Hilton Head Island Vacation Rental Getaways


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  • High Speed Internet
  • Elevator
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  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
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  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
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  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Collier Beach 16

Hilton Head Island
5BD/5.5BA Oceanfront Home w/ Private Pool (heated for a fee) 4 King beds,1 Queen & Sleep Sofa. Sofa ...
Home 5 / 6 / 12

*
Online booking available

$1000 - $1000
Per Night

$5000 - $5000
Per Week

Fairway Lane 71

Hilton Head Island
2 BD/2 BA villa w/ golf & lagoon view. Queen & 2 Twins. Sofa bed. (Sofa linens available $25 fee.) ...
Villa 2 / 2 / 6

*
Online booking available

$155 - $155
Per Night

$775 - $775
Per Week

2 Sea Spray-New Owners & lots of Renovations, 2nd Row Oce...

Hilton Head Island
2 Sea Spray-New Owners & lots of Renovations, 2nd Row Ocean- New pictures Now 2nd row ocean FUN bea...
Home 4 / 4 / 12

*
Online booking available

$256 - $370
Per Night

$1795 - $4995
Per Week

Surf Court 46 - Updated 3 BR Townhouse - 1 block to the B...

Hilton Head Island
Surf Court 46 - Updated 3 BR Townhouse - 1 block to the Beach Surf Court is an ocean-oriented compl...
Condo 3 / 3 / 8

*
Online booking available

$165 - $290
Per Night

$825 - $1450
Per Week

Waterford C-5 - Shipyard Townhouse

Hilton Head Island
Waterford is a quiet, golf-oriented community within Shipyard Plantation. By biking along the leisur...
Condo 2 / 2 / 6

*
Online booking available

$135 - $215
Per Night

$675 - $1075
Per Week

Deluxe Ocean Dunes Villa 205 - 2 BR 2 BA Oceanfront Hilto...

Hilton Head Island
Deluxe Ocean Dunes Villa 205 - 2 BR 2 BA Oceanfront Hilton Head Totally Renovated in 2010 and Beaut...
Condo 2 / 2 / 6

*
Online booking available

$200 - $335
Per Night

$1000 - $1675
Per Week

Ocean Dunes Villa 206 - 1 BR 1 BA Oceanfront Deluxe Flat

Hilton Head Island
With a spectacular view of the Atlantic Ocean from the oceanfront balcony, the villa is just steps t...
Condo 1 / 1 / 4

*
Online booking available

$140 - $235
Per Night

$650 - $1175
Per Week

1832 Beachside Tennis- 3rd Floor With Gorgeous Views!

Hilton Head Island
Pretty, 3rd floor 2 bedroom, 2 bath villa end unit with wrap around patio has gorgeous views of the ...
Villa 2 / 2 / 8

*
Online booking available

$128 - $128
Per Night

$895 - $2295
Per Week

1502 Seacrest - 5th Floor, 2 BR Villa overlooking the poo...

Hilton Head Island
1502 Seacrest - 5th Floor, 2 BR Villa overlooking the pool & ocean. This pretty 5th floor Oceanview...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

28 Sandpiper

Hilton Head Island
Sandpiper's Flight ? This beautiful new VIP Oceanside home in North Forest Beach is stunning. Brigh...
Home 5 / 6 / 10

*
Online booking available

$314 - $428
Per Night

$2195 - $5695
Per Week

2315 Windsor Place II -Beautiful Oceanfront 1 Bedroom Villa!

Hilton Head Island
One of the finest oceanfront accommodations located in the heart of Palmetto Dunes Resort. This 3rd...
Villa 1 / 2 / 4

*
Online booking available

$99 - $99
Per Night

$695 - $1695
Per Week

2402 Seacrest - 3rd Floor Seacrest villa! Fall is a Beaut...

Hilton Head Island
2402 Seacrest - 3rd Floor Seacrest villa! Fall is a Beautiful time to be here This 4th floor Oceanv...
Villa 3 / 3 / 10

*
Online booking available

$185 - $185
Per Night

$1295 - $3295
Per Week

Courtside 61 - Ground Floor Flat - Easy Access to the Pool

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2 / 6

*
Online booking available

$110 - $210
Per Night

$550 - $1050
Per Week

Courtside 107 - Updated Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 3 / 7

*
Online booking available

$110 - $210
Per Night

$550 - $1050
Per Week

Surf Court 26 - Updated Townhouse - Great Location

Hilton Head Island
Surf Court 26 is a two-story townhouse, one flight above street level. This property is 1 to 1.5 bl...
Condo 2 / 3 / 6

*
Online booking available

$110 - $200
Per Night

$550 - $1000
Per Week

Huntington 7632

Hilton Head Island
3 Bd/ 3.5 Ba townhouse with lagoon view. King, Queen & 2 Twin beds. Walk easily to the Beach. Pool &...
Villa 3 / 4 / 6

*
Online booking available

$270 - $270
Per Night

$1350 - $1350
Per Week

Sea Pines Home Ocean Views, 80 Yds to Beach Free Bikes Te...

Hilton Head Island
Sea Pines Home Ocean Views, 80 Yds to Beach Free Bikes Tennis Pet Friendly 80 Yards to Beach - P...
Home 4 / 3 / 8

*
Online booking available

$156 - $750
Per Night

$1095 - $3000
Per Week

Ocean Dunes Villa 408 - 1 BR 1 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 408 - 1 BR 1 BA Oceanfront Flat Hilton Head This villa offers WIRELESS INTERNET, ...
Condo 1 / 1 / 6

*
Online booking available

$120 - $205
Per Night

$550 - $1025
Per Week

Ocean One 523 Penthouse - 5th Floor - Spectacular View

Hilton Head Island
Ocean One 523 is very spacious with a unique floorplan with the only units at Ocean One with a secon...
Condo 4 / 4 / 10

*
Online booking available

$350 - $765
Per Night

$1750 - $3825
Per Week

3429 Villamare

Hilton Head Island
Located Oceanfront in Palmetto Dunes, This 2 bedroom, 2 bath villa is located on the 4 th floor and...
Villa 2 / 2 / 8

*
Online booking available

$114 - $114
Per Night

$795 - $1995
Per Week

Seaside Villa 152 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Condo 1 / 1 / 6

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

Breakers 322 - 3rd Floor 1 BR Condo in North Forest Beach

Hilton Head Island
Breakers 322 is a 3rd floor, non elevator building. Breakers 322 is a 1 bedroom condo with a balcon...
Condo 1 / 1 / 4

*
Online booking available

$135 - $235
Per Night

$675 - $1175
Per Week

7627 Huntington- Quick 150 yards walk to the beach. Fall ...

Hilton Head Island
7627 Huntington- Quick 150 yards walk to the beach. Fall dates available. This expertly decorated 2...
Villa 2 / 2 / 7

*
Online booking available

$114 - $156
Per Night

$795 - $1995
Per Week

21 Heron Street- Oceanfront/Sleeps14 - Expansive Oceanfro...

Hilton Head Island
21 Heron Street- Oceanfront/Sleeps14 - Expansive Oceanfront Views and More This updated 6 bedroom, ...
Home 6 / 7 / 14

*
Online booking available

$3695 - $9495
Per Week

3401 Seacrest. 4th Floor Oceanfront. Views, Views, Views!

Hilton Head Island
This gorgeous OCEANFRONT, 3 BR, 3 BA villa has endless views of the sunny shores of the Atlantic. Th...
Villa 3 / 3 / 10

*
Online booking available

$228 - $228
Per Night

$1595 - $4395
Per Week

 

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