Hilton Head Island Spring Break

42 properties available

This family-friendly condo offers a straightforward, comfortable base for your Hilton Head getaway. With two private bedrooms and two full bathrooms, it works well for a small family or two couples with kids.Both bedrooms have smart TVs for easy downtime. The primary suite includes an ensuite bath for added privacy. You’ll be in a resort community

Seashell Sanctuary - Overlooks pool, walk to beach!

Seashell Sanctuary - Overlooks pool, walk to beach! 2

Seashell Sanctuary - Overlooks pool, walk to beach! 3

Seashell Sanctuary - Overlooks pool, walk to beach! 4

Seashell Sanctuary - Overlooks pool, walk to beach! 5

Seashell Sanctuary - Overlooks pool, walk to beach! 6

Seashell Sanctuary - Overlooks pool, walk to beach!

Condo | Hilton Head Island

As low as $77^.00 per night

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

Designed for easygoing coastal getaways, this townhouse welcomes up to 8 guests across 3 bedrooms and a queen sleeper sofa in the sunroom. The vibe is relaxed and family-friendly, with simple comforts and room to unwind after beach days or tee times.Gather in the main living area and spill into the bright sunroom, where the sleeper sofa adds extra

Charming Villa - Golf & Beach Retreat at Links 8B!

Charming Villa - Golf & Beach Retreat at Links 8B! 2

Charming Villa - Golf & Beach Retreat at Links 8B! 3

Charming Villa - Golf & Beach Retreat at Links 8B! 4

Charming Villa - Golf & Beach Retreat at Links 8B! 5

Charming Villa - Golf & Beach Retreat at Links 8B! 6

Charming Villa - Golf & Beach Retreat at Links 8B!

Townhouse | Hilton Head Island

As low as $228^.00 per night

Settle into a comfortable, family-friendly condo designed for easy vacation living. The open living area offers plenty of seating for movie nights and includes a queen-size sleeper sofa to accommodate your group. Step out to two private balconies—one from each bedroom—to enjoy fresh breezes and water views.Each bedroom features a smart TV and an en

2 BDR Family with Water Views, Beach Access, & 0-Entry Pool!

2 BDR Family with Water Views, Beach Access, & 0-Entry Pool! 2

2 BDR Family with Water Views, Beach Access, & 0-Entry Pool! 3

2 BDR Family with Water Views, Beach Access, & 0-Entry Pool! 4

2 BDR Family with Water Views, Beach Access, & 0-Entry Pool! 5

2 BDR Family with Water Views, Beach Access, & 0-Entry Pool! 6

2 BDR Family with Water Views, Beach Access, & 0-Entry Pool!

Condo | Hilton Head Island

As low as $300^.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 $61^.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 $94^.00 per night

What You’ll Love:• About five minutes to the beach, Coligny Plaza, and Celebration Park• Complimentary golf cart to explore the island (waiver required; see Important Things to Note)• Hot tub relaxation• Beach access and near-ocean location• Streaming-capable smart TV for your apps• Board games for family-friendly fun• Laptop-friendly workspace• Gr

Lagoon Retreat - Pet-Friendly 4BR, Loft, Golf Cart Near Beach, Spa

Lagoon Retreat - Pet-Friendly 4BR, Loft, Golf Cart Near Beach, Spa 2

Lagoon Retreat - Pet-Friendly 4BR, Loft, Golf Cart Near Beach, Spa 3

Lagoon Retreat - Pet-Friendly 4BR, Loft, Golf Cart Near Beach, Spa 4

Lagoon Retreat - Pet-Friendly 4BR, Loft, Golf Cart Near Beach, Spa 5

Lagoon Retreat - Pet-Friendly 4BR, Loft, Golf Cart Near Beach, Spa 6

Lagoon Retreat - Pet-Friendly 4BR, Loft, Golf Cart Near Beach, Spa

House | Hilton Head Island

As low as $149^.00 per night

Perfect for families or a small group, this comfortable villa offers two private bedrooms, two full ensuite bathrooms, and an additional half bath. Settle into the living room for downtime, where a full-size sleeper sofa adds extra flexibility for your group.Both bedrooms include smart TVs, and there’s a laptop-friendly workspace if you need to che

Charming Condo Overlooking Pool, Minutes to Beach!

Charming Condo Overlooking Pool, Minutes to Beach! 2

Charming Condo Overlooking Pool, Minutes to Beach! 3

Charming Condo Overlooking Pool, Minutes to Beach! 4

Charming Condo Overlooking Pool, Minutes to Beach! 5

Charming Condo Overlooking Pool, Minutes to Beach! 6

Charming Condo Overlooking Pool, Minutes to Beach!

Villa | Hilton Head Island

As low as $89^.00 per night

Settle into a relaxed, family-friendly townhouse designed for easy coastal living. With two private bedrooms and two full bathrooms, the home comfortably sleeps four and gives everyone room to unwind.Enjoy a comfortable living area for gathering, Wi-Fi to stay connected, and a laptop-friendly workspace if you need to check in with the office. Step

Island Stay, Perfect for Adventure & Relaxation!

Island Stay, Perfect for Adventure & Relaxation! 2

Island Stay, Perfect for Adventure & Relaxation! 3

Island Stay, Perfect for Adventure & Relaxation! 4

Island Stay, Perfect for Adventure & Relaxation! 5

Island Stay, Perfect for Adventure & Relaxation! 6

Island Stay, Perfect for Adventure & Relaxation!

Townhouse | Hilton Head Island

As low as $86^.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 $119^.00 per night

Settle into a relaxed, beach stay with space for family or friends. The condo offers a comfortable living area for movie nights and game time, plus a sofa bed to expand sleeping options.With two full bathrooms, everyone can easily relax and refresh after a fun day at the beach or pool. Step outside to enjoy the coastal setting with outdoor seating

Coastal 2BR Condo w Ocean Views & Pool 2

Coastal 2BR Condo w Ocean Views & Pool 3

Coastal 2BR Condo w Ocean Views & Pool 4

Coastal 2BR Condo w Ocean Views & Pool 5

Coastal 2BR Condo w Ocean Views & Pool 6

Coastal 2BR Condo w Ocean Views & Pool

Apartment | Hilton Head Island

As low as $74^.00 per night

2 bedrooms

2 baths

7 guests

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

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