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Deals on Vacation Rentals in Hilton Head Island, South Carolina

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DEAL!! Best of Both Worlds-Oceanview & Pool. Booking Spring/Summer!
Hilton Head Island Villa Rental Picture
  • Villa Rental Deals and Discounts $10 off = $839 per week
  • Villa Rental Deals and Specials Gym membership ($50)
  • bedrooms 1
  • community Sea Side Villas
  • rental type Villa
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $95 - $169 /nt
    $475 - $849 /wk
    $895 - $3,395 /mth
 
 
 
 
 

3 reviews write a review

DEAL!! 279 SeaSide Villas Walk to the beach.Wifi. Newly remodeled
Hilton Head Island Condo Rental Picture
  • Condo Rental Deals and Specials Departure Cleaning Fee waived if Booked... ($100)
  • bedrooms 1
  • community Sea Side Villas
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $125 - $175 /nt
    $400 - $650 /wk
    $900 - $1,200 /mth
 
 
 
 
 

4 reviews write a review

DEAL!! Total Price: $549 - 7 Nights Sat-Sat Special Price Reduction
Hilton Head Island Condo Rental Picture
  • Condo Rental Deals and Discounts 40% off = $499 per week
  • Condo Rental Deals and Specials Ask for our Champagne Special ($25)
  • bedrooms 1
  • community Sea Side Villas
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $79 - $350 /nt
    $499 - $5,000 /wk
    $600 - $2,499 /mth
 
 
 
 
 

13 reviews write a review

DEAL!! Recently Renovated - Beautiful 3BR/2BA - Sea Pines
Hilton Head Island House Rental Picture
  • House Rental Deals and Discounts $300 off = $1,195 per week
  • House Rental Deals and Specials Use of owner's bikes ($200)
  • bedrooms 3
  • community Sea Pines
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 2
  • rates (USD) $250 /nt
    $1,195 - $1,795 /wk
 
 
 
 
 

24 reviews write a review

DEAL!! July/August Deals~Beautiful~Beach/Pool~Golf/Tennis~WiFi~View
Hilton Head Island Villa Rental Picture
  • Villa Rental Deals and Discounts $53 off = $850 per week
  • Villa Rental Deals and Specials Secure Wi Fi, Free Long Distance, HD TV... ($50)
  • bedrooms 2
  • community Palmetto Dunes
  • rental type Villa
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $665 - $1,015 /wk
 
 
 
 
 

33 reviews write a review

DEAL!! Front Row View - End Unit - WIFI - Enjoy Oceanfront For Less
Hilton Head Island Villa Rental Picture
  • Villa Rental Deals and Discounts $100 off = $575 per week
  • bedrooms 1
  • community Hilton Head Beach and Tennis Resort
  • rental type Villa
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $85 - $125 /nt
    $450 - $875 /wk
 
 
 
 
 

16 reviews write a review

DEAL!! SeaCrest, 5 Star, BeachFront, Ocean View
Hilton Head Island Villa Rental Picture
  • Villa Rental Deals and Discounts $400 off = $1,550 per week
  • Villa Rental Deals and Specials Housekeeping ($125)
  • bedrooms 2
  • community SeaCrest
  • rental type Villa
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $850 - $2,550 /wk
 
 
 
 
 

3 reviews write a review

DEAL!! Captain's Walk, BeachFront, Direct Ocean View
Hilton Head Island Villa Rental Picture
  • Villa Rental Deals and Discounts $300 off = $1,250 per week
  • Villa Rental Deals and Specials Housekeeping ($100)
  • bedrooms 2
  • community Captain's Walk
  • rental type Villa
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $850 - $2,250 /wk
 
 
 
 
 

3 reviews write a review

DEAL!! Beautiful Ocean View, Upscale Interior, Wireless Internet
Hilton Head Island Villa Rental Picture
  • Villa Rental Deals and Specials 4 bicycles ($120)
  • bedrooms 2
  • community Hilton Head Beach and Tennis Resort
  • rental type Villa
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $85 - $100 /nt
    $475 - $825 /wk
    $950 /mth
 
 
 
 
 

10 reviews write a review

DEAL!! Beautiful Home-Private Pool & Dock on Lagoon-Walk to Beach
Hilton Head Island House Rental Picture
  • House Rental Deals and Specials 2 Free Hours of Tennis Each Day at... ($350)
  • bedrooms 4
  • community Palmetto Dunes
  • rental type House
  • sleeps 11
  • baths
  • rates (USD) $347 - $600 /nt
    $2,600 - $3,900 /wk
 
 
 
 
 

1 reviews write a review

DEAL!! The Greens - 4 Bikes / WIFI / Walk To Beach/ 5 mins Coligny
Hilton Head Island Villa Rental Picture
  • Villa Rental Deals and Discounts $200 off = $815 per week
  • Villa Rental Deals and Specials 4 Free Rental Bikes w/ locks ($120)
  • bedrooms 2
  • community Shipyard Plantation
  • rental type Villa
  • owner badgeowner badge
  • sleeps 7
  • baths
  • rates (USD) $130 - $200 /nt
    $600 - $1,195 /wk
    $1,700 - $1,750 /mth
 
 
 
 
 

100 reviews write a review

DEAL!! Shipyard Greens #1Renovatns:Golf-Bch-Tennis$100off/wk 5/3-24
Hilton Head Island Condo Rental Picture
  • Condo Rental Deals and Specials Free Tennis (valued weekly @ ($175)
  • bedrooms 2
  • community Shipyard Plantation
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $125 - $155 /nt
    $625 - $1,050 /wk
 
 
 
 
 

24 reviews write a review

DEAL!! Steps to beach in oceanside resort.....overlooking pool!
Hilton Head Island Condo Rental Picture
  • Condo Rental Deals and Specials FREE WI-FI IN OUR VILLA ($20)
  • bedrooms 2
  • community Hilton Head Resort
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $120 - $160 /nt
    $625 - $840 /wk
    $1,200 /mth
 
 
 
 
 

23 reviews write a review

DEAL!! Oceanside! Tropical garden villa--central to everything
Hilton Head Island Villa Rental Picture
  • Villa Rental Deals and Specials Wi-Fi in villa ($20)
  • bedrooms 2
  • community Hilton Head Beach and Tennis Resort
  • rental type Villa
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $75 - $100 /nt
    $475 - $675 /wk
    $850 /mth
 
 
 
 
 

5 reviews write a review

DEAL!! Ocean view! Enjoy your island retreat!
Hilton Head Island Villa Rental Picture
  • Villa Rental Deals and Specials Free Wi-Fi in villa and at resort hot... ($20)
  • bedrooms 2
  • community Hilton Head Beach and Tennis Resort
  • rental type Villa
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $100 - $120 /nt
    $600 - $820 /wk
    $1,032 /mth
 
 
 
 
 

4 reviews write a review

DEAL!! Oceanside! Enjoy your Mermaid Cafe! Island fun!
Hilton Head Island Villa Rental Picture
  • Villa Rental Deals and Specials FREE Wi-fi in villa and at resort hot... ($20)
  • bedrooms 2
  • community Hilton Head Beach and Tennis Resort
  • rental type Villa
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $75 - $100 /nt
    $475 - $675 /wk
    $850 /mth
 
 
 
 
 

2 reviews write a review

DEAL!! "Top Floor" Ocean Villa on the beach, FREE TENNIS
Hilton Head Island Condo Rental Picture
  • Condo Rental Deals and Discounts $150 off = $645 per week
  • Condo Rental Deals and Specials cleaning included ($75)
  • bedrooms 1
  • community Hilton Head Beach and Tennis Resort
  • rental type Condo
  • sleeps 6
  • baths 1
  • rates (USD) $75 - $150 /nt
    $495 - $825 /wk
    $895 - $995 /mth
 
 
 
 
 

1 reviews write a review

DEAL!! Shipyard/Golfmaster II
Hilton Head Island Villa Rental Picture
  • Villa Rental Deals and Discounts $150 off = $1,200 per week
  • bedrooms 3
  • community Shipyard Plantation
  • rental type Villa
  • sleeps 6
  • baths 3
  • rates (USD) $1,000 - $1,350 /wk
 
 
 
 
 

write a review

DEAL!! Ocean Front Resort!! Only 100 yards to pool and Beach!
Hilton Head Island Condo Rental Picture
  • Condo Rental Deals and Discounts $50 off = $750 per week
  • bedrooms 1
  • community Hilton Head Beach and Tennis Resort
  • rental type Condo
  • sleeps 6
  • baths 1
  • rates (USD) $75 - $200 /nt
    $250 - $900 /wk
 
 
 
 
 

write a review

DEAL!! Magical Beach Condo: $65/NT Walk to beach! Mem. Day on Sale
Hilton Head Island Condo Rental Picture
  • Condo Rental Deals and Specials Gas card ($10)
  • bedrooms 2
  • community Folly Field
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $79 - $125 /nt
    $425 - $650 /wk
    $700 - $900 /mth
 
 
 
 
 

25 reviews write a review

DEAL!! The Breakers - Hilton Head Ocean villa on the Beach!
Hilton Head Island Condo Rental Picture
  • Condo Rental Deals and Discounts $100 off = $595 per week
  • Condo Rental Deals and Specials cleaning fees ($75)
  • bedrooms 1
  • community The Breakers
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $70 - $125 /nt
    $350 - $825 /wk
    $800 - $950 /mth
 
 
 
 
 

2 reviews write a review

DEAL!! 3BR 3BA, WiFi, Pets, Beach-700 Yds, Spring Spec $600/Wk
Hilton Head Island Villa Rental Picture
  • Villa Rental Deals and Discounts $150 off = $600 per week
  • Villa Rental Deals and Specials Free Wifi ($50)
  • bedrooms 3
  • community Ocean Breeze
  • rental type Villa
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $100 - $160 /nt
    $600 - $1,100 /wk
 
 
 
 
 

2 reviews write a review