Sleeps 12+ stays in Hilton Head Island

from $125

Charming Oasis with Outdoor Patio and Resort Amenities - Cozy Retreat

Oceanfront Condo 3 bed 3 bath sleeps 12 pets ok

Hilton Head Island, SCrated 5.0

from $349

Luxurious Pool and Spa with Lagoon Access - Gorgeous Family Getaway

Canal front House 4 bed 4 bath sleeps 12

Hilton Head Island, SCrated 5.0

from $569

Luxury Oceanfront Villa w/ Pool & Spa Hilton Head

Oceanfront Condo 4 bed 4 bath sleeps 12

Hilton Head Island, SCrated 5.0

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 $754

135 Mooring Buoy

Bayfront House 5 bed 6 bath sleeps 14 pets ok

Hilton Head Island, SCrated 5.0

from $777

Massive Luxury Beach Home Private Pool Hilton Head

Beachfront House 6 bed 5 bath sleeps 18

Hilton Head Island, SCrated 5.0

from $825

Expansive Backyard Oasis and Upper Sun Terrace - Exquisite Coastal Retreat

Beachfront House 6 bed 1 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 $1,380

Private Pool, Outdoor Hot Tub, Gourmet Kitchen - Stunning Retreat

Beachfront House 6 bed 6 bath sleeps 12

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 $2,922

Oceanfront Paradise with Pool and Spa - Stunning Coastal Retreat

Beachfront House 7 bed 8 bath sleeps 26

Hilton Head Island, SCrated 5.0

from $505

Private Pool and Games Room Retreat - Gorgeous Marshside Haven

Soundfront House 4 bed 3 bath sleeps 13

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 $590

Lagoon Front Oasis with Private Dock and Pool - Beautiful Tranquil Escape

Bayfront House 4 bed 4 bath sleeps 12

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 $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 $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 $1,341

Private Pool and Glorious Ocean Views - Exquisite Beachfront Haven

Beachfront House 8 bed 7 bath sleeps 21

Hilton Head Island, SCrated 4.6

from $1,407

In-Ground Pool and Ocean Views - Elegant Beachfront Retreat

Beachfront House 8 bed 9.5 bath sleeps 26

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 $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 $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 $1,606

10 Cassina Lane

Oceanfront House 5 bed 4.5 bath sleeps 12

Hilton Head Island, SCrated 3.4

from $678

Stunning Oceanfront Hideaway with Private Pool, Deck, and Yard - Dogs Welcome

Oceanfront House 5 bed 4 bath sleeps 14 pets ok

Hilton Head Island, SC

from $871

Ocean and Marsh View Home with private pool, dog friendly, beachfront

Beachfront House 6 bed 6 bath sleeps 16 pets ok

Hilton Head Island, SC

from $968

Beachfront home with private pool, expansive deck & breathtaking views

Beachfront House 5 bed 4 bath sleeps 12 pets ok

Hilton Head Island, SC

from $1,392

Stunning oceanfront home with pool, private boardwalk, decks, & elevator

Oceanfront House 6 bed 5 bath sleeps 16

Hilton Head Island, SC