Location

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

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)

1327,56 $ USD total por 4 noites

24/09/2026 – 28/09/2026

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)

$250/ noite(excl. taxas & impostos)

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)

4454,25 $ USD total por 5 noites

26/09/2026 – 01/10/2026

View to the backyard and golf course.

Welcome to your home away from home!

Talk, play games, and chill in the living room.

OffShoreDreaming

The powder room is located off the living room. Superhero included.

OffShoreDreaming

3 bedrooms·3 baths

Hilton Head Island • South Carolina

4.94(18 reviews)

1805,43 $ USD total por 3 noites

24/09/2026 – 27/09/2026

Gorgeous, Contemporary 3 Bedroom House

Gorgeous, Contemporary 3 Bedroom House

Front of the house

Gorgeous, Contemporary 3 Bedroom House

Gorgeous, Contemporary 3 Bedroom House

3 bedrooms·2 baths

Hilton Head Island • South Carolina

4.87(23 reviews)

$425 – $745/ noite(excl. taxas & impostos)

Hilton Head_Coastal Breeze Beach Getaway

Large outdoor pool at bldg 1 with seasonal poolside restaurant The Beach Bear. Heated outdoor pool starting March 1st.

Eat in dining for 6.

Outdoor Pool at bldg 4 our building.

Coastal Breeze -Top Floor - Hilton Head Island image 4

Hilton Head_Coastal Breeze Beach Getaway

2 bedrooms·2 baths

Hilton Head Island • South Carolina

5(134 reviews)

763,00 $ USD total por 3 noites

28/09/2026 – 01/10/2026

View of Living Area from Dining Area and Kitchen

2nd Bedroom sleeps 3

Living Area - new sofa (May 2026) not pictured here

Living Area- new sofa (May 2026) not pictured here

Seashells by the Sea at Hilton Head Resort

2 bedrooms·2 baths

Hilton Head Island • South Carolina

4.88(67 reviews)

542,25 $ USD total por 3 noites

24/09/2026 – 27/09/2026

Resort Daze-2 Bedroom, Short Walk to the Beach

Resort Daze-2 Bedroom, Short Walk to the Beach

Resort Daze-2 Bedroom, Short Walk to the Beach

Resort Daze-2 Bedroom, Short Walk to the Beach

Resort Daze-2 Bedroom, Short Walk to the Beach

Resort Daze-2 Bedroom, Short Walk to the Beach

2 bedrooms·2 baths

Hilton Head Island • South Carolina

4.87(77 reviews)

954,60 $ USD total por 4 noites

28/09/2026 – 02/10/2026

Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach

Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach

Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach

Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach

Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach

Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach

2 bedrooms·2 baths

Hilton Head Island • South Carolina

4.85(73 reviews)

954,60 $ USD total por 4 noites

27/09/2026 – 01/10/2026

12 Crabline Court

12 Crabline Court

12 Crabline Court

12 Crabline Court

12 Crabline Court

12 Crabline Court

6 bedrooms·6½ baths

Hilton Head Island • South Carolina

3219,00 $ USD total por 3 noites

24/09/2026 – 27/09/2026

15 Crabline

8 bedrooms·6½ baths

Hilton Head Island • South Carolina

4.88(34 reviews)

3219,00 $ USD total por 3 noites

25/09/2026 – 28/09/2026

19 Crabline Court

19 Crabline Court

19 Crabline Court

19 Crabline Court

19 Crabline Court

19 Crabline Court

6 bedrooms·6 baths

Hilton Head Island • South Carolina

2734,50 $ USD total por 3 noites

25/09/2026 – 28/09/2026

Bright and Inviting Living Room with direct access to Private Screened Balcony

Open floor plan for kitchen, dining and living areas

The condo is bright & inviting, clean and a coastal decor setting a relaxing mood for your stay

NEWLY REMODELED KITCHEN: Big SS sink, white quartz countertops, eating bar w/ stools, cooking basics, stainless steel appliances, dishwasher, toaster, drip coffee maker, 2 blenders, ceramic nonstick cookware, pantry closet w/ basic cooking essentials

Master Bedroom with Comfortable King Size Bed , Black Out Curtains, Hardwood Floors New Smart TV, Himalayan Salt Lamp and Alarm Clock

Dining table for 4 and an eating bar w/ stools for 2

Island Paradise! Entire Villa

2 bedrooms·2 baths

Hilton Head Island • South Carolina

781,06 $ USD total por 3 noites

27/09/2026 – 30/09/2026

Hilton Head Vacation Rental

Hilton Head Vacation Rental

Hilton Head Vacation Rental

Hilton Head Vacation Rental

Hilton Head Vacation Rental

Hilton Head Vacation Rental

2 bedrooms·2 baths

Hilton Head Island • South Carolina

$299/ noite(excl. taxas & impostos)

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)

3087,07 $ USD total por 3 noites

24/09/2026 – 27/09/2026

Exterior Front View - Driveway can hold 4 Cars, Garage Can Hold 2 Cars

Entryway 2nd Floor

Front Porch Landing

2nd Floor Great Room

Kitchen View with Large Island and Seating for 4

Fully Screened Heated Pool/Elevator/Fenced-79

6 bedrooms·4 baths

Hilton Head Island • South Carolina

4.94(126 reviews)

3074,62 $ USD total por 3 noites

24/09/2026 – 27/09/2026

The Hilton Head Haven

2 bedrooms·2 baths

Hilton Head Island • South Carolina

4.93(28 reviews)

1595,00 $ USD total por 4 noites

24/09/2026 – 28/09/2026

Beautiful, pet friendly 3 bedroom villa

Beautiful, pet friendly 3 bedroom villa

Beautiful, pet friendly 3 bedroom villa

Beautiful, pet friendly 3 bedroom villa

Beautiful, pet friendly 3 bedroom villa

Beautiful, pet friendly 3 bedroom villa

3 bedrooms·2½ baths

Hilton Head Island • South Carolina

630,00 $ USD total por 3 noites

17/10/2026 – 20/10/2026

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)

1028,10 $ USD total por 3 noites

27/09/2026 – 30/09/2026

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

1049,52 $ USD 1003,52 $ USD total por 3 noites

24/09/2026 – 27/09/2026

Front Exterior View, Driveway holds 4 Cars, Garage Holds Two Cars.

Exterior Stairs To Front Door

Front Porch Landing

Entry from Front Door

Entry From Front Door

Fully Screened Heated Pool/Elevator/Fenced-51

6 bedrooms·4 baths

Hilton Head Island • South Carolina

4.92(167 reviews)

3201,24 $ USD total por 3 noites

24/09/2026 – 27/09/2026

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)

5618,46 $ USD total por 3 noites

02/10/2026 – 05/10/2026

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)

634,38 $ USD total por 3 noites

26/09/2026 – 29/09/2026

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)

995,10 $ USD total por 3 noites

03/10/2026 – 06/10/2026