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.

SeaPines Community Guidelines

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Properties Available 51 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 1765 Bluff Villas is a stunning 3rd-floor villa in the South Beach area of Sea Pines. This completely renovated 2022 villa features comfortable furnishings in the living and dining areas. Come in to relax and take in the views. The private balcony is furnishe
Water View Water View
Water View
1765 Bluff Villas
Villa -
$115.00 - $311.00 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Rating 5 (11)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 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 so
42 Stoney Creek Fairway Collection Icon
House -
$818.00 - $2,599.00 / per night
Bedrooms 7 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 15 guests
Rating 4.8 (9)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 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 update
3322 Lake Forest
Villa -
$135.00 - $324.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.7 (11)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 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 ha
2380 Lighthouse Tennis
Villa -
$135.00 - $527.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (5)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This 2-story Sea Pines villa has been recently renovated and places you only steps away from Harbour Town and 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 comforta
867 Ketch Court
Villa -
$129.00 - $599.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.6 (9)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. A charming first-floor villa with a walkout balcony offering breathtaking views of the golf course. Nestled in the heart of Sea Pines, this delightful retreat combines comfort and convenience, making it the perfect getaway for golfers and vacationers alike.
New Property New Property
New Property
426 Plantation Club
Villa
$139.00 - $334.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 6 Indigo Lane is a renovated cozy beach home in a friendly neighborhood in the desirable Lawton Woods section of Sea Pines. A short walk or bike ride to the beach, Sea Pines Forest Preserve, and Lawton Stables. High-speed internet is available to accommodate
6 Indigo Lane
House - Pet Friendly
$135.00 - $309.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (21)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This home is 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 stre
35 Shell Ring
House -
$140.00 - $499.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 8 guests
Rating 5 (6)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 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 amp
5 Rice Lane
House - Pet Friendly
$196.00 - $508.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (3)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautiful, nine-bedroom Beachcomber house sports a private pool and spa and provides expansive living spaces, as well as fabulous views of the beach and the Atlantic Ocean from the sweeping picture windows. Situated on the most prestigious street in Sea
Oceanfront Oceanfront
Oceanfront
27 South Beach Lagoon
House -
$1,999.00 - $3,999.00 / per night
Bedrooms 9 bedrooms
Bathrooms 10 baths
Half Bathrooms 1 half bath
Guests 28 guests
Rating 5 (4)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 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)
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 this distinctive vacation property managed locally by Island Time Hilton Head. 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 su
7 Hollyberry Lane
House - Pet Friendly
$174.00 - $509.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (12)

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