Sleeps up to 16
Ideal for large families, reunions & groups.
Discover the perfect getaway with our spacious vacation rentals on Hilton Head Island, accommodating up to 16 guests. Ideal for large families, reunions, or group vacations, these properties offer ample space, luxurious amenities, and stunning locations. Enjoy fully-equipped kitchens, multiple living areas, numerous bedrooms, and private pools. Pair these amenities with our signature Luxury Concierge services, and you can rest assured that your vacation will be relaxing and memorable.
Situated close to the island's beautiful beaches, golf courses, tennis & pickleball courts and outdoor activities, our rentals ensure a memorable stay for everyone. Book your Hilton Head Island vacation rental today and experience unparalleled comfort and convenience for your entire group in this picturesque coastal paradise!
21 properties available
This completely remodeled Sea Pines home sits on the 11th fairway and 15th green of the Harbour Town Golf Course!
With 5 bedrooms and 6 bathrooms, this sunlight-filled home can host up to 14 guests comfortably. As you enter the home, you are met with an extremely open floor plan that is designed with sophistication and tastefully decorated. The li
100 Baynard Cove
![Fairway Collection Icon](/images/layout/fairway-collection-logo.jpg)
House -
$549.00 - $1,603.00 / per night
5
bedrooms
5
baths
1
half bath
14
guests
5
(7)
**THIS OCEANFRONT HOME IS A NON-SMOKING PROPERTY (INCLUDING OUTDOOR SPACES) AND DOES NOT ALLOW ANY PETS OR ANIMALS IN OR ON PROPERTY.**
Welcome to the 19th Armada! This stunning oceanfront oasis sits in the heart of Palmetto Dunes. As soon as you step through the front doors, the luxurious coastal vibe greets you with panoramic ocean views. Multi
19 Armada
![Icone Collection Icon](/images/layout/icone-collection-icon.png)
House -
$1,999.00 - $4,499.00 / per night
6
bedrooms
6
baths
2
half baths
15
guests
5
(7)
Welcome to 10 Ketch! This oceanfront home sits in the prestigious Palmetto Dunes Resort and offers panoramic ocean views from every angle.
The great room, kitchen, and dining area make up the great room of the home; the extremely open floor plan allows for an easy flow and plenty of space for all. The huge living room boasts stunning views of the
10 Ketch
![Icone Collection Icon](/images/layout/icone-collection-icon.png)
House -
$899.00 - $3,765.00 / per night
5
bedrooms
5
baths
1
half bath
16
guests
5
(8)
This stunning 5-bedroom, 5.5-bathroom house is nestled in the heart of North Forest Beach. Ideally situated, it boasts direct access to the pristine sandy shores of the Atlantic Ocean, making it a beach lover\'s dream come true. Step inside, and you\'ll be greeted by an open-concept living area that seamlessly combines the living room, dining area,
3 Dune Lane
![Icone Collection Icon](/images/layout/icone-collection-icon.png)
House -
$641.00 - $3,314.00 / per night
5
bedrooms
5
baths
1
half bath
16
guests
5
(19)
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](/images/layout/icone-collection-icon.png)
House -
$699.00 - $2,838.00 / per night
6
bedrooms
5
baths
1
half bath
15
guests
5
(7)
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](/images/layout/icone-collection-icon.png)
House -
$450.00 - $1,724.00 / per night
5
bedrooms
5
baths
1
half bath
16
guests
4.9
(10)
Welcome to 13 Sea Lane! This stunning Palmetto Dunes beach home has recently undergone a full renovation, boasting 5 bedrooms and offering a short stroll to both the beach and the Robert Trent Jones Golf Course. The highlight of this retreat is the brand new private pool, perfect for unwinding and soaking up the Hilton Head Island sunshine.
Step i
13 Sea Lane
![Fairway Collection Icon](/images/layout/fairway-collection-logo.jpg)
House -
$329.00 - $1,358.00 / per night
5
bedrooms
5
baths
1
half bath
16
guests
5
(5)
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
1013 Seacrest
![Icone Collection Icon](/images/layout/icone-collection-icon.png)
Villa -
$399.00 - $2,115.00 / per night
5
bedrooms
5
baths
1
half bath
14
guests
5
(6)
Elegance is understated in this Lowcountry home, truly one of a kind. The setting could not get more perfect. This fabulous home offers 4 bedrooms, 2 master suites, 2 queen bedrooms, and a bunk room. The home boasts multiple living areas on the inside, a gourmet kitchen, and a massive backyard that includes a private pool, covered outdoor living ro
51 Haul Away
![Fairway Collection Icon](/images/layout/fairway-collection-logo.jpg)
House -
$429.00 - $1,355.00 / per night
4
bedrooms
5
baths
14
guests
5
(10)
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 -
$333.00 - $1,473.00 / per night
5
bedrooms
5
baths
16
guests
5
(6)
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
5 Jessamine Place
House -
$309.00 - $1,274.00 / per night
4
bedrooms
4
baths
13
guests
5
(16)
4 Junket sits 2nd row in Palmetto Dunes with Gorgeous Updates, Private Pool, Screened porch and Lowcountry luxury living
This second-row oceanfront, pet-friendly home is the epitome of Lowcountry luxury living on the beach. You are invited to this gorgeous masterpiece with 4 bedrooms, 2 living and dining areas, and a screened porch that sits steps
4 Junket
House -
$449.00 - $1,724.00 / per night
4
bedrooms
4
baths
13
guests
4.8
(17)
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