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.

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Properties Available 48 properties available
There is no need to look any further than oceanfront Beachside Bliss for your next family reunion or friends’ getaway, as this one-of-a-kind, 8,000-square-foot luxury home will spoil everyone lucky enough to come along! As soon as the sun comes up, your days will be filled with island fun in the oceanfront pool with a spa and a hot tub. A few feet
Hot HOT 98
43 South Beach Lagoon Icone Collection Icon
House -
$1,299.00 - $6,189.00 / per night
Bedrooms 8 bedrooms
Bathrooms 10 baths
Half Bathrooms 2 half baths
Guests 24 guests
Rating 5 (2)
Looking for the perfect vacation retreat? You’ve come to the right spot! This home is completely renovated! The inside of the home has new floors, new light fixtures, a new stairway, a newly updated kitchen with stainless appliances, a new laundry room, and new bathrooms with updated tile and fixtures. It is bright and contemporary, with professi
Hot HOT 53
57 North Sea Pines Icone Collection Icon
House -
$373.00 - $1,044.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 5 (9)
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
$249.00 - $1,219.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (9)
Welcome to 5 Jessamine Place, 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 quiet street with a big yard and private heated pool plus spa, this home is perfect fo
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5 Jessamine Place
House -
$319.00 - $944.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 13 guests
Rating 5 (14)
Can you just imagine hearing the birds chirping and the wildlife rustling in the greenery as you watch the herons wading in the lagoon? Can you hear the ping of the golfer’s tee shot? Is the contact between the driver and the golf ball making the sweetest sound? Can you imagine relaxing by the inviting pool while hearing the sizzle of your steak co
42 Stoney Creek Fairway Collection Icon
House -
$649.00 - $2,599.00 / per night
Bedrooms 7 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 15 guests
Rating 4.7 (4)
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 (8)
2538 Gleneagle Green is a pet-friendly Harbour Town villa with stunning views of Harbour Town Golf Course and is located just a short 5-minute walk to the shops and dining at Sea Pines Center, as well as the famed Harbour Town Marina! The open-concept floor plan features a spacious living area with a flat-screen TV and pullout sofa bed. Guests can
2538 Gleneagle Green Fairway Collection Icon
Villa - Pet Friendly
$123.00 - $1,199.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (2)
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
1690 Bluff Villas
Villa -
$109.00 - $399.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (8)
Welcome to 1584 Lagoon, the Blue Heron Villa! This completely renovated (2024) 2 bedroom, 2 bathroom property is perfectly located within steps of South Beach Marina, a short five minute walk to South Beach, and a three minute walk to tennis, pickleball, The Salty Dog Café, restaurants, and shopping. The property includes two reserved parking spa
Hot HOT 52
1584 Lagoon Villas
Villa -
$159.00 - $399.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
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 two additional chairs. The large dining table seats six, with an island seating an additional four. The kitche
Hot HOT 91
255 Stoney Creek | Beach Tower
Villa - Pet Friendly
$110.00 - $629.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half bath
Guests 8 guests
Rating 5 (8)
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! All-new kitchens, baths, furniture, and more ensure a comfortable and relaxing vacation. Experience true Sea Pines living that pulls the outdoor vistas in through the large windows and slid
6 East Garrison
House -
$259.00 - $599.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (11)
This gorgeous Sea Pines villa has been recently renovated and features golf and lagoon views. Walk into an open-concept kitchen, dining room, and living room. Relax on either of the comfortable couches in the living room and watch your favorite programs on the large flat-screen cable TV, or relax in the Carolina room at the rear of the villa, featu
3 Lighthouse Road Villa Fairway Collection Icon
Villa - Pet Friendly
$110.00 - $363.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (5)

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