Harbor Island Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Top Hotel Deals

The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

4 out of 5
2 Grasslawn Ave Hilton Head Island SC
29.99 km from city center
Book a stay at this beach hotel in Hilton Head Island. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful ...
Hampton Inn Hilton Head

Hampton Inn Hilton Head

2.5 out of 5
1 Dillon Road Hilton Head Island SC
30.8 km from city center
Book a stay at this golf hotel in Hilton Head Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Island Links Resort by Palmera

Island Links Resort by Palmera

3 out of 5
1 Coggins Point Road Hilton Head Island SC
30.79 km from city center
Book a stay at this golf aparthotel in Hilton Head Island. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. ...
Beaufort Inn

Beaufort Inn

3.5 out of 5
809 Port Republic St Beaufort SC
21.53 km from city center
Book a stay at this historic hotel in Beaufort. Enjoy free breakfast, a 24-hour front desk, and a conference center. Our guests praise the helpful staff in our ...
Holiday Inn Hotel & Suites Beaufort at Highway 21 by IHG

Holiday Inn Hotel & Suites Beaufort at Highway 21 by IHG

3 out of 5
2225 Boundary St Beaufort SC
24.05 km from city center
Book a stay at this business-friendly hotel in Beaufort. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hilton Garden Inn Beaufort

Hilton Garden Inn Beaufort

3 out of 5
1500 Queen St Beaufort SC
23.4 km from city center
Stay at this hotel in Beaufort. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
Rhett House Inn

Rhett House Inn

4 out of 5
1009 Craven St Beaufort SC
21.79 km from city center
Book a stay at this historic B&B in Beaufort. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
Hampton Inn Beaufort

Hampton Inn Beaufort

2.5 out of 5
2342 Boundary St Beaufort SC
24.51 km from city center
Book a stay at this business-friendly hotel in Beaufort. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
Howard Johnson by Wyndham Beaufort/Parris Island

Howard Johnson by Wyndham Beaufort/Parris Island

2 out of 5
3651 Trask Parkway Beaufort SC
26.65 km from city center
Book a stay at this business-friendly motel in Beaufort. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
Country Inn & Suites by Radisson, Beaufort West, SC

Country Inn & Suites by Radisson, Beaufort West, SC

2.5 out of 5
2450 Boundary St Beaufort SC
24.89 km from city center
Book a stay at this business-friendly hotel in Beaufort. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Tru by Hilton Beaufort, SC

Tru by Hilton Beaufort, SC

2.5 out of 5
3662 Trask Parkway Beaufort SC
26.51 km from city center
Book a stay at this business-friendly hotel in Beaufort. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Best Western Sea Island Inn

Best Western Sea Island Inn

2.5 out of 5
1015 Bay St Beaufort SC
21.67 km from city center
Book a stay at this business-friendly hotel in Beaufort. Enjoy free breakfast, a fitness center, and parking (surcharge). Our guests praise the breakfast and ...
City Loft Hotel

City Loft Hotel

3.5 out of 5
301 Carteret St Beaufort SC
21.36 km from city center
Book a stay at this boutique hotel in Beaufort. Enjoy free parking, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
SpringHill Suites by Marriott Beaufort

SpringHill Suites by Marriott Beaufort

2.5 out of 5
2227 Boundary St Beaufort SC
24.07 km from city center
Book a stay at this business-friendly hotel in Beaufort. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Marriott's Barony Beach Club

Marriott's Barony Beach Club

3.5 out of 5
5 Grasslawn Ave Hilton Head Island SC
30.03 km from city center
Book a stay at this beach condo in Hilton Head Island. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Popular attractions Coligny Beach and Barony ...
Don't see what you're looking for?
See all available properties in Harbor Island
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, Feb 20 - Mon, Feb 23
JFK
John F. Kennedy Intl.
HHH
Hilton Head Island
$218 Roundtrip, found 2 days ago
$218
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Feb 20 from John F. Kennedy Intl. to Hilton Head Island, returning Mon, Feb 23, priced at $218 found 2 days ago
American Airlines
Thu, Feb 19 - Tue, Feb 24
JFK
John F. Kennedy Intl.
HHH
Hilton Head Island
$229 Roundtrip, found 2 days ago
$229
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Feb 19 from John F. Kennedy Intl. to Hilton Head Island, returning Tue, Feb 24, priced at $229 found 2 days ago
American Airlines
Fri, Feb 20 - Mon, Feb 23
JFK
John F. Kennedy Intl.
HHH
Hilton Head Island
$277 Roundtrip, found 2 days ago
$277
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Feb 20 from John F. Kennedy Intl. to Hilton Head Island, returning Mon, Feb 23, priced at $277 found 2 days ago
American Airlines
Thu, Feb 19 - Mon, Feb 23
JFK
John F. Kennedy Intl.
HHH
Hilton Head Island
$288 Roundtrip, found 2 days ago
$288
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Feb 19 from John F. Kennedy Intl. to Hilton Head Island, returning Mon, Feb 23, priced at $288 found 2 days ago