Hilton Head Island Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Sea Crest 2110 - Oceanside 1st Floor Condo

Hilton Head Island
Sea Crest is an Ocean Front resort with all the amenities you could ask for. On-site gym, restauran...
Condo 2 / 2 / 6

*
Online booking available

$175 - $365
Per Night

$875 - $1825
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 / 1.5 / 4

*
Online booking available

$115 - $215
Per Night

$550 - $1075
Per Week

Hilton Head Beach Villa 4 - 3 BR 3 BA Oceanfront Townhome

Hilton Head Island
Located oceanfront on South Forest Beach Drive, this oceanfront tri-level townhome offers three bed...
Condo 3 / 3 / 6

*
Online booking available

$583 - $700
Per Night

$3500 - $3500
Per Week

231 Beachside Homes -4 BRs and close to every South Beach...

Hilton Head Island
231 Beachside Homes -4 BRs and close to every South Beach amenity! HILTON HEAD ISLAND AS IT WAS MEA...
Home 4 / 4 / 8

*
Online booking available

$1095 - $2995
Per Week

3 Night Heron Lakeside-Quick walk to beach, Pool & Tennis...

Hilton Head Island
3 Night Heron Lakeside-Quick walk to beach, Pool & Tennis On-Site This adorable 3 bedroom, 2.5 bath...
Home 3 / 2.5 / 8

*
Online booking available

$1095 - $2500
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

Beachside Tennis 1881

Hilton Head Island
2 BD/2 BA 5th floor villa with views of Ocean, Pool & Sound. King & 2 Queens. Vaulted ceiling in l...
Villa 2 / 2 / 6

*
Online booking available

$220 - $440
Per Night

$1100 - $2200
Per Week

1205 Seacrest-Beautifully Decorated & Pretty Ocean Views

Hilton Head Island
Recently remodeled, this fabulous 2nd floor, 2 bedroom, 2 bathroom OCEANVIEW SeaCrest condo will kno...
Villa 2 / 2 / 7

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

1416 South Beach Villa-Pretty Beachviews, Quick walk to M...

Hilton Head Island
1416 South Beach Villa-Pretty Beachviews, Quick walk to Marina, Pool & Tennis AMAZING views of the ...
Villa 4 / 3 / 8

*
Online booking available

$199 - $199
Per Night

$1395 - $3395
Per Week

Lake Forest 3320 - One Level Condo w/ private screened porch

Hilton Head Island
Lake Forest is a quiet community adjacent to the 600 acre Sea Pines Forest Preserve which features t...
Condo 2 / 2 / 4

*
Online booking available

$145 - $219
Per Night

$725 - $1095
Per Week

Ocean Dunes Villas 107 - 1 BR 1 BA 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

1 bedroom Forest Beach Villa

Hilton Head Island
Relax and enjoy your Hilton Head Island experience in this charming 1 bedroom, 1 bath villa which ha...
Condo 1 / 1 / 2

*
Online booking available

$100 - $155
Per Night

$525 - $800
Per Week

Luxurious Renovated Sea Pines Home. Everything is new! Fr...

Hilton Head Island
Luxurious Renovated Sea Pines Home. Everything is new! Free Bikes & Tennis Lagoon Views Short ride...
Home 3 / 2 / 8

*
Online booking available

$156 - $256
Per Night

$1095 - $2495
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

Water Oak 33

Hilton Head Island
3BD/3BA home with Private Pool & Billiard Room. King, King, Queen,Twin & Trundle. Multiple Flat Scre...
Home 3 / 3.5 / 8

*
Online booking available

$440 - $560
Per Night

$2200 - $2800
Per Week

190 Twin Oaks-Wow! View of the famous Harbour Town Golf L...

Hilton Head Island
190 Twin Oaks-Wow! View of the famous Harbour Town Golf Links/Fully Renovated Newly renovated and u...
Villa 2 / 2 / 4

*
Online booking available

$171 - $171
Per Night

$1195 - $1795
Per Week

8 Lark - Cute 2nd Row From The Ocean W/ Pretty Views-Augu...

Hilton Head Island
8 Lark - Cute 2nd Row From The Ocean W/ Pretty Views-August Weeks Available Just second row from th...
Home 3 / 2 / 8

*
Online booking available

$1295 - $3495
Per Week

Shorewood 130 - Oceanside

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 2 / 2 / 6

*
Online booking available

$165 - $319
Per Night

$825 - $1595
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

117 N. Sea Pines-Quick Walk to the New Sea Pines Beach Cl...

Hilton Head Island
117 N. Sea Pines-Quick Walk to the New Sea Pines Beach Club & Plantation Club Right in the middle o...
Home 4 / 2.5 / 10

*
Online booking available

$1195 - $3095
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

Ocean Dunes Villa 220 - 1 BR 1 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 220 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc This one bedroom villa has a full...
Condo 1 / 1 / 6

*
Online booking available

$120 - $205
Per Night

$550 - $1025
Per Week

257 Captain Quarters - Magnificent views of Broad Creek!

Hilton Head Island
This lovely 4th floor 2 bedroom, 2 bath villa has breathtaking views of Broad Creek from the living ...
Villa 2 / 2 / 6

*
Online booking available

$99 - $99
Per Night

$695 - $1395
Per Week

New to Market, Newly Renovated Luxury Treetops Villa, Fre...

Hilton Head Island
New to Market, Newly Renovated Luxury Treetops Villa, Free Bikes, Tennis Wifi Beautifully Renovated...
Villa 3 / 3 / 6

*
Online booking available

$99 - $156
Per Night

$695 - $1395
Per Week

Ocean One 520 - Oceanside 5th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 2 / 2 / 6

*
Online booking available

$165 - $319
Per Night

$825 - $1595
Per Week

 

More Getaway Locations and Properties