Hilton Head Island Spring Break

40 properties available

Settle into a comfortable, family-friendly two-level condo on the second floor of the complex. The main level offers an easygoing living area with a queen sleeper sofa and access to outdoor seating with a peaceful garden view—great for morning coffee or unwinding after a beach day. Upstairs, both bedrooms feature ensuite bathrooms for added privacy

Forest Beach Villa - 2 BDR for 6

Condo | Hilton Head Island

As low as $94^.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

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

Condo | Hilton Head Island

As low as $74^.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, 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 $102^.00 per night

Designed for easygoing island days, this family-friendly home offers three comfortable bedrooms and two full baths. You’ll have serene lagoon views and access to Sea Pines’ favorite perks—community pool, grills, tennis, pickleball, trails, and nearby beaches.A standout feature is the garage conversion into a polished, climate-controlled game room c

Stunning Lagoon View Rental Home in Sea Pines, HHI

Stunning Lagoon View Rental Home in Sea Pines, HHI 2

Stunning Lagoon View Rental Home in Sea Pines, HHI 3

Stunning Lagoon View Rental Home in Sea Pines, HHI 4

Stunning Lagoon View Rental Home in Sea Pines, HHI 5

Stunning Lagoon View Rental Home in Sea Pines, HHI 6

Stunning Lagoon View Rental Home in Sea Pines, HHI

House | Hilton Head Island

As low as $157^.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 $101^.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 $150^.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 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 offer

4BR for 6 w/ Shared Pool, Pickleball & Tennis!

4BR for 6 w/ Shared Pool, Pickleball & Tennis! 2

4BR for 6 w/ Shared Pool, Pickleball & Tennis! 3

4BR for 6 w/ Shared Pool, Pickleball & Tennis! 4

4BR for 6 w/ Shared Pool, Pickleball & Tennis! 5

4BR for 6 w/ Shared Pool, Pickleball & Tennis! 6

4BR for 6 w/ Shared Pool, Pickleball & Tennis!

House | Hilton Head Island

As low as $300^.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

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