Sea Pines Vacation Rentals

Stay at our Sea Pines vacation rentals on Hilton Head Island. We offer a wide range of Sea Pines rentals that can accommodate anywhere from 4 to 16 guests. Explore the beautiful surrounding area with nearby access to miles of beautiful beaches and three golf courses including the Harbour Town Golf Links, a famed PGA Tour stop. Local highlights include the Sea Pines Beach Club which offers exquisite oceanfront dining and the Lawton Stables where you can enjoy a pony ride or visit the animals. Conveniently access water activities at South Beach Marina and Harbourtown Yacht Basin. Explore Sea Pines on miles upon miles of pristine bike paths. Play tennis at the world-famous Smith Stearns Academy. Take in beautiful sunset views from atop the world-famous Harbourtown Lighthouse.

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Properties Available 41 properties available
This wonderfully comfortable 5th Row Ocean home is located at an ideal spot in Sea Pines. Close to the beach and about equal distance to South Beach and the Sea Pines Beach Club and not much further up to Harbour Town. Once you take the steps to the front door the living space is all on one floor making this a perfect Hilton Head vacation rental c
6 Surf Scoter
House -
$4,296.60 - $8,701.98 / per week
Bedrooms 4 bedrooms
Bathrooms 5 baths
Guests 10 guests
Rating 4.7 (8)
Welcome to this spacious and relaxing 3-bedroom, 3-bathroom home in the charming, gated community of Sea Pines. Open the door to experience a serene view of a private lagoon shaded by palm trees and live oaks dripping with Spanish moss. An abundance of natural sunlight streams in through the floor to ceiling windows. You will know you have arrived
35 Shell Ring
House -
$2,390.15 - $4,755.10 / per week
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (1)
This completely remodeled Sea Pines home sits on the 11th Fairway & 15th Green of the Harbour Town Golf Course! With 5 bedrooms and 6 bathrooms, this sunlight filled home can host up to 14 guests comfortably. As you enter the home you are met with an extremely open floor plan that is designed with sophistication and tastefully decorated. The livin
100 Baynard Cove
House -
$5,460.00 - $11,256.63 / per week
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 5 (5)
Welcome to 2 Tupelo Drive! This 4-bedroom 4.5-bathroom home is in the heart of Sea Pines Plantation. This cozy home features multiple living spaces throughout the home perfect for large groups of friends and families. Relax and unwind by the pool and newly renovated deck or on the covered outside patio that has great views of the 3rd hole of Heron
2 Tupelo Drive
House -
$3,770.76 - $8,331.82 / per week
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 (5)
Welcome to 30 Ruddy Turnstone.! With beautiful craftsman ship throughout the well-appointed house. The ground level has newly refinished pine floor has an open plan design with the large kitchen overlooking the cozy living room. There are lots of book to read, there is lots of seating from the sofa\'s, kitchen bar that seats 4 that overlooks the ki
30 Ruddy Turnstone | Ruddy Retreat
House -
$6,380.50 - $17,367.00 / per week
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.5 (2)
Welcome to the 11 Red Oak! This Sea Pines home is nestled on a quiet street and places you only minutes away from Harbour Town and the sandy beaches! Upon entry, you walk into the sitting room that has plenty of comfortable seating around the cozy brick fireplace (not for guest use). Soaring ceilings and many large windows produce a light and airy
11 Red Oak
House -
$3,982.23 - $6,046.18 / per week
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (12)
Welcome to 6 Grey Widgeon! This breath-taking 4th row home is one of a kind and has everything you need and more for your next Hilton Head vacation. The great room is spacious and is sure to keep guests feeling right at home with its stylish but cozy furnishings! Soaring ceilings and huge windows allow plenty of natural sunlight to shine through
6 Grey Widgeon Icone Collection Icon
House -
$5,581.87 - $14,661.78 / per week
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 4.7 (4)
Welcome to 2380 Lighthouse Tennis! This 3rd floor villa is recently updated and places you just minutes outside of the world famous Harbour Town. With 2 bedrooms and 2 bathrooms, this Sea Pines villa can sleep up to 4 people comfortably. The living room is illuminated with natural light and has a cozy sectional for guests to unwind on. Enjoy your
2380 Lighthouse Tennis
Villa
$1,444.31 - $2,787.26 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Welcome to 1838 Beachside Tennis! This Sea Pines villa is outfitted with elegance through every detail, offering guests complete coastal luxury. An alluring yet spacious layout offers guests plenty of room to spread out, all while being together. Upon entry, to the left you will find the fully stocked kitchen. This kitchen is updated with top-of-
1838 Beachside Tennis Icone Collection Icon
Villa -
$1,914.57 - $4,701.83 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (10)
With a scenic spot on the 11th hole, a private pool and spa to spend the day in, and spectacular views of the lagoon and golf course, this South Carolina home is the perfect vacation spot. Vaulted ceilings make this property feel comfortably spacious, and becomes even more immense when you open the sliding doors to the large deck with views of th
38 Stoney Creek Road | Carolina Getaway
House
$3,177.30 - $10,887.17 / per week
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Welcome to 867 Ketch Court! This 2-story Sea Pines villa places you only steps away from Harbour Town, and only a short bike ride to the Sea Pines Beach Club! On the first floor, find the living room, kitchen and dining area. The living room features comfortable seating as well as a large flatscreen TV and classic board games for your entertainmen
867 Ketch Court
Villa -
$1,393.63 - $2,789.64 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.5 (2)
Welcome to the Salty Sixteen! This beautifully renovated 6 bedroom, 5.5 bathroom home has high-quality fixtures and unique southern features including shiplap walls, coffered ceilings. Huge windows allow plenty of natural sunlight to shine through the, creating a light and airy environment everyone will enjoy. The first-floor primary suite has
16 East Garrison | Salty Sixteen
House
$6,130.32 - $12,536.86 / per week
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 16 guests

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