Sea Pines

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.


Properties Available 51 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Looking for the perfect vacation retreat? You\'ve come to the right spot! This home is completely renovated! The inside of the home has new floors, new light fixtures, a new stairway, a newly updated kitchen with stainless appliances, a new laundry room, an
Hot HOT 52
57 North Sea Pines Icone Collection Icon
House -
$499.00 - $1,145.00 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 5 (12)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This gorgeous Sea Pines villa has been recently renovated and features golf and lagoon views. Walk into an open-concept kitchen, dining room, and living room. Relax on either of the comfortable couches in the living room and watch your favorite programs on th
3 Lighthouse Road Villa Fairway Collection Icon
Villa - Pet Friendly
$176.00 - $567.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (11)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautifully renovated 3-bedroom, 2.5-bath home has an open floor plan. The living room has ample room to relax and watch TV on the large flat screen; the dining area seats six people; and the kitchen has stainless steel appliances, granite counters, and
26 Forest Drive
House -
$260.00 - $609.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 6 guests
Rating 5 (13)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This home is spacious and relaxing 3-bedroom 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 stre
35 Shell Ring
House -
$161.00 - $499.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 8 guests
Rating 5 (6)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 5 Rice Lane is a renovated Sea Pines home with a private pool. This coastal home is perfect for vacationing. Be welcomed in by the living room, where you can relax and watch television or unwind with a great book. Heading through the home, the kitchen has amp
Hot HOT 50
5 Rice Lane
House - Pet Friendly
$218.00 - $499.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (3)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 5 Jessamine Place is only a 10-minute walk to the best beach on Hilton Head Island! This ranch-style cottage home is newly renovated and beautifully furnished. It offers four bedrooms and four bathrooms to comfortably host up to 13 guests. Nestled on a quie
5 Jessamine Place
House -
$411.00 - $1,034.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 5 (16)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Nestled in the heart of Sea Pines, this coastal retreat offers the perfect blend of comfort and convenience for your next vacation. As you step into the villa, you\'ll find a welcoming dining area to your right, perfect for family meals or casual gatherings.
Hot HOT 103
892 Ketch Court
Villa
$225.00 - $899.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This amazing island getaway is nestled among the pines beside a lagoon on 1.9 acres in the heart of Sea Pines. This beach home offers beautiful high-end finishes in the huge eat-in kitchen and throughout, including the spacious dining room, living room, and
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5 Calibogue Cay
House - Pet Friendly
$300.00 - $778.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half bath
Guests 10 guests
Rating 5 (3)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This completely renovated (2024) 2 bedroom, 2 bathroom property is perfectly located within steps of South Beach Marina, a short five minute walk to South Beach, and a three minute walk to tennis, pickleball, The Salty Dog Café, restaurants, and shopping. T
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1584 Lagoon Villas
Villa -
$154.00 - $432.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (6)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. "Fairway Palms" is a low-country gem. It is in a lovely private setting in Sea Pines, in the coveted Harbour Town neighborhood. The home is uniquely situated on the 8th fairway of Harbour Town Golf Links, surrounded by two beautiful lagoons. Expansive views w
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21 Heritage | Fairway Palms Fairway Collection Icon
House -
$500.00 - $1,081.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 10 guests
Rating 5 (6)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 3 Bedroom Villa in Harbour Town Area, Newly Renovated, and Golf View. Gorgeous renovations in 2020 make this villa the right choice for you. As you enter, you are greeted with a two-story, open, and airy space. This open-concept living, dining, and kitchen ar
2371 Racquet Club Fairway Collection Icon
Villa -
$225.00 - $699.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (8)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Nestled along the scenic fairways of the renowned Atlantic Dunes Golf Course, this brand new 6-bedroom, 6-bath home in Sea Pines captures the essence of upscale coastal living. 169 North Sea Pines welcomes you with a blend of contemporary design and Southern
Hot HOT 57
169 North Sea Pines Drive Icone Collection Icon
House -
$665.00 - $2,033.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 16 guests
Rating 5 (3)

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