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Deals on Vacation Rentals in Hilton Head Island, South Carolina

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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 Resort
  • rental type Villa
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $75 - $100 /nt
    $475 - $675 /wk
    $832 /mth
 
 
 
 
 

3 reviews write a review

DEAL!! August 2-15 $575 for the week, plus taxes. Free Wifi
Hilton Head Island Villa Rental Picture
  • Villa Rental Deals and Discounts $175 off = $400 per week
  • bedrooms 1
  • community Hilton Head Beach and Tennis Resort
  • rental type Villa
  • sleeps 6
  • baths 1
  • rates (USD) $100 - $200 /nt
    $350 - $650 /wk
 
 
 
 
 

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DEAL!! September/October~Peaceful/Quiet~Beach/Golf/Tennis~WiFi
Hilton Head Island Villa Rental Picture
  • Villa Rental Deals and Discounts $75 off = $800 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) $672 - $1,022 /wk
 
 
 
 
 

39 reviews write a review

DEAL!! MaLady's Beach Condo
Hilton Head Island Condo Rental Picture
  • Condo Rental Deals and Specials Cleaning fee 1/2 off ($50)
  • bedrooms 2
  • community Hilton Head Beach and Tennis Resort
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $695 - $895 /wk
    $1,095 /mth
 
 
 
 
 

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DEAL!! The Greens - 4 Bikes / WIFI / Walk To Beach/ 5 mins Coligny
Hilton Head Island Villa Rental Picture
  • Villa Rental Deals and Discounts $150 off = $100 per night
  • 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 - $250 /nt
    $600 - $1,225 /wk
    $1,700 - $1,750 /mth
 
 
 
 
 

105 reviews write a review

DEAL!! Shipyard Greens #1Renovatns:Golf-Beach-Tennis 8/31-9/8 Avail
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
 
 
 
 
 

25 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 Head Head Resort
  • rental type Villa
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $75 - $100 /nt
    $475 - $675 /wk
    $832 /mth
 
 
 
 
 

5 reviews write a review

DEAL!! Best of Both Worlds-Oceanview & Pool. Steps to the Beach!!
Hilton Head Island Villa Rental Picture
  • Villa Rental Deals and Discounts $34 off = $715 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!! $759 Total! Any 7 Nights in Aug/Sept (Sat-Sat Only) Sleeps 4
Hilton Head Island Condo Rental Picture
  • Condo Rental Deals and Discounts 30% off = $759 per week
  • Condo Rental Deals and Specials free tennis ($50)
  • bedrooms 1
  • community Sea Side Villas
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $79 - $225 /nt
    $499 - $1,599 /wk
    $990 - $2,499 /mth
 
 
 
 
 

13 reviews write a review

DEAL!! SeaCrest, 5 Star, BeachFront, Ocean View
Hilton Head Island Villa Rental Picture
  • Villa Rental Deals and Discounts $300 off = $1,125 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 = $1,150 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!! Magical Beach Condo: $635 tot WK; Walk to beach! Free Wi- Fi
Hilton Head Island Condo Rental Picture
  • Condo Rental Deals and Specials No Cleaning Fee ($80)
  • bedrooms 2
  • community Folly Field
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $79 - $125 /nt
    $425 - $650 /wk
    $875 - $1,000 /mth
 
 
 
 
 

31 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 Discounts $125 off = $525 per week
  • Condo Rental Deals and Specials Departure Cleaning Fee waived ($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!! A "Tropical Oasis" on North Forest Beach...
Hilton Head Island House Rental Picture
  • House Rental Deals and Discounts $295 off = $1,100 per week
  • House Rental Deals and Specials Taxes & Housekeeping ($265)
  • bedrooms 3
  • community North Forest Beach
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $125 - $329 /nt
    $875 - $2,300 /wk
    $2,200 - $4,600 /mth
 
 
 
 
 

1 reviews write a review

DEAL!! Steps to beach in oceanside resort.....overlooking pool!
Hilton Head Island Condo Rental Picture
  • Condo Rental Deals and Specials Half Price Cleaning Fee ($42)
  • 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
 
 
 
 
 

26 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 Resort
  • rental type Villa
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $100 - $120 /nt
    $600 - $820 /wk
    $1,014 /mth
 
 
 
 
 

5 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 = $695 per week
  • Condo Rental Deals and Specials cleaning ($100)
  • 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!! First Floor gold rated Ocean Villa on the beach, FREE TENNIS
Hilton Head Island Condo Rental Picture
  • Condo Rental Deals and Discounts $100 off = $550 per week
  • bedrooms 1
  • community Hilton Head Beach and Tennis Resort
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $75 - $150 /nt
    $495 - $850 /wk
    $895 - $995 /mth
 
 
 
 
 

4 reviews 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 $100 off = $700 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
 
 
 
 
 

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DEAL!! TRUE Direct Ocean Front View-Totally Remodeled+Luxurious-VIP
Hilton Head Island Condo Rental Picture
  • Condo Rental Deals and Discounts $100 off = $695 per week
  • bedrooms 1
  • community Forest Beach
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $71 - $114 /nt
    $500 - $800 /wk
 
 
 
 
 

1 reviews write a review

DEAL!! Just Renovated Steps to Beach Large Private Pool
Hilton Head Island House Rental Picture
  • House Rental Deals and Specials Bike Rentals ($100)
  • bedrooms 3
  • community Forest Beach
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $1,450 - $3,350 /wk
 
 
 
 
 

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DEAL!! 3BR 3BA, WiFi, Pets, Beach-700 Yds, Spring Spec $600/Wk
Hilton Head Island Villa Rental Picture
  • Villa Rental Deals and Discounts $100 off = $600 per week
  • Villa Rental Deals and Specials Free Wifi ($30)
  • 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