Hilton Head Island Spring Break

41 properties available

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

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 $67^.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

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

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 condo with space for up to 6 guests. Located on the 4th floor, the home includes two bedrooms, two full bathrooms, and a relaxed living setup that makes it easy to come back from the beach, refresh, and unwind.Head out to enjoy the resort’s indoor and outdoor pools, hot tub, tennis courts, sauna, fitness r

Aqua Vista Retreat - 2 BDR in Spectacular Resort!

Aqua Vista Retreat - 2 BDR in Spectacular Resort! 2

Aqua Vista Retreat - 2 BDR in Spectacular Resort! 3

Aqua Vista Retreat - 2 BDR in Spectacular Resort! 4

Aqua Vista Retreat - 2 BDR in Spectacular Resort! 5

Aqua Vista Retreat - 2 BDR in Spectacular Resort! 6

Aqua Vista Retreat - 2 BDR in Spectacular Resort!

Condo | Hilton Head Island

As low as $73^.00 per night

Settle into an easygoing, resort-side stay designed for comfort and convenience. This apartment sleeps 6 across three private bedrooms, each with its own ensuite bathroom and TV—ideal for couples, families, or a small group that appreciates extra privacy.Relax between outings on the balcony with outdoor seating, get a little work done at the laptop

Oceanside Stay - On 18th Hole, Near Harbortown!

Oceanside Stay - On 18th Hole, Near Harbortown! 2

Oceanside Stay - On 18th Hole, Near Harbortown! 3

Oceanside Stay - On 18th Hole, Near Harbortown! 4

Oceanside Stay - On 18th Hole, Near Harbortown! 5

Oceanside Stay - On 18th Hole, Near Harbortown! 6

Oceanside Stay - On 18th Hole, Near Harbortown!

Apartment | Hilton Head Island

As low as $300^.00 per night

Sleep up to 12 guests in this 4-bedroom, 4-bath single-family home located in Sea Pines, Hilton Head Island, SC. Designed on a single level for easy living, the home offers an open and comfortable layout that flows from the main living areas into the Carolina Room and outdoor spaces, making it easy to relax and enjoy time together throughout your s

Walk to Beach, Private Pool Onsite Sleeps 12

Walk to Beach, Private Pool Onsite Sleeps 12 2

Walk to Beach, Private Pool Onsite Sleeps 12 3

Walk to Beach, Private Pool Onsite Sleeps 12 4

Walk to Beach, Private Pool Onsite Sleeps 12 5

Walk to Beach, Private Pool Onsite Sleeps 12 6

Walk to Beach, Private Pool Onsite Sleeps 12

House | Hilton Head Island

As low as $245^.00 per night

4 bedrooms

4 baths

12 guests

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

Set across three levels, this 3-bedroom, 2.5-bath condo offers an easy, family-friendly setup with plenty of room to spread out. The main living level sits between two sleeping floors, creating a nice sense of privacy for your group.On the second level, gather for movies or board games, enjoy meals together, and step out to the outdoor seating to r

3BR Sleeps 8, Walk to Beach, Pool Access!

3BR Sleeps 8, Walk to Beach, Pool Access! 2

3BR Sleeps 8, Walk to Beach, Pool Access! 3

3BR Sleeps 8, Walk to Beach, Pool Access! 4

3BR Sleeps 8, Walk to Beach, Pool Access! 5

3BR Sleeps 8, Walk to Beach, Pool Access! 6

3BR Sleeps 8, Walk to Beach, Pool Access!

Condo | Hilton Head Island

As low as $105^.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

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

2 bedrooms

2 baths

7 guests

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