Posted on 1/29/2023 by Island Time Hilton Head

Property Groupings For Your Larger Than One Home Party

Learn why Hilton Head Island is the ideal location for families and groups of more than twenty to come together and catch up. 

When you're responsible for planning a large get-together or family reunion on Hilton Head Island, it can seem like a daunting task. Not only will you need to find and reserve a number of activities that can be enjoyed by a wide variety of ages with different sets of interests, but you also have to ensure that the accommodations you book offer the opportunity to be together when appropriate, as well as privacy when necessary. This can be a seemingly impossible task. But, we at Island Time Island Hilton Head have a solution!

How does booking a few different properties that are close in proximity sound? These properties that we've hand-selected for your large group are either along the same street, on the same beach path, or are just a couple minutes apart.

Booking more than one property for your group has several benefits. Not only will you be able to provide additional privacy to each of your family members and friends, but you'll also have more space, a variety of home amenities for everyone to enjoy, and the opportunity to enjoy accommodations that exceed just a single home. Multiple homes or villas can also allow for a variance in price - making it easier for all members of your group to travel, no matter their economic situation.

Additionally, booking multiple properties for a family reunion, will allow you to invite more family members outside of just your immediate family. You can include friends of your children, distant cousins that you aren't often able to see, or even just close family friends that you love spending time with.

Island Time has a number of properties on Hilton Head Island that are close in proximity to each other, making them the perfect place for an extended family vacationing together. We've gathered some of our best properties across the Island that would be perfect for your family reunion.


Vacation Homes in South Forest Beach

For families of up to 24 guests, we suggest:

10 Cassina Lane (5 Bed | 4.5 Bath | Sleeps: 12)

12 Cassina Lane (5 Bed | 5.5 Bath | Sleeps: 12)

Oceanfront in South Forest Beach, these two stunning homes combine luxury, comfort, and convenience with private pools and direct oceanfront beach access from each property. Designed with groups in mind, both feature multiple living areas, spacious chef-inspired kitchens, and elevator access for ease of movement, making them ideal for multi-generational travel. Large balconies, screened porches, and open-concept layouts provide plenty of space for everyone to gather, while bunk rooms and versatile bedroom setups ensure kids and adults alike feel at home. Together, 10 and 12 Cassina offer ten bedrooms accommodating up to 24 guests, creating the perfect setting for family reunions where you can spread out, come together, and make lasting memories just steps from the beach


Vacation Homes In Sea Pines

For families of up to 34 guests, we suggest:

11 Red Oak (3 Bed |  2.5 Bath | Sleeps: 8)

100 Baynard Cove (5 Bed | 5.5 Bath | Sleeps: 14) 

36 Red Oak  (3 Bed | 3 Bath | Sleeps: 12)

Close to Harbour Town and just a short bike ride to the beach, these three homes are located on a serene street in Sea Pines and only a few steps apart. Each home has a bedroom on the main level for guests unable to handle stairs, and each has a private pool. With this amount of space and flexibility, you can suggest the idea that a different family group can host a meal each day of your vacation. With large, spacious living rooms and updated, gourmet kitchens - each day can bring a different host! Lastly, there's no need to leave your dog while you're on vacation, as 36 Red Oak is a dog friendly property!


Vacation Homes In Palmetto Dunes

For families of up to 60 guests, we suggest:

4 Junket (4 Bed | 4 Bath | Sleeps: 13)

7 Junket (6 Bed | 8 Bath | Sleeps: 15)

11 Junket (6 Bed | 7 Bath | Sleeps:18)

130 Mooring Buoy (5 Bed | 4 Bath | Sleeps:14)
You can really gather the whole family together with this combination of homes. Together, these properties sleep 60 guests and are located within a 2-minute walk from each other. Both 7 Junket & 11 Junket are oceanfront homes and large enough to provide a central location for everyone to gather. 4 Junket and 130 Mooring Buoy each have a large backyard for everyone to dine al fresco in style and comfort. There are ten king/queen bedrooms between all four homes, with each offering a private pool, indoor/outdoor living areas, and washer/dryers in each home. 4 Junket and 7 Junket are also dog friendly properties!

No matter how large your family reunion is, Island Time can really make the most of your vacation. Not only do we source the most comfortable, updated, and clean accommodations - but we vow to go above and beyond, making this a reunion that will be the talk of the family for years to come. Booking with us means you can even take advantage of our in-house Luxury Concierge, who can assist in planning meals, activities, and even special events. Don't let this family reunion be a nuisance to plan, allow Island Time Hilton Head the opportunity to help turn this trip into a relaxing vacation!

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