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
- Rest easyPlan, book, and manage your trip all in one place
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 ...
9.6/10 Exceptional! (267 reviews)
Gorgeous property. Excellent staff! Highly recommend.
Reviewed on Mar 9, 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! (1,000 reviews)
Excellent, we had shower problems and they fix it immediately
Reviewed on Feb 23, 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.
