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 50 properties available
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 51
1690 Bluff Villas
Villa -
$97.00 - $399.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (11)
This beautiful home is only steps away from the beach! Simply a lovely second-row home that invites you to come inside and enjoy. After a walk on the beach only steps from the home, relax by the pool, enjoy lunch and a nap on the deck, or sit by the fire pit on a winter evening. Located on the first floor is one of the two living rooms. The first
11 Grey Widgeon Icone Collection Icon
House -
$542.00 - $2,309.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 4.7 (14)
Welcome to the 11 Red Oak! This Sea Pines home is nestled on a quiet street and places you only minutes away from Harbour Town and the sandy beaches! Upon entry, you walk into the sitting room, which has plenty of comfortable seating around the cozy brick fireplace (not for guest use). Soaring ceilings and many large windows produce a light and ai
Hot HOT 81
11 Red Oak
House -
$305.00 - $679.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 8 guests
Rating 4.8 (16)
Welcome to 2334 Racquet Club! This renovated villa has 2 bedrooms and 2.5 baths and is located close to Harbour Town. This cozy villa has two spacious bedrooms and large closets. When you first walk in, the kitchen is open to the dining area and living room. The living room offers plenty of seating to relax after a day out in the sun. Heading upst
2334 Racquet Club
Villa -
$135.00 - $1,411.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 5 guests
Rating 5 (11)
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 -
$135.00 - $500.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (4)
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 Fairway Collection Icon
Villa -
$218.00 - $699.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (8)
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 -
$557.00 - $2,758.00 / per night
Bedrooms 7 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 15 guests
Rating 4.8 (9)
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 -
$457.00 - $2,213.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 8 guests
Rating 5 (5)
Located on a quiet street, with Harbour Town Golf Course just steps away, 35 Battery has a light, bright feel and an open, single-level floor plan. Upon entering the front door, a foyer leads guests directly into the living/dining room, which has cathedral ceilings and access to a deck overlooking the backyard and pool. A dining table with six chai
35 Battery Road
House -
$204.00 - $808.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (5)
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 -
$1,202.00 - $6,404.00 / per night
Bedrooms 8 bedrooms
Bathrooms 9 baths
Half Bathrooms 1 half bath
Guests 26 guests
Rating 5 (7)
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
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New Property
1584 Lagoon Villas
Villa -
$154.00 - $399.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (6)
Step into the coastal charm and be met with the open planned living area and dining area with a nice open window into the fully equipped kitchen. From this floor you will be able to step into the cozy sunroom which is the perfect spot to sit back and enjoy the views of the golf course through the tall trees. Not only will you have the sun room to u
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150 Otter Road Fairway Collection Icon
House - Pet Friendly
$114.00 - $1,771.00 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 10 guests
Rating 4.9 (10)

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