new windowHoliday Inn Key Largo by IHG
Don't see what you're looking for?
See all available properties in Cross Key Waterways
View all properties
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

Explore More Ways to Travel with Travelocity