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 Aug 20 - 23.
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$378 - $1,027$1,027 - $1,676$1,676 - $2,324$2,324 - $2,973$2,973+ 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
Cincinnati Cinci./N. Kentucky
Meals not included
3 nights + flight
$570
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
Cincinnati Cinci./N. Kentucky
Meals not included
3 nights + flight
$441
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
Boston Logan Intl
Breakfast
3 nights + flight
$515
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
$646
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
Boston Logan Intl
Meals not included
3 nights + flight
$642
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
Cincinnati Cinci./N. Kentucky
Meals not included
3 nights + flight
$710
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
Cincinnati Cinci./N. Kentucky
Meals not included
3 nights + flight
$514
Hilton Garden Inn Hilton Head - Hilton Head Island - Restaurant
Hilton Garden Inn Hilton Head - Hilton Head Island - Restaurant
Hilton Garden Inn Hilton Head
8.2 Very good
Parking
Pool
Pet friendly
Cincinnati Cinci./N. Kentucky
Meals not included
3 nights + flight
$481
Players Club Resort - Hilton Head Island - Outdoors view
Players Club Resort - Hilton Head Island - Outdoors view
Players Club Resort
8.2 Very good
Parking
Free Wi-Fi
Pool
Cincinnati Cinci./N. Kentucky
Meals not included
3 nights + flight
$461
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
Cincinnati Cinci./N. Kentucky
Meals not included
3 nights + flight
$700
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
$833
Coral Sands Resorts by Palmera - Hilton Head Island - Living room
Coral Sands Resorts by Palmera - Hilton Head Island - Living room
Coral Sands Resorts by Palmera
8.7 Very good
Parking
Free Wi-Fi
Pool
Cincinnati Cinci./N. Kentucky
Meals not included
3 nights + flight
$548
Coral Reef Resort - Hilton Head Island - Pool
Coral Reef Resort - Hilton Head Island - Pool
Coral Reef Resort
9.2 Wonderful
Parking
Free Wi-Fi
Pool
Cincinnati Cinci./N. Kentucky
Meals not included
3 nights + flight
$604
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
$472
Red Roof Inn Hilton Head Island - Hilton Head Island - Bedroom
Red Roof Inn Hilton Head Island - Hilton Head Island - Bedroom
Red Roof Inn Hilton Head Island
5.7 Fair
Parking
Free Wi-Fi
Pool
Pet friendly
Cincinnati Cinci./N. Kentucky
Meals not included
3 nights + flight
$377
Hotel Carolina - Hilton Head Island
Hotel Carolina - Hilton Head Island
Hotel Carolina
6.1 Okay
Pool
Portland
Meals not included
3 nights + flight
$490

Last minute vacation packages to Hilton Head Island

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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
Providence-TFGreen
Meals not included
3 nights + flight
$2,061
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
Cincinnati Cinci./N. Kentucky
Meals not included
3 nights + flight
$1,970

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 $69; Family vacation $257; Romantic vacation $306; Luxury vacation $158; Budget vacation $144.

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)$69
Family vacation (Flight+Hotel)$257
Romantic vacation (Flight+Hotel)$306
Luxury vacation (Flight+Hotel)$158
Budget vacation (Flight+Hotel)$144