Your Perfect Hilton Head Island Getaway Starts Here
Hilton Head Properties Realty & Rentals offers a diverse selection of Hilton Head vacation rentals to suit every type of traveler. From 1-bedroom villas for a quiet coastal escape to 7-bedroom vacation homes built for family reunions and group retreats, each property is thoughtfully furnished and ready for your stay. Guests can enjoy luxurious vacation amenities such as private pools, ocean views, and easy beach access in sought-after communities like Palmetto Dunes, Sea Pines, Forest Beach, and Folly Field.
These vacation homes and villas place you close to everything that makes Hilton Head Island special—championship golf courses, scenic bike paths, local dining, and Lowcountry charm around every corner. Each rental is backed by our experienced property management team, committed to delivering a seamless vacation experience from booking to check-out.
Spend your days relaxing by the pool, exploring the island, or enjoying the comforts of a professionally managed Hilton Head vacation home. With flexible options, top-rated amenities, and personalized service, Hilton Head Properties Realty & Rentals makes it easy to plan a stress-free Hilton Head Island vacation.
Start your search today and discover vacation rentals that bring comfort, style, and convenience together in one unforgettable island stay.
123 properties available
Stunning Evian Golf Villa in Shipyard3 Bedrooms | 3 Bathrooms | Sleeps 8 | Beautiful Golf ViewsWelcome to this beautiful Villa located in the gated Shipyard community of Hilton Head Island! Spend your next vacation at this 2 -level condo overlooking the 7th fairway of the Brigantine golf course.The well-equipped kitchen has stainless steel ap
Cozy Coastal Wendover Dunes Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | 1 Half Bathroom | Sleeps 6Welcome to Wendover Dunes, the newest ocean-side complex in Palmetto Dunes on Hilton Head Island! This vacation home offers a fantastic location overlooking the maritime forest and is just a quick 3-minute walk to the beautiful beaches.Situated o
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Stylishly Furnished Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to Villa 309, a recently renovated and updated vacation home in Hilton Head Island that exceeds expectations. This third-floor villa has undergone a complete transformation and now showcases quality craftsmanship throughout, fro
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Bright Forest Beach Villa by Coligny Beach Park3 Bedrooms | 2 Bathrooms | Sleeps 8 | Second Floor VillaWelcome to our amazing vacation home located in the heart of Forest Beach, directly overlooking the stunning new Lowcountry Celebration Park. As soon as you step into our wonderful end unit, you will be amazed by the bright and spacious living are
Newly Remodeled Villa Near Harbour Town at Stoney Creek1 Bedroom | 1 Bathroom | Sleeps 6Class, comfort, and a touch of prestige await at this beautifully remodeled one-bedroom, one-and-a-half-bath townhome in the sought-after Stoney Creek neighborhood of Sea Pines. This charming loft-style retreat features soaring cathedral ceilings, oversized wind
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
Renovated Inverness Golf Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 8 Welcome to your new vacation home! This two-bedroom, two-bathroom condo located in Palmetto Dunes on Hilton Head Island is the perfect getaway for those seeking relaxation and fun.Recently renovated, this flat has all the comforts of home with vaulted ceilings,
Newly Remodeled Water Oak Villa in Palmetto Dunes3 Bedrooms | 3 Bathrooms | 1 Half Bathroom | Sleeps 10Welcome to 46 Water Oak Villa, a newly remodeled vacation home located in the heart of a charming sea-side village in Hilton Head Island. This two-story villa offers three oversized bedroom suites, making it an ideal choice for couples or families
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
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Coastal-Style Oceanfront Villa at Sea Cloisters3 Bedrooms | 2 Bathrooms | Sleeps 8 | OceanfrontWelcome to your own piece of paradise at Sea Cloisters! This three-bedroom villa has been designed with your comfort and convenience in mind. All three bedrooms are on the same level, making it easy to access and perfect for families or groups of friends.
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Spacious Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to your spacious vacation home in Hilton Head Island, situated right on the oceanfront! This villa offers a prime location just steps away from the beach, allowing you to easily access the mesmerizing ocean. Whether you're whipping up a quick
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Stunning Second-Row Family Oasis in Palmetto Dunes6 Bedrooms | 6.5 BathroomsThis stunning new 2020 beach home is perfect for families looking for a memorable vacation. With six spacious bedrooms and top-of-the-line amenities, this home is sure to exceed your expectations. Featuring three master suites, it's ideal for multi-generational getaways
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Stunning Oceanfront Villa at Villamare2 Bedrooms | 2 Bathrooms | Sleeps 6 | OceanfrontWelcome to 3230 Villamare, a stunning vacation home located in the beautiful Palmetto Dunes community of Hilton Head Island. This spacious 2-bedroom, 2-bathroom condo is situated in an oceanfront complex, offering a perfect retreat for your beach getaway.As you st
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
