Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

204 Shipmaster. Spacious 3 bedroom Shipyard townhouse!

Hilton Head Island
This beautifully decorated, 3 bedroom, 3 bath townhouse has beautiful fairway views. Nicely furnish...
Villa 3 / 3 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

9 Driftwood - Oceanfront , 4 BR and Large 15 x 34 Pool. P...

Hilton Head Island
9 Driftwood - Oceanfront , 4 BR and Large 15 x 34 Pool. Pretty! Outstanding 4 bedroom, 4 bath OCEAN...
Home 4 / 4.5 / 8

*
Online booking available

$3195 - $8195
Per Week

Shorewood 536

Hilton Head Island
2BD/2BA 5th Floor Pool & Ocean Front villa. King, Queen & Twin. Sleep Sofa (sofa linens for a $25 fe...
Villa 2 / 2 / 6

*
Online booking available

$300 - $460
Per Night

$1500 - $2300
Per Week

Courtside 18 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2.5 / 6

*
Online booking available

$110 - $210
Per Night

$550 - $1050
Per Week

4 Beachside Drive - Oceanside Home at South Beach Marina

Hilton Head Island
Beachside is an oceanside complex within steps of the Atlantic Ocean. This beach is one of the most ...
Home 4 / 4 / 10

*
Online booking available

$300 - $675
Per Night

$1500 - $3375
Per Week

Deluxe 2 bedroom, 2 bath Ocean View Ocean Dunes 101

Hilton Head Island
Renovated in 2009 and beautifully decorated, this villa has two bedrooms, two bathrooms, a full size...
Condo 2 / 2 / 6

*
Online booking available

$170 - $305
Per Night

$900 - $1525
Per Week

15 Avocet Street- Pool/Spa, Quick Walk to Beach & Coligny...

Hilton Head Island
15 Avocet Street- Pool/Spa, Quick Walk to Beach & Coligny Plaza 15 AVOCET - A BIRD'S SONG ABOUT THE...
Home 4 / 3 / 12

*
Online booking available

$228 - $228
Per Night

$1595 - $4195
Per Week

3427 Villamare-Oceanview- Loads of Amenities, 4th floor a...

Hilton Head Island
3427 Villamare-Oceanview- Loads of Amenities, 4th floor and so much more. Beautiful 2 bedroom, 2 ba...
Villa 2 / 2 / 8

*
Online booking available

$114 - $114
Per Night

$795 - $1995
Per Week

Ocean Club 17- Oceanside 1st Floor Flat - $100 Off April ...

Hilton Head Island
Ocean Club 17- Oceanside 1st Floor Flat - $100 Off April 11-18 Golf Tourney Stay ocean-side and enj...
Villa 2 / 2 / 6

*
Online booking available

$155 - $299
Per Night

$775 - $1495
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

93 Dune Lane - Oceanfront home w/ Pool & Spa - Beach Chic.

Hilton Head Island
This 5 bedroom, 4 bath oceanfront home with *heated pool and spa is designed for outdoor beach livin...
Home 5 / 4 / 12

*
Online booking available

$2695 - $6995
Per Week

Dune Lane 29B

Hilton Head Island
5BD/4BA ocean front home w/ Private Pool* (*can be heated for add'l fee) Queen, Queen, Double, 2 Twi...
Home 5 / 4 / 12

*
Online booking available

$600 - $1200
Per Night

$3000 - $6000
Per Week

Ocean One 406 - Oceanside 4th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 3 / 3 / 8

*
Online booking available

$190 - $399
Per Night

$950 - $1995
Per Week

Ocean One 511 - Oceanfront 5th Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 511 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$200 - $439
Per Night

$1000 - $2195
Per Week

1746 Bluff Villas - Beautiful views. Quick walk to South ...

Hilton Head Island
1746 Bluff Villas - Beautiful views. Quick walk to South Beach Marina Area. This is a lovely 3 bedr...
Villa 3 / 2 / 6

*
Online booking available

$128 - $128
Per Night

$895 - $1795
Per Week

Surf Court 69 - Forest Beach Townhouse

Hilton Head Island
Surf Court is located 1 block to the beach and 1 block to Van Der Meer Tennis center. Vacationers s...
Condo 3 / 3 / 6

*
Online booking available

$165 - $280
Per Night

$825 - $1400
Per Week

Cozy, Private, Spotless Villa, Golf Views, Free Bikes, Po...

Hilton Head Island
Cozy, Private, Spotless Villa, Golf Views, Free Bikes, Pool, Hot Tub This charming villa is located...
Villa 2 / 2.5 / 4

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

405 Northshore Place - Beautiful 4th Floor Villa. Pool & Spa

Hilton Head Island
Beautiful 2 bedroom, 2 bath North Forest Beach villa! Located on the 4th Floor of this 5 story villa...
Villa 2 / 2 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

1105 Seacrest - Gorgeous ocean views and New on Vrbo

Hilton Head Island
This beautiful 2 bedroom, 2 bath villa OCEANVIEW villa located in building 1 on the 1st floor. This ...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

1205 Villamare - Pretty 2nd Floor Villa overlooking the p...

Hilton Head Island
1205 Villamare - Pretty 2nd Floor Villa overlooking the pool to the ocean. Located Oceanfront in Pa...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2395
Per Week

Ocean Dunes Villas 117 - 2 BR 2 BA Oceanfront Flat

Hilton Head Island
This nicely decorated two bedroom, two bathroom villa has a full sized kitchen and a combined living...
Condo 2 / 2 / 6

*
Online booking available

$195 - $305
Per Night

$900 - $1525
Per Week

1B/1B Condo at 371 SeaSide Villas

Hilton Head Island
1B/1B Condo at 371 SeaSide Villas Unit Description: Relax in this 1 bedroom condo with a living, di...
Condo 1 / 1 / 6

*
Online booking available

$139 - $189
Per Night

$973 - $1323
Per Week

Walk to Beach, Pool, Shopping, Pet Friendly, Free Bikes &...

Hilton Head Island
Walk to Beach, Pool, Shopping, Pet Friendly, Free Bikes & Tennis, 2 Master bd Be Right in the Middl...
Condo 3 / 3 / 6

*
Online booking available

$99 - $156
Per Night

$695 - $1395
Per Week

New to Market, Harbour Town Views, Bike to Beach, Pet Fri...

Hilton Head Island
New to Market, Harbour Town Views, Bike to Beach, Pet Friendly, Free Bikes #805 Clipper Court Walk...
Villa 3 / 3 / 6

*
Online booking available

$114 - $800
Per Night

$795 - $3200
Per Week

104 Oceanwood - Beautiful Oceanfront 4 Bedroom home.

Hilton Head Island
Everchanging, panoramic views of the Atlantic from any window or deck of this 4 bedroom, 4.5 bath OC...
Home 4 / 4.5 / 10

*
Online booking available

$2595 - $6995
Per Week

 

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