Location

Dates

Guests

Vacation rentals in Hilton Head Island

Primary Suite Balcony Views

Community Pool and MyStay Welcome Gifts

Living Area with Golf Course Views

Kitchen Amenities and Guest Recipe Book

Shipyard Beach Club

10 Townhouse Manor

3 bedrooms·3 baths

Hilton Head Island • South Carolina

$186 – $469/ night(excl. fees & taxes)

Front Yard Entrance

Patio with Gas Grill

200 Steps to the Sand. North Forest Beach

200 Steps to the Sand. North Forest Beach

4 bedrooms·3 baths

Hilton Head Island • South Carolina

4.8(35 reviews)

$4,578.00 USD $4,120.20 USD total for 7 nights

Sep 23 – 30, 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

View of Lagoon from deck.

Entrance to Brigantine Quarters

Lagoon View Getaway! - Brigantine Quarters

2 bedrooms·2 baths

Hilton Head Island • South Carolina

$1,204.00 USD total for 7 nights

Oct 10 – 17, 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

1 Mallard Road: Your 7BR Coastal Getaway with Pool, Hot Tub & Prime Location

1 Mallard Road: Your 7BR Coastal Getaway with Pool, Hot Tub & Prime Location

Game-Ready Living Area with Pool Table & Lounge Seating

Game-Ready Living Area with Pool Table & Lounge Seating

Bonus Sunlit Carolina Room with Foosball and TV Lounge

1 Mallard Road

7 bedrooms·6 baths

Hilton Head Island • South Carolina

$490 – $2,571/ night(excl. fees & taxes)

Pool #1 featuring large cabana with seating/dining area. Has zero depth area and bathrooms.

Entrance to Shipyard

Outside view of condo.

Close-up view of cabana sitting area at pool #1.

Overhead view of the property. This shows where the back gate is in relation to Coligny and the beach.

Shipyard: Brigantine Quarters w/Beach & Coligny

2 bedrooms·2 baths

Hilton Head Island • South Carolina

$765.00 USD total for 3 nights

Oct 10 – 13, 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

Hilton Head Coligny Beach

Hilton Head Coligny Beach

Hilton Head Coligny Beach

Hilton Head Coligny Beach

Hilton Head Coligny Beach

Hilton Head Coligny Beach

2 bedrooms·2 baths

Hilton Head Island • South Carolina

$2,520.00 USD total for 7 nights

Sep 23 – 30, 2026

Beach cart, Chairs, Pickleball Racquets

View from Kitchen

Living Room with Balcony

55 inch Smart TV with Board Games

View from Dining room table

Coligny Beach & Pickleball Getaway II

2 bedrooms·1½ baths

Hilton Head Island • South Carolina

$630.00 USD total for 3 nights

Sep 23 – 26, 2026

Sunset on the beach.

Experience Paradise at Coligny Villa w/Pool Access

Experience Paradise at Coligny Villa w/Pool Access

Experience Paradise at Coligny Villa w/Pool Access

Experience Paradise at Coligny Villa w/Pool Access

Experience Paradise at Coligny Villa w/Pool Access

2 bedrooms·2 baths

Hilton Head Island • South Carolina

5(22 reviews)

$6,184.70 USD $3,844.82 USD total for 31 nights

Dec 19, 2026 – Jan 19, 2027

18 Heron Street

18 Heron Street

18 Heron Street

18 Heron Street

18 Heron Street

18 Heron Street

6 bedrooms·6 baths

Hilton Head Island • South Carolina

$593 – $2,359/ night(excl. fees & taxes)

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

$939.85 USD total for 3 nights

Sep 25 – 28, 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)

$1,010.30 USD $929.27 USD total for 3 nights

Oct 23 – 26, 2026

Private Balcony Seating Area

Open Kitchen and Island

95 Forest Gardens

2 bedrooms·2 baths

Hilton Head Island • South Carolina

$110 – $262/ night(excl. fees & taxes)

5 minute walk to the beach!

Bright & fresh Coligny gem!

Bright & fresh Coligny gem!

Bright & fresh Coligny gem!

Bright & fresh Coligny gem!

2 bedrooms·2½ baths

Hilton Head Island • South Carolina

5(5 reviews)

$1,295.60 USD $1,242.32 USD total for 4 nights

Sep 23 – 27, 2026

Cozy Living Space with Natural Light & Balcony Views

Relax & Recline: Balcony with Footrest Loungers

Relax & Recline: Balcony with Footrest Loungers

Effortless Nights In: Enjoy a Fully Stocked Home and Smart Entertainment

Primary Suite with Private Balcony

4 Beach Arbor

2 bedrooms·3 baths

Hilton Head Island • South Carolina

$140 – $351/ night(excl. fees & taxes)

Relaxcation!

2 bedrooms·2½ baths

Hilton Head Island • South Carolina

$841.00 USD total for 3 nights

Oct 31 – Nov 3, 2026

Breakers 220 ocean View Coligny Beach Hilton Head

Private kitchen

Breakers 220 Oceanfront Condo – Direct Beach Access & Elevator

1 bedroom·1 bath

Hilton Head Island • South Carolina

4.9(59 reviews)

$884.24 USD total for 3 nights

Sep 27 – 30, 2026

Breakers 324 Oceanfront Hilton Head Condo Direct Beach Access

Breakers 324 Hilton Head Ocean view from Balcony

Breakers 324 Oceanfront Hilton Head Condo Direct Beach Access

Breakers 324 Oceanfront Hilton Head Condo Direct Beach Access

Breakers 324 Oceanfront Hilton Head Condo Direct Beach Access

Breakers 324 Oceanfront Hilton Head Condo Direct Beach Access

1 bedroom·1 bath

Hilton Head Island • South Carolina

$707.63 USD total for 3 nights

Oct 27 – 30, 2026

Breakers 328 Collage

Building Breakers 328 Hilton Head SC

living room with Ocean View

Bedroom with Built ins and reading lights at head of Bed w USB chargers, roku smart tv

Breakers 328 Oceanfront Hilton Head Condo Direct Beach Access

1 bedroom·1 bath

Hilton Head Island • South Carolina

5(2 reviews)

$921.23 USD total for 3 nights

Sep 27 – 30, 2026

South Forest Beach Villa- 2b/2b- Pet Friendly

South Forest Beach Villa- 2b/2b- Pet Friendly

South Forest Beach Villa- 2b/2b- Pet Friendly

South Forest Beach Villa- 2b/2b- Pet Friendly

South Forest Beach Villa- 2b/2b- Pet Friendly

South Forest Beach Villa- 2b/2b- Pet Friendly

2 bedrooms·2 baths

Hilton Head Island • South Carolina

5(1 review)

$800.00 USD total for 3 nights

Sep 23 – 26, 2026

Living Room with Courtyard View

Main Balcony with View of Ocean and Water Gardens

Pool Bar Jim's Outdoor Beach Bar and Restaurant by Pools

1 of 2 Oceanfront Pools with Kiddie Pool

1102 SeaCrest

2 bedrooms·2 baths

Hilton Head Island • South Carolina

$166 – $691/ night(excl. fees & taxes)