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.
118 properties available
Beautiful Lagoon View Villa in Palmetto Dunes3 Bedrooms | 4 Bathrooms | Sleeps 11 | Lagoon ViewsWelcome to Sweet Perfection, a beautifully furnished villa located in the heart of the sought-after Palmetto Dunes Resort. This townhome features three oversized bedrooms and four full baths, perfect for accommodating your entire crew! The villa boasts b
Pet-Friendly Beach Villa in Stones Throw2 Bedrooms | 1 Bathroom | Sleeps 7 | Pet FriendlyWelcome to this beautiful beach-oriented villa in Hilton Head Island! Recently renovated to exceptional standards, this villa is sure to capture your heart. This 2-bedroom, 1-bath villa is the perfect vacation retreat, ready to provide you with an unforgettable
Beautiful Pet Friendly Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 8 | Pet FriendlyWelcome to this beautifully remodeled vacation home in Hilton Head Island! This newly remodeled villa awaits you in the esteemed St. Andrews Common community within the world-famous Palmetto Dunes resort. This second-floor villa is a true 2 bedroom-2 ful
Serene Huntington Villa in Palmetto Dunes4 Bedrooms | 4 Bathrooms | Sleeps 14 | Lagoon ViewsWelcome to our two-story, fully furnished Huntington villa located in the fantastic Palmetto Dunes Resort, just a short walk to the beach and pool.This villa offers 4 king bedrooms, each with an ensuite bathroom. The new mattresses and TV in each bedroom wil
Oceanfront Barrington Court Villa in Palmetto DunesATTENTION: Elevator inoperable during the time period of Jan. 1, 2027 until March 6, 2027, due to the elevator being replaced (Dates Subject to Change)2 Bedrooms | 2 Bathrooms | Sleeps 5 | Complex Pool & Hot TubExperience the ultimate beach vacation in this stunning 2-bedroom, 2-bath
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Charming Turnberry Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 6 | Two - StoryWelcome to our beautiful vacation home in Hilton Head Island! This spacious two-story villa offers comfort, style, and all the amenities you need for a perfect getaway.The villa features two suites with king beds, providing luxurious sleeping arrangement
Moon River at Daufuskie – 8, 9 & 10 Daufuskie Bluff Lane 3 Coastal Cottages | 9 Bedrooms Total | Riverfront Retreat with Private Dock Located on Daufuskie Island, Moon River is a private three-home compound designed for group stays, family gatherings, and special occasions. The property includes three individual cottages—e
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.
Family Home Nestled in the Heart of Sea Pines5 Bedrooms | 4 Bathrooms | Sleeps 12 | Private PoolWelcome to your ultimate vacation home at 25 Willow Oak Road West, nestled in the heart of Sea Pines on Hilton Head Island.This stunning property offers the perfect retreat for those seeking a memorable and luxurious getaway. Situated just a short walk a
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.
Charming Evian Villa in Shipyard2 Bedrooms | 2 Bathrooms | Sleeps 8 | Golf ViewsWelcome to117 Evian Villa, your perfect seaside getaway in Hilton Head Island's exclusive Shipyard community! This charming 2-bedroom, 2.5-bath villa offers a unique blend of comfort and convenience, providing an idyllic retreat for families and vacationers alike.&n
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!
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.
