Family Reunion for up to 61 Guests


Properties Available View Property Pages
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 1206 Sea Crest is a spacious 2nd-floor corner villa in the Sea Crest complex where you can enjoy direct oceanfront views. As you enter the front door into a small foyer, you will notice the very nice plank-style flooring. To the left is a guest bedroom with
Hot HOT 59
1206 Seacrest
Villa -
$327.00 - $649.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (10)
Welcome to The Sandbox! Newly renovated and outlined with elegance in every detail, this 3-story oceanfront home is truly perfect for your next Hilton Head Island family getaway. This home has an extremely open floor plan that allows an easy flow between the living room, kitchen, and dining area. The living room is well-appointed and spacious, an
Hot HOT 52
9 Guscio Way Icone Collection Icon
House -
$1,150.00 - $2,985.00 / per night
Bedrooms 8 bedrooms
Bathrooms 8 baths
Guests 20 guests
Rating 5 (17)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This stunning rental home offers a picturesque and convenient location, perfect for creating unforgettable vacation memories. This two-story retreat is designed for groups, with a private pool, a huge outdoor dining table, and five bedrooms with multiple bunk
Recently Updated Recently Updated
Recently Updated
9 Flamingo Street
House -
$390.00 - $1,180.00 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 4.7 (4)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Nestled in the heart of North Forest Beach, 5 Mallard Road is a charming two-story, four-bedroom home designed for the ultimate coastal retreat. Just a short stroll from the shoreline, this beautifully appointed getaway blends comfort, style, and convenience
New Property New Property
New Property
5 Mallard Road
House
$547.00 - $1,067.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half bath
Guests 8 guests
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This magnificently remodeled North Shore Place villa features two bedrooms. Walking into an open-concept floor plan. The master bedroom has a beautiful king bed and private ensuite bath. The ensuite bathroom features a walk-in shower. The guest bedroom has
103 North Shore Place
Villa -
$145.00 - $499.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (13)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This oceanfront home offers unforgettable views and a private pool, spa, a game room and an open great room. The open floor plan is a must and is perfect for entertaining. The gourmet kitchen features updated appliances and is perfect for gathering together.
Oceanfront Oceanfront
Oceanfront
7 Guscio Way Icone Collection Icon
House -
$1,125.00 - $2,681.00 / per night
Bedrooms 8 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 24 guests
Rating 4.8 (11)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Take in the ocean views at this wonderful 1-bedroom villa. The open kitchen and living area are well-appointed to accommodate all your needs. The kitchen has been recently renovated. The dining table seats 2. The living room has a queen sleeper sofa. The prim
212 Breakers
Villa -
$119.00 - $571.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 4 guests
Rating 5 (13)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautiful oceanfront property features three spacious bedrooms, providing ample space for a relaxing and enjoyable stay. A gorgeous foyer with a spiral staircase ascends to a massive open floor plan with open living, dining, and kitchen areas with high-e
Oceanfront Oceanfront
Oceanfront
101 Seacrest Icone Collection Icon
Villa -
$457.00 - $963.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half bath
Guests 8 guests
Rating 5 (13)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This oceanfront stunner was built in 2019 and offers amazing views as well as direct access to the beach with a private boardwalk. Walk into an amazing great room to unwind from a day out in the sun. The living room has two couches and two comfy chairs that
Oceanfront Oceanfront
Oceanfront
103 Dune Lane Icone Collection Icon
House - Pet Friendly
$1,673.00 - $3,013.00 / per night
Bedrooms 7 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 20 guests
Rating 5 (12)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 2211 Seacrest has new LVT floors with walk-in showers, a garden tub, double vanities, and more! This is a wonderful 2-bedroom, 2-bathroom villa located on the second floor of Building 2. Walk-in to the open-concept living space, perfect to spread out and rel
Oceanfront Oceanfront
Oceanfront
2211 Seacrest
Villa -
$158.00 - $527.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (21)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 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 gr
Hot HOT 58
3 Dune Lane Icone Collection Icon
House -
$884.00 - $2,542.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 5 (21)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 103 Seacrest is beautifully decorated and fully renovated for your comfort and convenience. Here, you will experience only the best. This charming property features two bedrooms, creating a cozy and inviting atmosphere for your stay. Allow me to paint a pictu
103 Seacrest Icone Collection Icon
Villa -
$200.00 - $525.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (6)

Tell us what you're looking for and someone will contact you with available options.

I agree

Get a Quote For Your Gathering

We're excited to assist you in crafting a memorable experience. Kindly share the following details to help us better understand you and your reunion. We'll review and get back to you shortly.