4+ bedrooms stays in Hilton Head Island

from $313

Stylish Dog-Friendly Oasis Near Beach & Lagoon

Oceanfront House 4 bed 2 bath sleeps 10 pets ok

Hilton Head Island, SCrated 5.0

from $327

Private Pool Retreat on One Level. 2 Living Areas. Pet Friendly. Near Palmetto Dunes Beaches

Oceanfront House 4 bed 3 bath sleeps 9 pets ok

Hilton Head Island, SCrated 5.0

from $331

Oceanfront Access and Spacious Deck - Elegant Coastal Retreat

Oceanfront Villa 4 bed 4 bath sleeps 8

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 $557

Private Marshfront Oasis w/ Pool & Sunset Views

Soundfront House 4 bed 4 bath sleeps 8

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 $1,214

Exclusive Pool and Five Unique Apartments - Stunning Beachside Villa

Beachfront Villa 9 bed 8 bath sleeps 28

Tybee Island, GArated 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 $1,932

Unique Dock House and Scenic Water Views - Stunning Waterfront Estate

Waterfront Apartment 5 bed 5.5 bath sleeps 28

Okatie, 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 $153

High Speed Wi-Fi and Two-Person Jacuzzi Tub - Charming Lake Home

Waterfront Vacation Rental 4 bed 2 bath sleeps 10 pets ok

Wilmington Island, GArated 4.9

from $213

Private Dock and Bubbling Hot Tub - Charming Idyllic Retreat

Canal front House 4 bed 4 bath sleeps 10 pets ok

Talahi Island, GArated 4.9

from $423

Exclusive Heated Pool and Spacious Living - Luxurious Coastal Haven

Oceanfront House 4 bed 2 bath sleeps 12

Tybee Island, GArated 4.9

from $477

Stylish Sea Pines Home Hot Tub, Hilton Head

Waterfront House 4 bed 3 bath sleeps 8

Hilton Head Island, SCrated 4.9

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 $1,449

Unique Retreat with Outdoor Adventures - Exquisite Private Island

Canal front House 4 bed 4.5 bath sleeps 15

Port Royal, 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 $259

Charming Coastal Haven with Game Room and Screened Porch - Unique Escape

Waterfront House 4 bed 3 bath sleeps 8 pets ok

Hilton Head Island, SCrated 4.8

from $379

Waterfront Home w/ Shared Dock on Okatie River

Waterfront Entire home 4 bed 3 bath sleeps 8

Okatie, SCrated 4.8

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 $991

Heated Pool Access and Spacious Living - Stunning Family Retreat

Beachfront House 6 bed 5 bath sleeps 15

Tybee Island, GArated 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 $760

Riverfront Savannah Getaway w/ Pool & Dock!

Waterfront Entire home 4 bed 3 bath sleeps 10

Savannah, GArated 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 $597

Exquisite Home w/ Private Pool & Dock Hilton Head

Canal front House 4 bed 3 bath sleeps 8

Hilton Head Island, SCrated 4.0

from $1,606

10 Cassina Lane

Oceanfront House 5 bed 4.5 bath sleeps 12

Hilton Head Island, SCrated 3.4

from $359

Endless Tides - Marshfront Lands End Retreat. Pool Across Street. 500 Feet to Beach Access

Soundfront Townhouse 4 bed 3 bath sleeps 8

Hilton Head Island, SC

from $370

Oceanfront Villa with kitchen, balcony, patio shared pool and trails

Oceanfront Villa 4 bed 4 bath sleeps 10

Hilton Head Island, SC

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 $820

Beachfront beauty with pool access fireplaces, jetted tub, balconies, & WD

Beachfront House 5 bed 5 bath sleeps 10

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