Hilton Head Island Spring Break

41 properties available

• Seabreeze Villa pairs island ease with modern style in Sea Pines• Mornings: Keurig coffee on the deck in warm ocean breezes• Days: bike to the beach, tee off, or explore Harbour Town• Evenings: cook in the quartz-and-steel kitchen, gather for dinner• Nights: stream a show, then retreat to plush ensuite bedrooms• Ideal for families, couples, or sm

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 $125^.00 per night

• Island Time Condo, Hilton Head—your effortless beach-and-pool home base• Wake to coastal light, brew coffee, and roll out to the beach• Float between ocean time, indoor/outdoor pools, hot tub, and sauna• Grill at the community BBQs, then movie night on smart TVs• Walk to on-site amenities; quick drives reach dining, shops, and treats• Perfect for

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 $85^.00 per night

• Lighthouse Tennis Hideaway puts you steps from Harbour Town fun• Sip coffee under live oaks, then cruise shaded bike paths• Split days between Sea Pines beaches, golf, and the pool• Kids love the cozy bunk alcove; adults unwind in the queen bedroom• Stroll to lighthouse sunsets and waterfront bites without the car• Ideal for families and small gr

Sea Pines -Chic 2 BDR for 6, with Shared Pool

Sea Pines -Chic 2 BDR for 6, with Shared Pool 2

Sea Pines -Chic 2 BDR for 6, with Shared Pool 3

Sea Pines -Chic 2 BDR for 6, with Shared Pool 4

Sea Pines -Chic 2 BDR for 6, with Shared Pool 5

Sea Pines -Chic 2 BDR for 6, with Shared Pool 6

Sea Pines -Chic 2 BDR for 6, with Shared Pool

Condo | Hilton Head Island

As low as $83^.00 per night

• Lagoon and Links Escape | Hilton Head Island villa in Palmetto Dunes Oceanfront Resort• Start mornings with coffee outside before heading to the beach• Spend sunny afternoons swimming, biking, golfing, or kayaking• Walk or bike to nearby cafés, restaurants, and island favorites• Return home to comfortable living, a king bed, and easy evenings• Id

Lagoon and Links Escape

Apartment | Hilton Head Island

As low as $61^.00 per night

• Sea Pines Firelight Retreat — your easygoing Hilton Head home base• Start slow with coffee in the bright living room• Pack beach gear and explore Harbour Town and the Forest Preserve• Dip into the Sea Pines communal pool just minutes away• Unwind by the backyard fire pit under starry Lowcountry skies• Ideal for families, couples, and small groups

Sea Pines 3BR by Harbour Town - Pool, Fire Pit

Sea Pines 3BR by Harbour Town - Pool, Fire Pit 2

Sea Pines 3BR by Harbour Town - Pool, Fire Pit 3

Sea Pines 3BR by Harbour Town - Pool, Fire Pit 4

Sea Pines 3BR by Harbour Town - Pool, Fire Pit 5

Sea Pines 3BR by Harbour Town - Pool, Fire Pit 6

Sea Pines 3BR by Harbour Town - Pool, Fire Pit

House | Hilton Head Island

As low as $244^.00 per night

• Carolina Place Hideaway sets you up for effortless Sea Pines days.• Wake to sunlit rooms, brew coffee, and roll onto bike paths.• Swim the community pool, soak the hot tub, and rally on pickleball.• Cruise to Harbour Town for lighthouse sunsets and fresh seafood.• Minutes to groceries and parks — perfect for families and friend groups.🌅 Indoor &

4BR for 8 w/ Shared Pool, Pickleball & Tennis!

4BR for 8 w/ Shared Pool, Pickleball & Tennis! 2

4BR for 8 w/ Shared Pool, Pickleball & Tennis! 3

4BR for 8 w/ Shared Pool, Pickleball & Tennis! 4

4BR for 8 w/ Shared Pool, Pickleball & Tennis! 5

4BR for 8 w/ Shared Pool, Pickleball & Tennis! 6

4BR for 8 w/ Shared Pool, Pickleball & Tennis!

House | Hilton Head Island

As low as $300^.00 per night

• Harbour Town Hideaway at Sea Pines sets up effortless island days• Morning coffee on the balcony as palms sway and boats stir• Tee off at Harbour Town, climb the lighthouse, hit the Sea Pines beach• Evenings mean waterfront dining, then your quiet retreat with TVs and ensuites• Walk or bike to marina fun and shops; ideal for couples and families?

Oceanside 3BR On 18th Hole, Near Harbour Town!

Oceanside 3BR On 18th Hole, Near Harbour Town! 2

Oceanside 3BR On 18th Hole, Near Harbour Town! 3

Oceanside 3BR On 18th Hole, Near Harbour Town! 4

Oceanside 3BR On 18th Hole, Near Harbour Town! 5

Oceanside 3BR On 18th Hole, Near Harbour Town! 6

Oceanside 3BR On 18th Hole, Near Harbour Town!

Apartment | Hilton Head Island

As low as $300^.00 per night

• Soundside Retreat at The Spa on Port Royal Sound• Sip coffee in the Carolina room with tranquil water views• Stroll to Fish Haul Beach; shell, birdwatch, and wander the shore• Return for board games, streaming, and sunset hot tub soaks• Walk to indoor/outdoor pools, sauna, gym, tennis, BBQs, playground• Ideal for couples, friends, or a small fami

1- Minute walk to Beach! Hilton Head Condo w Resort Amenities!

1- Minute walk to Beach! Hilton Head Condo w Resort Amenities! 2

1- Minute walk to Beach! Hilton Head Condo w Resort Amenities! 3

1- Minute walk to Beach! Hilton Head Condo w Resort Amenities! 4

1- Minute walk to Beach! Hilton Head Condo w Resort Amenities! 5

1- Minute walk to Beach! Hilton Head Condo w Resort Amenities! 6

1- Minute walk to Beach! Hilton Head Condo w Resort Amenities!

Condo | Hilton Head Island

As low as $65^.00 per night

• Golf course-front home with easy island access • Morning coffee in the bright sunroom with fairway views • Quick cart ride or drive to Coligny for beach time and lunch • Backyard BBQ grill and outdoor seating for cookouts • Wind down with smart TVs or a quiet read on the sofa • Minutes to Coligny Beach Park, Coligny Plaza, and Van Der Meer Tennis

3BR for 8 Golf & Beach Retreat @ Links 8B!

3BR for 8 Golf & Beach Retreat @ Links 8B! 2

3BR for 8 Golf & Beach Retreat @ Links 8B! 3

3BR for 8 Golf & Beach Retreat @ Links 8B! 4

3BR for 8 Golf & Beach Retreat @ Links 8B! 5

3BR for 8 Golf & Beach Retreat @ Links 8B! 6

3BR for 8 Golf & Beach Retreat @ Links 8B!

Townhouse | Hilton Head Island

As low as $228^.00 per night

• Comfortable first‑floor condo for beach days and easy downtime• Open living area to relax, work, or plan outings• Sliding door to furnished outdoor area for fresh air and chats• Wi‑Fi and a laptop‑friendly workspace to stay connected• Private washer/dryer keeps sandy clothes in check🌅 Indoor & Outdoor Living• Living room for movie nights and boa

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

• Easygoing beach base ideal for families or friends• Relax in the living area after sand and surf—Wi‑Fi and board games included• Step out to the outdoor seating area for morning coffee or sunset chats• Private washer/dryer keeps swimsuits and towels fresh🌅 Indoor & Outdoor Living• Comfortable living room for movie and game nights• Outdoor seatin

HHI Coastal Condo — 2BR, Beach Access, Sleeps 6

HHI Coastal Condo — 2BR, Beach Access, Sleeps 6 2

HHI Coastal Condo — 2BR, Beach Access, Sleeps 6 3

HHI Coastal Condo — 2BR, Beach Access, Sleeps 6 4

HHI Coastal Condo — 2BR, Beach Access, Sleeps 6 5

HHI Coastal Condo — 2BR, Beach Access, Sleeps 6 6

HHI Coastal Condo — 2BR, Beach Access, Sleeps 6

Condo | Hilton Head Island

As low as $94^.00 per night

• Coligny Coastal Villa: your easygoing Hilton Head home base• Start days with salty air and coffee outdoors• Stroll or bike to beach, shops, and ice cream• Afternoon swims in the community pool, then lounge inside• Evenings mean fresh seafood, sunsets, and movie night• Walkable, bike-friendly area with paths in every direction• Ideal for families,

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 $96^.00 per night

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