Vacations in Hilton Head Island

Vacations in Hilton Head Island

2 travelers

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$626 - $1,448$1,448 - $2,270$2,270 - $3,092$3,092 - $3,914$3,914+ 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
Erie
Meals not included
3 nights + flight
$785
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
Erie
Meals not included
3 nights + flight
$1,062
Island Links Resort - Hilton Head Island
Island Links Resort - Hilton Head Island
Island Links Resort
Erie
Meals not included
3 nights + flight
$1,290
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
7.7 Good
Free Wi-Fi
Pool
Pet friendly
Erie
Breakfast
3 nights + flight
$652
Hilton Head Beach And Tennis B303 - Hilton Head Island - Living room
Hilton Head Beach And Tennis B303 - Hilton Head Island - Living room
Hilton Head Beach And Tennis B303
8.3 Very good
Parking
Free Wi-Fi
Pool
Erie
Meals not included
3 nights + flight
$847
Breakers 220 Oceanfront Condo, Direct Beach Access, Heated Pool, Elevator, Renovated, Coligny Beach, Vacation Rental Hhi Llc - Hilton Head Island
Breakers 220 Oceanfront Condo, Direct Beach Access, Heated Pool, Elevator, Renovated, Coligny Beach, Vacation Rental Hhi Llc - Hilton Head Island
Breakers 220 Oceanfront Condo, Direct Beach Access, Heated Pool, Elevator, Renovated, Coligny Beach, Vacation Rental Hhi Llc
9.3 Wonderful
Parking
Free Wi-Fi
Pool
Erie
Meals not included
3 nights + flight
$879
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
Erie
Meals not included
3 nights + flight
$790
The Spa 1219 - Hilton Head Island - Living room
The Spa 1219 - Hilton Head Island - Living room
The Spa 1219
9.8 Wonderful
Parking
Free Wi-Fi
Pool
Erie
Meals not included
3 nights + flight
$907
477 Plantation Club Villas at The Sea Pines Resort - Hilton Head Island - Beach
477 Plantation Club Villas at The Sea Pines Resort - Hilton Head Island - Beach
477 Plantation Club Villas at The Sea Pines Resort
Free Wi-Fi
Pool
Erie
Meals not included
3 nights + flight
$1,359
Luxury Penthouse near Beach Tiki Hut Coligny - Hilton Head Island - Living room
Luxury Penthouse near Beach Tiki Hut Coligny - Hilton Head Island - Living room
Luxury Penthouse near Beach Tiki Hut Coligny
9.8 Wonderful
Parking
Free Wi-Fi
Pool
Erie
Meals not included
3 nights + flight
$907
Walk to the Beach Contemporary Coastal Villa Fully Remodeled Spring 2024 Expansive Balcony - Hilton Head Island - Balcony
Walk to the Beach Contemporary Coastal Villa Fully Remodeled Spring 2024 Expansive Balcony - Hilton Head Island - Balcony
Walk to the Beach Contemporary Coastal Villa Fully Remodeled Spring 2024 Expansive Balcony
10 Wonderful
Parking
Free Wi-Fi
Pool
Erie
Meals not included
3 nights + flight
$855
Marriott's Monarch at Sea Pines, A Marriott Vacation Club Resort - Hilton Head Island - Beach
Marriott's Monarch at Sea Pines, A Marriott Vacation Club Resort - Hilton Head Island - Beach
Marriott's Monarch at Sea Pines, A Marriott Vacation Club Resort
8.5 Very good
Free Wi-Fi
Pool
Erie
Meals not included
3 nights + flight
$977
Marriott`s Grande Ocean - Hilton Head Island
Marriott`s Grande Ocean - Hilton Head Island
Marriott`s Grande Ocean
9.3 Wonderful
Erie
Meals not included
3 nights + flight
$1,391
Beach side condo at Hilton Head Resort Villas - Hilton Head Island
Beach side condo at Hilton Head Resort Villas - Hilton Head Island
Beach side condo at Hilton Head Resort Villas
8.7 Very good
Parking
Free Wi-Fi
Pool
Erie
Meals not included
3 nights + flight
$873
1834 Beachside Tennis - Hilton Head Island
1834 Beachside Tennis - Hilton Head Island
1834 Beachside Tennis
10 Wonderful
Parking
Free Wi-Fi
Pool
Erie
Meals not included
3 nights + flight
$1,192
Fiddler's Cove 4S - Hilton Head Island
Fiddler's Cove 4S - Hilton Head Island
Fiddler's Cove 4S
5.7 Fair
Erie
Meals not included
3 nights + flight
$858

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 $73; 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)$73
Family vacation (Flight+Hotel)$257
Romantic vacation (Flight+Hotel)$306
Luxury vacation (Flight+Hotel)$158
Budget vacation (Flight+Hotel)$144