Vacations in Hilton Head Island

Vacations in Hilton Head Island

2 travellers

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C$ 662 - C$ 1,135C$ 1,135 - C$ 1,608C$ 1,608 - C$ 2,080C$ 2,080 - C$ 2,553C$ 2,553+ 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
8.6 Very good
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 915
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
7.8 Good
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Breakfast
3 nights + flight
C$ 762
Island Links Resort - Hilton Head Island
Island Links Resort - Hilton Head Island
Island Links Resort
Newark
Meals not included
3 nights + flight
C$ 880
Palmera Inn and Suites - Hilton Head Island - Living room
Palmera Inn and Suites - Hilton Head Island - Living room
Palmera Inn and Suites
8.7 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Breakfast
3 nights + flight
C$ 793
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
7.8 Good
Pool
Pet friendly
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 1,140
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
7.8 Good
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 1,075
Marriott's Harbour Point and Sunset Pointe at Shelter Cove, A Marriott Vacation Club Resort - Hilton Head Island - Patio
Marriott's Harbour Point and Sunset Pointe at Shelter Cove, A Marriott Vacation Club Resort - Hilton Head Island - Patio
Marriott's Harbour Point and Sunset Pointe at Shelter Cove, A Marriott Vacation Club Resort
8.1 Very good
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 1,203
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$ 820
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
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 1,150
895 Ketch Court at The Sea Pines Resort - Hilton Head Island - Gym
895 Ketch Court at The Sea Pines Resort - Hilton Head Island - Gym
895 Ketch Court at The Sea Pines Resort
Harbour Town
Parking
Free Wi-Fi
Newark
Meals not included
3 nights + flight
C$ 1,395
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
New York John F Kennedy Intl
Breakfast
3 nights + flight
C$ 814
Simple Rewards Inn - Hilton Head Island
Simple Rewards Inn - Hilton Head Island
Simple Rewards Inn
8.7 Very good
Parking
Free Wi-Fi
Pet friendly
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 908
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
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 1,863
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
7.7 Good
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Breakfast
3 nights + flight
C$ 806
Hotel Carolina - Hilton Head Island
Hotel Carolina - Hilton Head Island
Hotel Carolina
7 Good
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 661
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$ 1,127

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$ 291; Family vacation C$ 581; Romantic vacation C$ 1,017.

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$ 291
Family vacation (Flight+Hotel)C$ 581
Romantic vacation (Flight+Hotel)C$ 1,017