Sea Pines Resort on Hilton Head Island blends Lowcountry charm with family-friendly amenities, outdoor adventure, and a laid-back coastal lifestyle. At Hilton Head Properties R&R, we offer a hand-picked selection of 21 vacation homes and villas in this iconic community—each thoughtfully maintained and located near Sea Pines’ top attractions. From spacious interiors and screened porches to access to community pools and bike trails, our rentals make it easy to relax and recharge.
Guests love being close to the Sea Pines Beach Club, Harbour Town Yacht Basin, and scenic golf courses like Harbour Town Golf Links and Heron Point. The resort’s miles of leisure paths and natural preserves invite quiet mornings and active afternoons alike. Whether you’re planning a beach getaway, a golf retreat, or a family adventure, our Sea Pines vacation rentals provide a welcoming home base in one of Hilton Head Island’s most beloved neighborhoods.
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 Lagoon-View Retreat in Sea Pines3 Bedrooms | 2 Bathrooms | Sleeps 6 | Dog FriendlyWelcome to your own private oasis in Sea Pines, Hilton Head Island. This charming 3-bedroom vacation home is nestled in a serene wooded setting, just inside the Sea Pines Ocean Gate. Offering a perfect blend of privacy and convenience, this home provides an i
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 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.
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.
Dog Friendly Home with Golf Course Views3 Bedrooms | 2 Bathrooms | Sleeps 5Introducing 51 Wood Duck! This beautiful one level home overlooks the 14th Club Course Fairway. With the impressive fully stocked granite kitchen with breakfast table plus breakfast bar, it is ready for the chefs creations! The large deck spans the entire ba
Scenic Lighthouse Tennis Villa in Sea Pines2 Bedrooms | 2 Bathrooms | Sleeps 6 | Pet FriendlyIntroducing 2379 Lighthouse Villa! This exception villa is an end unit overlooking big sweeping lagoon views and distant on-site complex swimming pool. Located in Sea Pines, Lighthouse Tennis Villas is in the geographic center of the beach and Ha
Luxurious Willow Oak Home in Sea Pines4 Bedrooms | 4.5 Bathrooms | Sleeps 12 | Private Pool & SpaWelcome to your luxurious vacation retreat nestled in prestigious Sea Pines. This exquisite vacation home offers the perfect blend of elegance, comfort, and convenience for your getaway. As you enter the home, you'll be greeted by an inviti
Tasteful Bluff Villa Loft in Sea Pines1Bedroom | 1Bathroom | Sleeps 4 | Walking Distance to BeachEscape to Sea Pines and enjoy island living at its finest in this tasteful1-bedroom, 1-bath Bluff Villa. Nestled just across from South Beach Marina and the iconic Salty Dog Cafe, this villa offers the perfect blend of comfort, location, and style.
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.
Renovated Bluff Villa in Sea Pines2 Bedrooms | 2 Bathrooms | Sleeps 6 | Perfect For an Island GetawayA coastal haven nestled within the vibrant heart of Sea Pines Resort, specifically in the sought-after South Beach area, 1670 Bluff Villa offers an idyllic retreat for those seeking a blend of relaxation and adventure. This meticulously renovat
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
Cozy Cutter Court Villa in Sea Pines2 Bedrooms | 2 Bathrooms | Sleeps 5 | Serene RetreatWelcome to 911 Cutter Court, a second-floor villa that puts you right in the heart of Harbour Town. Overlooking the Harbour Town Golf Links Clubhouse, this two-bedroom, two-bathroom retreat offers a front-row seat to one of Hilton Head’s most iconic settin
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
