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Our curated Collection of Hilton Head vacation rentals includes carefully selected homes and villas that are among the finest properties on the island. We offer luxury rentals in Hilton Head Island's most popular locations including Sea Pines, Palmetto Dunes, North Forest Beach, South Forest Beach, and Shelter Cove. Choose from an impressive selection of oceanfront rentals, private homes, and pet friendly rentals. We offer rentals with private pools as well as properties with access to heated pools in addition to many other sought-after amenities including keyless entry, wifi internet, updated furnishings, expansive porches, fireplaces, garage access, and more. Our vacation rentals are handpicked to help create a memorable experience during your Hilton Head vacation.


Properties Available 138 properties available
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 -
$179.00 - $714.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.8 (7)
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
Hot HOT 81
23 Black Skimmer Icone Collection Icon
House -
$1,121.00 - $4,962.00 / per night
Bedrooms 8 bedrooms
Bathrooms 9 baths
Half Bathrooms 1 half bath
Guests 26 guests
Rating 5 (7)
Stunning 4-bedroom, 3-bathroom home with lagoon views on Mooring Buoy Less than a 5-minute walk to the ocean or access via the seasonal Dunes Buggy Beach Shuttle! This gorgeous Palmetto Dunes home has been completely renovated to offer guests a luxurious vacation experience while making you feel right at home. Floor-to-ceiling windows allow for li
183 Mooring Buoy
House -
$341.00 - $540.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 (4)
This charming Palmetto Dunes home offers expansive golf course views and features multiple living spaces to host large groups with ease. On the main level, the living room offers comfortable seating around the flatscreen TV and fireplace, as well as direct views of and access to the private pool and deck. An open floor plan allows an easy flow to
Hot HOT 55
176 Mooring Buoy Fairway Collection Icon
House -
$337.00 - $1,457.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 2 half baths
Guests 12 guests
Rating 4.8 (14)
1506 Villamare, Luxury 5th Floor, Closest to the Beach, Views All Around Nestled in the private oceanfront complex of Palmetto Dunes is a 3-bedroom, 3-bathroom home with perfect access to the beach and pool. The property features a complex pool, indoors and out! You will also have access to the complex elevator, hot tub, gym, and Palmetto Dunes Bu
Oceanfront Oceanfront
Oceanfront
1506 Villamare
Villa -
$299.00 - $929.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (28)
The beach is calling at 62 Mooring Buoy! This sun-filled home is located in beautiful Palmetto Dunes, just a one-minute walk to the beach for toes in the sand. No crossing of streets, located on the beach path! Featuring 4 bedrooms and 4 baths, there is plenty of room for the entire family. Relax in the light-filled, open-concept kitchen or great
62 Mooring Buoy
House -
$419.00 - $1,239.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (27)
32 Bradley Beach Road is a gorgeous beach house located a short walk to the beach, sleeping 9 guests in 3 bedrooms, 3 bathrooms, and a bonus room. This lovely home is exceptionally well maintained and has ample room to spread out in the living room, which has a sofa that converts into a queen bed. The kitchen is equipped with stainless steel applia
Hot HOT 50
32 Bradley Beach Road
House - Pet Friendly
$203.00 - $525.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (5)
Welcome to 253 Captain\'s Quarters, where amazing sunrises greet you in this contemporary one-bedroom villa. Coming this fall the kitchen will be renovated with new cabinets, counter tops and fixtures. The villa is designed to offer a perfect blend of modern amenities and a serene waterfront atmosphere. As you step inside, you\'re greeted by a sp
253 Captains Quarters
Villa -
$97.00 - $344.00 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Rating 4.8 (7)
Welcome to 12 Cassina Lane! This oceanfront stunner is located in South Forest Beach to offer panoramic ocean views and places you only minutes away from fun at Coligny Plaza. Upon entry, you walk into the first-floor great room of the home, which consists of a living room, kitchenette, and dining area. The living room has plenty of seating around
Hot HOT 71
12 Cassina Lane Icone Collection Icon
House -
$560.00 - $2,702.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 4.8 (10)
Nestled along the scenic fairways of the renowned Atlantic Dunes Golf Course, this brand new 6-bedroom, 6-bath home in Sea Pines captures the essence of upscale coastal living. 169 North Sea Pines welcomes you with a blend of contemporary design and Southern charm, offering a retreat that marries sophistication with the tranquility of golf course v
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169 North Sea Pines Drive Icone Collection Icon
House -
$499.00 - $2,121.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 20 guests
Rating 5 (1)
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
Hot HOT 54
26 Bradley Circle
House - Pet Friendly
$333.00 - $1,473.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 5 (6)
This expansive property features five bedrooms and two separate entrances, providing ample space and privacy for larger groups. This property boasts multiple living areas, ensuring plenty of room for everyone to spread out and relax. This amazing villa features two fully equipped kitchens with modern appliances, ample counter space, and all the ne
Oceanfront Oceanfront
Oceanfront
1013 Seacrest Icone Collection Icon
Villa -
$399.00 - $2,115.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 14 guests
Rating 5 (6)

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