Vacations in Hilton Head Island

Vacations in Hilton Head Island

2 travelers

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Cheap Hilton Head Island package deals

These are the best prices for Mar 20 - 23.
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$358 - $957$957 - $1,556$1,556 - $2,155$2,155 - $2,754$2,754+ 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
8.7 Very good
Free Wi-Fi
Pool
Manchester
Meals not included
3 nights + flight
$587
Marriott Vac Club Barony Beach - Hilton Head Island - Pool
Marriott Vac Club Barony Beach - Hilton Head Island - Pool
Marriott Vac Club Barony Beach
Free Wi-Fi
Pool
Spa
Boston Logan Intl
Meals not included
3 nights + flight
$928
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
8.1 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Manchester
Breakfast
3 nights + flight
$401
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
8.1 Very good
Pool
Pet friendly
Manchester
Meals not included
3 nights + flight
$583
Palmera Inn and Suites - Hilton Head Island - Living room
Palmera Inn and Suites - Hilton Head Island - Living room
Palmera Inn and Suites
8.6 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Manchester
Breakfast
3 nights + flight
$410
Hilton Beachfront Resort and Spa Hilton Head Island - Hilton Head Island - Lounge
Hilton Beachfront Resort and Spa Hilton Head Island - Hilton Head Island - Lounge
Hilton Beachfront Resort and Spa Hilton Head Island
8 Very good
Free Wi-Fi
Pool
Manchester
Meals not included
3 nights + flight
$548
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
8.2 Very good
Free Wi-Fi
Pool
Baltimore/Washington
Meals not included
3 nights + flight
$807
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
8.6 Very good
Free Wi-Fi
Pool
Pet friendly
Spa
Manchester
Meals not included
3 nights + flight
$669
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
8.1 Very good
Parking
Free Wi-Fi
Pool
Manchester
Meals not included
3 nights + flight
$476
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
8.7 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Manchester
Breakfast
3 nights + flight
$473
Sonesta Resort Hilton Head Island - Hilton Head Island - Pool
Sonesta Resort Hilton Head Island - Hilton Head Island - Pool
Sonesta Resort Hilton Head Island
8.4 Very good
Pool
Pet friendly
Spa
Manchester
Meals not included
3 nights + flight
$611
Hampton Inn Hilton Head - Hilton Head Island - Pool
Hampton Inn Hilton Head - Hilton Head Island - Pool
Hampton Inn Hilton Head
8.3 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Manchester
Breakfast
3 nights + flight
$412
Palmetto Beach Retreat - Hhbt Resort B349 Villa - Hilton Head Island - Pool
Palmetto Beach Retreat - Hhbt Resort B349 Villa - Hilton Head Island - Pool
Palmetto Beach Retreat - Hhbt Resort B349 Villa
9.5 Wonderful
Parking
Free Wi-Fi
Pool
Manchester
Meals not included
3 nights + flight
$1,022
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
Manchester
Breakfast
3 nights + flight
$456
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
7.9 Good
Free Wi-Fi
Pool
Manchester
Meals not included
3 nights + flight
$599
Hotel Carolina - Hilton Head Island
Hotel Carolina - Hilton Head Island
Hotel Carolina
9.3 Wonderful
Parking
Free Wi-Fi
Pool
Manchester
Meals not included
3 nights + flight
$587

When to book a vacation in Hilton Head Island

Price includes flights and 3 nights accommodation for 2 travelers. 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 travelers: Top vacation $348; Family vacation $258; Luxury vacation $515; Budget vacation $368.

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)$348
Family vacation (Flight+Hotel)$258
Luxury vacation (Flight+Hotel)$515
Budget vacation (Flight+Hotel)$368