Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Ocean Club Villa 41 - 2 BR 2 BA Oceanfront Flat Hilton He...

Hilton Head Island
Ocean Club Villa 41 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This oceanfront complex on South Fo...
Condo 2 / 2 / 6

*
Online booking available

$225 - $385
Per Night

$1050 - $1750
Per Week

Seaside Villa 360 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, full size kitchen, living and dining are...
Condo 1 / 1 / 6

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

1874 Beachside Tennis - Breathtaking waterfront views fro...

Hilton Head Island
1874 Beachside Tennis - Breathtaking waterfront views from every room. Situated on one of the most ...
Villa 2 / 2 / 6

*
Online booking available

$128 - $128
Per Night

$895 - $2295
Per Week

312 Barrington Court - Beautiful 3rd Floor Oceanfront Villa!

Hilton Head Island
A charming oceanfront 3rd floor 2 bedroom, 2 bath villa in Palmetto Dunes has everything on your vac...
Villa 2 / 2 / 6

*
Online booking available

$128 - $128
Per Night

$895 - $2195
Per Week

21 Windjammer - Completely renovated and beautiful

Hilton Head Island
Overlooking the 10th tee of the Harbour Town Golf Links this wonderfully decorated 3 bedroom, 3.5 ba...
Home 3 / 4 / 8

*
Online booking available

$185 - $313
Per Night

$1295 - $15000
Per Week

34 Muirfield. Fabulous Views of the 2nd Fairway of Harbou...

Hilton Head Island
34 Muirfield. Fabulous Views of the 2nd Fairway of Harbourtown Golf Links This 3 bedroom, 3 bath Mu...
Villa 3 / 3 / 8

*
Online booking available

$99 - $170
Per Night

$695 - $4500
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

Surf Court 15 - Beautiful Townhouse - 1 block to the Beach

Hilton Head Island
Surf Court 15 is a large spacious townhouse with a second floor entry. This property is is 1 block ...
Condo 2 / 3 / 7

*
Online booking available

$110 - $215
Per Night

$550 - $1075
Per Week

Seaside Villa 331 - 1 BR 1 BA Oceanside Flat Hilton Head

Hilton Head Island
Seaside Villas is an oceanfront complex, on the beautiful beaches of Hilton Head Island. Convenient...
Condo 1 / 1 / 6

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

Sea Pines Home Ocean Views, 80 Yds to Beach Free Bikes Te...

Hilton Head Island
Sea Pines Home Ocean Views, 80 Yds to Beach Free Bikes Tennis Pet Friendly 80 Yards to Beach - P...
Home 4 / 3 / 8

*
Online booking available

$156 - $750
Per Night

$1095 - $3000
Per Week

229 Beachside Homes - 4 Bedroom South Beach home

Hilton Head Island
This 2-story, 4 bedroom, 4 bathroom home has been updated with bright furnishings, carpet, tile, har...
Home 4 / 4 / 12

*
Online booking available

$156 - $214
Per Night

$1095 - $2995
Per Week

2215 Seacrest - 2nd Floor & Pretty! Fall/Winter Dates sti...

Hilton Head Island
2215 Seacrest - 2nd Floor & Pretty! Fall/Winter Dates still Available 2215 SeaCrest OCEANSIDE RENO...
Villa 3 / 3 / 10

*
Online booking available

$171 - $171
Per Night

$1195 - $2895
Per Week

2415 Seacrest - 4th Floor,Ocean View. Nov & Dec Dates ava...

Hilton Head Island
2415 Seacrest - 4th Floor,Ocean View. Nov & Dec Dates available. This beautiful 4th Floor 3 Bedroom...
Villa 3 / 3 / 9

*
Online booking available

$199 - $199
Per Night

$1395 - $3595
Per Week

Seacrest 1105

Hilton Head Island
2 BD/2 BA first floor villa with beautiful ocean views. King, 2 Doubles & Sleep Sofa (Sofa bed linen...
Villa 2 / 2 / 8

*
Online booking available

$240 - $240
Per Night

$1200 - $1200
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 / 3 / 6

*
Online booking available

$110 - $200
Per Night

$550 - $1000
Per Week

223 Evian-2nd Floor Flat. Pool, Tennis a Quick Bike Ride ...

Hilton Head Island
223 Evian-2nd Floor Flat. Pool, Tennis a Quick Bike Ride to the Beach & more This lovely 2nd floor ...
Villa 2 / 2 / 6

*
Online booking available

$85 - $114
Per Night

$595 - $1395
Per Week

Courtside 115 - 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

Red Maple 20

Hilton Head Island
4 BD/4 BA two story home with Private Pool* & Spa* (*can be heated for a fee). Golf & Lagoon Views. ...
Home 4 / 4 / 12

*
Online booking available

$330 - $330
Per Night

$1650 - $1650
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

9 Loblolly- 4 BRs, quick bike ride to beach,Harbourtown &...

Hilton Head Island
9 Loblolly- 4 BRs, quick bike ride to beach,Harbourtown & South Beach This spacious and private 4 b...
Home 4 / 5 / 12

*
Online booking available

$171 - $228
Per Night

$1195 - $3195
Per Week

Courtside 110 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex, about 1 1/2 blocks to the beach. Courtside 110 is a 3 story...
Condo 3 / 4 / 8

*
Online booking available

$165 - $280
Per Night

$825 - $1400
Per Week

Hilton Head Beach Villa 12 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
Located oceanfront on South Forest Beach Drive this complex offers three bedrooms, three bath tri-le...
Condo 3 / 3 / 8

*
Online booking available

$245 - $465
Per Night

$1150 - $2325
Per Week

Deluxe Seaside Villa 345 - 1 BR 1 BA Oceanside Flat

Hilton Head Island
TOTALLY RENNOVATED AND BEAUTIFUL!!! This villa offers a separate bedroom with a king size bed, full...
Condo 1 / 1 / 4

*
Online booking available

$110 - $193
Per Night

$475 - $965
Per Week

4102 Windsor Court - Beautiful !!! Sunny & Bright 1st Flo...

Hilton Head Island
4102 Windsor Court - Beautiful !!! Sunny & Bright 1st Floor Oceanview Villa. Remodeled in 2011, thi...
Villa 2 / 2 / 6

*
Online booking available

$114 - $114
Per Night

$795 - $1995
Per Week

Ocean Club 38 - Oceanfront Townhouse with Large Rooftop Deck

Hilton Head Island
With an over 660 square ft. rooftop deck, plus a deck off of the living room area, guests staying in...
Condo 3 / 3 / 6

*
Online booking available

$230 - $530
Per Night

$1150 - $2650
Per Week

 

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