Hilton Head Island Spring Break

44 properties available

Set in a resort community near the ocean, this family-friendly condo is a comfortable place to relax between beach time and island exploring. With two private bedrooms and two full bathrooms, it’s ideal for couples, families, or a small group.The primary bedroom features balcony access for a breath of fresh coastal air, along with an ensuite bath.

Largest unit in Hilton Head Resort with Washer& Dryer in Unit

Largest unit in Hilton Head Resort with Washer& Dryer in Unit 2

Largest unit in Hilton Head Resort with Washer& Dryer in Unit 3

Largest unit in Hilton Head Resort with Washer& Dryer in Unit 4

Largest unit in Hilton Head Resort with Washer& Dryer in Unit 5

Largest unit in Hilton Head Resort with Washer& Dryer in Unit 6

Largest unit in Hilton Head Resort with Washer& Dryer in Unit

Condo | Hilton Head Island

As low as $114^.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

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 $111^.00 per night

Perfect for families and groups, this spacious, kid-friendly house offers 9 private bedrooms and 6 full bathrooms. Relax and reconnect across easygoing indoor and outdoor gathering areas, then step outside to your private pool and furnished patio for sunny lounge time and BBQ dinners.Inside, you’ll find smart TVs in many bedrooms, a game console fo

Sandy Beach Retreat – Burkes Beach w/ Private Pool

Sandy Beach Retreat – Burkes Beach w/ Private Pool 2

Sandy Beach Retreat – Burkes Beach w/ Private Pool 3

Sandy Beach Retreat – Burkes Beach w/ Private Pool 4

Sandy Beach Retreat – Burkes Beach w/ Private Pool 5

Sandy Beach Retreat – Burkes Beach w/ Private Pool 6

Sandy Beach Retreat – Burkes Beach w/ Private Pool

House | Hilton Head Island

As low as $300^.00 per night

Seaside Serenity is designed to be your relaxing base for a memorable island vacation. Upon entering, you'll immediately notice the thoughtful use of space, starting with the unique twin bunk beds conveniently tucked into the hallway on your left, a fun and practical setup perfect for children or extra guests. To the right is the serene master suit

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 $70^.00 per night

1 bedrooms

1 baths

6 guests

Settle into a comfortable, easygoing base for your island time. This 2-bedroom, 2-bath condo is designed for up to 4 guests and offers a relaxed, resort vibe with tranquil water views. The main living areas give you space to unwind and dine together, and a laptop-friendly workspace makes it simple to check in with work when needed. Enjoy a private

2BDR Waterfront in Captains Quarters with Shared Pool

2BDR Waterfront in Captains Quarters with Shared Pool 2

2BDR Waterfront in Captains Quarters with Shared Pool 3

2BDR Waterfront in Captains Quarters with Shared Pool 4

2BDR Waterfront in Captains Quarters with Shared Pool 5

2BDR Waterfront in Captains Quarters with Shared Pool 6

2BDR Waterfront in Captains Quarters with Shared Pool

Condo | Hilton Head Island

As low as $175^.00 per night

Welcome to Marble Head Rd — your spacious, updated group getaway just 6 minutes from Folly Field Beach on Hilton Head Island. With thoughtfully renovated interiors and accommodations for up to 18 guests, this 4-bedroom, 3-bathroom home is perfect for multi-family vacations, friends’ trips, or family reunions looking to experience Hilton Head in com

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 $149^.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 $68^.00 per night

2 bedrooms

2 baths

7 guests

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

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 $64^.00 per night

2 bedrooms

2 baths

4 guests

With a maximum capacity of 4 guests, it offers the perfect retreat for small families seeking a memorable beach vacation. Experience Hilton Head Island's renowned beaches just steps away, offering pristine sand and refreshing waters ideal for biking, swimming, sunbathing, kayaking and more. Golf enthusiasts will love the world-class courses availab

Beachy Days Escape - Cozy Haven Steps from Beach!

Beachy Days Escape - Cozy Haven Steps from Beach! 2

Beachy Days Escape - Cozy Haven Steps from Beach! 3

Beachy Days Escape - Cozy Haven Steps from Beach! 4

Beachy Days Escape - Cozy Haven Steps from Beach! 5

Beachy Days Escape - Cozy Haven Steps from Beach! 6

Beachy Days Escape - Cozy Haven Steps from Beach!

Apartment | Hilton Head Island

As low as $49^.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

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