Hilton Head Island Spring Break

42 properties available

Settle into a comfortable, family-friendly home with room for everyone to relax after a day in the sun. The layout includes three private bedrooms and two full bathrooms, plus an inviting main living area that opens to an outdoor space with seating and a grill for easy cookouts.The kitchen is ready for simple meals and morning coffee with both a Ke

Luxury Home in Desirable Sea Pines! Walk to Beach

Luxury Home in Desirable Sea Pines! Walk to Beach 2

Luxury Home in Desirable Sea Pines! Walk to Beach 3

Luxury Home in Desirable Sea Pines! Walk to Beach 4

Luxury Home in Desirable Sea Pines! Walk to Beach 5

Luxury Home in Desirable Sea Pines! Walk to Beach 6

Luxury Home in Desirable Sea Pines! Walk to Beach

House | Hilton Head Island

As low as $140^.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

Settle into a simple, comfortable 1-bedroom, 1-bath condo designed for easy beach days and relaxing evenings. The living area offers flexible seating and a sleeper sofa for extra guests, with WiFi and a laptop-friendly workspace if you need to check in with the office. A cozy hallway alcove holds twin bunks the kids will love, while the primary bed

Island Condo for 6 w Communal Pool - Perfect Spot!

Island Condo for 6 w Communal Pool - Perfect Spot! 2

Island Condo for 6 w Communal Pool - Perfect Spot! 3

Island Condo for 6 w Communal Pool - Perfect Spot! 4

Island Condo for 6 w Communal Pool - Perfect Spot! 5

Island Condo for 6 w Communal Pool - Perfect Spot! 6

Island Condo for 6 w Communal Pool - Perfect Spot!

Condo | Hilton Head Island

As low as $79^.00 per night

Set in the quiet, gated Carolina Place neighborhood within Sea Pines, this bright and comfortable home is ideal for families and groups. With four sleeping areas and three full bathrooms, everyone has space to relax.The primary suite features a king bed, private sitting area, and a spacious ensuite with a walk-in shower. A second guest suite offers

Sweet Carolina - 4BR Pools, Pickleball, Tennis

Sweet Carolina - 4BR Pools, Pickleball, Tennis 2

Sweet Carolina - 4BR Pools, Pickleball, Tennis 3

Sweet Carolina - 4BR Pools, Pickleball, Tennis 4

Sweet Carolina - 4BR Pools, Pickleball, Tennis 5

Sweet Carolina - 4BR Pools, Pickleball, Tennis 6

Sweet Carolina - 4BR Pools, Pickleball, Tennis

House | Hilton Head Island

As low as $300^.00 per night

Designed for groups, this two-story home offers flexible sleeping options and simple comforts for an easy stay. You’ll have two living rooms to spread out, Smart TVs for movie nights, and high-speed Wi-Fi with a laptop-friendly workspace for those who need to check in at work. Central air and heating keep things comfortable year-round, and self che

Family-Friendly Hilton Head Home | 4BR, 3BA, Near Folly Field Beach, Sleeps 18

Family-Friendly Hilton Head Home | 4BR, 3BA, Near Folly Field Beach, Sleeps 18 2

Family-Friendly Hilton Head Home | 4BR, 3BA, Near Folly Field Beach, Sleeps 18 3

Family-Friendly Hilton Head Home | 4BR, 3BA, Near Folly Field Beach, Sleeps 18 4

Family-Friendly Hilton Head Home | 4BR, 3BA, Near Folly Field Beach, Sleeps 18 5

Family-Friendly Hilton Head Home | 4BR, 3BA, Near Folly Field Beach, Sleeps 18 6

Family-Friendly Hilton Head Home | 4BR, 3BA, Near Folly Field Beach, Sleeps 18

House | Hilton Head Island

As low as $175^.00 per night

Settle into a comfortable, family-friendly home designed for easy Lowcountry living. With 4 private bedrooms and 4 full bathrooms, everyone has space to spread out. The main living area flows to outdoor seating—perfect for morning coffee before a beach day or a relaxed evening barbecue. Smart TVs in select bedrooms make unwinding simple, while a la

Coastal 4 BDR for 8, Walk to Beach!

House | Hilton Head Island

As low as $300^.00 per night

Designed for easy Lowcountry living, this family-friendly villa offers room for your group to spread out and relax. With three bedrooms and two full baths plus a half bath, it comfortably hosts up to 10 guests.Gather for game night or a quiet morning coffee in the open living areas, then head outside to enjoy the furnished patio and grill. The comm

Queens Grant Villa on Golf Course w Shared Pool!

Queens Grant Villa on Golf Course w Shared Pool! 2

Queens Grant Villa on Golf Course w Shared Pool! 3

Queens Grant Villa on Golf Course w Shared Pool! 4

Queens Grant Villa on Golf Course w Shared Pool! 5

Queens Grant Villa on Golf Course w Shared Pool! 6

Queens Grant Villa on Golf Course w Shared Pool!

Villa | Hilton Head Island

As low as $95^.00 per night

Settle into a comfortable, easygoing villa designed for relaxed beach days and effortless evenings, perfectly located within Hilton Head Island’s most desirable communities: Palmetto Dunes Oceanfront Resort. Thoughtfully laid out for comfort and convenience, the bedroom features a king bed, while the living area includes a sleeper sofa with mattres

Lagoon and Links Escape

Apartment | Hilton Head Island

As low as $71^.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!

House | Hilton Head Island

As low as $125^.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

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

Settle into a comfortable, family-friendly condo on the second floor (above the parking level) in Building 2. With sleeping space for up to 6 across two bedrooms and two full bathrooms, it’s an easy choice for families or small groups.Unwind after beach or pool time with WiFi and a smart TV in the primary bedroom. Step outside to an outdoor seating

Relaxing Condo for 6 in Popular Hilton Head Resort

Relaxing Condo for 6 in Popular Hilton Head Resort 2

Relaxing Condo for 6 in Popular Hilton Head Resort 3

Relaxing Condo for 6 in Popular Hilton Head Resort 4

Relaxing Condo for 6 in Popular Hilton Head Resort 5

Relaxing Condo for 6 in Popular Hilton Head Resort 6

Relaxing Condo for 6 in Popular Hilton Head Resort

Condo | Hilton Head Island

As low as $91^.00 per night

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