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

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Properties Available 42 properties available
Welcome to 2 Royal Tern! This charming Sea Pines home is 4th row from the beach and features 5 bedrooms along with 5 bathrooms and 2 half bathrooms to host 14 guests very comfortably. The first floor features a very open floor plan that offers easy access between the multiple living spaces, kitchen and wet bar, and dining room. Guests can enjoy pl
Heatable Pool Heatable Pool
Heatable Pool
Heated pools bring family and friends together for more relaxation and enjoyment. Give us a call at 843-785-3456 for heating rates and to make arrangements.
2 Royal Tern Icone Collection Icon
House -
$6,521.90 - $16,427.81 / per week
Bedrooms 5 bedrooms
Bathrooms 6 baths
Half Bathrooms 1 half baths
Guests 14 guests
Rating 5 (6)
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
1809 Bluff Villas
Villa -
$1,311.24 - $2,913.61 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (8)
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. 3 bedrooms and 3 bathrooms offer enough space to host up to 10 guests comfortably. Multiple living and sitting spaces with brand new flatscreen TVs offer plenty of space for
Heatable Pool Heatable Pool
Heatable Pool
Heated pools bring family and friends together for more relaxation and enjoyment. Give us a call at 843-785-3456 for heating rates and to make arrangements.
36 Red Oak
House - Pet Friendly
$3,089.94 - $6,310.78 / per week
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (2)
This wonderful 3 bedroom, 3.5 bath townhouse, nicknamed "Beach Tower", is located at the entrance to Harbour Town Marina, the heart of Sea Pines Plantation. The living space has an open floor plan that includes two full length couches and 2 additional chairs. The large dining table seats six, with an island seating an additional four. The kitchen
Hot HOT 94
255 Stoney Creek | Beach Tower
Villa -
$2,012.64 - $3,291.12 / per week
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 5 (5)
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
Hot HOT 86
16 East Garrison | Salty Sixteen
House Pet Friendly
$5,254.90 - $11,837.28 / per week
Bedrooms 6 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half baths
Guests 16 guests
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
RBC Heritage RBC Heritage
RBC Heritage
Available for Heritage Week. Check-in Saturday, Sunday, Monday
6 Surf Scoter
House -
$4,296.60 - $8,673.63 / per week
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half baths
Guests 10 guests
Rating 4.7 (9)
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. After your one
Heatable Pool Heatable Pool
Heatable Pool
Heated pools bring family and friends together for more relaxation and enjoyment. Give us a call at 843-785-3456 for heating rates and to make arrangements.
60 Stoney Creek Road
House
$4,356.94 - $8,294.02 / per week
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
This 2 bedroom, 2 bath Beachside Tennis Villa has panoramic views of the Calibogue Sound. Located in the South Beach area of Sea Pines on the first floor of a five story building, just steps to the pool and beach. When entering the villa you will find the master bedroom located on the left hand side. The bedroom has a king size bed, TV, DVD, VCR
1866 Beachside Tennis Villa
Villa -
$1,914.57 - $4,377.31 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (10)
Looking for the perfect vacation retreat? You\'ve come to the right spot! This home is completely renovated! Inside of the home has new floors, new light fixtures, a new stairway, a newly updated kitchen with stainless appliances, all new laundry room, and new bathrooms with updated tile and fixtures. It is bright and contemporary with a professi
Hot HOT 54
57 North Sea Pines Icone Collection Icon
House -
$4,422.32 - $12,294.73 / per week
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 12 guests
Rating 5 (5)
Start your mornings with a breath of fresh air while you overlook the Calibogue Sound! Rest and relaxation is second nature at 703 Schooner- with newly updated furnishings, comfortable beds, a fully-stocked kitchen and more, this villa has everything you need and is perfect for your next Hilton Head getaway. Guests can unwind in the spacious newly
703 Schooner Court
Villa -
$2,643.34 - $4,279.52 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 7 guests
Rating 4.8 (6)
This beautifully remodeled 3 Bedroom, home is very stylish with a coastal cottage vibe throughout. The property features open living, dining and kitchen that is fully equipped with top of the line furnishings to provide all you need for relaxing summer vacation with the whole family. This house comes with access to a neighborhood pool, tennis court
7 Hollyberry Lane
House - Pet Friendly
$2,981.37 - $4,368.98 / per week
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (5)
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 -
$1,351.42 - $2,521.82 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.5 (4)

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