Save 15% Off your Holiday Vacation

Celebrate the Holidays in Hilton Head and enjoy 15% off your stay. Use Code: HOLIDAY

The offer expires on September 22nd, 2023, and your dates of stay must be between November 11th, 2023 - January 5th, 2024

This offer cannot be combined with other offers. Valid for new stays only. 5-night minimum

We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown.


Properties Available 116 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 80
43 South Beach Lagoon Icone Collection Icon
House -
$899.00 - $5,069.00 / per night
Bedrooms 8 bedrooms
Bathrooms 10 baths
Half Bathrooms 2 half baths
Guests 24 guests
Rating 4.8 (5)
Welcome to the 16 Ocean Club! Ocean Club is an oceanfront complex in South Forest Beach. This villa has plenty of space to move around. Walk into the first floor, where you have the kitchen, dining room, and living room leading out to a small patio. The living room has a small desk space, perfect for any last-minute work that needs to get done. T
16 Ocean Club
Villa -
$115.00 - $386.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (13)
A South Forest Beach classic, this beautiful 5th row ocean home is ready to be your next relaxing beach vacation destination! Nicely appointed with many updates throughout, we know you\'ll love this very comfortable Hilton Head Island house situated just a minute or two\'s walk from beach access at the end of the street. The outdoor enthusiast wil
1 Bayberry Lane
House -
$256.00 - $1,148.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 18 guests
Rating 4.9 (13)
533 Shorewood is an amazing 2-bedroom, 2-bathroom oceanfront villa with a pool and ocean views! This stunning beach condo sleeps 7 and is on the 5th floor with elevator access, featuring all new furniture and décor, a community pool, beach access, and more! Upon entering, you are met with views from the kitchen, dining room, and living room. The
Oceanfront Oceanfront
Oceanfront
533 Shorewood Place Icone Collection Icon
Villa -
$145.00 - $532.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.8 (8)
Welcome to 26 Bradley Circle! Views, views, and more views! What better way to start your day than listening to the surf, enjoying the beautiful scenery of the marsh with active wildlife, and the ocean just beyond while sipping your coffee on the deck? An expansive, gorgeous beach is just a 1-minute walk away! 26 Bradley is the perfect location o
26 Bradley Circle
House - Pet Friendly
$309.00 - $1,299.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 5 (6)
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 -
$139.00 - $499.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 8 guests
Rating 5 (4)
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
$96.00 - $408.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (9)
Welcome to 466 Captain’s Walk! This beautiful oceanfront villa is just steps away from the beach. This spacious 2nd floor villa has been completely renovated and offers full-length sliding glass doors opening to the private balcony in both the living room and master bedrooms, so you can sit back, relax, and enjoy the fabulous oceanfront views. Wit
Hot HOT 50
466 Captains Walk Icone Collection Icon
Villa -
$167.00 - $719.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (20)
Fabulous two-story second row home The balconies and decks overlook the incredible pool. Take the secret path through the canopy and reach the beach in a 1-minute walk. This 6-bedroom, 5.5-bath home with 2 living rooms sleeps 15 and promises unforgettable family vacations in a spacious and elegant setting. The first floor has a wide open floor pla
1 Man O War Icone Collection Icon
House -
$678.00 - $2,787.00 / per night
Bedrooms 6 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 15 guests
Rating 5 (10)
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
6 Grey Widgeon Icone Collection Icon
House -
$409.00 - $1,494.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 4.9 (11)
This 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 as well. Att
150 Otter Road Fairway Collection Icon
House - Pet Friendly
$114.00 - $326.00 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 10 guests
Rating 4.9 (10)
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
2 Royal Tern Icone Collection Icon
House -
$311.00 - $1,599.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 14 guests
Rating 4.9 (11)

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