Location

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

Your Beach House Getaway With 6-Seater Golf Cart included with your stay!

6 Seater Electric Golf Cart- INCLUDED w/ stay!

Private pool, patio, plenty of seating, smart TV

Kitchen with eat in island

91 Sandcastle Court

5 bedrooms·5 baths

Hilton Head Island • South Carolina

5(44 reviews)

3 087,07 $ USD totalt för 3 nätter

24–27 sep. 2026

Over head view of pool and hot tub from front porch

Arial view from front of home

Burkes Beach access just a few minutes walk from the house

New Kitchen and appliances

Luxury beach house w/pool, elevator, game room. Steps to Beach

8 bedrooms·7 baths

Hilton Head Island • South Carolina

5(34 reviews)

5 618,46 $ USD totalt för 3 nätter

2–5 okt. 2026

5 Sandy Beach Trail-4th row from the beach

Steps From The Beach! A few minute walk to beach access!

Main Level King Bedroom, fresh duvet cover, smart TV, private bathroom

Cozy Queen Bedroom on Main level w/ fresh duvet cover, smart TV and private bath

5 Sandy Beach Trail

5 Sandy Beach Trail

6 bedrooms·6½ baths

Hilton Head Island • South Carolina

5(8 reviews)

4 367,87 $ USD totalt för 3 nätter

24–27 sep. 2026

Wireless charging on every end table! Smart TV and new furniture added march 2021.

HHBT c258

1 bedroom·1 bath

Hilton Head Island • South Carolina

4.83(188 reviews)

810,00 $ USD totalt för 3 nätter

24–27 sep. 2026

Luxury Balcony..steps to beach

Elegant bath vanity with brass fixtures and charming botanical wallpaper

Serene king bedroom with luxe linens, soft lighting, and elegant decor

Private oceanfront balcony with stunning beach views and morning coffee vibes

Sunny dining nook with stylish seating and a bright, airy feel

Direct Oceanfront|KING BED-Luxe Balcony w/Sunrises

1 bedroom·1 bath

Hilton Head Island • South Carolina

5(39 reviews)

1 625,90 $ USD totalt för 3 nätter

12–15 okt. 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

$290/ natt(exkl. avgifter & skatter)

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

Beach Skybox HHI - panoramic view

Beach Skybox HHI - panoramic view

Beach Skybox HHI - panoramic view

Beach Skybox HHI - panoramic view

Beach Skybox HHI - panoramic view

Beach Skybox HHI - panoramic view

1 bedroom·1 bath

Hilton Head Island • South Carolina

5(201 reviews)

968,00 $ USD 884,40 $ USD totalt för 3 nätter

24–27 sep. 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 totalt för 7 nätter

24 sep.–1 okt. 2026

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 totalt för 3 nätter

11–14 mars 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)

1 864,50 $ USD 1 699,50 $ USD totalt för 7 nätter

13–20 dec. 2026

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 totalt för 5 nätter

14–19 nov. 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

1 809,33 $ USD totalt för 3 nätter

17–20 okt. 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 Pool and Hot Tub

Serenity Pool and Hot Tub

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

24–27 sep. 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 totalt för 7 nätter

13–20 mars 2027

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

1 360,58 $ USD totalt för 3 nätter

10–13 okt. 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

3 834,64 $ USD totalt för 4 nätter

1–5 nov. 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)

840,08 $ USD totalt för 3 nätter

27–30 sep. 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 totalt för 3 nätter

27–30 okt. 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)

872,30 $ USD totalt för 3 nätter

27–30 sep. 2026