Starboard Building at Captain's Quarters- gated
The Pearl looks out over the Intracoastal waterway
Looking from the boardwalk across Broad Creek- at Disney
Off the Starboard elevator-stairway at end of this hallway-turn left to enter The Pearl
Wheelchair accesible

The Pearl at Shelter Cove in Palmetto Dunes Resort

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(38 reviews)

1 327,56 $ USD totalt för 4 nätter

23–27 sep. 2026

Captain’s Quarters on the Water
Captain’s Quarters on the Water
Captain’s Quarters on the Water
Captain’s Quarters on the Water
Captain’s Quarters on the Water

Captain’s Quarters on the Water

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(49 reviews)

2 147,00 $ USD totalt för 7 nätter

23–30 sep. 2026

Private Indoor Pool with Deck Access
Chef-Ready Kitchen with Modern Amenities & Breakfast Island
Serene Primary Suite Overlooking the Private Indoor Pool
Panoramic Water Views from the Heart of the Home
Private Indoor Pool (Can Be Heated) – Year-Round Fun

4 Slack Tide

4 bedrooms·5 baths
Hilton Head Island • South Carolina
$511 – $1 427/ natt(exkl. avgifter & skatter)
Bishop’s Beachside Retreat
Bishop’s Beachside Retreat
Bishop’s Beachside Retreat
Bishop’s Beachside Retreat
Bishop’s Beachside Retreat

Bishop’s Beachside Retreat

2 bedrooms·2 baths
Hilton Head Island • South Carolina
$275/ natt(exkl. avgifter & skatter)
Your Go-To Palmetto Dunes Home for Space, Golf & Lagoon Views, and Fun
Open, Bright, and Easy to Be Together
Game Night Headquarters: Pool Table, Ping Pong & Grab-and-Go Beach Gear
Kitchen with Breakfast Nook, Big Counter & Easy Pool Access
2 High Water | A Big, Bright Palmetto Dunes Getaway Made for Together Time

2 High Water

5 bedrooms·5 baths
Hilton Head Island • South Carolina
$457 – $1 681/ natt(exkl. avgifter & skatter)
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)

697,65 $ USD totalt för 3 nätter

26–29 sep. 2026

Pool
Outdoor dining
Exterior
Bar (on property)
Bar (on property)

Calming lagoon view 2 BR condo on Hilton Head Island.

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(6 reviews)
$175 – $200/ natt(exkl. avgifter & skatter)
Welcome to the Isle of View 2. The open floor plan is big enough for large families but has a comfortable, cozy feel throughout.
Kitchen stocked with everything you need including microwave, blender, toaster, croc pot, keurig and drip coffee maker. There is even an ice maker so you will never run out!
Kitchen stocked with everything you need including microwave, blender, toaster, croc pot, keurig and drip coffee maker. There is even an ice maker so you will never run out!
Kitchen provides everything from a Keurig Coffee maker to your own ice machine. Prefer drip coffee? We have that too!
Flat screen, smart tv with cable, board games, and puzzles will entertain you in living room and the comfy sleep sofa accommodates extra guests or larger families.

Isle of View 2- Large 2BR that sleeps 8

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.83(52 reviews)

730,95 $ USD totalt för 3 nätter

23–26 sep. 2026

New Designer Direct BeachFront Condo w/Panoramic Ocean View!
RARE Expanded Bedroom w/KING BED & 65” SmartTV! Enjoy your downtime watching FREE NETFLIX & CABLE! (Prime, Hulu, etc. bring your passwords.)
Sunrise over the Ocean from your Balcony!
Largest Oceanfront Pool on Hilton Head Island w/Tiki Bar & Grill!
All new kitchen features full-sized stainless appliances, stone counters & custom backsplash! (Stocked with all common cooking utensils & supplies!)

Oceanfront Designer KING BED💙Beach Bar+2Pools GYM

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.97(200 reviews)

3 654,12 $ USD totalt för 7 nätter

20–27 okt. 2026

Newly Remodeled Designer unit has gorgeous Lowcountry Marsh & Ocean views from patio!! Quiet and private--No Parking Lot or Pool Noise!! Top floor, end unit! No footsteps above!
KING BED, SmartTV & 2 closets! Roomy with super soft sheets and cozy new mattress!
Our unit is Steps to Beach & largest Ocean Front pool on Hilton Head Island!!
Panoramic Marsh & Ocean views from our covered patio! Straight ahead and to the left, enjoy serene Lowcountry Marsh views! Ocean view is to the right—you can see the waves depending upon tides! Marsh NOT noisy parking lot below!
Fully equipped kitchen has all new cabinets, full-size stainless appliances, granite & marble!

Ocean View w/KING BED💙Beach Bar 2Pools GYM+Tennis

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(190 reviews)

3 257,85 $ USD totalt för 7 nätter

18–25 okt. 2026

Sunset over HHI.... gorgeous sight
NEW Kitchen with farm sink, 42" cabinets. stainless appliances
Awesome TV pic when on HD channels. Bring your ROKU and Netflicks passwords too
ADMIRALS ROW 2/2 - HH Beach & Tennis Resort condo
Voted one of the 10 Best Beaches in the US

ADMIRALS ROW 2/2 - HH Beach & Tennis Resort condo

2 bedrooms·2 baths
Hilton Head Island • South Carolina

2 469,75 $ USD totalt för 7 nätter

23–30 sep. 2026

Big Ocean & Pool Views from private 3rd floor balcony!
KING BED & 65" HD SmartTV with free Netflix & Amazon Prime! Rare enlarged bedroom!
100% New renovation by HGTV featured designer!
All new fully-stocked designer kitchen with full-size stainless appliances & marble backsplash!
Oceanview Designer! KING BED Bar! 65"TV Tennis GYM

Oceanview Designer! KING BED Bar! 65"TV Tennis GYM

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(31 reviews)

3 221,46 $ USD totalt för 7 nätter

6–13 okt. 2026

Panoramic Oceanfront Views the moment you open the door! All New Luxury condo designed by an HGTV featured decorator! Stunning unobstructed views of the Ocean, Pool, Coastal Marsh & Dunes!
An HGTV featured decorator just completed a 100% NEW renovation on April 2023 - featuring luxurious Coastal Décor, utilizing a soothing Sand & Sea Color Palette!
Oceanfront Balcony offers views of the Ocean and Beautiful Coastal Marsh with its Windswept Dune Trees!
Sunrise from your Beachfront Balcony!
KING BED in Expanded Bedroom! Highly Rated 12” Memory Foam Mattress. 65" SmartTV w/ FREE Netflix, Prime & Cable TV!

Oceanfront Luxury! KING BED 75"TV Pickleball & BAR

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.93(59 reviews)

4 076,46 $ USD totalt för 7 nätter

28 sep.–5 okt. 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
$360/ natt(exkl. avgifter & skatter)
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)

1 103,42 $ USD totalt för 3 nätter

27–30 sep. 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 totalt för 7 nätter

18–25 okt. 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
$322 – $1 005/ natt(exkl. avgifter & skatter)
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)

1 551,00 $ USD totalt för 7 nätter

26 sep.–3 okt. 2026

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 totalt för 4 nätter

26–30 sep. 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 totalt för 7 nätter

3–10 okt. 2026

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 totalt för 3 nätter

23–26 sep. 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 totalt för 7 nätter

19–26 nov. 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
$161 – $658/ natt(exkl. avgifter & skatter)
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
$236 – $544/ natt(exkl. avgifter & skatter)