Holidays in the Cayman Islands

Holidays in the Cayman Islands

2 travellers

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Most popular the Cayman Islands flight and hotel deals

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Regal Beach Club - George Town - Balcony
Regal Beach Club - George Town - Balcony
Regal Beach Club
9.5 Wonderful
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$2,150
Regal Beach Club #322 - George Town - Bedroom
Regal Beach Club #322 - George Town - Bedroom
Regal Beach Club #322
9.4 Wonderful
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$2,043
The Locale Hotel Grand Cayman - West Bay
The Locale Hotel Grand Cayman - West Bay
The Locale Hotel Grand Cayman
8.8 Very Good
Parking
Free Wi-Fi
Pool
Spa
Chicago O'Hare Intl
Breakfast
3 nights + flight
$1,486
One Gt Grand Cayman - George Town - Pool
One Gt Grand Cayman - George Town - Pool
One Gt Grand Cayman
10 Wonderful
Parking
Free Wi-Fi
Pool
Pet-friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,251
Holiday Inn Resort Grand Cayman by IHG - George Town - Restaurant
Holiday Inn Resort Grand Cayman by IHG - George Town - Restaurant
Holiday Inn Resort Grand Cayman by IHG
8 Very Good
Parking
Free Wi-Fi
Pool
Pet-friendly
Charlotte Douglas
Meals not included
3 nights + flight
$1,300
The Grove and The Grove Too - West Bay
The Grove and The Grove Too - West Bay
The Grove and The Grove Too
9.2 Wonderful
Parking
Airport shuttle
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,003
The Sunshine Hotel and Suites - George Town - Pool
The Sunshine Hotel and Suites - George Town - Pool
The Sunshine Hotel and Suites
8.5 Very Good
Parking
Pool
Pet-friendly
Spa
Chicago O'Hare Intl
Meals not included
3 nights + flight
$996
One Canal Point - George Town - Bathroom
One Canal Point - George Town - Bathroom
One Canal Point
9.9 Wonderful
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,761
New Sleeps 10 - Laguna Del Mar 19 - Seven Mile Beach - George Town - Beach
New Sleeps 10 - Laguna Del Mar 19 - Seven Mile Beach - George Town - Beach
New Sleeps 10 - Laguna Del Mar 19 - Seven Mile Beach
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$4,162
Cocoplum 9 in George Town - George Town - Beach
Cocoplum 9 in George Town - George Town - Beach
Cocoplum 9 in George Town
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,693
The Grand Caymanian Resort - George Town - Pool
The Grand Caymanian Resort - George Town - Pool
The Grand Caymanian Resort
8.6 Very Good
Parking
Free Wi-Fi
Pool
Pet-friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,082
Governors Village Seven Mile Beach Corridor - George Town - Building
Governors Village Seven Mile Beach Corridor - George Town - Building
Governors Village Seven Mile Beach Corridor
9.3 Wonderful
Parking
Free Wi-Fi
Pool
Spa
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,063
Seven Mile Beach Resort & Club - West Bay - Bedroom
Seven Mile Beach Resort & Club - West Bay - Bedroom
Seven Mile Beach Resort & Club
8.6 Very Good
Free Wi-Fi
Pool
Spa
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,172
Grand Cayman Marriott Beach Resort - George Town - Lounge
Grand Cayman Marriott Beach Resort - George Town - Lounge
Grand Cayman Marriott Beach Resort
8.3 Very Good
Parking
Pool
Pet-friendly
Spa
Charlotte Douglas
Meals not included
3 nights + flight
$1,826
The Westin Grand Cayman Seven Mile Beach Resort & Spa - George Town - Patio
The Westin Grand Cayman Seven Mile Beach Resort & Spa - George Town - Patio
The Westin Grand Cayman Seven Mile Beach Resort & Spa
8.2 Very Good
Parking
Pool
Pet-friendly
Spa
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,922
Hampton by Hilton Grand Cayman Seven Mile Beach - George Town - Lounge
Hampton by Hilton Grand Cayman Seven Mile Beach - George Town - Lounge
Hampton by Hilton Grand Cayman Seven Mile Beach
8.6 Very Good
Parking
Free Wi-Fi
Pool
Spa
Charlotte Douglas
Breakfast
3 nights + flight
$1,290

When to book a holiday in the Cayman Islands

Price includes flights and 3 nights accommodation for 2 travellers. Prices are not fixed and may vary with time.

Where to stay in the Cayman Islands

Our map will help you find the perfect place to stay for your holiday in the Cayman Islands by showing you the exact location of each hotel.

Everything you need to know for your holiday in the Cayman Islands