Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Beautiful views from this lovely 2 bedroom ocean view villa!

Hilton Head Island
Beautiful angled ocean views from this lovely 2 bedroom ocean view villa! Decorated in light, bright...
Villa 2 / 2 / 6

*
Online booking available

$114 - $114
Per Night

$795 - $1995
Per Week

New To Market! Beautiful Sea Pines Home. Private Pool, Go...

Hilton Head Island
New To Market! Beautiful Sea Pines Home. Private Pool, Golf Views, Free Bikes AVAILABLE NOW! CARRY ...
Home 3 / 2.5 / 8

*
Online booking available

$199 - $500
Per Night

$1395 - $2995
Per Week

Ocean One 101- Direct Ocean Front 4 Bedroom Condo

Hilton Head Island
Ocean One 101 is a 4 bedroom Ocean Front Condo. There are 2 of the 4 bedrooms facing the ocean each...
Condo 4 / 3 / 9

*
Online booking available

$285 - $625
Per Night

$1425 - $3125
Per Week

1502 Seacrest-5th Floor/ beautiful Oceanviews - Quick Wal...

Hilton Head Island
1502 Seacrest-5th Floor/ beautiful Oceanviews - Quick Walk to Coligny Plaza This pretty 5th floor O...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

2415 Seacrest-Wow Views! Very pretty & Sunny. Available 8...

Hilton Head Island
2415 Seacrest-Wow Views! Very pretty & Sunny. Available 8/15-22 week This beautiful 4th Floor 3 Bed...
Villa 3 / 3 / 9

*
Online booking available

$199 - $199
Per Night

$1395 - $3595
Per Week

Ocean One 119 - Relaxing Oceanfront 1st Floor Condo

Hilton Head Island
The beach is steps away from your Ocean One patio at this oceanfront complex in South Forest Beach. ...
Condo 3 / 3 / 10

*
Online booking available

$239 - $530
Per Night

$1195 - $2650
Per Week

Ocean One 503 - Oceanfront 5th Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 503 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$190 - $419
Per Night

$950 - $2095
Per Week

Penthouse 5 at Seacrest - Oceanfront 4 BRs & Beautiful - ...

Hilton Head Island
Penthouse 5 at Seacrest - Oceanfront 4 BRs & Beautiful - Sleeps 10 SeaCrest Penthouse 5 is a stunni...
Villa 4 / 4 / 10

*
Online booking available

$314 - $314
Per Night

$2195 - $5695
Per Week

Courtside 86 - 3 Bedroom Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with a beautiful landscaped courtyard, lagoon and large pool ...
Condo 3 / 3.5 / 8

*
Online booking available

$165 - $280
Per Night

$825 - $1400
Per Week

1203 Seacrest-Amazing ocean views & steps to the beach -A...

Hilton Head Island
1203 Seacrest-Amazing ocean views & steps to the beach -Aug Weeks $200 Off Located on the second fl...
Villa 2 / 2 / 6

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

Ocean Dunes Villa 207 - 1 Bedroom 1 Bathroom Oceanfront Flat

Hilton Head Island
This nicely decorated one bedroom villa has a full kitchen, combined living room dining room area an...
Condo 1 / 1 / 6

*
Online booking available

$120 - $205
Per Night

$550 - $1025
Per Week

12 Beachside-Pretty 3 BR Beach Home in South Beach Marina...

Hilton Head Island
12 Beachside-Pretty 3 BR Beach Home in South Beach Marina Area. Sleeps6 Beautiful 3 bedroom, 2 bath...
Home 3 / 2 / 6

*
Online booking available

$1295 - $2895
Per Week

12 Portside - Beautiful Braddock Cove Views - 4 BR Home.

Hilton Head Island
Outstanding is the thought that comes to mind when describing this lovely 4 bedroom, 4 bath Portside...
Home 4 / 4 / 8

*
Online booking available

$1195 - $3195
Per Week

6 Bayberry - Family Friendly, 3rd Row Ocean & 4 Bedrooms

Hilton Head Island
Fun, family-friendly, 4 bedroom, 3 bath beach home with *heated pool and spa (*pool can be heated f...
Home 4 / 3 / 10

*
Online booking available

$1195 - $3295
Per Week

Sea Spray 1

Hilton Head Island
4 BD/3 BA 3rd Row Ocean Home with Private Pool (can be heated for a fee)King, Queen, 2 Twins plus Ch...
Home 4 / 3 / 10

*
Online booking available

$320 - $640
Per Night

$1600 - $3200
Per Week

2 Bed/2.5 Bath Villa at 11 Hickory Cove

Hilton Head Island
2 Bed/2.5 Bath Villa at 11 Hickory Cove Unit Description: Unit features a living room, dining area ...
Condo 2 / 2 / 6

*
Online booking available

$159 - $999
Per Night

$1113 - $6993
Per Week

Planters Wood 49

Hilton Head Island
3 BD/2.5 BA home with wooded view. King, King, 2 Twins +2 Sleep Sofas. (Sofa linens available for $2...
Home 3 / 2.5 / 10

*
Online booking available

$280 - $340
Per Night

$1400 - $1700
Per Week

Ocean One 219 - Oceanfront 2nd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 219 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$259 - $570
Per Night

$1295 - $2850
Per Week

27 Pelican- Need 4, 5 or 6 BR home? 8/29-9/4 week $1500 Off

Hilton Head Island
27 Pelican - Rent as a 4, 5 or 6 bedroom Sept thru May. This gorgeous brand new 3rd row ocean cust...
Home 6 / 5.5 / 20

*
Online booking available

$3295 - $8395
Per Week

3 BR 3 bath Seascape Villa S Forest Beach Dr Hilton Head ...

Hilton Head Island
3 BR 3 bath Seascape Villa S Forest Beach Dr Hilton Head Island Seascape 3030 is a nicely decorated...
Condo 3 / 2 / 6

*
Online booking available

$150 - $290
Per Night

$750 - $1450
Per Week

19 Mallard - Book For Summer! Filling up fast! 6 BRs - Sl...

Hilton Head Island
19 Mallard - Book For Summer! Filling up fast! 6 BRs - Sleeps 14 This large Low Country style home ...
Home 6 / 4.5 / 14

*
Online booking available

$2395 - $6195
Per Week

The Greens 200 - Golf Course Views - 2 BR Shipyard Townhouse

Hilton Head Island
The Greens 200 is a spacious 2 bedroom, 2 1/2 bath townhouse. The complex is just 3 blocks from the...
Condo 2 / 2.5 / 6

*
Online booking available

$145 - $225
Per Night

$725 - $1125
Per Week

3501 Seacrest - Oceanfront 5th Floor Penthouse. Wow views!

Hilton Head Island
This top floor penthouse OCEANFRONT villa is the premier 3 bedroom accommodation on Hilton Head Isla...
Villa 3 / 3 / 6

*
Online booking available

$228 - $228
Per Night

$1595 - $4495
Per Week

Seaside Villa 343 - 1 BR 1 BA Oceanside Flat Hilton Head

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Condo 1 / 1 / 4

*
Online booking available

$105 - $178
Per Night

$400 - $890
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 / 2.5 / 6

*
Online booking available

$115 - $200
Per Night

$575 - $1000
Per Week

 

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