Vacations in Hilton Head Island

Vacations in Hilton Head Island

2 travellers

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Cheap Hilton Head Island package deals

These are the best prices for Aug 6 - 9.
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C$ 507 - C$ 1,078C$ 1,078 - C$ 1,650C$ 1,650 - C$ 2,221C$ 2,221 - C$ 2,792C$ 2,792+ per night

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Most popular Hilton Head Island flight and hotel deals

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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
8.5 Very good
Free Wi-Fi
Pool
Newark
Meals not included
3 nights + flight
C$ 850
Marriott's Barony Beach Club - Hilton Head Island - Pool
Marriott's Barony Beach Club - Hilton Head Island - Pool
Marriott's Barony Beach Club
Free Wi-Fi
Pool
Spa
Newark
Meals not included
3 nights + flight
C$ 1,552
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
Newark
Breakfast
3 nights + flight
C$ 622
Beach House Resort Hilton Head Island - Hilton Head Island - Bar
Beach House Resort Hilton Head Island - Hilton Head Island - Bar
Beach House Resort Hilton Head Island
7.9 Good
Pool
Pet friendly
Boston Logan Intl
Meals not included
3 nights + flight
C$ 1,058
Hilton Beachfront Resort and Spa Hilton Head Island - Hilton Head Island - Pool
Hilton Beachfront Resort and Spa Hilton Head Island - Hilton Head Island - Pool
Hilton Beachfront Resort and Spa Hilton Head Island
7.9 Good
Free Wi-Fi
Pool
Boston Logan Intl
Meals not included
3 nights + flight
C$ 927
The Westin Hilton Head Island Resort & Spa - Hilton Head Island - Restaurant
The Westin Hilton Head Island Resort & Spa - Hilton Head Island - Restaurant
The Westin Hilton Head Island Resort & Spa
8.5 Very good
Free Wi-Fi
Pool
Pet friendly
Spa
Boston Logan Intl
Meals not included
3 nights + flight
C$ 1,212
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
Boston Logan Intl
Meals not included
3 nights + flight
C$ 803
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
8.3 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Boston Logan Intl
Breakfast
3 nights + flight
C$ 731
The Spa 1219 - Hilton Head Island - Living room
The Spa 1219 - Hilton Head Island - Living room
The Spa 1219
9.9 Wonderful
Free Wi-Fi
Pool
Newark
Meals not included
3 nights + flight
C$ 995
Sonesta Resort Hilton Head Island - Hilton Head Island - Pool
Sonesta Resort Hilton Head Island - Hilton Head Island - Pool
Sonesta Resort Hilton Head Island
8.5 Very good
Pool
Pet friendly
Spa
Boston Logan Intl
Meals not included
3 nights + flight
C$ 1,061
Xanadu A1 - Hilton Head Island - Pool
Xanadu A1 - Hilton Head Island - Pool
Xanadu A1
8.2 Very good
Parking
Free Wi-Fi
Pool
Boston Logan Intl
Meals not included
3 nights + flight
C$ 1,233
Hampton Inn Hilton Head - Hilton Head Island - Pool
Hampton Inn Hilton Head - Hilton Head Island - Pool
Hampton Inn Hilton Head
8.2 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Boston Logan Intl
Breakfast
3 nights + flight
C$ 699
Marriott's Grande Ocean, A Marriott Vacation Club Resort - Hilton Head Island
Marriott's Grande Ocean, A Marriott Vacation Club Resort - Hilton Head Island
Marriott's Grande Ocean, A Marriott Vacation Club Resort
8.9 Very good
Free Wi-Fi
Pool
Spa
Philadelphia
Meals not included
3 nights + flight
C$ 1,935
Holiday Inn Express Hilton Head Island By IHG - Hilton Head Island - Bedroom
Holiday Inn Express Hilton Head Island By IHG - Hilton Head Island - Bedroom
Holiday Inn Express Hilton Head Island By IHG
7.8 Good
Free Wi-Fi
Pool
Pet friendly
Philadelphia
Breakfast
3 nights + flight
C$ 737
Hotel Carolina - Hilton Head Island
Hotel Carolina - Hilton Head Island
Hotel Carolina
6.9 Okay
Free Wi-Fi
Pool
Boston Logan Intl
Meals not included
3 nights + flight
C$ 659
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
Boston Logan Intl
Meals not included
3 nights + flight
C$ 1,024

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$ 306; Family vacation C$ 1,470; Romantic vacation C$ 1,039.

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$ 306
Family vacation (Flight+Hotel)C$ 1,470
Romantic vacation (Flight+Hotel)C$ 1,039