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 48 properties available
Welcome to 36 Red Oak! This pet-friendly Sea Pines home has an extremely open floor plan with soaring ceilings to create a charming environment perfect for your next vacation. Three bedrooms and three bathrooms offer enough space to host up to 10 guests comfortably. Multiple living and sitting spaces with brand new flatscreen TVs offer plenty of sp
36 Red Oak Fairway Collection Icon
House - Pet Friendly
$239.00 - $1,219.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (9)
This spacious 3-bedroom, 2-bathroom top-floor Bluff villa is perfect for a larger family, with an open floorplan and one of the largest living spaces found in any Sea Pines villa. With six beds and room for up to two children on the sleeper sofa, this unit has everything you need for a wonderful Sea Pines vacation. The unit has a large, fully stock
Hot HOT 248
1690 Bluff Villas
Villa -
$105.00 - $399.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (10)
"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. Walk
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21 Heritage | Fairway Palms Fairway Collection Icon
House -
$333.00 - $2,149.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 10 guests
Rating 5 (6)
This beautifully remodeled 3-bedroom home is very stylish, with a coastal cottage vibe throughout. The property features an open living, dining, and kitchen area that is fully equipped with top-of-the-line furnishings to provide all you need for a relaxing summer vacation with the whole family. This house comes with access to a neighborhood pool, t
7 Hollyberry Lane
House - Pet Friendly
$189.00 - $509.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (11)
Welcome to 3322 Lake Forest. This beautiful villa is perfect for relaxing and unwinding. The spacious great room features vaulted ceilings and unbelievable nature and water views. Walk into this beautifully decorated villa and be greeted by lagoon views. The kitchen was recently updated with granite countertops, white cabinets, and a stone backsp
Hot HOT 105
3322 Lake Forest
Villa -
$88.00 - $309.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.7 (10)
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 extremely open floor plan that is designed with sophistication and tastefully decorated. The li
100 Baynard Cove Fairway Collection Icon
House -
$549.00 - $1,603.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 14 guests
Rating 5 (7)
2390 Lighthouse Tennis Villa invites you to experience the Sea Pines Community on Hilton Head Island. In addition to its premier location surrounded by beautiful scenery, this well-appointed villa is an exceptional getaway retreat. From Harbour Town Marina to South Beach, 2390 Lighthouse Villa has something for anyone wanting to come enjoy the sand
2390 Lighthouse Tennis
Villa - Pet Friendly
$86.00 - $349.00 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Rating 4.7 (9)
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
$233.00 - $821.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half bath
Guests 10 guests
Rating 5 (3)
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-
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1838 Beachside Tennis Icone Collection Icon
Villa -
$179.00 - $822.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (13)
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 -
$104.00 - $529.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (2)
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
Hot HOT 74
23 Black Skimmer Icone Collection Icon
House -
$1,121.00 - $4,962.00 / per night
Bedrooms 8 bedrooms
Bathrooms 9 baths
Half Bathrooms 1 half bath
Guests 26 guests
Rating 5 (7)
For a group that enjoys golf, a stay at the high-end Stoney Creek house cannot be topped! This single-level home is adjacent to the Heron Point Golf Course, and the expansive back deck offers an impressive view of the 10th fairway. Plus, you\'ll have fun making a splash in the private spa and pool, complete with a basketball hoop. Slip through on
60 Stoney Creek Road Fairway Collection Icon
House -
$279.00 - $1,499.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 11 guests
Rating 4.9 (15)

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