Under $250 stays in Hilton Head Island

from $84

Coastal Getaway: Oceanview Condo in Hilton Head

Oceanfront Condo 1 bed 1 bath sleeps 6

Hilton Head Island, SCrated 4.8

from $98

Modern Beachfront Bliss: 2BR/2BA Luxury Villa

Beachfront Condo 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.8

from $100

Beachfront Cabana and Two Pools - Spacious Coastal Escape

Beachfront Villa 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.8

from $101

Waterfront Balcony and Community Pool - Stunning Coastal Haven

Waterfront Villa 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.8

from $105

Beachfront Bliss: 1BR Villa at Admiral's Row

Beachfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.8

from $107

Barrington Drive 713. King Bed & Heated Pool

Beachfront House 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.8

from $117

Charming Villa with Kitchenette and Balcony - Serene Coastal Retreat

Beachfront 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 $121

Admiral's Row 309: Beachfront Luxury Living

Beachfront Condo 2 bed 2 bath sleeps 6

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 $129

Heated Pool and Stunning Ocean Views - Exquisite Beachfront Retreat

Beachfront Villa 1 bed 1 bath sleeps 4

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 $155

Balcony Overlooking Tennis Courts and Resort Amenities - Charming Villa Escape

Beachfront Condo 2 bed 2 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 $202

Panoramic Ocean Views and Private Balcony - Charming Beachfront Haven

Beachfront Villa 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.8

from $207

Luxury Beachfront Villa w/ Pool, on Hilton Head

Beachfront Condo 2 bed 2 bath sleeps 8

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 $224

Ocean-View Balcony: Beachfront Hilton Head Condo

Beachfront Entire condo 1 bed 1 bath sleeps 6

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

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 $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 $173

Closest 2 BR to the Beach! Hilton Head Condo

Beachfront Entire condo 2 bed 2 bath sleeps 4

Hilton Head Island, SCrated 4.6

from $179

67 Night Heron @ Sea Pines - Waterfront Villa

Waterfront House 3 bed 2 bath sleeps 8

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 $95

Coastal 2BR Villa Near Beach & Golf in Palmetto

Oceanfront Condo 2 bed 2 bath sleeps 4

Hilton Head Island, SCrated 4.5

from $112

Scenic Balcony and Resort Amenities - Charming Retreat

Beachfront Condo 1 bed 1 bath sleeps 6

Hilton Head Island, SCrated 4.5

from $123

Balcony and Access to Beach and Tennis Courts - Spacious Coastal Oasis

Beachfront Condo 1 bed 1 bath sleeps 6

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 $206

Lagoon View and Resort Amenities - Elegant Beachfront Retreat

Beachfront Condo 2 bed 2 bath sleeps 8

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 $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 $199

Waterfront Villa w/ Dock Near Beach on Hilton Head

Waterfront Condo 3 bed 3 bath sleeps 6 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 $91

Waterfront Villa! Near Pool & Tennis, Hilton Head

Waterfront Condo 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.3