Vacations in Hilton Head Island

Vacations in Hilton Head Island

2 travellers

KAYAK searches hundreds of travel sites at once for vacation package deals in Hilton Head Island

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Bundle and saveSave money when you bundle your flight + hotel.

Search
Best Deals
Tips
Vacation information

Cheap Hilton Head Island package deals

These are the best prices for Jun 23 - 26.

Most popular Hilton Head Island flight and hotel deals

Show all
Courtyard by Marriott Hilton Head Island - Hilton Head Island - Patio
Courtyard by Marriott Hilton Head Island - Hilton Head Island - Patio
Courtyard by Marriott Hilton Head Island
8.4 Very good
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 855
Spark by Hilton Hilton Head Island - Hilton Head Island - Bedroom
Spark by Hilton Hilton Head Island - Hilton Head Island - Bedroom
Spark by Hilton Hilton Head Island
7.9 Good
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Breakfast
3 nights + flight
C$ 648
Parking
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Breakfast
3 nights + flight
C$ 627
Pool
Pet friendly
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 955
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 924
DoubleTree by Hilton Hilton Head Island - Hilton Head Island - Bedroom
DoubleTree by Hilton Hilton Head Island - Hilton Head Island - Bedroom
DoubleTree by Hilton Hilton Head Island
7.9 Good
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 876
Free Wi-Fi
Pool
Pet friendly
Spa
Columbus
Meals not included
3 nights + flight
C$ 1,247
Home2 Suites by Hilton Hilton Head - Hilton Head Island - Patio
Home2 Suites by Hilton Hilton Head - Hilton Head Island - Patio
Home2 Suites by Hilton Hilton Head
8.6 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Breakfast
3 nights + flight
C$ 811
Parking
Pool
Pet friendly
Columbus
Meals not included
3 nights + flight
C$ 733
Pool
Pet friendly
Spa
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 1,087
Coral Sands Resort by Palmera - Hilton Head Island - Living room
Coral Sands Resort by Palmera - Hilton Head Island - Living room
Coral Sands Resort by Palmera
8.5 Very good
Parking
Free Wi-Fi
Pool
Newark
Meals not included
3 nights + flight
C$ 897
Parking
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Breakfast
3 nights + flight
C$ 607
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Breakfast
3 nights + flight
C$ 653
Hilton Head Island Beach & Tennis Resort - Hilton Head Island - Pool
Hilton Head Island Beach & Tennis Resort - Hilton Head Island - Pool
Hilton Head Island Beach & Tennis Resort
7.7 Good
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 868
Hotel Carolina - Hilton Head Island - Building
Hotel Carolina - Hilton Head Island - Building
Hotel Carolina
6.2 Okay
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 543

When to book a vacation in Hilton Head Island

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

Tips for finding Hilton Head Island package deals

  • There are loads of types of vacations in Hilton Head Island and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travellers: Top vacation C$ 202; Family vacation C$ 807; Romantic vacation C$ 807.

Where to stay in Hilton Head Island

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

Everything you need to know for your vacation in Hilton Head Island

Hilton Head Island vacation information

Top vacation (Flight+Hotel)C$ 202
Family vacation (Flight+Hotel)C$ 807
Romantic vacation (Flight+Hotel)C$ 807