Discover the comfort, convenience, and charm of Hilton Head vacation villas—ideal for families, couples, or group getaways. Located throughout the island’s most sought-after communities like Sea Pines, Palmetto Dunes, Forest Beach, and Shipyard, our villas offer a wide range of options, from cozy one-bedroom escapes to spacious multi-bedroom retreats.
Each of our Hilton Head villa rentals is thoughtfully maintained and comes fully equipped with everything you need for a relaxing stay. Many include access to pools, bike paths, golf courses, and private beach boardwalks—making it easy to enjoy the best of island living. Whether you're looking for a golf view, oceanfront, or something tucked away and quiet, there’s a villa that fits your needs.
Hilton Head Properties R&R is proud to offer vacation rentals that combine comfort with personalized service. We’re local, responsive, and here to make your island vacation unforgettable. Use the filters to browse available villas based on size, location, or amenities.
Ready to book your stay? Let us help you find the best villa on Hilton Head Island for your next vacation.
123 properties available
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
Exceptional Oceanfront Penthouse Villa at Sea Cloisters3 Bedrooms | 2 Bathrooms | Sleeps 8Welcome to the luxurious vacation home of Villa 501 at Sea Cloisters in Hilton Head Island. This stunning penthouse villa offers a truly remarkable oceanfront experience with breathtaking views from every room. With its three bedrooms and two baths, this spaci
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
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
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
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
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.
Newly Remodeled Villa Near Harbour Town at Stoney Creek1 Bedroom | 1 Bathroom | Sleeps 6Class, comfort, and a touch of prestige await at this beautifully remodeled one-bedroom, one-and-a-half-bath townhome in the sought-after Stoney Creek neighborhood of Sea Pines. This charming loft-style retreat features soaring cathedral ceilings, oversized wind
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
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!
Elegant Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to your luxurious vacation home in Hilton Head Island! Each villa in Sea Cloisters is thoughtfully decorated to provide a tasteful and elegant atmosphere.As you step into your villa, you'll be greeted by spacious, open living and dining areas
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Oceanfront Villa with Stunning Views at Windsor II2 Bedrooms | 2 Bathrooms | Sleeps 6ATTENTION: 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 fourth floor of Windsor Place i
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.
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
