Vacations in Grand Cayman

Vacations in Grand Cayman

2 travelers
Wed 5/22
Sat 5/25

Search hundreds of travel sites at once for vacation package deals in Grand Cayman

...and more

Let KAYAK do the searching

Save on your next vacation

Search and compare hundred of travel sites at once for vacation packages in Grand Cayman

We’re completely free to use - No hidden charges or fees

Filter by free cancellation, free breakfast and more

Cheap Grand Cayman package deals

Most popular Grand Cayman flight and hotel deals

Show all
Wyndham Reef Resort, Grand Cayman - East End - Living room
Wyndham Reef Resort, Grand Cayman - East End - Living room
Wyndham Reef Resort, Grand Cayman
8.3 Very good
Parking
Free Wi-Fi
Pool
Miami
Meals not included
3 nights + flight
$789
Morritts Tortuga Club - East End - Pool
Morritts Tortuga Club - East End - Pool
Morritts Tortuga Club
Free Wi-Fi
Boston Logan Intl
Meals not included
3 nights + flight
$610
The Locale Hotel Grand Cayman - West Bay - Bedroom
The Locale Hotel Grand Cayman - West Bay - Bedroom
The Locale Hotel Grand Cayman
9.1 Wonderful
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$654
Holiday Inn Resort Grand Cayman, An IHG Hotel - George Town - Pool
Holiday Inn Resort Grand Cayman, An IHG Hotel - George Town - Pool
Holiday Inn Resort Grand Cayman, An IHG Hotel
7.9 Good
Parking
Free Wi-Fi
Pool
Pet friendly
New York LaGuardia
Meals not included
3 nights + flight
$657
Sunshine Suites Resort - George Town - Pool
Sunshine Suites Resort - George Town - Pool
Sunshine Suites Resort
8.2 Very good
Parking
Pool
Pet friendly
New York LaGuardia
Meals not included
3 nights + flight
$638
Club Suites at Rum Point - North Side - Bedroom
Club Suites at Rum Point - North Side - Bedroom
Club Suites at Rum Point
10 Wonderful
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$1,165
Kimpton Seafire Resort + Spa - West Bay - Restaurant
Kimpton Seafire Resort + Spa - West Bay - Restaurant
Kimpton Seafire Resort + Spa
9.4 Wonderful
Parking
Free Wi-Fi
Pool
Pet friendly
Phoenix Sky Harbor Intl
Meals not included
3 nights + flight
$1,370
The Grandview Condos on Seven Mile Beach - George Town - Living room
The Grandview Condos on Seven Mile Beach - George Town - Living room
The Grandview Condos on Seven Mile Beach
Free Wi-Fi
Pool
Miami
Meals not included
3 nights + flight
$1,225
The Grand Caymanian Resort - George Town - Pool
The Grand Caymanian Resort - George Town - Pool
The Grand Caymanian Resort
7.6 Good
Parking
Free Wi-Fi
Pool
Pet friendly
New York LaGuardia
Meals not included
3 nights + flight
$592
Seven Mile Beach Resort & Club - West Bay - Building
Seven Mile Beach Resort & Club - West Bay - Building
Seven Mile Beach Resort & Club
8.4 Very good
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$701
Grand Cayman Marriott Resort - George Town - Bar
Grand Cayman Marriott Resort - George Town - Bar
Grand Cayman Marriott Resort
7.8 Good
Parking
Free Wi-Fi
Pool
Pet friendly
New York LaGuardia
Meals not included
3 nights + flight
$837
Shangri-La Bed & Breakfast - West Bay - Dining room
Shangri-La Bed & Breakfast - West Bay - Dining room
Shangri-La Bed & Breakfast
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$585
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
8.3 Very good
Parking
Pool
Pet friendly
Spa
Miami
Meals not included
3 nights + flight
$858
Palm Heights - North Side - Patio
Palm Heights - North Side - Patio
Palm Heights
9.8 Wonderful
Parking
Free Wi-Fi
Pool
Pet friendly
Boston Logan Intl
Meals not included
3 nights + flight
$1,400
The Ritz-Carlton Grand Cayman - George Town - Balcony
The Ritz-Carlton Grand Cayman - George Town - Balcony
The Ritz-Carlton Grand Cayman
9.4 Wonderful
Parking
Free Wi-Fi
Pool
Pet friendly
Phoenix Sky Harbor Intl
Meals not included
3 nights + flight
$1,084
Hampton by Hilton Grand Cayman Seven Mile Beach - George Town - Pool
Hampton by Hilton Grand Cayman Seven Mile Beach - George Town - Pool
Hampton by Hilton Grand Cayman Seven Mile Beach
8.5 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
New York LaGuardia
Breakfast
3 nights + flight
$638
Go to map

Search by stars

2+ stars3+ stars4+ stars5 stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by board

BreakfastHalf boardSelf cateringAll inclusiveMeals not included

Search by price

$585 - $1,430$1,430 - $2,275$2,275 - $3,120$3,120 - $3,965$3,965+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

When to book a vacation in Grand Cayman

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

Where to stay in Grand Cayman

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