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.

Sea Pines Community Guidelines

Browse by Complex:


Properties Available 48 properties available
Lots of natural light shines throughout this 2-bedroom, 2-bathroom villa, just steps away from the Salty Dog. You\'ll love the recently renovated kitchen, which is located just off the foyer. All overlooking the open-concept living and dining room and out to the Calibogue Sound. The master bedroom consists of a king bed, a walk-in closet, and an
Oceanfront Oceanfront
Oceanfront
1809 Bluff Villas
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (11)
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 ample space to cook a great meal for the family. It has an open layout to the dining room, whi
5 Rice Lane
House - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (2)
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 area is perfect for entertaining or relaxing with all the family. With windows all along the
2371 Racquet Club Villas Fairway Collection Icon
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (6)
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, which becomes even more immense when you open the sliding doors to the large deck with views of
38 Stoney Creek Road | Carolina Getaway Fairway Collection Icon
House -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (6)
Welcome to this 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 streams in through the floor-to-ceiling windows. You will know you have arrived in the seren
35 Shell Ring
House -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 5 (2)
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 first-floor master suite. The media room, bedrooms, and bathrooms are luxurious and comfort
5 Calibogue Cay
House - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 10 guests
Rating 5 (2)
"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 wrap around the property of this gorgeous, totally remodeled 3 bedroom, 3.5 bath home. grac
21 Heritage | Fairway Palms Fairway Collection Icon
House -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 10 guests
Rating 5 (6)
Welcome to 1838 Beachside Tennis! This Sea Pines villa is outfitted with elegance in 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-the-
Oceanfront Oceanfront
Oceanfront
1838 Beachside Tennis Icone Collection Icon
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (12)
Welcome to 5 Jessamine Place, only an 8-10-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 quiet street with a big yard and private heated pool plus spa, this home is perfect
5 Jessamine Place
House -
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 5 (9)
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, a split, two-sink granite island set, and ample countertop space, so there\'s plenty of r
Oceanfront Oceanfront
Oceanfront
23 Black Skimmer Icone Collection Icon
House -
Bedrooms 8 bedrooms
Bathrooms 9 baths
Half Bathrooms 1 half baths
Guests 26 guests
Rating 5 (3)
Welcome to the Salty Sixteen! This beautifully renovated 6-bedroom, 5.5-bath home has high-quality fixtures and unique southern features, including shiplap walls and coffered ceilings. Huge windows allow plenty of natural sunlight to shine through, creating a light and airy environment everyone will enjoy. The first-floor primary suite has a ki
16 East Garrison | Salty Sixteen Fairway Collection Icon
House - Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half baths
Guests 16 guests
Rating 5 (7)
Brand new to the rental market! New flooring, lighting, doors, furnishings, linens, art, and decor throughout! This decorator-designed Sea Pines home is ideal for families, friends, and making memories. As you open the coastal blue front door, you\'re met with a spacious, open-concept family and dining room. The living spaces are welcoming and com
4 Indigo Lane
House -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (11)

Tell us what you're looking for and someone will contact you with available options.

I agree