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 44 properties available
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 Fairway Collection Icon
House -
$4,356.94 - $8,438.78 / per week
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (1)
Welcome to 6 Grey Widgeon! This breath-taking 4th-row home is one of a kind and has everything you need and more for your next Hilton Head vacation. The great room is spacious and is sure to keep guests feeling right at home with its stylish but cozy furnishings! Soaring ceilings and huge windows allow plenty of natural sunlight to shine through
Hot HOT 72
6 Grey Widgeon Icone Collection Icon
House -
$5,032.30 - $11,965.03 / per week
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half baths
Guests 16 guests
Rating 4.7 (4)
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 Fairway Collection Icon
House - Pet Friendly
$3,217.97 - $6,599.18 / per week
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (4)
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
Hot HOT 52
1866 Beachside Tennis Villa
Villa -
$1,998.64 - $4,416.23 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (10)
Welcome to 1765 Bluff Villas! 1765 Bluff Villas is a stunning 3rd floor villa in the South Beach area of Sea Pines. This completely renovated in 2022 villa features comfortable furnishings in the living and dining area. Come in to relax and take in the views. The private balcony is furnished with a table and chairs and offers scenic views of Brad
1765 Bluff Villas
Villa -
$1,166.41 - $2,666.65 / per week
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (3)
Welcome to 3318 Lake Forest! This 3 bedroom, 2 bathroom end unit is nestled in the gated Sea Pines community and offers great nature and lake views. The living room is spacious, high ceilings and large glass doors allow for plenty of natural light to come through and fill the space. Enjoy your days lounging around the couch as you watch the flats
RBC Heritage RBC Heritage
RBC Heritage
Available for Heritage Week. Check-in Saturday, Sunday, Monday
3318 Lake Forest
Villa -
$2,894.29 - $3,437.28 / per week
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
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 -
$6,600.58 - $16,815.96 / per week
Bedrooms 5 bedrooms
Bathrooms 6 baths
Half Bathrooms 1 half baths
Guests 14 guests
Rating 5 (6)
This newly renovated Sea Pines home features 4 bedrooms and 2.5 bathrooms. The living space is well lit by natural sunlight and features plenty of plush seating as well as a fireplace. The kitchen is newly remodeled and features new cabinets, countertops and appliances, and the dining area has plenty of seating and offers golf views from the table
150 Otter Road Fairway Collection Icon
House -
$2,046.45 - $4,266.92 / per week
Bedrooms 4 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 10 guests
Rating 5 (5)
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
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.
5 Calibogue Cay
House Pet Friendly
$3,405.08 - $7,614.81 / per week
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 10 guests
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
3322 Lake Forest
Villa -
$1,317.33 - $2,372.16 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.6 (6)
Welcome to 1838 Beachside Tennis! This Sea Pines villa is outfitted with elegance through 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-
1838 Beachside Tennis Icone Collection Icon
Villa -
$2,041.27 - $4,741.10 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (10)
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
RBC Heritage RBC Heritage
RBC Heritage
Available for Heritage Week. Check-in Saturday, Sunday, Monday
5 Rice Lane
House - Pet Friendly
$3,124.94 - $5,974.99 / per week
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)

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