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East End
Cayman Islands
Caribbean
Hotwire.com

East End Flight + Hotel Packages

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

Wyndham Reef Resort Grand Cayman

3.5 out of 5

Price was $1,639, price is now $1,122 per person

$1,122

per person

Apr 27 - May 2

found 19 hours ago

Roundtrip flight included

Chicago (ORD) to George Town (GCM)

Book a stay at this beach resort in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Colliers Public Beach and Barefoot Beach are located nearby.

Hotel Indigo Grand Cayman by IHG

4.5 out of 5

Price was $4,490, price is now $2,771 per person

$2,771

per person

Mar 31 - Apr 7

found 1 day ago

Roundtrip flight included

Chicago (ORD) to George Town (GCM)

Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 4 restaurants. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.

Shangri-La Boutique Bed & Breakfast

4 out of 5

Price was $2,144, price is now $1,419 per person

$1,419

per person

Mar 31 - Apr 7

found 1 day ago

Roundtrip flight included

Chicago (ORD) to George Town (GCM)

Stay at this hotel in West Bay. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5

Price was $5,602, price is now $3,931 per person

$3,931

per person

Mar 31 - Apr 7

found 1 day ago

Roundtrip flight included

Chicago (ORD) to George Town (GCM)

Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.

Ocean Paradise

4 out of 5

Save 100% on your flight

Price was $1,852, price is now $1,308 per person

$1,308

per person

Apr 16 - Apr 20

found 1 day ago

Roundtrip non-stop flight included

Richmond (RIC) to George Town (GCM)

Book a stay at this beach vacation home in North Side. Enjoy free WiFi, free parking, and a garden. Popular attractions Cayman Kai Public Beach and Star Fish Point are located nearby.

Sunshine Suites Resort

4 out of 5

Price was $2,255, price is now $1,611 per person

$1,611

per person

Mar 31 - Apr 7

found 1 day ago

Roundtrip flight included

Chicago (ORD) to George Town (GCM)

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 and the helpful staff in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.

VIDA Cayman

4 out of 5

Price was $2,683, price is now $1,989 per person

$1,989

per person

Mar 31 - Apr 7

found 1 day ago

Roundtrip flight included

Chicago (ORD) to George Town (GCM)

Book a stay at this beach hotel in West Bay. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Seven Mile Beach and Barker's National Park are located nearby.

Club Suites at Rum Point

4 out of 5

Save 100% on your flight

Price was $3,626, price is now $2,736 per person

$2,736

per person

Mar 23 - Mar 27

found 1 day ago

Roundtrip flight included

Chicago (ORD) to George Town (GCM)

Book a stay at this beach hotel in North Side. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Rum Point Beach and Cayman Kai Public Beach are located nearby.