Featured

Direct Oceanfront Community-Guest Favorite

2 bedrooms bathrooms
4.98
50 reviews
$150 - $475 / night (excl. fees & taxes)
Featured

1 block to beach! Roof top pool, 2bd/2ba Sleeps 5

2 bedrooms2 bathrooms
5
9 reviews
$299 - $450 / night (excl. fees & taxes)
Special offer

BEST Location on the island just steps to the sand

2 bedrooms3 bathrooms
5
5 reviews
$385 - $450 / night (excl. fees & taxes)

The Salty Villa

3 bedrooms2 bathrooms
4.94
119 reviews
$250 - $500 / night (excl. fees & taxes)

Sea Pines at South Beach

2 bedrooms2 bathrooms
5
1 review
$225 - $300 / night (excl. fees & taxes)

Tranquility By The Beach: 12th Row From the Water

5 bedrooms bathrooms
4.93
59 reviews
$675 - $1,150 / night (excl. fees & taxes)

Hilton Head Lagoon Paradise in Deer Run

5 bedrooms5 bathrooms
5
4 reviews
$714 / night (excl. fees & taxes)

1027 Caravel Court

2 bedrooms2 bathrooms
$167 - $588 / night (excl. fees & taxes)

1029 Caravel Court

1 bedrooms2 bathrooms
$129 - $696 / night (excl. fees & taxes)

Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access

2 bedrooms bathrooms
4.98
103 reviews
$1,000 / night (excl. fees & taxes)

Best of Harbour Town - Beach | Pool | Golf | 3BR/3BA - Book for Summer - Pool Access

3 bedrooms3 bathrooms
4.95
81 reviews
$1,000 / night (excl. fees & taxes)

SEA PINES 4 Bed + Loft

4 bedrooms4 bathrooms
4.9
188 reviews
$300 - $750 / night (excl. fees & taxes)

Hilton Head Island - Sea Pines House off Harbour Town Golf Links

3 bedrooms3 bathrooms
5
20 reviews
$260 - $475 / night (excl. fees & taxes)

2227 Heritage Villa

3 bedrooms3 bathrooms
$999 / night (excl. fees & taxes)

2203 Heritage Villa

4 bedrooms4 bathrooms
$148 - $999 / night (excl. fees & taxes)

Newly Updated, Near Harbour Town 1st Floor 2 Bedroom 2Bath Villa

2 bedrooms2 bathrooms
4.7
66 reviews
$300 / night (excl. fees & taxes)

Island Song Villa

2 bedrooms2 bathrooms
5
115 reviews
$220 - $440 / night (excl. fees & taxes)

Fall and winter dates available! Best time in HH

1 bedrooms1 bathroom
4.87
23 reviews
$170 - $495 / night (excl. fees & taxes)

1 Spanish Moss Road

5 bedrooms5 bathrooms
$336 - $1,467 / night (excl. fees & taxes)

Hilton Head Sea Pines Getaway

5 bedrooms bathrooms
4.85
82 reviews
$400 / night (excl. fees & taxes)

Sea Pines Serenity

3 bedrooms2 bathrooms
5
4 reviews
$400 / night (excl. fees & taxes)

14 Laughing Gull

7 bedrooms8 bathrooms
$759 - $4,505 / night (excl. fees & taxes)

Sea Pines Villa with Lagoon Views

3 bedrooms3 bathrooms
5
2 reviews
$200 / night (excl. fees & taxes)