Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

109 Oceanwood -Fully Upgraded - 125 yards to the Oceanfro...

Hilton Head Island
109 Oceanwood -Fully Upgraded - 125 yards to the Oceanfront Pool & Beach. 4 bedrooms, 4 bathrooms, ...
Home 4 / 4 / 10

*
Online booking available

$214 - $299
Per Night

$1495 - $3995
Per Week

3503 Seacrest-Direct Oceanfront 5th Floor - 2015 is just ...

Hilton Head Island
3503 Seacrest-Direct Oceanfront 5th Floor - 2015 is just around the corner This attractive 5th floo...
Villa 3 / 3 / 8

*
Online booking available

$228 - $228
Per Night

$1595 - $4495
Per Week

7 Quail St - 2nd Row Ocean-4 BRs w/ Pool & Hot Tub - So p...

Hilton Head Island
7 Quail St - 2nd Row Ocean-4 BRs w/ Pool & Hot Tub - So pretty! This lovely 4 bedroom home with *Pr...
Home 4 / 4 / 10

*
Online booking available

$342 - $456
Per Night

$2395 - $6095
Per Week

Shorewood 136

Hilton Head Island
2BD/2 BA Ocean View Villa. King, Queen & Twin bed. Sleep sofa. (Sofa bed linens rentable for $25 fee...
Villa 2 / 2 / 7

*
Online booking available

$220 - $400
Per Night

$1100 - $2000
Per Week

Oversized 2 Bd Jewel, Walk to Beach, 20 yds to Pool, Free...

Hilton Head Island
Oversized 2 Bd Jewel, Walk to Beach, 20 yds to Pool, Free Bikes, Pet Friendly Queens Grant 671 is a...
Villa 2 / 2 / 6

*
Online booking available

$71 - $142
Per Night

$495 - $1095
Per Week

306 Tennismaster. 3 BR Shipyard townhouse- 5 minutes to t...

Hilton Head Island
306 Tennismaster. 3 BR Shipyard townhouse- 5 minutes to the beach These Tennismaster Townhouse vill...
Villa 3 / 3 / 6

*
Online booking available

$85 - $128
Per Night

$595 - $1595
Per Week

South Beach Club 1923

Hilton Head Island
3 BD/2.5 BA 3rd floor villa with Sound views. King, Queen & 2 Doubles. Pool on Site. 1 hr/ day fre...
Villa 3 / 3 / 8

*
Online booking available

$260 - $530
Per Night

$1300 - $2650
Per Week

Ocean One 402 - Oceanside 4th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 4 / 3 / 9

*
Online booking available

$250 - $530
Per Night

$1250 - $2650
Per Week

Ocean One 411 - Stunning Ocean Views from 4th Floor

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 411 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$250 - $570
Per Night

$1250 - $2850
Per Week

Surf Court 66 - Charming Townhouse - 1 block to the Beach

Hilton Head Island
Surf Court 66 is a two-story townhouse, one flight above street level. These properties are within 1...
Condo 2 / 3 / 7

*
Online booking available

$110 - $200
Per Night

$550 - $1000
Per Week

Beachwalk 122 - Beautiful 1st Floor Flat

Hilton Head Island
Beachwalk condominiums are within Shipyard Plantation, a private residental and resort community. Th...
Condo 2 / 2 / 6

*
Online booking available

$139 - $225
Per Night

$695 - $1125
Per Week

2 BR 11/2 Bath Hilton Head Beach Club - Pool and Courtyar...

Hilton Head Island
2 BR 11/2 Bath Hilton Head Beach Club - Pool and Courtyard View The Condo is styled as an eclectic ...
Condo 2 / 2 / 4

*
Online booking available

$115 - $215
Per Night

$550 - $1075
Per Week

Seaside Villa 269 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 269 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Recently renovated and beautifully de...
Condo 1 / 1 / 6

*
Online booking available

$115 - $198
Per Night

$500 - $990
Per Week

15 Avocet Street - 4 BR Home w/ Pool & Spa- Book Nowfor t...

Hilton Head Island
15 Avocet Street - 4 BR Home w/ Pool & Spa- Book Nowfor the Fall 15 AVOCET - A BIRD'S SONG ABOUT TH...
Home 4 / 3 / 12

*
Online booking available

$228 - $314
Per Night

$1595 - $4195
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

$169 - $999
Per Night

$1183 - $6993
Per Week

159 Beachwalk - Fully Renovated Townhouse. Quick walk to ...

Hilton Head Island
159 Beachwalk - Fully Renovated Townhouse. Quick walk to the beach! Within earshot of the rolling s...
Villa 2 / 3 / 8

*
Online booking available

$85 - $114
Per Night

$595 - $1395
Per Week

Comfortable First Floor End Unit. Walk to the Beach, Pool...

Hilton Head Island
Comfortable First Floor End Unit. Walk to the Beach, Poolside, Pet Friendly Setting The Price, Amen...
Villa 2 / 2 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

1691 Bluff Villas - Cute 1 BR Villa, 2nd floor a quick wa...

Hilton Head Island
1691 Bluff Villas - Cute 1 BR Villa, 2nd floor a quick walk to the beach This 1 bedroom, 1 bath fla...
Villa 1 / 1 / 4

*
Online booking available

$99 - $114
Per Night

$695 - $1295
Per Week

1106 Seacrest-Oceanviews & quick walk to dining, shopping...

Hilton Head Island
1106 Seacrest-Oceanviews & quick walk to dining, shopping and activities Located in building 1 this...
Villa 3 / 3 / 10

*
Online booking available

$185 - $185
Per Night

$1295 - $3295
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

1870 Beachside Tennis - 2nd Floor Villa with Gorgeous Views!

Hilton Head Island
This newly updated spacious 2 bedroom, 2-bath beachfront villa affords a stunning view from every ro...
Villa 2 / 2 / 6

*
Online booking available

$128 - $128
Per Night

$895 - $2295
Per Week

Shorewood 507

Hilton Head Island
3 BD/3 BA oceanfront villa. King, 2 Twin beds & 2 Twin beds. Zero EntryOceanfront Pool, Hot Tub & Ba...
Villa 3 / 3 / 6

*
Online booking available

$265 - $530
Per Night

$1325 - $2650
Per Week

Crabline Court 34

Hilton Head Island
5 BD/ 4 BA multi-story Home with Private Pool* & Spa* can be heated for *additional fee. King, King...
Home 5 / 4 / 12

*
Online booking available

$385 - $770
Per Night

$1925 - $3850
Per Week

3 Scaup - Cute 3 BR Home, close to S. Beach & quick walk ...

Hilton Head Island
3 Scaup - Cute 3 BR Home, close to S. Beach & quick walk to the beach. This charming 3 bedroom, 3 b...
Home 3 / 3 / 8

*
Online booking available

$171 - $228
Per Night

$1195 - $3395
Per Week

Courtside 100 - Forest Beach 1st Floor Flat

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 - $200
Per Night

$550 - $1000
Per Week

 

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