Living area with pullout sofa
Balcony
Balcony
Entrance
Arial view

Beach location in the center of it all!!!

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.77(156 reviews)

$ 819,75 USD totaal voor 3 nachten

25–28 sep 2026

Your Breakers Retreat - Steps to Sand, Shops & Sunsets
Ocean Views & Elegant Comfort in North Forest Beach
Beach Ready: Towels, Chairs & Cooler Included
Salt + Serenity – Oceanfront Couple’s Villa
Experience the Difference with MyStay Extras

222 Breakers

1 bedroom·1 bath
Hilton Head Island • South Carolina
$124 – $411/ nacht(excl. kosten & belastingen)
Splash of Water
Splash of Water
Lagoon and golf course view
Large deck located off of living room
Lagoon and golf course view

Splash of Water

3 bedrooms·3 baths
Hilton Head Island • South Carolina
5(1 review)

$ 1.175,00 USD totaal voor 3 nachten

25–28 sep 2026

Lagoon Lookout: Morning Coffee, Sunset Magic
Coastal Living Area: Relax, Recharge, Repeat
Coastal Living Room: Kick Back with Cable & Streaming
SeaCrest's Private Beach Path
Pool Bar Jim's Outdoor Beach Bar and Restaurant by Pools

1105 SeaCrest

2 bedrooms·2 baths
Hilton Head Island • South Carolina
$166 – $669/ nacht(excl. kosten & belastingen)
Welcome to MyStay at 311 Breakers!
Front Row Views, No Matter Where You Sit
Where the Ocean Meets Your Morning Coffee
Salt + Serenity – Oceanfront Villa
Your Stay, Upgraded with MyStay

311 Breakers

1 bedroom·1 bath
Hilton Head Island • South Carolina
$140 – $372/ nacht(excl. kosten & belastingen)
Spacious Deck for Dining and Lounging, Steps to Queen's Grant Pool
Spacious Living Room with Fresh Coastal Design & Vaulted Ceilings
1 of 5 Community Pools Steps from Villa!
Spacious Deck for Dining and Lounging, Steps to Queen's Grant Pool
Queen's Grant Aerial Views

789 Queen's Grant

2 bedrooms·2 baths
Hilton Head Island • South Carolina
$126 – $428/ nacht(excl. kosten & belastingen)
Living Area
Entry
Patio
Main Area
King Bedroom

208 Breakers

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.75(12 reviews)

$ 649,50 USD totaal voor 3 nachten

21–24 okt 2026

Private Heated Pool, Hot Tub, Clean, King Bed
Private Heated Pool, Hot Tub, Clean, King Bed
Private Heated Pool, Hot Tub, Clean, King Bed
Private Heated Pool, Hot Tub, Clean, King Bed
Private Heated Pool, Hot Tub, Clean, King Bed

Private Heated Pool, Hot Tub, Clean, King Bed

4 bedrooms·3 baths
Hilton Head Island • South Carolina
5(75 reviews)

$ 4.454,25 USD totaal voor 5 nachten

26 sep – 1 okt 2026

Always updated coastal decor
Oceanfront heated pool just steps from the beach
Private beach access through the dunes
True oceanfront location at The Breakers 307
Relaxing space to unwind

Oceanfront & Across from Coligny-Walk Everywhere!

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.87(133 reviews)
$149 – $319/ nacht(excl. kosten & belastingen)
Charming coastal villa,8 min walk to the Shipyard image 35
THIS AWAITS YOU......
Living room
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 totaal voor 3 nachten

10–13 okt 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 totaal voor 4 nachten

27–31 okt 2026

Seacrest 2512, Walk to Coligny shops/restaurants
Seacrest 2512, Walk to Coligny shops/restaurants
Seacrest 2512, Walk to Coligny shops/restaurants
Seacrest 2512, Walk to Coligny shops/restaurants
Seacrest 2512, Walk to Coligny shops/restaurants

Seacrest 2512, Walk to Coligny shops/restaurants

4 bedrooms·3 baths
Hilton Head Island • South Carolina
5(27 reviews)

$ 1.232,00 USD totaal voor 3 nachten

16–19 dec 2026

Living Area
Entry to Villa
Entry hall
Primary Bedroom with King Bed
Primary Bath with full tub

Coastal Calm Retreat in Palmetto Dunes

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(1 review)

$ 635,49 USD totaal voor 3 nachten

26–29 sep 2026

Welcome to the SeaCrest Oceanfront Resort
Oceanview Pool + Kiddie Pool Fun
Bright and Coastal Living Space with Ocean Views
Your Home Base for Meals & Memories
Pool Bar Jim's Bar & Restaurant - Your Poolside Cocktail Stop

2313 SeaCrest

2 bedrooms·2 baths
Hilton Head Island • South Carolina
$207 – $652/ nacht(excl. kosten & belastingen)
Coastal Charm - Beach, pickleball, golf, pets image 1
Coastal Charm - Beach, pickleball, golf, pets image 2
Coastal Charm - Beach, pickleball, golf, pets image 3
Coastal Charm - Beach, pickleball, golf, pets image 4
Kitchen with counter and stools

Coastal Charm Pets n Family Palmetto Dunes QG

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.91(270 reviews)

$ 992,90 USD totaal voor 3 nachten

3–6 okt 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 – $2.565/ nacht(excl. kosten & belastingen)
Bright open dining space with full kitchen, bar seating, and in-unit laundry
Pet-Friendly 3BR Villa Walk to Beach, Golf, Tennis
Pet-Friendly 3BR Villa Walk to Beach, Golf, Tennis
Pet-Friendly 3BR Villa Walk to Beach, Golf, Tennis
Pet-Friendly 3BR Villa Walk to Beach, Golf, Tennis

Pet-Friendly 3BR Villa Walk to Beach, Golf, Tennis

3 bedrooms·2½ baths
Hilton Head Island • South Carolina

$ 1.021,77 USD $ 977,71 USD totaal voor 3 nachten

25–28 sep 2026

Spacious living room with view of 6th hole Galleon golf course.
Spacious open first floor.
Large screen HDTV, 300 Mbps, 125+Spectrum channels.
Shipyard Beach at sunset
Shipyard Beach

121 The Greens

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.92(63 reviews)

$ 1.025,64 USD totaal voor 3 nachten

6–9 nov 2026

The living room has a smart tv and cable with its own sliding door giving access to the deck.
Blue Sky Villa:Queens Grant, 3bd, 2.5ba, Pets Ok
Master bedroom on the first floor with a king size bed, smart tv and cable box with access to its own master bathroom.
The master bath next to the master bedroom with double sink.
Fully stocked kitchen with microwave, dishwasher, electric range, refrigerator and washer and dryer.

Blue Sky Villa:Queens Grant, 3bd, 2.5ba, Pets Ok

3 bedrooms·2½ baths
Hilton Head Island • South Carolina
4.87(147 reviews)

$ 1.016,00 USD totaal voor 3 nachten

27–30 sep 2026

A Walk to Remember on Hilton Head
Outfitters bike rentals
Hilton Head Outfitters
Hilton Head Outfitters
Entrance to the Beach from The Dunes House access

A Walk to Remember on Hilton Head

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

$ 1.176,60 USD totaal voor 3 nachten

29 sep – 2 okt 2026

3 bdr, Easy Walk to Beach, Pickleball Tennis, Golf
3 bdr, Easy Walk to Beach, Pickleball Tennis, Golf
3 bdr, Easy Walk to Beach, Pickleball Tennis, Golf
3 bdr, Easy Walk to Beach, Pickleball Tennis, Golf
3 bdr, Easy Walk to Beach, Pickleball Tennis, Golf

3 bdr, Easy Walk to Beach, Pickleball Tennis, Golf

3 bedrooms·2½ baths
Hilton Head Island • South Carolina
4.82(11 reviews)

$ 876,99 USD totaal voor 3 nachten

26–29 sep 2026

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 – $2.363/ nacht(excl. kosten & belastingen)
Beach, Please! - HHI Escape
Beach, Please! - HHI Escape
Beach, Please! - HHI Escape
Beach, Please! - HHI Escape
Beach, Please! - HHI Escape

Beach, Please! - HHI Escape

2 bedrooms·1½ baths
Hilton Head Island • South Carolina
5(4 reviews)

$ 1.186,50 USD totaal voor 3 nachten

30 sep – 3 okt 2026

Sunny Sails-11 min walk to Private Beach Access image 1
Sunny Sails-11 min walk to Private Beach Access image 2
Sunny Sails-11 min walk to Private Beach Access image 3
Sunny Sails-11 min walk to Private Beach Access image 4
Sunny Sails-11 min walk to Private Beach Access image 5

Sunny Sails-11 min walk to Private Beach Access

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(6 reviews)

$ 895,36 USD totaal voor 3 nachten

17–20 okt 2026