Cheap Vacations in Cayman Islands 2026

Photo by Cayman Islands Department of Tourism

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Flight and Cheap hotel deals in Cayman Islands

Price found within the past 48 hours. Click for updated prices.

The Sunshine Hotel and Suites

CA $2,348

per person

Dec 7 - Dec 12

found 3 hours ago

Roundtrip non-stop flight included

Houston (IAH) to George Town (GCM)

9/10 Wonderful! (1,005 reviews)

The Westin Grand Cayman Seven Mile Beach Resort & Spa

CA $2,916

per person

Dec 7 - Dec 12

found 3 hours ago

Roundtrip non-stop flight included

Houston (IAH) to George Town (GCM)

9.2/10 Wonderful! (1,005 reviews)

Kimpton Seafire Resort + Spa by IHG

Save 100% on your flight

CA $5,327

per person

Dec 7 - Dec 12

found 3 hours ago

Roundtrip non-stop flight included

Houston (IAH) to George Town (GCM)

9.8/10 Exceptional! (1,005 reviews)

Grand Cayman Marriott Beach Resort

CA $2,876

per person

Dec 7 - Dec 12

found 3 hours ago

Roundtrip non-stop flight included

Houston (IAH) to George Town (GCM)

9/10 Wonderful! (1,003 reviews)

Perfect location perfect staff

Reviewed on Oct 5, 2026

The Ritz-Carlton, Grand Cayman

CA $3,503

per person

Dec 7 - Dec 12

found 3 hours ago

Roundtrip non-stop flight included

Houston (IAH) to George Town (GCM)

9.6/10 Exceptional! (1,004 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Cayman Islands

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5* Cheap holidays in Cayman Islands

Price found within the past 48 hours. Click for updated prices.

The Ritz-Carlton, Grand Cayman

CA $3,503

per person

Dec 7 - Dec 12

found 3 hours ago

Roundtrip non-stop flight included

Houston (IAH) to George Town (GCM)

9.6/10 Exceptional! (1,004 reviews)

Kimpton Seafire Resort + Spa by IHG

Save 100% on your flight

CA $5,327

per person

Dec 7 - Dec 12

found 3 hours ago

Roundtrip non-stop flight included

Houston (IAH) to George Town (GCM)

9.8/10 Exceptional! (1,005 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Cayman Islands

View all trips

3 Night Cheap holidays in Cayman Islands

Price found within the past 48 hours. Click for updated prices.

The Sunshine Hotel and Suites

CA $1,470

per person

Dec 11 - Dec 14

just found

Roundtrip flight included

Toronto (YTO) to George Town (GCM)

9/10 Wonderful! (1,005 reviews)

Kimpton Seafire Resort + Spa by IHG

CA $2,787

per person

Nov 7 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to George Town (GCM)

9.8/10 Exceptional! (1,005 reviews)

Grand Cayman Marriott Beach Resort

CA $1,724

per person

Dec 11 - Dec 14

just found

Roundtrip flight included

Toronto (YTO) to George Town (GCM)

9/10 Wonderful! (1,003 reviews)

Perfect location perfect staff

Reviewed on Oct 5, 2026

Don't see what you're looking for?

See all available trips from Columbus to Cayman Islands

View all trips

4 Night Cheap holidays in Cayman Islands

Price found within the past 48 hours. Click for updated prices.

The Reef Beach Resort, East End, Grand Cayman

Save 100% on your flight

CA $1,406

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to George Town (GCM)

8.4/10 Very good! (1,098 reviews)

Clean room, beach view excellent staff

Reviewed on Sep 27, 2026

The Westin Grand Cayman Seven Mile Beach Resort & Spa

CA $2,573

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to George Town (GCM)

9.2/10 Wonderful! (1,005 reviews)

The Sunshine Hotel and Suites

CA $1,798

per person

Dec 10 - Dec 14

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to George Town (GCM)

9/10 Wonderful! (1,005 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Cayman Islands

View all trips

Cheap Hotels in Cayman Islands

The Locale Hotel Grand Cayman

455 West Bay Road Seven Mile Beach Grand Cayman

5 min drive from Seven Mile Beach

CA $182

CA $281 total

Oct 11 - Oct 12

includes taxes & fees

Book a stay at this business-friendly hotel in Seven Mile Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Hampton by Hilton Grand Cayman Seven Mile Beach

22 Piper Way Seven Mile Beach

5 min drive from Seven Mile Beach

CA $266

CA $403 total

Oct 14 - Oct 15

includes taxes & fees

Stay at this resort in Seven Mile Beach. Enjoy free breakfast, free parking, and a beach locale. Our guests praise the breakfast and the pool in our reviews. ...

The Sunshine Hotel and Suites

1465 Esterley Tibbetts Seven Mile Beach Grand Cayman

15 min walk from Seven Mile Beach

CA $269

CA $411 total

Oct 8 - Oct 9

includes taxes & fees

Book a stay at this beach hotel in Seven Mile Beach. Enjoy breakfast (surcharge), room service, and beach cabanas (surcharge). Our guests praise the restaurant ...

See all 1,562 properties in Cayman Islands

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.