Mid Island Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
Hilton Beachfront Resort & Spa Hilton Head Island
1 Hotel Circle Hilton Head Island SC
Book a stay at this luxury resort in Hilton Head Island. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful ...
The Westin Hilton Head Island Resort & Spa
2 Grasslawn Ave Hilton Head Island SC
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 ...
Omni Hilton Head Oceanfront Resort
23 Ocean Lane Hilton Head Island SC
Book a stay at this beach resort in Hilton Head Island. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the bar in our reviews. ...
Hotel Carolina
9 Marina Side Drive Hilton Head Island SC
Stay at this hotel in Hilton Head Island. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff and the clean rooms ...
Hampton Inn Hilton Head
1 Dillon Road Hilton Head Island SC
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
1 Coggins Point Road Hilton Head Island SC
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. ...
SpringHill Suites by Marriott Hilton Head Island
1 MARINA SIDE DRIVE Hilton Head Island SC
Book a stay at this business-friendly hotel in Hilton Head Island. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff ...
Home2 Suites by Hilton Hilton Head
836 William Hilton Parkway Hilton Head Island SC
Stay at this hotel in Hilton Head Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Simple Rewards Inn
200 Museum Street Hilton Head Island SC
Stay at this hotel in Hilton Head Island. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
4 Shelter Cove Ln Hilton Head Island SC
Stay at this aparthotel in Hilton Head Island. Enjoy free WiFi, 2 outdoor pools, and 2 outdoor pickleball courts. Popular attractions Coligny Beach and Shelter ...
Hilton Head Island Beach & Tennis Resort by Hilton Head Retreats
40 Folly Field Road Hilton Head Island SC
Book a stay at this beach condo in Hilton Head Island. Enjoy a beach locale, furnished balconies, and in-room washers/dryers. Popular attractions Coligny Beach ...
Queens Grant by Hilton Head Retreats
45 Queens Folly Rd Hilton Head Island SC
Stay at this condo in Hilton Head Island. Enjoy free WiFi, free parking, and patios. Popular attractions Coligny Beach and Robert Trent Jones Oceanfront Course ...
Disney's Hilton Head Island Resort
22 Harbourside Ln Hilton Head Island SC
Book a stay at this beach vacation home in Hilton Head Island. Enjoy free WiFi, free parking, and 3 restaurants. Popular attractions Coligny Beach and Arts Center ...
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.
Sat, Nov 7 - Sat, Nov 14
BOS
Logan Intl.
SAV
Savannah - Hilton Head Intl.
$199
Roundtrip
just found
Sat, Nov 7 - Sat, Nov 14
BOS
Logan Intl.
SAV
Savannah - Hilton Head Intl.
$209
Roundtrip
just found
Sat, Nov 7 - Sat, Nov 14
BOS
Logan Intl.
SAV
Savannah - Hilton Head Intl.
$219
Roundtrip
just found
Sat, Nov 7 - Sat, Nov 14
BOS
Logan Intl.
SAV
Savannah - Hilton Head Intl.
$219
Roundtrip
just found
Tue, Nov 3 - Wed, Dec 2
MSP
Minneapolis - St. Paul Intl.
SAV
Savannah - Hilton Head Intl.
$242
Roundtrip
found 1 day ago
Best points of interest in Hilton Head Island
- Palmetto Dunes Club Vacations
- Shelter Cove Harbour Vacations
- Singleton Beach Vacations
- Palmetto Dunes Tennis & Pickleball Center Vacations
- Folly Field Beach Park Vacations
- Port Royal Golf Club Vacations
- Robert Trent Jones Oceanfront Course Vacations
- Palmetto Dunes Beach Vacations
- The Golf Courses of Palmetto Dunes Vacations
- Driessen Beach Park Vacations
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