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.
121 properties available
Beachside Condo Near Folly Field Beach3 Bedrooms | 2.5 Bathrooms | Sleeps 8 | Near Beach Access | Hilton Head Island CondoWelcome to 51 Stones Throw, a comfortable three-bedroom condo located in the Folly Field area of Hilton Head Island. Positioned near one of the island’s most popular beach access areas, this condo offers a relaxed coastal
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | OceanfrontATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2027 (Dates Subject to Change)Welcome to our beautifully remodeled villa, located just steps away from the sand on Hilton Head Island. This tastefully designed home provides
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Coastal Windsor Place II Villa with Breathtaking Ocean Views2 Bedrooms | 2 Bathrooms | Sleeps 8 | OceanfrontATTENTION: Elevator inoperable during the time period of Nov. 1, 2026 until March 20, 2027, due to the elevator being replaced (Dates Subject to Change) Welcome to this professionally decorated vacation home located on the fifth fl
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.
Cozy Stones Throw Villa Ideal for Family Getaways3 Bedrooms | 2 Bathrooms | 1 Half Bathroom | Sleeps 8Welcome to this wonderful 3-bedroom, 2.5-bathroom villa in Hilton Head Island, offering the perfect setting for an unforgettable beach vacation. Situated just a short stroll away from the Atlantic Ocean and miles of pristine beach, this villa provi
Cozy Queens Grant Golf Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 6Indulge in the ultimate low country retreat at Queens Grant 649, a fully renovated 2-bedroom, 2-bath villa offering modern comfort and classic charm. With its spacious 1500 square feet and a queen sleeper sofa, this home comfortably accommodates up to 6 guests.The
Cozy Inverness Villa in Palmetto Dunes3 Bedrooms | 3 Bathrooms | Sleeps 8 | Pickleball/Tennis Play PackageLocated in Inverness at Palmetto Dunes, 902 Inverness offers a relaxed Hilton Head Island stay with convenient access to beaches, golf, and the resort’s extensive bike path and lagoon system. This three-bedroom villa p
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.
Renovated Fazio Golf Villa in Palmetto Dunes3 Bedrooms | 2 Bathrooms | Sleeps 7 | Pet FriendlyWelcome to Fazio Villa 2. This is the perfect family vacation, golf group outing or weekend getaway.A big back deck overlooks 18th green of Fazio Golf course. Remodeled baths, huge great room with connected dining area, new appliances and flat screen
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
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 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
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 | OceanfrontATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2027 (Dates Subject to Change)Welcome to your own piece of paradise at Sea Cloisters! This three-bedroom villa has been designed with your comfort and convenien
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Coastal Queens Grant Villa in Palmetto Dunes3 Bedrooms | 2.5 Bathrooms | Sleeps 9 | Pet FriendlyEscape to the beautiful Hilton Head Island and experience the perfect vacation in this spacious and charming 3-bedroom villa. With big bedrooms, living areas, and a huge deck off the back, this villa provides ample space for your family or group. You 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!
