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
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,
Coastal Fourth Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Panoramic Ocean ViewsATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2028 (Dates Subject to Change)Indulge in the ultimate tropical getaway at this professionally decorated vacation home in Hilton Head Island. L
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
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
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
Premium Oceanfront Hampton Place Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 6 | Beach GetawayEscape to luxury at Hampton Place, Palmetto Dunes' newest oceanfront gem. Nestled in one of North America's premier family destinations, this 3rd floor, 2 bed/2 bath villa offers breathtaking oceanfront views from every room. Enjoy the
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
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
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!
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.
Stunning Lagoon-View Home in Palmetto Dunes7 Bedrooms | 6.5 Bathrooms | Sleeps 18 | Private Pool | Golf SimulatorLooking for a vacation home that offers something for everyone in the family? Look no further than 25 Starboard Tack in Palmetto Dunes.This stunning home boasts spacious living areas and multiple bedroom wings, perfect for families or mu
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 Decorated Fourth Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsATTENTION: Neighboring unit currently under renovation; possible minimum construction noise; November 2026 - Feb 2027 (Dates Subject to Change)ATTENTION: Building Construction during the time period of Sept 11, 20
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Peaceful Coastal Living Near the Beach in Sea Pines 2 Bedrooms | 2 Bathrooms | Sleeps 6 | Community Pool | Pet Friendly Tucked among the pines and just a quick walk from the beach, 66 Night Heron offers relaxed island living in one of Sea Pines’ most convenient locations. This freestanding home blends privacy with easy acc
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
The Crab Cottage – Moon River Retreat with a private dock3-Bedroom River View Cottage on Daufuskie IslandLocated at Moon River on Daufuskie Island, Crab Cottage offers elevated water views across marsh and river landscapes toward Savannah. This three-bedroom home provides a slightly set-back position while still maintaining strong v
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.
