Hilton Head Island Spring Break

41 properties available

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

Aqua Vista Retreat - 2 BDR in Spectacular Resort! 4

Aqua Vista Retreat - 2 BDR in Spectacular Resort! 5

Aqua Vista Retreat - 2 BDR in Spectacular Resort! 6

Aqua Vista Retreat - 2 BDR in Spectacular Resort!

Condo | Hilton Head Island

As low as $73^.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

HOT 89

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

Villa | Hilton Head Island

As low as $143^.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!

House | Hilton Head Island

As low as $300^.00 per night

Enjoy simple downtime with board games or streaming on the Smart TVs (one in each bedroom). Head to the beach with provided beach essentials, then return for a relaxed evening in the Carolina room, where beautiful views of Port Royal Sound can also be enjoyed—along with scenic outlooks from Bedroom 1 and Bedroom 2. You’ll also have access to The Sp

Beach-Ready Hilton Head Condo w Resort Amenities!

Beach-Ready Hilton Head Condo w Resort Amenities! 2

Beach-Ready Hilton Head Condo w Resort Amenities! 3

Beach-Ready Hilton Head Condo w Resort Amenities! 4

Beach-Ready Hilton Head Condo w Resort Amenities! 5

Beach-Ready Hilton Head Condo w Resort Amenities! 6

Beach-Ready Hilton Head Condo w Resort Amenities!

Condo | Hilton Head Island

As low as $65^.00 per night

Designed for comfortable, refreshed stays, this updated 2-bedroom, 1.5-bath villa is a relaxed home base for beach days and evenings out. The main level offers a casual, open feel for spending time together, while both bedrooms are tucked upstairs for a quieter retreat.Head out for sun and surf, then come back to unwind by the communal outdoor pool

Cozy Coastal Retreat - Walk to Beach & Pool

Cozy Coastal Retreat - Walk to Beach & Pool 2

Cozy Coastal Retreat - Walk to Beach & Pool 3

Cozy Coastal Retreat - Walk to Beach & Pool 4

Cozy Coastal Retreat - Walk to Beach & Pool 5

Cozy Coastal Retreat - Walk to Beach & Pool 6

Cozy Coastal Retreat - Walk to Beach & Pool

Villa | Hilton Head Island

As low as $82^.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!

Villa | Hilton Head Island

As low as $88^.00 per night

Settle into an open, inviting 3rd-floor villa with the largest 2-bedroom floor plan in Bluff Villas. The cathedral-ceiling living room offers a Smart TV, a full-size sleeper sofa, and sliding doors to a private balcony with outdoor seating and a slight peek of Calibogue Sound.The kitchen is fully equipped with newer appliances, granite counters, a

2BR Bluff Villa w/ Balcony, Walk to Salty Dog!

2BR Bluff Villa w/ Balcony, Walk to Salty Dog! 2

2BR Bluff Villa w/ Balcony, Walk to Salty Dog! 3

2BR Bluff Villa w/ Balcony, Walk to Salty Dog! 4

2BR Bluff Villa w/ Balcony, Walk to Salty Dog! 5

2BR Bluff Villa w/ Balcony, Walk to Salty Dog! 6

2BR Bluff Villa w/ Balcony, Walk to Salty Dog!

Villa | Hilton Head Island

As low as $110^.00 per night

2 bedrooms

2 baths

7 guests

Designed for easy, comfortable days between the beach and the pool, this 2BR/2BA condo is a welcoming home base for families and small groups. The living areas flow to an outdoor seating area for morning coffee or an evening wind-down, and a BBQ grill makes simple at-home meals a breeze.Stay connected with Wi-Fi and a laptop-friendly workspace. The

Beachy Vibe - 2 BDR In Desirable HHI Resort!

Beachy Vibe - 2 BDR In Desirable HHI Resort! 2

Beachy Vibe - 2 BDR In Desirable HHI Resort! 3

Beachy Vibe - 2 BDR In Desirable HHI Resort! 4

Beachy Vibe - 2 BDR In Desirable HHI Resort! 5

Beachy Vibe - 2 BDR In Desirable HHI Resort! 6

Beachy Vibe - 2 BDR In Desirable HHI Resort!

Condo | Hilton Head Island

As low as $100^.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!

Condo | Hilton Head Island

As low as $65^.00 per night

Designed for easygoing coastal getaways, this 2-bedroom, 2-bath condo offers a comfortable home base for families and small groups. Unwind after beach or pool time with Smart TVs in both bedrooms, a selection of board games, and a game console for low-key evenings in. Head outside to enjoy the fresh air with outdoor seating and make use of the on-s

2 BDR with Shared Pool & Tennis Courts, Walk to Beach

2 BDR with Shared Pool & Tennis Courts, Walk to Beach 2

2 BDR with Shared Pool & Tennis Courts, Walk to Beach 3

2 BDR with Shared Pool & Tennis Courts, Walk to Beach 4

2 BDR with Shared Pool & Tennis Courts, Walk to Beach 5

2 BDR with Shared Pool & Tennis Courts, Walk to Beach 6

2 BDR with Shared Pool & Tennis Courts, Walk to Beach

Condo | Hilton Head Island

As low as $67^.00 per night

Sleep up to 12 guests in this 4-bedroom, 4-bath single-family home located in Sea Pines, Hilton Head Island, SC. Designed on a single level for easy living, the home offers an open and comfortable layout that flows from the main living areas into the Carolina Room and outdoor spaces, making it easy to relax and enjoy time together throughout your s

Walk to Beach, Private Pool Onsite Sleeps 12

Walk to Beach, Private Pool Onsite Sleeps 12 2

Walk to Beach, Private Pool Onsite Sleeps 12 3

Walk to Beach, Private Pool Onsite Sleeps 12 4

Walk to Beach, Private Pool Onsite Sleeps 12 5

Walk to Beach, Private Pool Onsite Sleeps 12 6

Walk to Beach, Private Pool Onsite Sleeps 12

House | Hilton Head Island

As low as $249^.00 per night

4 bedrooms

4 baths

12 guests

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!

House | Hilton Head Island

As low as $119^.00 per night

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