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 $91^.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, 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 $100^.00 per night

Designed for simple, comfortable beach days, this condo accommodates up to 6 guests across two bedrooms and a sleeper sofa. The main living area gives you space to relax after the beach with WiFi and board games for low-key evenings. Step outside to an outdoor seating area for morning coffee or an afternoon breather. A private washer and dryer make

Beach Access, Pool & Tennis - Sleeps 6 2

Beach Access, Pool & Tennis - Sleeps 6 3

Beach Access, Pool & Tennis - Sleeps 6 4

Beach Access, Pool & Tennis - Sleeps 6 5

Beach Access, Pool & Tennis - Sleeps 6 6

Beach Access, Pool & Tennis - Sleeps 6

Condo | Hilton Head Island

As low as $91^.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 $106^.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 $100^.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 $69^.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

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

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 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 $87^.00 per night

Settle into a comfortable, family-friendly villa designed for easy island days. The home sleeps 4 across a private bedroom, a cozy bunk alcove, and a queen sleeper sofa in the living room—great for couples, small families, or a close group of friends.The bedroom features a queen bed and smart TV for winding down after a day out. The full bathroom i

Beachfront Condo with Communal Pool & Ocean Views!

Beachfront Condo with Communal Pool & Ocean Views! 2

Beachfront Condo with Communal Pool & Ocean Views! 3

Beachfront Condo with Communal Pool & Ocean Views! 4

Beachfront Condo with Communal Pool & Ocean Views! 5

Beachfront Condo with Communal Pool & Ocean Views! 6

Beachfront Condo with Communal Pool & Ocean Views!

Villa | Hilton Head Island

As low as $97^.00 per night

Tell us what you're looking for and someone will contact you with available options.

First Name

Last Name

Phone Number

Email Address

Comments

I agree I consent to receive phone call and SMS notifications, alerts, and occasional marketing communications from Grand Welcome. By providing my consent, I understand that I am agreeing to receive both SMS and phone call communications from Grand Welcome. Message frequency varies. Message, standard carrier, and data rates may apply. Text STOP to unsubscribe at any time.