Hilton Head Island Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Luxury Hilton Head Island Hotels
Montage Palmetto Bluff
477 Mount Pelia Road Bluffton SC
Enjoy a posh stay at Montage Palmetto Bluff, where you'll find deep soaking bathtubs and pillowtop beds. Notable amenities include a spa, a golf course, and ...
9.4/10 Exceptional! (259 reviews)
Third time we stayed at the Montage and they keep evolving. Beautiful scenery, outstanding service, every employee is so welcoming and helpful. I could not recommend this place more. Rooms have always been nice but the cottage just hits the ball out of the park. WOOOW. Food and drinks were great ...
Reviewed on Jan 6, 2026
Island Oasis 6 Bedroom Holiday Home
16 Dove St Hilton Head Island SC
This vacation home awaits for a deluxe vacation.
Omni Hilton Head Oceanfront Resort
23 Ocean Lane Hilton Head Island SC
Omni Hilton Head Oceanfront Resort is one of the Hilton Head Island luxury 4-star beach properties where you can pamper yourself with pillowtop beds, designer ...
9/10 Wonderful! (1,003 reviews)
Clean great room fine service
Reviewed on Jan 18, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
