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
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!
Extensive Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to our newly renovated villa, where no expense has been spared to provide you with the very best beach experience.The villa boasts a range of upgrades, including new granite countertops, crown moldings, baseboards, and fresh paint on walls and ceilin
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
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.
Spacious Family Home on Singleton BeachNew Home Construction Next Door7 Bedrooms | 7.5 Bathrooms | Sleeps 18 | Ocean ViewsWelcome to your dream vacation home at Singleton Beach! This 7-bedroom, 7 ½-bathroom home is located in Hilton Head Island's newest and most exclusive community. As soon as you enter the home, you'll be greeted wi
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
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.
Dog Friendly Huntington Villa in Palmetto Dunes3 Bedrooms | 3 Bathrooms | Sleeps 8 | Lagoon ViewsThis lovely Huntington villa has the "feel of a home". Nature lover? Enjoy the tranquil views of the 11 mile lagoon and the wildlife on the lagoon.Beach lover-you're only a 3-5 minute walk across the quiet street to the beach! Spacious ope
Charming Colonnade Club Villa in Shipyard2 Bedrooms | 2 Bathrooms | Sleeps 4 | Community PoolWelcome to your beautiful vacation home, nestled in the heart of Shipyard Plantation's Colonnade Club on Hilton Head Island. This charming property is just a short walk away from the beach, offering a perfect retreat for those seeking a relaxing beach g
Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 5 | Ocean ViewsWelcome to your dream vacation home in Hilton Head Island! Located in the picturesque Folly Field area, this oceanfront villa offers the perfect setting for your next beach getaway. Villa 312 Sea Cloisters is designed to accommodate five guests, making it
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to your dream beach getaway at 304 Sea Cloisters! Perched on the 3rd floor with sweeping views of the Atlantic, this fully remodeled 2-bedroom, 2-bath villa offers direct oceanfront bliss and modern coastal luxury—no expense spared. Step onto
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Immaculate Hickory Cove Villa in Palmetto Dunes2 Bedrooms | 3 Bathrooms | Sleeps 7 | Golf ViewsWelcome to Hickory Cove #24, your ultimate vacation home nestled in the prestigious Palmetto Dunes Resort on Hilton Head Island. This beautifully appointed villa offers a multitude of perks to ensure a memorable stay, including 2 beach chairs, 1 umbrella,
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
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.
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
Pet-Friendly Queens Grant Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 4 | Pet FriendlyWelcome to your perfect vacation destination at 597 Queens Grant, a 2-bedroom villa located in Palmetto Dunes. With its convenient location, this villa offers easy access to everything that Palmetto Dunes has to offer, including a 7-minute walk to the
Stunning Waterfront Abbington Villa in Palmetto Dunes3 Bedrooms | 3 Bathrooms | Sleeps 8Welcome to our stunning waterfront villa in Palmetto Dunes, Hilton Head! This spacious villa is the perfect vacation home, with incredible water views and beach access. With the famous Palmetto Dunes' 11-mile river-lagoon off your back deck and the private b
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.
Tastefully Furnished Villa Located in Folly Field3 Bedrooms | 2 Bathrooms | 1 HALF BATH | Sleeps 8This welcoming 3-bedroom, 2.5-bathroom villa is located in the Folly Field area of Hilton Head Island. This beautiful vacation home offers a comfortable and convenient retreat for your beach getaway. As you enter the villa, you'll be greeted b
