Hilton Head Island waterfront stays

357 waterfront vacation rentals around Hilton Head Island, SC from Whimstay, from $66 a night. Every one is on the water by its own description: beachfront, gulf front, bayfront, canal front or lakefront.

Rates are each listing's own "from" price on 4 August 2026; the booking page shows live prices and dates. Looking for the houses we would book ourselves? The curated Hilton Head Island list.

Showing 145 to 192 of 357, page 4 of 8. Best rated first, then price.

Unique Retreat with Outdoor Adventures - Exquisite Private Island, Port Royal, SC 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
Oceanfront Access and Stunning Views - Amazing Coastal Escape, Hilton Head Island, SC 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
Hilton Head Hideaway: Renovated 1BR Ocean Villa, Hilton Head Island, SC from $78

Hilton Head Hideaway: Renovated 1BR Ocean Villa

Beachfront Condo 1 bed 1 bath sleeps 4
Hilton Head Island, SCrated 4.8
Coastal Getaway: Oceanview Condo in Hilton Head, Hilton Head Island, SC from $84

Coastal Getaway: Oceanview Condo in Hilton Head

Oceanfront Condo 1 bed 1 bath sleeps 6
Hilton Head Island, SCrated 4.8
Modern Beachfront Bliss: 2BR/2BA Luxury Villa, Hilton Head Island, SC from $98

Modern Beachfront Bliss: 2BR/2BA Luxury Villa

Beachfront Condo 2 bed 2 bath sleeps 6
Hilton Head Island, SCrated 4.8
Beachfront Cabana and Two Pools - Spacious Coastal Escape, Hilton Head Island, SC from $100

Beachfront Cabana and Two Pools - Spacious Coastal Escape

Beachfront Villa 2 bed 2 bath sleeps 6
Hilton Head Island, SCrated 4.8
Waterfront Balcony and Community Pool - Stunning Coastal Haven, Hilton Head Island, SC from $101

Waterfront Balcony and Community Pool - Stunning Coastal Haven

Waterfront Villa 1 bed 1 bath sleeps 4
Hilton Head Island, SCrated 4.8
Heated Pool Access and Beautiful Outdoor Space - Serene Island Retreat, Tybee Island, GA from $102

Heated Pool Access and Beautiful Outdoor Space - Serene Island Retreat

Beachfront House 2 bed 2 bath sleeps 6 pets ok
Tybee Island, GArated 4.8
Beachfront Bliss: 1BR Villa at Admiral's Row, Hilton Head Island, SC from $105

Beachfront Bliss: 1BR Villa at Admiral's Row

Beachfront Condo 1 bed 1 bath sleeps 4
Hilton Head Island, SCrated 4.8
Barrington Drive 713. King Bed & Heated Pool, Hilton Head Island, SC from $107

Barrington Drive 713. King Bed & Heated Pool

Beachfront House 1 bed 1 bath sleeps 4
Hilton Head Island, SCrated 4.8
Charming Villa with Kitchenette and Balcony - Serene Coastal Retreat, Hilton Head Island, SC 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
Reel Paradise-Beautiful escape! Bikes & Chairs, Hilton Head Island, SC from $118

Reel Paradise-Beautiful escape! Bikes & Chairs

Oceanfront Condo 1 bed 1 bath sleeps 5
Hilton Head Island, SCrated 4.8
Compare before you book

See Hilton Head Island on Vrbo, with dates and live prices.

Search Vrbo → Booking.com → Affiliate links.
Admiral's Row 309: Beachfront Luxury Living, Hilton Head Island, SC from $121

Admiral's Row 309: Beachfront Luxury Living

Beachfront Condo 2 bed 2 bath sleeps 6
Hilton Head Island, SCrated 4.8
Seaside 312, Hilton Head Island, SC from $124

Seaside 312

Oceanfront Condo 1 bed 1 bath sleeps 6
Hilton Head Island, SCrated 4.8
Heated Pool and Stunning Ocean Views - Exquisite Beachfront Retreat, Hilton Head Island, SC 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
Scenic Deck and Access to Community Pool - Tranquil Villa Haven, Hilton Head Island, SC 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
Oceanfront Access and Scenic Views - Charming Coastal Retreat, Hilton Head Island, SC from $151

Oceanfront Access and Scenic Views - Charming Coastal Retreat

Oceanfront Villa 1 bed 1 bath sleeps 6
Hilton Head Island, SCrated 4.8
Balcony Overlooking Tennis Courts and Resort Amenities - Charming Villa Escape, Hilton Head Island, SC 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
Oceanfront Pool and Spa Retreat - Amazing Ocean Views and Spacious Comfort, Hilton Head Island, SC 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
Panoramic Ocean Views and Private Balcony - Charming Beachfront Haven, Hilton Head Island, SC 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
Luxury Beachfront Villa w/ Pool, on Hilton Head, Hilton Head Island, SC from $207

Luxury Beachfront Villa w/ Pool, on Hilton Head

Beachfront Condo 2 bed 2 bath sleeps 8
Hilton Head Island, SCrated 4.8
Stunning Ocean Views and Community Pool - Exquisite Oceanfront Retreat, Hilton Head Island, SC 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
Ocean-View Balcony: Beachfront Hilton Head Condo, Hilton Head Island, SC from $224

Ocean-View Balcony: Beachfront Hilton Head Condo

Beachfront Entire condo 1 bed 1 bath sleeps 6
Hilton Head Island, SCrated 4.8
Pools + Sundeck: Beachfront Hilton Head Condo!, Hilton Head Island, SC from $250

Pools + Sundeck: Beachfront Hilton Head Condo!

Beachfront Entire condo 3 bed 2 bath sleeps 9
Hilton Head Island, SCrated 4.8
Charming Coastal Haven with Game Room and Screened Porch - Unique Escape, Hilton Head Island, SC 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
Oceanfront Villa, Resort Amenities on Hilton Head, Hilton Head Island, SC from $270

Oceanfront Villa, Resort Amenities on Hilton Head

Oceanfront Condo 3 bed 3 bath sleeps 8
Hilton Head Island, SCrated 4.8
Oceanfront Pool and Beach Cruiser Bicycles - Stunning Coastal Haven, Hilton Head Island, SC 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
Oceanfront Access and Community Pool - Beautiful Coastal Haven, Hilton Head Island, SC from $280

Oceanfront Access and Community Pool - Beautiful Coastal Haven

Oceanfront Villa 2 bed 2 bath sleeps 6
Hilton Head Island, SCrated 4.8
Oceanfront with Pool & Beach Access Hilton Head, Hilton Head Island, SC from $322

Oceanfront with Pool & Beach Access Hilton Head

Oceanfront Condo 2 bed 2 bath sleeps 6
Hilton Head Island, SCrated 4.8
Beachfront Condo w/ Pool Access in Hilton Head!, Hilton Head Island, SC from $327

Beachfront Condo w/ Pool Access in Hilton Head!

Beachfront Entire condo 1 bed 1 bath sleeps 4
Hilton Head Island, SCrated 4.8
Waterfront Home w/ Shared Dock on Okatie River, Okatie, SC from $379

Waterfront Home w/ Shared Dock on Okatie River

Waterfront Entire home 4 bed 3 bath sleeps 8
Okatie, SCrated 4.8
Lagoon Front Oasis with Private Dock and Pool - Beautiful Tranquil Escape, Hilton Head Island, SC 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
Heated Pool Access and Spacious Living - Stunning Family Retreat, Tybee Island, GA from $991

Heated Pool Access and Spacious Living - Stunning Family Retreat

Beachfront House 6 bed 5 bath sleeps 15
Tybee Island, GArated 4.8
Oceanfront Home with Private Pool and Hot Tub - Stunning Coastal Retreat, Hilton Head Island, SC 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
Seaside 337, Hilton Head Island, SC from $82

Seaside 337

Oceanfront Condo 1 bed 1 bath sleeps 6
Hilton Head Island, SCrated 4.7
Seaside 315, Hilton Head Island, SC from $95

Seaside 315

Oceanfront Condo 1 bed 1 bath sleeps 6
Hilton Head Island, SCrated 4.7
Seaside Villa 207 - Ocean Front with Balcony, Hilton Head Island, SC from $104

Seaside Villa 207 - Ocean Front with Balcony

Oceanfront Condo 1 bed 1 bath sleeps 4
Hilton Head Island, SCrated 4.7
Seaside 190, Hilton Head Island, SC from $105

Seaside 190

Oceanfront Condo 1 bed 1 bath sleeps 4
Hilton Head Island, SCrated 4.7
Rooftop Deck! Luxury Oceanfront Villa, Hilton Head, Hilton Head Island, SC from $240

Rooftop Deck! Luxury Oceanfront Villa, Hilton Head

Oceanfront Condo 3 bed 3 bath sleeps 10
Hilton Head Island, SCrated 4.7
Oceanfront Pools and Fitness Center - Exquisite Coastal Villa, Hilton Head Island, SC from $246

Oceanfront Pools and Fitness Center - Exquisite Coastal Villa

Oceanfront Villa 2 bed 2 bath sleeps 8
Hilton Head Island, SCrated 4.7
Panoramic Ocean Views and Sundeck - Charming Oceanfront Retreat, Hilton Head Island, SC from $255

Panoramic Ocean Views and Sundeck - Charming Oceanfront Retreat

Oceanfront Villa 3 bed 3 bath sleeps 8
Hilton Head Island, SCrated 4.7
Luxurious Oasis with Swimming Pool and Game Room - Stunning Coastal Retreat, Whitemarsh Island, GA from $266

Luxurious Oasis with Swimming Pool and Game Room - Stunning Coastal Retreat

Waterfront House 3 bed 2 bath sleeps 8 pets ok
Whitemarsh Island, GArated 4.7
Oceanfront Pool and Stunning Views - Gorgeous Villa Retreat, Hilton Head Island, SC from $277

Oceanfront Pool and Stunning Views - Gorgeous Villa Retreat

Oceanfront Villa 3 bed 3 bath sleeps 8
Hilton Head Island, SCrated 4.7
Oceanfront Penthouse Villa w/ Balcony, Hilton Head, Hilton Head Island, SC from $338

Oceanfront Penthouse Villa w/ Balcony, Hilton Head

Oceanfront Condo 3 bed 3 bath sleeps 10
Hilton Head Island, SCrated 4.7
Oceanfront Escape with Pools and Spa - Stunning Coastal Haven, Hilton Head Island, SC from $396

Oceanfront Escape with Pools and Spa - Stunning Coastal Haven

Oceanfront Villa 3 bed 3 bath sleeps 10
Hilton Head Island, SCrated 4.7
Oceanfront Pool and Stunning Views - Elegant Coastal Sanctuary, Hilton Head Island, SC from $452

Oceanfront Pool and Stunning Views - Elegant Coastal Sanctuary

Oceanfront Villa 3 bed 3 bath sleeps 8
Hilton Head Island, SCrated 4.7
Expansive Living Areas and Dual Entrances - Stunning Coastal Haven, Hilton Head Island, SC 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
Oceanfront Oasis with Private Pool and Spa - Elegant Getaway, Hilton Head Island, SC 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
The curated list

Hilton Head Island the way we would book it: a short list of houses we checked for real water access.

Open the Hilton Head Island guide →
Every shore

Ten shores, each with its own stays list and curated picks.

All beach stays →

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