Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

New to rental market! Beautiful Renovated Plantation Club...

Hilton Head Island
New to rental market! Beautiful Renovated Plantation Club Villa Pet Friendly Plantation Club is loc...
Villa 2 / 2 / 8

*
Online booking available

$71 - $500
Per Night

$495 - $2000
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

$159 - $319
Per Night

$795 - $1595
Per Week

Surf Court 68 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 3 / 3 / 8

*
Online booking available

$165 - $290
Per Night

$825 - $1450
Per Week

Surf Court 85 - Forest Beach Townhouse

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

*
Online booking available

$110 - $200
Per Night

$550 - $1000
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

$139 - $219
Per Night

$695 - $1095
Per Week

7169 Harbourside IIi - Gorgeous views of Shelter Cove Mar...

Hilton Head Island
7169 Harbourside IIi - Gorgeous views of Shelter Cove Marina & Broad Creek Welcome to 7169 Harbours...
Villa 3 / 3 / 10

*
Online booking available

$128 - $142
Per Night

$895 - $1695
Per Week

Quiet End Unit Townhome, Pet Friendly, Free Bikes, Tennis...

Hilton Head Island
Quiet End Unit Townhome, Pet Friendly, Free Bikes, Tennis Walk to Beach, Pool Be Right in the Middl...
Villa 3 / 3 / 6

*
Online booking available

$99 - $156
Per Night

$695 - $1395
Per Week

3 Night Heron Lakeside-Beautiful 3 BR home with gorgeous ...

Hilton Head Island
3 Night Heron Lakeside-Beautiful 3 BR home with gorgeous lagoon views! This adorable 3 bedroom, 2.5...
Home 3 / 3 / 8

*
Online booking available

$156 - $185
Per Night

$1095 - $2500
Per Week

3 Braddock Cove Club-Beautiful View of Braddock Cove.quic...

Hilton Head Island
3 Braddock Cove Club-Beautiful View of Braddock Cove.quick walk to the marina This 4 Bedroom, 3.5 b...
Villa 4 / 4 / 10

*
Online booking available

$142 - $199
Per Night

$995 - $2495
Per Week

1127 Harbourtown Green - 3 BR Penthouse Villa with Specta...

Hilton Head Island
1127 Harbourtown Green - 3 BR Penthouse Villa with Spectacular Views! This spectacular 2 story pent...
Villa 3 / 3 / 8

*
Online booking available

$428 - $428
Per Night

$2995 - $18000
Per Week

Seaside Villa 139 - 1 BR 1 BA Oceanside Flat Hilton Head

Hilton Head Island
Newly remodeled with WIRELESS INTERNET!!!! This one bedroom, one bath villa includes all new interio...
Condo 1 / 1 / 4

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

117 N. Sea Pines-Quick Walk to Sea Pines Beach Club- Fall...

Hilton Head Island
117 N. Sea Pines-Quick Walk to Sea Pines Beach Club- Fall/Winter Dates Avail. Right in the middle o...
Home 4 / 3 / 10

*
Online booking available

$171 - $228
Per Night

$1195 - $3095
Per Week

Surf Court 16 - Forest Beach 1st Floor Flat

Hilton Head Island
Surf Court 16 is in an ocean-oriented complex and is situated on the front part of the building clos...
Condo 2 / 2 / 6

*
Online booking available

$110 - $215
Per Night

$550 - $1075
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

$500 - $775
Per Week

15-16 Moorings - Beautiful 2 Bedroom Palmetto Dunes Villa!

Hilton Head Island
Lovely 2 bedroom, 3 bath, elevated Palmetto Dunes villa! Recently redecorated, including furnishings...
Villa 2 / 3 / 6

*
Online booking available

$85 - $114
Per Night

$595 - $1495
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 - $320
Per Night

$1600 - $1600
Per Week

Upscale Harbour Town Home, Private Pool, Free Bikes & Ten...

Hilton Head Island
Upscale Harbour Town Home, Private Pool, Free Bikes & Tennis, Pet Friendly Bike to Beach, Vacation ...
Home 4 / 4 / 8

*
Online booking available

$199 - $1750
Per Night

$1395 - $7000
Per Week

8 Brigantine - 2nd Row Ocean and just steps to the beach.

Hilton Head Island
This lovely 5 bedroom, 6.5 bath home with private *HEATED pool is located just second row from the o...
Home 5 / 7 / 16

*
Online booking available

$314 - $428
Per Night

$2195 - $5595
Per Week

8 Genoa Court - 4 Bedroom home in Harbour Town!

Hilton Head Island
This Harbour Town 3- story townhouse with 4 bedrooms and 4 baths is decorated in the style of Countr...
Home 4 / 5 / 8

*
Online booking available

$171 - $299
Per Night

$1195 - $10500
Per Week

30 North Forest Beach Drive

Hilton Head Island
This wonderful 4 bedroom, 3.5 bath home with *HEATED POOL is located 5th row from the ocean in North...
Home 4 / 4 / 10

*
Online booking available

$228 - $299
Per Night

$1595 - $4095
Per Week

227 Evian - Pretty, 2nd floor villa with pool & tennis on...

Hilton Head Island
227 Evian - Pretty, 2nd floor villa with pool & tennis on-site. This lovely 2nd level townhouse is ...
Villa 2 / 2 / 6

*
Online booking available

$99 - $114
Per Night

$695 - $1395
Per Week

Ocean One 413 - Oceanfront 4th Floor Condo

Hilton Head Island
With decks off the living room and two bedrooms, guests staying in Ocean One 413 enjoy panoramic vie...
Condo 3 / 3 / 7

*
Online booking available

$250 - $570
Per Night

$1250 - $2850
Per Week

Schooner Court 726 - Townhome with Calibogue View

Hilton Head Island
Schooner Court is in the heart of Harbour Town ... steps away from the famous Yacht Basin, the candy...
Condo 4 / 5 / 12

*
Online booking available

$260 - $479
Per Night

$1300 - $2395
Per Week

Seaside Villa 225 - Direct Oceanfront 1 BR 1 bath flat Hi...

Hilton Head Island
Seaside Villa 225 - Direct Oceanfront 1 BR 1 bath flat Hilton Head, Sc This villa is equipped with ...
Condo 1 / 1 / 6

*
Online booking available

$115 - $198
Per Night

$500 - $990
Per Week

2 Bedroom 2 Bathroom Resort View Flat at Shorewood Villas

Hilton Head Island
Nicely decorated, this spacious two bedroom, two bath flat style apartment with a view of the resort...
Condo 2 / 2 / 6

*
Online booking available

$205 - $355
Per Night

$950 - $1600
Per Week

 

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