Location

Dates

Guests

Vacation rentals in Hilton Head Island, South Carolina, United States

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 29 – Oct 6, 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)

$1,146.87 USD total for 3 nights

Sep 29 – Oct 2, 2026

View off back deck of quiet lagoon

Oceanfront pool complex across the street from the villa

Open living room and sun room

Living room and dining room view with staircase leading to upstairs bedroom

Sun room leading to outdoor deck

Fully Renovated Beach Townhome!

4 bedrooms·3 baths

Hilton Head Island • South Carolina

5(101 reviews)

$6,685.25 USD $6,044.23 USD total for 7 nights

Oct 18 – 25, 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 $1,878.04 USD total for 7 nights

Oct 3 – 10, 2026

Family Pool and Hot Tub

Serenity Pool and Hot Tub

Oceanfront Listing! 3125 Villamare

2 bedrooms·2 baths

Hilton Head Island • South Carolina

5(61 reviews)

$460 – $675/ night(excl. fees & taxes)

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

Cozy Casual Beach Retreat

Cozy Casual Beach Retreat

Cozy Casual Beach Retreat

3 bedrooms·3 baths

Hilton Head Island • South Carolina

$2,500.00 USD total for 5 nights

Sep 29 – Oct 4, 2026

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

Spacious | Family Friendly | 0.8 Miles to Beach

Spacious | Family Friendly | 0.8 Miles to Beach

Spacious | Family Friendly | 0.8 Miles to Beach

Spacious | Family Friendly | 0.8 Miles to Beach

Spacious | Family Friendly | 0.8 Miles to Beach

Spacious | Family Friendly | 0.8 Miles to Beach

2 bedrooms·2½ baths

Hilton Head Island • South Carolina

4.67(18 reviews)

$1,610.00 USD total for 7 nights

Oct 14 – 21, 2026

Dining/Living Room

The Greens at Shipyard - 9-min. walk to the beach

2 bedrooms·2½ baths

Hilton Head Island • South Carolina

5(64 reviews)

$1,477.03 USD $1,416.72 USD total for 7 nights

Dec 1 – 8, 2026

Charming coastal villa,8 min walk to the Shipyard image 35

THIS AWAITS YOU......

Beautiful pool makeover March 2026
A two minute walk from our villa, enjoy! 🌞🌴

Charming coastal villa,8 min walk to the Shipyard image 36

Beachwalk Beauty

2 bedrooms·2 baths

Hilton Head Island • South Carolina

4.99(110 reviews)

$944.06 USD total for 3 nights

Oct 10 – 13, 2026

Upon entering, you are welcomed into our newly renovated kitchen and open-concept first floor. Enjoy the sunny atrium with built-in window seats. Quartz countertops, full-size pantry, and upgraded cabinets adorn this fully appointed-kitchen.

Beachwalk 165 is a beautiful villa located in Shipyard, Hilton Head Island. Renovated in 2025, the villa features an open concept first floor and plenty of space to relax year-round.

Upon entering, you are welcomed into our newly renovated kitchen and open-concept first floor. Enjoy the sunny atrium with built-in window seats. Quartz countertops, full-size pantry, and upgraded cabinets adorn this fully appointed-kitchen.

This sunny atrium is perfect for enjoying a cup of coffee, a good book or a board game.

The dining room features a new table with seating for six. Beyond dining, the room is perfect for games and family fun. Comfortable seating for three is available at the kitchen island.

Beachwalk 165, Shipyard/Guest Favorite

2 bedrooms·2½ baths

Hilton Head Island • South Carolina

$1,224.00 USD total for 4 nights

Oct 27 – 31, 2026

Enjoy and relax in front of the tv or enjoy the view of the golf course.

Sand Sun & Beach

Sand Sun & Beach

Great space to relax and play games.

Grab some breakfast before your day at the beach.

Sand Sun & Beach

2 bedrooms·2½ baths

Hilton Head Island • South Carolina

4.99(84 reviews)

$200/ night(excl. fees & taxes)

Fully renovated kitchen - end of Dec 2025

All new appliances

Island with 3 seats

Air fryer oven and outside water dispenser

Bench seat to take off shoes and open staircase

Hilton Head Island, SC - Shipyard Plantation, The Greens

2 bedrooms·2½ baths

Hilton Head Island • South Carolina

4.9(269 reviews)

$1,692.00 USD total for 7 nights

Oct 19 – 26, 2026

Back deck with lagoon and golf course view

Comfortable, stylish living room with sliding glass doors to back deck

Comfortable, stylish living room

Comfortable, stylish living room

Comfortable, stylish living room with 55 inch TV

Modern, Spacious Villa w/Golf and Lagoon Views

3 bedrooms·2½ baths

Hilton Head Island • South Carolina

4.97(120 reviews)

$1,465.06 USD total for 5 nights

Sep 29 – Oct 4, 2026

MY BEACH IS YOUR BEACH... MY VILLA IS YOUR VILLA...

NOTHING LIKE LATE PM COOLING OFF AFTER BEACH AT 7 FEET DEEP TURQUOISE POOL!

EVIAN - WELCOME TO ENCHANTING SUBTROPICAL PARADISE! WE'RE FIRST ON YOUR LEFT !

YOUR WHEELS... 4 BEACH BIKES INCLUDED. MILES OF BIKING ON BEACH AND PATHS. FUN!

FRENCH INSPIRED VILLAS. YOURS IS WITH NO NEIGHBORS ABOVE OR BELOW...VERY PRIVATE....

🌞MyBeachIsYourBeach in Evian: Beach & Lots More🌞

2 bedrooms·2½ baths

Hilton Head Island • South Carolina

5(19 reviews)

$0.03 USD total for 3 nights

Oct 3 – 6, 2026

Spacious 3BR, Minutes to the Beach, Sleeps 8 &Pets image 1

Spacious 3BR, Minutes to the Beach, Sleeps 8 &Pets image 2

Spacious 3BR, Minutes to the Beach, Sleeps 8 &Pets image 4

Spacious 3BR, Minutes to the Beach, Sleeps 8 &Pets image 5

Spacious 3BR, Minutes to the Beach, Sleeps 8 &Pets image 6

Lazy Dog Villa - Shipyard Hilton Head SC

3 bedrooms·3½ baths

Hilton Head Island • South Carolina

4.89(122 reviews)

$1,038.22 USD total for 3 nights

Oct 11 – 14, 2026

2BD Brigantine Quarters Condo-Dragonfly Layne

2BD Brigantine Quarters Condo-Dragonfly Layne

Master bedroom with king size bed

2BD Brigantine Quarters Condo-Dragonfly Layne

2BD Brigantine Quarters Condo-Dragonfly Layne

2BD Brigantine Quarters Condo-Dragonfly Layne

2 bedrooms·2 baths

Hilton Head Island • South Carolina

$1,483.00 USD total for 7 nights

Nov 28 – Dec 5, 2026

Lagoon front views from covered deck

Brigantine Quarters Quiet Lagoon Front Villa

Primary king bedroom with direct access and views of the lagoon

Brigantine Quarters Quiet Lagoon Front Villa

2 bedrooms·2 baths

Hilton Head Island • South Carolina

$1,040.00 USD total for 7 nights

Nov 28 – Dec 5, 2026

Villa in Shipyard Plantation

Villa in Shipyard Plantation

Villa in Shipyard Plantation

Villa in Shipyard Plantation

Master bedroom with a view

Villa in Shipyard Plantation

3 bedrooms·3½ baths

Hilton Head Island • South Carolina

$2,273.00 USD total for 7 nights

Nov 8 – 15, 2026

13Beach Stop Hilton Head

13Beach Stop Hilton Head

13Beach Stop Hilton Head

13Beach Stop Hilton Head

13Beach Stop Hilton Head

13Beach Stop Hilton Head

3 bedrooms·3 baths

Hilton Head Island • South Carolina

$1,036.13 USD total for 3 nights

Oct 11 – 14, 2026

301 North Shore Place

301 North Shore Place

301 North Shore Place

Well stocked kitchen

301 North Shore Place

2 bedrooms·2 baths

Hilton Head Island • South Carolina

5(155 reviews)

$1,701.90 USD total for 7 nights

Oct 30 – Nov 6, 2026

North Shore Place Rooftop Pool and Hot Tub

Near Beach & Coligny Plaza, Pool, Hot Tub, Patio

Eat Like A Local - Enjoy a Shrimp Boil - Large Pot Provided as well as Receipt

Onsite Rooftop Pool - Swim in the sky or use the hot tub to relax.

Living Room - Stocked with board games, blankets and a pull-out sofa.

Near Beach & Coligny Plaza, Pool, Hot Tub, Patio

2 bedrooms·2 baths

Hilton Head Island • South Carolina

5(15 reviews)

$1,011.41 USD $930.28 USD total for 3 nights

Oct 23 – 26, 2026

Relaxcation!

2 bedrooms·2½ baths

Hilton Head Island • South Carolina

$841.00 USD total for 3 nights

Oct 31 – Nov 3, 2026