Vacations in Hilton Head Island

Vacations in Hilton Head Island

2 travelers

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 Jul 21 - 24.
Go to map

Search by stars

2+ stars3+ stars4+ stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by board

BreakfastHalf boardSelf cateringAll inclusiveMeals not included

Search by price

$314 - $1,167$1,167 - $2,019$2,019 - $2,872$2,872 - $3,725$3,725+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

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
8.5 Very good
Free Wi-Fi
Pool
Newark
Meals not included
3 nights + flight
$537
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
$376
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
Newark
Breakfast
3 nights + flight
$403
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
Newark
Meals not included
3 nights + flight
$588
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
8 Very good
Free Wi-Fi
Pool
Newark
Meals not included
3 nights + flight
$571
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
Omaha Eppley Airfield
Meals not included
3 nights + flight
$947
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
Newark
Meals not included
3 nights + flight
$475
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
Newark
Meals not included
3 nights + flight
$646
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
Newark
Meals not included
3 nights + flight
$411
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
8.4 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Newark
Breakfast
3 nights + flight
$442
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
Newark
Meals not included
3 nights + flight
$614
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
Newark
Breakfast
3 nights + flight
$406
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
6 Okay
Parking
Free Wi-Fi
Pool
Pet friendly
Newark
Meals not included
3 nights + flight
$314
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
Newark
Meals not included
3 nights + flight
$423
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
Newark
Breakfast
3 nights + flight
$373
Hotel Carolina - Hilton Head Island
Hotel Carolina - Hilton Head Island
Hotel Carolina
6.8 Okay
Pool
Newark
Meals not included
3 nights + flight
$369

Last minute vacation packages to Hilton Head Island

Show all
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
Hartford Bradley Intl
Meals not included
3 nights + flight
$2,258
5 Fazio Villas - Hilton Head Island
5 Fazio Villas - Hilton Head Island
5 Fazio Villas
Parking
Free Wi-Fi
Pool
Hartford Bradley Intl
Meals not included
3 nights + flight
$2,162
Marriott's Monarch at Sea Pines, A Marriott Vacation Club Resort - Hilton Head Island - Gym
Marriott's Monarch at Sea Pines, A Marriott Vacation Club Resort - Hilton Head Island - Gym
Marriott's Monarch at Sea Pines, A Marriott Vacation Club Resort
8.3 Very good
Free Wi-Fi
Pool
Hartford Bradley Intl
Meals not included
3 nights + flight
$2,513

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