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.
122 properties available
Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | OceanfrontWelcome to our beautifully remodeled villa, located just steps away from the sand on Hilton Head Island. This tastefully designed home provides convenient access to the beach, gated pool, and all the amenities you need to feel right at home. The coastal ambiance of the
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Updated Oceanfront Windsor Place Villa in Palmetto Dunes2Bedrooms | 2 Bathrooms | Sleeps 7 | Ocean ViewsATTENTION: 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 the spacious 2-bedroom, 2-bathroom condo located on the fourth floor of
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
Oceanfront Windsor Place II Villa in Palmetto Dunes3 Bedrooms | 3 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)Located just steps from the sand in the heart of Palmetto Dunes, 2117 Windsor Place 2 offers
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
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.
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
Coastal Fourth Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Panoramic Ocean ViewsIndulge in the ultimate tropical getaway at this professionally decorated vacation home in Hilton Head Island. Located on the fourth floor, this condo offers a luxurious and inviting atmosphere.As you step inside, you'll be captivate
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Luxurious Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6Indulge in the ultimate tropical getaway at this professionally decorated vacation home in Hilton Head Island. Located on the elevated first floor, this condo offers a luxurious and inviting atmosphere.As you step inside, you'll be captivated by the light and spacious
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
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
High-End Inverness Golf Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 6 | Family GetawayWelcome to the jewel of the island, 924 Inverness! This stunning vacation home is located in the prime location of Hilton Head within Palmetto Dunes. This property offers first-class amenities and living arrangements that will exceed your expectations
Pet-Friendly Queens Grant Villa in Palmetto Dunes3 Bedrooms | 2 Bathrooms | Sleeps 8 | Pet FriendlyEscape to Hilton Head Island and experience the perfect family vacation or weekend getaway in this true three bedroom vacation home! With spacious living areas, big bedrooms, and a huge patio off the back of the villa, you'll love the space and lo
Charming Lagoon Home in Sea Pines3 Bedrooms | 2 Bathrooms | Sleeps 6 | Pet FriendlyWelcome to your newly remodeled oasis at 57 Night Heron, nestled just inside the exclusive Sea Pines gated community. This charming home is perfectly positioned for a beach getaway, with easy access to the pristine shores just a short walk away and the community pool
