Vacations in Hilton Head Island

Vacations in Hilton Head Island

2 travellers

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C$ 310 - C$ 1,319C$ 1,319 - C$ 2,328C$ 2,328 - C$ 3,338C$ 3,338 - C$ 4,346C$ 4,346+ 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
Boston Logan Intl
Meals not included
3 nights + flight
C$ 401
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
Boston Logan Intl
Meals not included
3 nights + flight
C$ 334
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
Boston Logan Intl
Meals not included
3 nights + flight
C$ 406
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
Boston Logan Intl
Meals not included
3 nights + flight
C$ 492
Night Heron 64 - Hilton Head Island - Living room
Night Heron 64 - Hilton Head Island - Living room
Night Heron 64
8.8 Very good
Parking
Free Wi-Fi
Pool
Boston Logan Intl
Meals not included
3 nights + flight
C$ 1,137
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
7.9 Good
Free Wi-Fi
Pool
Boston Logan Intl
Meals not included
3 nights + flight
C$ 562
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
Boston Logan Intl
Meals not included
3 nights + flight
C$ 496
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
Boston Logan Intl
Meals not included
3 nights + flight
C$ 493
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
Boston Logan Intl
Breakfast
3 nights + flight
C$ 373
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
Boston Logan Intl
Meals not included
3 nights + flight
C$ 983
Bluewater by Spinnaker Resorts - Hilton Head Island - Building
Bluewater by Spinnaker Resorts - Hilton Head Island - Building
Bluewater by Spinnaker Resorts
9 Wonderful
Parking
Free Wi-Fi
Pool
Boston Logan Intl
Meals not included
3 nights + flight
C$ 527
The Village Palmetto Dunes - Hilton Head Island
The Village Palmetto Dunes - Hilton Head Island
The Village Palmetto Dunes
8.6 Very good
Parking
Free Wi-Fi
Pool
Boston Logan Intl
Meals not included
3 nights + flight
C$ 837
Seaside Sanctuary - Villa Steps from Beach - Hilton Head Island - Beach
Seaside Sanctuary - Villa Steps from Beach - Hilton Head Island - Beach
Seaside Sanctuary - Villa Steps from Beach
9.2 Wonderful
Free Wi-Fi
Boston Logan Intl
Meals not included
3 nights + flight
C$ 464
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
Boston Logan Intl
Breakfast
3 nights + flight
C$ 354
Sandy Escape - Beachside Villa - Hilton Head Island - Balcony
Sandy Escape - Beachside Villa - Hilton Head Island - Balcony
Sandy Escape - Beachside Villa
7.6 Good
Free Wi-Fi
Pool
Boston Logan Intl
Meals not included
3 nights + flight
C$ 562
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
Newark
Meals not included
3 nights + flight
C$ 669

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.

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