Luxury Vacation Rentals
Luxury means more than just high-end finishes—it’s about space, comfort, and unforgettable moments. At Hilton Head Properties Realty & Rentals, our collection of luxury vacation homes delivers the kind of elevated experience today’s travelers expect.
Whether you're planning a milestone celebration, a multi-family trip, or a well-earned escape, our luxury properties offer the privacy, convenience, and refined details that turn a great vacation into something truly special. Enjoy easy access to Hilton Head’s best beaches, golf, dining, and bike paths—while returning each day to a home that’s anything but ordinary.
34 properties available
Oceanfront First Floor Villa at Sea Cloisters3 Bedrooms | 2 Bathrooms | Sleeps 8 | OceanfrontWelcome to 113 Sea Cloisters—an oceanfront villa where comfort, convenience, and coastal beauty come together seamlessly.Perched on an elevated first floor (second level from ground), this beautifully updated three-bedroom, two-bathroom retreat offers
Charming Secluded Oasis in Sea Pines3 Bedrooms | 2 Bathrooms | Sleeps 8 | Dog FriendlyWelcome to our beautiful ocean-oriented vacation home, perfectly situated just inside the Sea Pines Ocean Gate on Hilton Head Island. This delightful 3-bedroom home, including a loft, offers a serene and tranquil setting surrounded by lush greenery. Immerse yourse
Newly Renovated Pet-Friendly Villa Near Harbour Town at Stoney Creek1 Bedroom | 1 Bathroom | Sleeps 4Welcome to Stoney Creek Villa 249, your ultimate relaxing and comfortable getaway located in the heart of Harbourtown on Hilton Head Island. This newly renovated one-bedroom villa boasts modern and upscale furnishings, providing a stylish and inviti
Golf Course Retreat in the Heart of Sea Pines3 Bedrooms | 2.5 Bathrooms | Sleeps 6 | Golf Course View | One-Level HomeWelcome to 78 Governors Road, a beautifully renovated, single-level home located on the Sea Pines Country Club golf course with views overlooking the 17th tee. Set in one of Sea Pines’ most desirable areas, this home offe
Luxury Oceanfront Villa in Palmetto Dunes3 Bedrooms | 3 Bathrooms | Sleeps 8 | Luxury GetawayWelcome to our brand new vacation rental villa, which has been completely remodeled in 2020-2021! Our owners spared no expense in ensuring that every inch of this villa is of the highest quality and standard, making it the perfect luxury retreat for your ne
Villa with Panoramic Ocean Views at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | OceanfrontWelcome to Sea Cloisters Unit 206, a newly renovated vacation villa with stunning panoramic views of the ocean and the beach. The unit has a prime location on the second floor, with breathtaking views of the wide sandy beach and the ocean, and is so clo
Stunning Vacation Oasis on North Forest Beach7 Bedrooms | 5.5 Bathrooms | Sleeps 22 | Stunning BackyardLooking for a vacation home with a spectacular outdoor space? Look no further than 16 Mallard St in North Forest Beach! This stunning 7-bedroom, 5.5-bathroom home boasts the best backyard on the island, including a huge private pool and
Spacious Dog Friendly Home Located in Sea Pines4 Bedrooms | 3.5 Bathrooms | Sleeps 10 | Private Pool & SpaLooking for a prime location for your next vacation? Look no further than 16 Duck Hawk, located in the heart of Sea Pines on Hilton Head Island.Upon entering the home, you'll be greeted with an expansive living room that transitio
Stunning Lagoon-View Home in Palmetto Dunes7 Bedrooms | 6.5 Bathrooms | Sleeps 18 | Private Pool | Golf SimulatorLooking for a vacation home that offers something for everyone in the family? Look no further than 25 Starboard Tack in Palmetto Dunes.This stunning home boasts spacious living areas and multiple bedroom wings, perfect for families or mu
Coastal Getaway in Palmetto Dunes3 Bedrooms | 2.5 Bathrooms | Dog FriendlyWelcome to our beautifully remodeled villa, the perfect vacation home for families, golf groups, corporate retreats, or anyone looking for a peaceful getaway. This 3BR/2.5BA villa sleeps 8 guests and is located on the first floor of a two-story villa complex in Palmetto
Stunning Golf-View Oasis in Palmetto Dunes4 Bedrooms | 4 Bathrooms | Sleeps 12 | Family Fun Game RoomExperience the ultimate beach vacation at this 4-bedroom getaway with an open layout and stunning golf course views.Just a few minutes bike or walk via bike pathways to the beautiful beaches in Palmetto Dunes. Recently upgraded with gorgeous fu
Oceanfront Luxury Home on North Forest Beach5 Bedrooms | 3.5 Bathrooms | 13 Sleepers | Breathtaking Ocean ViewsWelcome to 19 Dune Lane, the perfect oceanfront vacation home for those seeking the ultimate island experience.Nestled in the heart of the North Forest Beach area, our oceanfront vacation home offers the perfect blend of privacy and c
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