Carolina Club @ Shipyard
Carolina Club @ Shipyard
Carolina Club @ Shipyard
Bedroom 1
Bath 1

Carolina Club @ Shipyard

3 bedrooms·3 baths
Hilton Head Island • South Carolina

$1,715.00 USD total for 7 nights

Oct 25 – Nov 1, 2026

Sea Horse Dream
Sea Horse Dream
Sea Horse Dream
Sea Horse Dream
Sea Horse Dream

Sea Horse Dream

4 bedrooms·3 baths
Hilton Head Island • South Carolina
4.91(32 reviews)

$2,255.00 USD total for 4 nights

Sep 22 – 26, 2026

Pool and looking up to Villa
Private cabanas for rent @ Westin
Port Royal Golf & Racquet Club Pro Shop
Great Room
Fire pits @ Westin

Ocean Palms w/ Westin access

3 bedrooms·3 baths
Hilton Head Island • South Carolina

$2,353.00 USD total for 6 nights

Oct 10 – 16, 2026

View from balcony - pool right out back
Ocean Palms Villas includes DAILY GOLF
Pool and looking up to Villa
Hilton Head Villa with daily golf, tennis & surf
Aerial of villas

Hilton Head Villa with daily golf, tennis & surf

3 bedrooms·3 baths
Hilton Head Island • South Carolina

$2,439.00 USD total for 6 nights

Sep 22 – 28, 2026

One of kind 3 bedroom Villa with Ocean/Lagoon View
One of kind 3 bedroom Villa with Ocean/Lagoon View
One of kind 3 bedroom Villa with Ocean/Lagoon View
One of kind 3 bedroom Villa with Ocean/Lagoon View
One of kind 3 bedroom Villa with Ocean/Lagoon View

One of kind 3 bedroom Villa with Ocean/Lagoon View

3 bedrooms·2 baths
Hilton Head Island • South Carolina
4.98(40 reviews)

$1,564.25 USD total for 5 nights

Sep 22 – 27, 2026

Peaceful first floor Villa with wildlife view
Peaceful first floor Villa with wildlife view
Peaceful first floor Villa with wildlife view
Peaceful first floor Villa with wildlife view
Peaceful first floor Villa with wildlife view

Peaceful first floor Villa with wildlife view

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.88(52 reviews)

$843.60 USD total for 3 nights

Sep 22 – 25, 2026

Directly on the Beach!
Directly on the Beach!
Directly on the Beach!
Directly on the Beach!
Directly on the Beach!

Directly on the Beach!

2 bedrooms·2 baths
Hilton Head Island • South Carolina

$2,520.00 USD total for 7 nights

Sep 22 – 29, 2026

2519 Villamare
Community Pool 1 of 3 with Children's Area
Primary King Suite with Private Balcony & Coastal Views
Family-Friendly Suite with Ocean Views & Private Balcony
Ocean Views from Your Living & Dining Room

2519 Villamare

2 bedrooms·2 baths
Hilton Head Island • South Carolina

$4,112.09 USD total for 3 nights

Mar 11 – 14, 2027

1405 Villamare in Palmetto Dunes, Hilton Head
1405 Villamare in Palmetto Dunes, Hilton Head
1405 Villamare in Palmetto Dunes, Hilton Head
1405 Villamare in Palmetto Dunes, Hilton Head
1405 Villamare in Palmetto Dunes, Hilton Head

1405 Villamare in Palmetto Dunes, Hilton Head

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(136 reviews)
$200 – $625/ night(excl. fees & taxes)
Look out over the ocean while relaxing in living room!
1404 Villamare in Palmetto Dunes, Hilton Head
1404 Villamare in Palmetto Dunes, Hilton Head
1404 Villamare in Palmetto Dunes, Hilton Head
1404 Villamare in Palmetto Dunes, Hilton Head

1404 Villamare in Palmetto Dunes, Hilton Head

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(203 reviews)

$1,314.50 USD total for 5 nights

Nov 14 – 19, 2026

New Family Pool - Open April 2024
Fully stocked kitchen
New Serenity Pool / Hot Tub - Open 2024
New Family Pool / Hot Tub
Balcony View from 3rd floor.

3327 Villamare 🏝 Hilton Head Island

2 bedrooms·2 baths
Hilton Head Island • South Carolina

$3,820.00 USD total for 7 nights

Sep 26 – Oct 3, 2026

Living room with 2 full size couches (one is a queen sleeper) and oversized plush chair leading to private deck overlooking serene lagoon
Island Club Pool
Island Club community
Large king master with en suite, walk in closet and balcony
Fully stocked and just updated kitchen leading to open first floor

Direct Oceanfront Community - Guest Favorite

2 bedrooms·2½ baths
Hilton Head Island • South Carolina
5(79 reviews)

$1,096.56 USD total for 3 nights

Sep 27 – 30, 2026

Start your day with a beautiful sunrise
Island Club full amenity ocean front resort
Open concept living space. Updated comfortable furniture and dining for 6
Beautiful beach steps away
King bed with new memory foam mattress, very comfortable! Door to patio. Smart TV with remote, USB nightstands. Ocean facing

Direct Ocean Front Nestled in the Dunes

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(40 reviews)

$1,760.00 USD total for 4 nights

Oct 17 – 21, 2026

Living Room Area
View from Main Balcony of Adults-Only Pool
Primary King Bedroom with Entrance to Balcony and Desk
Birdseye View of Villamare!
Communal Fire Pit

1208 Villamare

2 bedrooms·2 baths
Hilton Head Island • South Carolina

$1,805.56 USD total for 3 nights

Oct 17 – 20, 2026

Welcome to Sweet Beach Villa, 167 Colonnade Club! This first/ground floor unit has been updated and is ready for your vacation to begin!
Our 1,200 SF unit has a great open floorplan which makes socializing a breeze from the kitchen and into the living area!
Our fully equipped kitchen has everything you need to make a meal, or enjoy a coffee while viewing the lagoon and wildlife from our deck!
Our kitchen is equipped with LG stainless steel appliances
Fully equipped Kitchen looking into the dining and living spaces

Sweet Beach Villa, Shipyard Plantation, Ground Flr

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(3 reviews)
$140 – $200/ night(excl. fees & taxes)
Entrance to Colonnade Club
Entrance to building 1
Rear portion of building 1
Parking pergola
Entrance to villa

Colonnade Club

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(95 reviews)

$1,354.10 USD total for 4 nights

Sep 26 – 30, 2026

View from the living room swivel chair.
Living Room with new La-Z-Boy sofa & Love Seat
Dining table with 6 chairs
Living Room with new furnishings.
Main Suite with King Bed.

Villamare 3328, 5 stars, Ocean views

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(4 reviews)

$2,280.53 USD total for 7 nights

Oct 3 – 10, 2026

Swimming poor 6-3 feet May heat w/additional charge
“Dune” It Right
In private neighborhood w/ lots of greenery
“Dune” It Right
“Dune” It Right

“Dune” It Right

5 bedrooms·5½ baths
Hilton Head Island • South Carolina
5(100 reviews)
$300 – $1,000/ night(excl. fees & taxes)
Family Room
Family Pool and Hot Tub
Serenity Pool and Hot Tub
Master Bedroom
Guest Bedroom

Oceanfront Listing! 3125 Villamare

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(58 reviews)

$2,226.30 USD $1,820.04 USD total for 3 nights

Sep 22 – 25, 2026

Oceanfront Villamare 3524!
Oceanfront Villamare 3524!
Oceanfront Villamare 3524!
Oceanfront Villamare 3524!
Oceanfront Villamare 3524!

Oceanfront Villamare 3524!

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(36 reviews)

$5,610.00 USD total for 7 nights

Mar 13 – 20, 2027

Lagoon views with water on 3 sides of back/side yard
Relaxing front porch with lots of privacy
Incredible views from the screened in porch
Private pool with incredible views and lots of privacy! (Heat additional)
Large screened in rear porch to enjoy the incredible views

"After Dune Delight"

5 bedrooms·4 baths
Hilton Head Island • South Carolina
4.91(87 reviews)

$10,086.00 USD total for 7 nights

Nov 19 – 26, 2026

The Tidal Cottage I Beach Access + Pools
The Tidal Cottage I Beach Access + Pools
The Tidal Cottage I Beach Access + Pools
The Tidal Cottage I Beach Access + Pools
The Tidal Cottage I Beach Access + Pools

The Tidal Cottage I Beach Access + Pools

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(2 reviews)

$916.86 USD total for 3 nights

Sep 27 – 30, 2026

Carolina Room: A Sunlit Sanctuary Overlooking the Water
Deck with Lagoon Access: Tranquil Waters Await – Relax, Unwind, Repeat
Kayak Rentals (Hilton Head Outfitters): Adventure Awaits – Rent Kayaks Just Up the Street
Dining Area: Gather, Savor, and Create Lasting Memories
Pool Area: Swim, Soak & Splash – Fun for Everyone

7649 Huntington Villa

3 bedrooms·4 baths
Hilton Head Island • South Carolina

$1,789.11 USD total for 4 nights

Oct 3 – 7, 2026

Premium Ocean Views
Bright Modern Living Room with Oceanview Balcony
Stunning View from Your Private Balcony
Bright Modern Living Room with Oceanview Balcony
Spacious Primary Suite with Plush Bedding

4405 Windsor Court North

2 bedrooms·2 baths
Hilton Head Island • South Carolina

$1,369.35 USD total for 3 nights

Oct 10 – 13, 2026