Hilton Head Island Spring Break

As low as $98^.00 per night

Perfect for families or two couples, this comfortable house offers two ensuite bedrooms and easy, relaxed living. Unwind in the living and dining areas after a day out, catch your favorite shows on the smart TVs in both bedrooms, or step outside to enjoy the outdoor seating. Working while you’re away is simple with a laptop-friendly workspace. A wa

Chic Stay for 6 Near Beach, Shops, & Golf Course!

Chic Stay for 6 Near Beach, Shops, & Golf Course! 2

Chic Stay for 6 Near Beach, Shops, & Golf Course! 3

Chic Stay for 6 Near Beach, Shops, & Golf Course! 4

Chic Stay for 6 Near Beach, Shops, & Golf Course! 5

Chic Stay for 6 Near Beach, Shops, & Golf Course! 6

Chic Stay for 6 Near Beach, Shops, & Golf Course!

As low as $121^.00 per night

• Sea Pines Firelight Retreat — your easygoing Hilton Head home base• Start slow with coffee in the bright living room• Pack beach gear and explore Harbour Town and the Forest Preserve• Dip into the Sea Pines communal pool just minutes away• Unwind by the backyard fire pit under starry Lowcountry skies• Ideal for families, couples, and small groups

Sea Pines 3BR by Harbour Town - Pool, Fire Pit

Sea Pines 3BR by Harbour Town - Pool, Fire Pit 2

Sea Pines 3BR by Harbour Town - Pool, Fire Pit 3

Sea Pines 3BR by Harbour Town - Pool, Fire Pit 4

Sea Pines 3BR by Harbour Town - Pool, Fire Pit 5

Sea Pines 3BR by Harbour Town - Pool, Fire Pit 6

Sea Pines 3BR by Harbour Town - Pool, Fire Pit

As low as $237^.00 per night

Designed for easygoing coastal days, this villa is a relaxed home base for families or couples traveling together. It sleeps 6 guests across two private bedrooms and features one spa-like full bathroom with a walk-in glass shower.Unwind in the comfortable living area, stream your favorites on the smart TVs in each bedroom, and stay connected with W

Palmetto Dunes Villa - one level, beach, golf, tennis, pickleball, boating. Walkable area

Palmetto Dunes Villa - one level, beach, golf, tennis, pickleball, boating. Walkable area 2

Palmetto Dunes Villa - one level, beach, golf, tennis, pickleball, boating. Walkable area 3

Palmetto Dunes Villa - one level, beach, golf, tennis, pickleball, boating. Walkable area 4

Palmetto Dunes Villa - one level, beach, golf, tennis, pickleball, boating. Walkable area 5

Palmetto Dunes Villa - one level, beach, golf, tennis, pickleball, boating. Walkable area 6

Palmetto Dunes Villa - one level, beach, golf, tennis, pickleball, boating. Walkable area

As low as $139^.00 per night

Settle into a relaxed, family-friendly retreat with space for everyone to spread out. The home features 5 private bedrooms and 3.5 bathrooms, plus an inviting outdoor area with a private pool, lounge seating, and a BBQ grill for easy alfresco meals.Inside, you’ll find a comfortable main living area for movie nights and game time, a dining area for

Incredible HHI Home for 12 with Pool, Near Beach!

Incredible HHI Home for 12 with Pool, Near Beach! 2

Incredible HHI Home for 12 with Pool, Near Beach! 3

Incredible HHI Home for 12 with Pool, Near Beach! 4

Incredible HHI Home for 12 with Pool, Near Beach! 5

Incredible HHI Home for 12 with Pool, Near Beach! 6

Incredible HHI Home for 12 with Pool, Near Beach!

As low as $300^.00 per night

Settle into a relaxed, group-friendly retreat designed for easy beach days and poolside evenings. The home sleeps 12 across four private bedrooms plus a studio-style suite above the garage, with four full bathrooms for added convenience.Gather indoors for game time at the foosball table, or head outside to your private swimming pool and hot tub. Fi

Beautiful 4BDR with Hot Tub & Pool, Shuttle to Beach!

Beautiful 4BDR with Hot Tub & Pool, Shuttle to Beach! 2

Beautiful 4BDR with Hot Tub & Pool, Shuttle to Beach! 3

Beautiful 4BDR with Hot Tub & Pool, Shuttle to Beach! 4

Beautiful 4BDR with Hot Tub & Pool, Shuttle to Beach! 5

Beautiful 4BDR with Hot Tub & Pool, Shuttle to Beach! 6

Beautiful 4BDR with Hot Tub & Pool, Shuttle to Beach!

As low as $300^.00 per night

Settle into a family-friendly condo designed for comfort and convenience. The living area offers room to relax and includes a full-size sleeper sofa for extra guests, plus a laptop-friendly workspace if you need to check in with the office. Both bedrooms feature smart TVs, and you’ll find board games on hand for low-key nights in.Head outside to en

Sunny Shores Retreat - Hilton Head Resort

Sunny Shores Retreat - Hilton Head Resort 2

Sunny Shores Retreat - Hilton Head Resort 3

Sunny Shores Retreat - Hilton Head Resort 4

Sunny Shores Retreat - Hilton Head Resort 5

Sunny Shores Retreat - Hilton Head Resort 6

Sunny Shores Retreat - Hilton Head Resort

As low as $80^.00 per night

Settle into a comfortable, family-friendly villa designed for easy island days. The home sleeps 4 across a private bedroom, a cozy bunk alcove, and a queen sleeper sofa in the living room—great for couples, small families, or a close group of friends.The bedroom features a queen bed and smart TV for winding down after a day out. The full bathroom i

Beachfront Condo with Communal Pool & Ocean Views!

Beachfront Condo with Communal Pool & Ocean Views! 2

Beachfront Condo with Communal Pool & Ocean Views! 3

Beachfront Condo with Communal Pool & Ocean Views! 4

Beachfront Condo with Communal Pool & Ocean Views! 5

Beachfront Condo with Communal Pool & Ocean Views! 6

Beachfront Condo with Communal Pool & Ocean Views!

As low as $97^.00 per night

This comfortable second-floor condo is a simple, convenient home base for your Hilton Head stay. With two private bedrooms and two full bathrooms, it’s a great fit for families or couples traveling together.Unwind between outings with smart TVs in each bedroom and two shower/tub combo bathrooms for easy routines. Enjoy the resort setting with ameni

Ocean Breeze - Island Retreat for 6

As low as $65^.00 per night

Settle into a comfortable, no-fuss retreat designed for beach days and easy downtime. This 2-bedroom, 2-bath condo offers sleeping space for up to 6 between the bedrooms and a living room sofa bed. The main living area gives you room to relax, work, or plan the day’s adventures, and opens to a furnished outdoor area for fresh air and conversation.

Coastal 2BR w Shared Pool & Tennis, Near Beach!

Coastal 2BR w Shared Pool & Tennis, Near Beach! 2

Coastal 2BR w Shared Pool & Tennis, Near Beach! 3

Coastal 2BR w Shared Pool & Tennis, Near Beach! 4

Coastal 2BR w Shared Pool & Tennis, Near Beach! 5

Coastal 2BR w Shared Pool & Tennis, Near Beach! 6

Coastal 2BR w Shared Pool & Tennis, Near Beach!

As low as $65^.00 per night

Settle into a comfortable, family-friendly villa designed for easy downtime between island adventures. With 2 bedrooms and 2 bathrooms, the home sleeps 6 and offers a relaxed setting for gathering, dining, and planning your next outing.Unwind in the living area for movie nights with the DVD player, or step outside to the outdoor seating to enjoy th

Evian Villa Retreat - Incredible Shipyard Condo!

Evian Villa Retreat - Incredible Shipyard Condo! 2

Evian Villa Retreat - Incredible Shipyard Condo! 3

Evian Villa Retreat - Incredible Shipyard Condo! 4

Evian Villa Retreat - Incredible Shipyard Condo! 5

Evian Villa Retreat - Incredible Shipyard Condo! 6

Evian Villa Retreat - Incredible Shipyard Condo!

As low as $100^.00 per night

Settle into a comfortable, family-friendly condo with space for up to 6 guests. Located on the 4th floor, the home includes two bedrooms, two full bathrooms, and a relaxed living setup that makes it easy to come back from the beach, refresh, and unwind.Head out to enjoy the resort’s indoor and outdoor pools, hot tub, tennis courts, sauna, fitness r

Aqua Vista Retreat - 2 BDR in Spectacular Resort!

Aqua Vista Retreat - 2 BDR in Spectacular Resort! 2

Aqua Vista Retreat - 2 BDR in Spectacular Resort! 3

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Aqua Vista Retreat - 2 BDR in Spectacular Resort! 6

Aqua Vista Retreat - 2 BDR in Spectacular Resort!