Hilton Head Island Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- 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! (252 reviews)
Beautiful
Reviewed on Nov 25, 2025
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 ...
8.8/10 Excellent! (1,003 reviews)
Beautiful, beach front resort. The grounds are well maintained and feel beachy. The staff were friendly and helpful. Great spa service too, highly recommend a massage!
Reviewed on Nov 27, 2025
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.
