Under $150 stays in Hilton Head Island

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 $138

7813 Centre Court

Beachfront Villa 2 bed 2 bath sleeps 8

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 $78

Hilton Head Hideaway: Renovated 1BR Ocean Villa

Beachfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 4.8

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 $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 $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 $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 $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 $91

Waterfront Villa! Near Pool & Tennis, Hilton Head

Waterfront Condo 2 bed 2 bath sleeps 6

Hilton Head Island, SCrated 4.3

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 $100

Beachfront Villa W/ Pool & Tennis Hilton Head

Beachfront Condo 1 bed 1 bath sleeps 6

Hilton Head Island, SCrated 4.0

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 $124

Balcony, Ocean Access and Spacious Living Area - Charming Coastal Haven

Beachfront Condo 1 bed 1 bath sleeps 5

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 $107

Pool, Spa & Dining: Beach Condo in Hilton Head!

Beachfront Entire condo 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 3.7

from $87

Top Floor Condo at Beach & Tennis Resort Beachfront Pool & Golf access

Beachfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SCrated 3.0

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 $66

Beachfront villa near golf with pool, hot tub, & balcony - snowbird-friendly

Beachfront Villa 2 bed 2 bath sleeps 6

Hilton Head Island, SC

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 $79

3rd Floor Condo with pools, tennis/pickleball courts, access to beach

Beachfront Condo 2 bed 2 bath sleeps 4

Hilton Head Island, SC

from $97

Secluded & Peaceful - Vacation Getaway with WiFi, Pool, Hot Tub, & Private Beach

Beachfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SC

from $98

Perfectly Located Family Condo with Shared Pool, Central AC, Private Washer and dryer, Free WiFi

Bayfront Condo 2 bed 2 bath sleeps 6

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

from $98

Oceanview 4th Floor. 2BR Beach & Tennis Villa

Beachfront Condo 2 bed 2 bath sleeps 6

Hilton Head Island, SC

from $100

Seaside 247

Oceanfront Condo 1 bed 1 bath sleeps 4

Hilton Head Island, SC