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West Bay
Cayman Islands
Caribbean
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West Bay 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 $1,096, price is now $767 per person

$767

per person

May 4 - May 7

found 1 day ago

Roundtrip non-stop 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.

Kimpton Seafire Resort + Spa by IHG

5 out of 5

Save 100% on your flight

Price was $4,388, price is now $2,766 per person

$2,766

per person

May 4 - May 7

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to George Town (GCM)

Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. 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.

Hotel Indigo Grand Cayman by IHG

4.5 out of 5

Price was $1,265, price is now $838 per person

$838

per person

May 4 - May 7

found 1 day ago

Roundtrip non-stop 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 $2,983, price is now $1,985 per person

$1,985

per person

Mar 28 - Apr 4

found 1 day ago

Roundtrip non-stop 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.

Sunshine Suites Resort

4 out of 5

Price was $3,107, price is now $2,083 per person

$2,083

per person

Mar 28 - Apr 4

found 1 day ago

Roundtrip non-stop 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 $3,472, price is now $2,335 per person

$2,335

per person

Mar 28 - Apr 4

found 1 day ago

Roundtrip non-stop 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.

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5

Save 100% on your flight

Price was $6,527, price is now $4,404 per person

$4,404

per person

Mar 28 - Apr 4

found 1 day ago

Roundtrip non-stop 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.

Governors Village Seven Mile Beach Corridor

3.5 out of 5

Price was $2,616, price is now $1,861 per person

$1,861

per person

Mar 28 - Apr 4

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to George Town (GCM)

Book a stay at this family-friendly apartment in Seven Mile Beach. Enjoy free parking, a 24-hour fitness center, and a garden. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.