Oceanfront stays in Hilton Head Island

from $82

Seaside 337

Oceanfront Condo 1 bed 1 bath sleeps 6

Hilton Head Island, SCrated 4.7

from $95

Seaside 315

Oceanfront Condo 1 bed 1 bath sleeps 6

Hilton Head Island, SCrated 4.7

from $104

Seaside Villa 207 - Ocean Front with Balcony

Oceanfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.7

from $105

Seaside 190

Oceanfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.7

from $240

Rooftop Deck! Luxury Oceanfront Villa, Hilton Head

Oceanfront Condo 3 bed 3 bath sleeps 10

Hilton Head Island, SCrated 4.7

from $246

Oceanfront Pools and Fitness Center - Exquisite Coastal Villa

Oceanfront Villa 2 bed 2 bath sleeps 8

Hilton Head Island, SCrated 4.7

from $255

Panoramic Ocean Views and Sundeck - Charming Oceanfront Retreat

Oceanfront Villa 3 bed 3 bath sleeps 8

Hilton Head Island, SCrated 4.7

from $277

Oceanfront Pool and Stunning Views - Gorgeous Villa Retreat

Oceanfront Villa 3 bed 3 bath sleeps 8

Hilton Head Island, SCrated 4.7

from $338

Oceanfront Penthouse Villa w/ Balcony, Hilton Head

Oceanfront Condo 3 bed 3 bath sleeps 10

Hilton Head Island, SCrated 4.7

from $396

Oceanfront Escape with Pools and Spa - Stunning Coastal Haven

Oceanfront Villa 3 bed 3 bath sleeps 10

Hilton Head Island, SCrated 4.7

from $452

Oceanfront Pool and Stunning Views - Elegant Coastal Sanctuary

Oceanfront Villa 3 bed 3 bath sleeps 8

Hilton Head Island, SCrated 4.7

from $622

Expansive Living Areas and Dual Entrances - Stunning Coastal Haven

Oceanfront Villa 5 bed 5.5 bath sleeps 14

Hilton Head Island, SCrated 4.7

from $1,441

Oceanfront Oasis with Private Pool and Spa - Elegant Getaway

Oceanfront House 8 bed 8 bath sleeps 20 pets ok

Hilton Head Island, SCrated 4.7

from $101

Shipmaster Villa 801 - Perfect Beach and Golf

Oceanfront Condo 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.6

from $101

Luxury Oceanfront Villa, w/ Pool on Hilton Head

Oceanfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.6

from $112

Gone Coastal! 2 from oceanfront! Central air!

Oceanfront Condo 1 bed 1 bath sleeps 6

Hilton Head Island, SCrated 4.6

from $189

Oceanfront Hilton Head Island Condo w/ Pool!

Oceanfront Entire condo 1 bed 1 bath sleeps 3

Hilton Head Island, SCrated 4.6

from $191

233 Breakers

Oceanfront Villa 1 bed 1 bath sleeps 6

Hilton Head Island, SCrated 4.6

from $213

Oceanfront Pools and Cozy Decor - Charming Villa Escape

Oceanfront Villa 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.6

from $232

Oceanfront Pool and Free Bikes - Inviting Coastal Haven

Oceanfront Villa 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.6

from $330

Ocean Views and Community Pool - Stunning Oceanfront Retreat

Oceanfront Villa 2 bed 2 bath sleeps 7

Hilton Head Island, SCrated 4.6

from $392

Luxury Home w/Pool & Spa Near Beach on Hilton Head

Oceanfront House 6 bed 5 bath sleeps 14

Hilton Head Island, SCrated 4.6

from $458

Private Pool and Screened Porch - Beautiful Coastal Escape

Oceanfront House 3 bed 2 bath sleeps 8

Hilton Head Island, SCrated 4.6

from $1,654

Ocean Access and Private Pool - Stunning Coastal Sanctuary

Oceanfront House 6 bed 7 bath sleeps 18

Hilton Head Island, SCrated 4.6

from $95

Coastal 2BR Villa Near Beach & Golf in Palmetto

Oceanfront Condo 2 bed 2 bath sleeps 4

Hilton Head Island, SCrated 4.5

from $156

Oceanfront Villa and Bicycles - Stunning Coastal Escape

Oceanfront Villa 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.5

from $165

1981 St. Andrews Common

Oceanfront Villa 2 bed 2 bath sleeps 5 pets ok

Hilton Head Island, SCrated 4.5

from $200

Oceanfront Villa with Beach Chairs and Bicycles - Stunning Coastal Retreat

Oceanfront Villa 1 bed 1 bath sleeps 6

Hilton Head Island, SCrated 4.5

from $209

Family-Friendly Condo w/ Pools + Tennis Courts!

Oceanfront Entire condo 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.5

from $247

Oceanfront Villa and Stunning Views - Luxurious Coastal Retreat

Oceanfront Villa 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.5

from $317

Oceanfront Retreat with Lush Backyard - Tranquil Coastal Escape

Oceanfront House 3 bed 3 bath sleeps 8

Hilton Head Island, SCrated 4.5

from $391

Private Pool and Spa Oasis - Spacious Family Retreat with Entertainment

Oceanfront House 5 bed 4 bath sleeps 22 pets ok

Hilton Head Island, SCrated 4.5

from $125

Pet Friendly Villa, Pool Beach & Golf! Hilton Head

Oceanfront Condo 2 bed 2 bath sleeps 8 pets ok

Hilton Head Island, SCrated 4.4

from $205

Oceanfront Access and Community Pool - Beautiful Coastal Villa

Oceanfront Villa 2 bed 2 bath sleeps 5

Hilton Head Island, SCrated 4.4

from $206

Long-Term Stays Welcome: HH Island Resort Condo

Oceanfront Entire condo 2 bed 2 bath sleeps 7

Hilton Head Island, SCrated 4.4

from $2,195

Oceanfront Pool and Beach Access - Exquisite Family Retreat

Oceanfront House 8 bed 11 bath sleeps 24

Hilton Head Island, SCrated 4.4

from $107

Fun Oceanfront Villa w/ Pool on Hilton Head

Oceanfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.3

from $136

Beach Access: Oceanfront Hilton Head Studio

Oceanfront Entire loft 1 bath sleeps 4

Hilton Head Island, SCrated 4.3

from $116

Beachside Condo with Shared Pool & Private Balcony Retreat

Oceanfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.0

from $117

Dream Getaway w/ wraparound deck on Hilton Head!

Oceanfront Condo 2 bed 2 bath sleeps 5 pets ok

Hilton Head Island, SCrated 4.0

from $137

Oceanfront Resort with Tennis Pool Spa

Oceanfront Apartment 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.0

from $304

Luxury Coastal Home, Pool & Hot Tub on Hilton Head

Oceanfront House 3 bed 2 bath sleeps 8

Hilton Head Island, SCrated 4.0

from $208

Community Swimming Pool and Free Bikes - Charming Island Haven

Oceanfront Villa 2 bed 3 bath sleeps 8 pets ok

Hilton Head Island, SCrated 3.7

from $1,606

10 Cassina Lane

Oceanfront House 5 bed 4.5 bath sleeps 12

Hilton Head Island, SCrated 3.4

from $136

Panoramic Views and Luxurious Features - Stunning Oceanfront Villa

Oceanfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 3.0

from $160

Pool Access! Oceanfront Hilton Head Island Condo

Oceanfront Entire condo 1 bed 1 bath sleeps 6

Hilton Head Island, SCrated 3.0

from $78

Oceanfront resort condo with WiFi, balcony, pool, grills, & beach access

Oceanfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SC

from $98

Spacious condo with pool, tennis courts, & golf on-site

Oceanfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SC