Sea Pines Vacation Rentals

Exceptional Sea Pines vacation rentals of Hilton Head Island are where island tradition begins. Once you arrive, you’ll have plenty of things to do in Sea Pines Hilton Head. Walk around Harbour Town, listen to live music, dine, shop, or take a ferry to Daufuskie Island. Or, just sit in a marina-side rocking chair and ‘watch the ships roll in,’ while sipping a cold beverage. This is where it all started, and where it’s all still happening.

From the iconic red & white striped lighthouse, to Gregg Russell singing live under the liberty oak, to the world-renowned Harbour Town Golf Links and Sea Pines Racquet Club, you’ll know that these Hilton Head Island Rentals in Sea Pines were the perfect choice for a family getaway.

Or, spend the day at the southern tip of the island in South Beach Marina, where the beach just never ends, dolphin frolic in the wake of shrimp boats, and charter fisherman wait to take you deep-sea fishing. 

Enjoy dock-side Sea Pines Hilton Head restaurants, live entertainment, and the famous Salty Dog Café will keep you in margaritas and oysters until well after the sun goes down.

There are multiple ways to enjoy your family vacation!

And if seaside dining and shopping isn’t enough, play a round of golf on one of three 18-hole courses, spend a day at the beach, ride horses at Lawton Stables, or ride bikes through the 600-acre Forest Preserve. Bring your camera, to record our abundant wildlife in the environmentally sensitive and protected surroundings of Hilton Head Island Sea Pines.

Some of these gorgeous homes grace scenic and famous golf courses, such as the Harbour Town Golf Links, Atlantic Dunes, and Heron Point. Some of our Sea Pine rentals offer ocean views and sunsets, or brief walks to the beach, while still others give you sweeping vistas of Lowcountry marshes. All of these Sea Pines vacation rental homes can be counted on for stellar amenities, such as swimming pools, or access to a community pool, tennis privileges, and endless miles of paved bike trails.

Explore everything Sea Pines Resort and world-famous Harbour Town have to offer. Sea Pines is also home to a beautiful Forest Preserve with miles of hiking trails, picnic area, and lagoons with amazing wildlife. Or, go horseback riding at Lawton Stables. And don't forget the water sports activities, such as parasailing, jet-skiing, charter fishing, dolphin watch tours, and daily ferries to lush Daufuskie Island and Savannah.

Book your next vacation today and enjoy our Sea Pines Hilton Head Island rentals!



Properties Available 112 properties available
Located on the first floor of Racquet Club Villas, 2357 Racquet Club offers beautiful golf course views. Perfect for a couple\'s getaway, this villa is within walking distance to Harbour Town and just a short trolley ride to the beach! When you enter the villa, you are greeted by the living room with coastal-inspired hues. The living room and din
sand-dollar Special
15 Percent Off All Villas And Homes

Fall in LOVE with Hilton Head Island!

Get cozy with 15% off homes and villas this winter season with a variety of properties to choose from. Sea Pines, Shipyard, Palmetto Dunes, or Forest Beach? The options are endless!

XOXO,

The Vacation Company

*Minimum stay of 4 nights

2357 Racquet Club
Condominium Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 full baths
Guests 2 guests
Rating 5 (11)
This 1-bedroom 1.5-bathroom townhouse is located in the famous Sea Pines Resort. It is Harbour Town\'s best-kept secret, a perfect romantic getaway for two. You are within easy walking distance of shops, dining, and award-winning nightly live entertainment, yet tucked away from street noise or crowds. The renowned Heritage Golf Course is also a me
sand-dollar Special
15 Percent Off All Villas And Homes

Fall in LOVE with Hilton Head Island!

Get cozy with 15% off homes and villas this winter season with a variety of properties to choose from. Sea Pines, Shipyard, Palmetto Dunes, or Forest Beach? The options are endless!

XOXO,

The Vacation Company

*Minimum stay of 4 nights

247 Stoney Creek
Condominium
Bedrooms 1 bedrooms
Bathrooms 1 full baths & 1 half bath
Guests 2 guests
Rating 5 (10)
913 Cutter Court is a1-bedroom, 1-bath villa located in the heart of Harbour Town. In addition to its premium location, this well-appointed villa offers all the comforts of home. Note the villa does not have its own washer and dryer, but there is a laundry facility on each floor at Cutter Court with a coin-operated washer and dryer. Just steps aw
913 Cutter Court
Condominium
Bedrooms 1 bedrooms
Bathrooms 1 full baths
Guests 4 guests
Rating 5 (2)
Whether you are looking for a romantic getaway or some family time, this villa is great for both! The view is incredible from this 2 Bedroom, 2.5-bath villa in the South Beach area of Sea Pines Plantation. The first floor of this lovely villa has the kitchen, dining room which seats 6, half bath, and living room with stunning views of Braddock Cove
sand-dollar Special
15 Percent Off All Villas And Homes

Fall in LOVE with Hilton Head Island!

Get cozy with 15% off homes and villas this winter season with a variety of properties to choose from. Sea Pines, Shipyard, Palmetto Dunes, or Forest Beach? The options are endless!

XOXO,

The Vacation Company

*Minimum stay of 4 nights

1607 Port Villa
Condominium
Bedrooms 2 bedrooms
Bathrooms 2 full baths & 1 half bath
Guests 6 guests
Rating 5 (2)
This villa has an open concept living space as you enter the kitchen which has an adjoining washer and dryer and half bath. The dining area offers seats for eight which is open to the living room that leads to a brand new Paver patio, literally steps from the water. Upstairs you will find the two bedrooms. The Master king suite has a private balcon
sand-dollar Special
15 Percent Off All Villas And Homes

Fall in LOVE with Hilton Head Island!

Get cozy with 15% off homes and villas this winter season with a variety of properties to choose from. Sea Pines, Shipyard, Palmetto Dunes, or Forest Beach? The options are endless!

XOXO,

The Vacation Company

*Minimum stay of 4 nights

1615 Port Villa
Condominium
Bedrooms 2 bedrooms
Bathrooms 2 full baths & 1 half bath
Guests 7 guests
Rating 5 (4)
Location and comfort, all wrapped up in one! This stylish 2-bedroom, 2-bath villa has everything you need for a great family vacation. Enjoy your morning coffee with a glimpse of Braddock Cove from your private balcony with the famous Harbourtown Lighthouse off in the distance. Amazing location for kid & adult activities. Water sports, cycling, te
sand-dollar Special
15 Percent Off All Villas And Homes

Fall in LOVE with Hilton Head Island!

Get cozy with 15% off homes and villas this winter season with a variety of properties to choose from. Sea Pines, Shipyard, Palmetto Dunes, or Forest Beach? The options are endless!

XOXO,

The Vacation Company

*Minimum stay of 4 nights

1768 Bluff Villa
Condominium
Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (4)
This two story 2-bedroom 2.5-bath townhouse overlooks the 10th hole and fairway of the Harbour Town Golf Course and peek-a-boo views of the Calibogue Sound in the distance. The kitchen, living room, and dining room are all open with beautiful and detailed finishes. HIGHLIGHTS - Golf Course Views - Free Wireless Internet - 3 TV\'s - Gas Grill -
sand-dollar Special
15 Percent Off All Villas And Homes

Fall in LOVE with Hilton Head Island!

Get cozy with 15% off homes and villas this winter season with a variety of properties to choose from. Sea Pines, Shipyard, Palmetto Dunes, or Forest Beach? The options are endless!

XOXO,

The Vacation Company

*Minimum stay of 4 nights

182 Twin Oaks
Condominium
Bedrooms 2 bedrooms
Bathrooms 2 full baths & 1 half bath
Guests 5 guests
Rating 5 (2)
This 2-bedroom, 2-bath end unit on the 2nd floor is a quiet retreat with incredible views. A wrap-around deck with comfortable seating has amazing South Beach views of the Calibogue Sound and Daufuskie Island. The living room and dining room are open and well-appointed with a coastal living theme. The kitchen boasts granite countertops and stainl
1826 Beachside Tennis
Condominium
Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (8)
This charming 2-bedroom, 2-bath sound-front villa in Sea Pines will delight your family! The view from this 3rd-floor villa of the Calibogue Sound first captures your attention, seen through sliding glass doors that open to a private balcony where you can enjoy surveying the dunes, the beach, and occasional dolphin sighting. The principal bedroom h
sand-dollar Special
15 Percent Off All Villas And Homes

Fall in LOVE with Hilton Head Island!

Get cozy with 15% off homes and villas this winter season with a variety of properties to choose from. Sea Pines, Shipyard, Palmetto Dunes, or Forest Beach? The options are endless!

XOXO,

The Vacation Company

*Minimum stay of 4 nights

1833 Beachside Tennis
Condominium
Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (4)
Gorgeous Views of Calibogue Sound from every room! This 2-bedroom, the 2-bath beachfront villa is just fabulous! Located on the 1st floor, this beautiful villa looks out over the pool to the beach and Daufuskie Island. You can walk right out of your living room to your wrap-around deck with a dining table and a beautiful pool area. The main area of
sand-dollar Special
15 Percent Off All Villas And Homes

Fall in LOVE with Hilton Head Island!

Get cozy with 15% off homes and villas this winter season with a variety of properties to choose from. Sea Pines, Shipyard, Palmetto Dunes, or Forest Beach? The options are endless!

XOXO,

The Vacation Company

*Minimum stay of 4 nights

1851 Beachside Tennis
Condominium
Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (1)
Gorgeous Views of Calibogue Sound! This stunning 2-bedroom, 2-bath villa is just fabulous! It is located on the 2nd floor. This beautiful villa looks out over the pool to the beach and Daufuskie Island. The main area of the villa encompasses an open kitchen with a breakfast bar, a dining area that seats 6, and a living room with a large TV. The mas
sand-dollar Special
15 Percent Off All Villas And Homes

Fall in LOVE with Hilton Head Island!

Get cozy with 15% off homes and villas this winter season with a variety of properties to choose from. Sea Pines, Shipyard, Palmetto Dunes, or Forest Beach? The options are endless!

XOXO,

The Vacation Company

*Minimum stay of 4 nights

1855 Beachside Tennis
Condominium
Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (3)
This beautiful 2-bedroom, 2-bath beachfront villa has a beautiful kitchen with Corian counters and hardwood floors throughout the villa. Located on the 1st floor, this wonderful Sea Pines villa looks out over the pool to the water and Daufuskie Island. The living room offers access to your private deck which allows for convenient access to the beau
sand-dollar Special
15 Percent Off All Villas And Homes

Fall in LOVE with Hilton Head Island!

Get cozy with 15% off homes and villas this winter season with a variety of properties to choose from. Sea Pines, Shipyard, Palmetto Dunes, or Forest Beach? The options are endless!

XOXO,

The Vacation Company

*Minimum stay of 4 nights

1865 Beachside Tennis
Condominium
Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (2)

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