Oceanfront stays in Hilton Head Island

from $718

Private Pool and Spa with Outdoor Kitchen - Luxurious Family Retreat

Oceanfront House 5 bed 4.5 bath sleeps 14

Hilton Head Island, SCrated 5.0

from $973

Spacious Home with Pool and Spa - Elegant Coastal Retreat

Oceanfront House 6 bed 6 bath sleeps 16

Hilton Head Island, SCrated 5.0

from $1,055

Oceanfront 5BR, Private Pool, Sleeps 13, Upper Balcony Views, in Forest Beach

Oceanfront House 5 bed 5 bath sleeps 13

Hilton Head Island, SCrated 5.0

from $1,338

Luxury Pool and Spa Oasis - Stunning Oceanfront Escape

Oceanfront House 6 bed 5 bath sleeps 14

Hilton Head Island, SCrated 5.0

from $1,415

Heated Pool and Spa with Private Beach Access - Stunning Oceanfront Escape

Oceanfront House 8 bed 7 bath sleeps 19

Hilton Head Island, SCrated 5.0

from $2,901

Luxurious Oceanfront Haven with Huge Pool and Entertainment Area - Exquisite Retreat

Oceanfront House 6 bed 7 bath sleeps 24

Hilton Head Island, SCrated 5.0

from $77

Tennis Villa F14 - Beach and Pool

Oceanfront Condo 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.9

from $98

Seaside 279

Oceanfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.9

from $101

Oceanfront Villa w/Pool & Beach Access Hilton Head

Oceanfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.9

from $106

Oceanfront Pool and Sunny Sun Deck - Unique Coastal Villa

Oceanfront Villa 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.9

from $106

Seaside 102

Oceanfront Condo 1 bed 1 bath sleeps 6

Hilton Head Island, SCrated 4.9

from $113

Renovated Luxury Villa w/ Patio & Pool Hilton Head

Oceanfront Condo 2 bed 2 bath sleeps 7

Hilton Head Island, SCrated 4.9

from $118

Seaside 386

Oceanfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.9

from $123

SerenityByTheSea-Couples Retreat-King,Bikes,Chairs

Oceanfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.9

from $132

Beautiful Couples Retreat Oceanview w/new bikes&Ch

Oceanfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.9

from $145

Charming Oceanfront Escape with Heated Pools and Spa - Inviting Haven

Oceanfront Condo 2 bed 2 bath sleeps 7

Hilton Head Island, SCrated 4.9

from $147

Community Pool and Coastal Decor - Tranquil Island Escape

Oceanfront Villa 2 bed 2 bath sleeps 6 pets ok

Hilton Head Island, SCrated 4.9

from $148

Scenic Patio and Resort Amenities - Exquisite Coastal Retreat

Oceanfront Condo 3 bed 2 bath sleeps 6 pets ok

Hilton Head Island, SCrated 4.9

from $152

Breakers 220 Hilton Head. Oceanfront. Heated Pool. Elevator. Renovated

Oceanfront Apartment 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.9

from $156

Spacious Pool Area and Ocean Access - Charming Coastal Haven

Oceanfront Villa 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.9

from $161

Seaside 357

Oceanfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.9

from $165

Oceanfront Luxury Villa w/ Pool on Hilton Head

Oceanfront Condo 1 bed 2 bath sleeps 4

Hilton Head Island, SCrated 4.9

from $184

Serene Escape with Community Pool and Bicycles - Tranquil Oasis

Oceanfront Villa 2 bed 2 bath sleeps 6 pets ok

Hilton Head Island, SCrated 4.9

from $185

Oceanfront Villa, Pool Prime Location! Hilton Head

Oceanfront Condo 2 bed 2 bath sleeps 7

Hilton Head Island, SCrated 4.9

from $206

Oceanfront Pool and Beach Cruisers - Exquisite Coastal Escape

Oceanfront Villa 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.9

from $208

Spacious Living and Two Oceanfront Pools - Gorgeous Ocean View Villa

Oceanfront Villa 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.9

from $215

Oceanfront Villa w/ Rooftop Pool on Hilton Head

Oceanfront Condo 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.9

from $219

Oceanfront Condo! Breakers 210 w/ Sunrise Views

Oceanfront Entire condo 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.9

from $258

Oceanfront Pool and Luxurious Amenities - Serene Coastal Haven

Oceanfront Villa 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.9

from $318

Oceanfront Pool and Scenic Views - Stunning Coastal Haven

Oceanfront Villa 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.9

from $339

Oceanfront Escape with Pools and Hot Tub - Stunning Coastal Haven

Oceanfront Vacation Rental 2 bed 1 bath sleeps 6

Hilton Head Island, SCrated 4.9

from $378

Oceanfront Villa. Heated Pool. South Forest Beach

Oceanfront Entire condo 1 bed 1 bath sleeps 6

Hilton Head Island, SCrated 4.9

from $448

Oceanfront Balcony and Spacious Living Areas - Stunning Coastal Haven

Oceanfront Villa 3 bed 3.5 bath sleeps 8

Hilton Head Island, SCrated 4.9

from $1,583

Oceanfront Access and Stunning Views - Amazing Coastal Escape

Oceanfront House 7 bed 7.5 bath sleeps 20 pets ok

Hilton Head Island, SCrated 4.9

from $84

Coastal Getaway: Oceanview Condo in Hilton Head

Oceanfront Condo 1 bed 1 bath sleeps 6

Hilton Head Island, SCrated 4.8

from $118

Reel Paradise-Beautiful escape! Bikes & Chairs

Oceanfront Condo 1 bed 1 bath sleeps 5

Hilton Head Island, SCrated 4.8

from $124

Seaside 312

Oceanfront Condo 1 bed 1 bath sleeps 6

Hilton Head Island, SCrated 4.8

from $132

Scenic Deck and Access to Community Pool - Tranquil Villa Haven

Oceanfront Villa 3 bed 2.5 bath sleeps 8

Hilton Head Island, SCrated 4.8

from $151

Oceanfront Access and Scenic Views - Charming Coastal Retreat

Oceanfront Villa 1 bed 1 bath sleeps 6

Hilton Head Island, SCrated 4.8

from $200

Oceanfront Pool and Spa Retreat - Amazing Ocean Views and Spacious Comfort

Oceanfront Villa 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.8

from $223

Stunning Ocean Views and Community Pool - Exquisite Oceanfront Retreat

Oceanfront Villa 1 bed 1 bath sleeps 6

Hilton Head Island, SCrated 4.8

from $270

Oceanfront Villa, Resort Amenities on Hilton Head

Oceanfront Condo 3 bed 3 bath sleeps 8

Hilton Head Island, SCrated 4.8

from $273

Oceanfront Pool and Beach Cruiser Bicycles - Stunning Coastal Haven

Oceanfront Villa 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.8

from $280

Oceanfront Access and Community Pool - Beautiful Coastal Haven

Oceanfront Villa 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.8

from $322

Oceanfront with Pool & Beach Access Hilton Head

Oceanfront Condo 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.8

from $1,379

Oceanfront Home with Private Pool and Hot Tub - Stunning Coastal Retreat

Oceanfront House 5 bed 5.5 bath sleeps 16

Hilton Head Island, SCrated 4.8

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