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.
44 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This inviting Sea Pines retreat is tucked just three rows from the beach and offers sweeping views of the 18th hole of the Atlantic Dunes Golf Course. Designed to host up to 12 guests, Beaches and Bunkers features five beautifully appointed bedrooms, each wit
8 Beach Lagoon | Beaches and Bunkers
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This villa has been fully remodelled in a light coastal design, creating an inviting and serene retreat. This charming space is the perfect spot for a peaceful island getaway, combining modern comfort with classic coastal elegance.
As you step inside, you\'l
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
169 North Sea Pines Drive
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
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Tucked away on a quiet street in the heart of Sea Pines, 10 Battery Road is a charming coastal retreat designed for both relaxation and connection. With its bright open design and multiple areas to gather, this single-story home invites guests to unwind and e
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
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This home is a stunning haven nestled in the heart of Sea Pines, where luxury meets comfort in a beautiful retreat.
Step inside and feel the warmth of this exquisitely remodeled 18 Willow Oak. Beautiful 8-inch wood flooring guides you through the open layou
18 Willow Oak
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
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
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 ha
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Single-level home with 3 bedrooms and a short walk to the beach! Enjoy close access to the beach in this fully renovated coastal chic ranch home with a hot tub and private outdoor shower! All-new kitchens, baths, furniture, and more ensure a comfortable and r
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This 7,500-square-foot beachfront home features a private, in-ground pool with a spa and a patio overlooking the Atlantic Ocean. With private beach access, this home is perfect for those long beach days! The kitchen is equipped with stainless steel appliances
23 Black Skimmer
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This completely remodeled Sea Pines home sits on the 11th fairway and 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 extr
100 Baynard Cove
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