Hilton Head Island Vacation Rentals - HolidayHomes base64Hash Hilton Head Island Vacation Rentals - HolidayHomes

Hilton Head Island Vacation Rentals

Browse 13,667 available vacation homes and compared across 24 trusted partners

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Top-Rated Vacation rentals in Hilton Head Island

Book the highest-rated Hilton Head Island vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Hilton Head Island
Oct 10-17 open! Private pool, hot tub, walk to beach, bikes, screened in porch
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House Hilton Head Island
Direct Oceanfront Luxury Home, Large Private Pool and Spa, Elevator, Concierge!
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House Hilton Head Island
49 Off Shore, Free Spa Heat, Dog Friendly, Free Golf, Private Pool
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House Hilton Head Island
Vacation home with barbecue, private pool & patio
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House Hilton Head Island
Luxury Updated 6 BR home Private Pool Near Ocean Bikes & Beach Gear Included
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Condo Hilton Head Island
Coastal Chic Condo - Hilton Head Island 2 Bed/2 Bath, 8 Guests, Pool/Beach/Pets
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House Hilton Head Island
Direct Oceanfront; Steps to Beach; 4 Bd/4Bth: Large Deck; Zero Entry Pool; Views
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Villa Hilton Head Island
Palmetto Dunes Gem! Gated Beach, Oceanfront Pool! BEST LOCATION in Captains Cove
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House Hilton Head Island
Oceanfront, Private Beach Access
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House Hilton Head Island
SUPER VALUE VACATION HOUSE: PRIVATE BEACH, GOLF, POOL, BIKES
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House Hilton Head Island
3 BR 2BA in Single Family Home in prestigious Sea Pines - close to everything!
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House Hilton Head Island
1 Baynard Park - Sea Pines, Lagoon Views, Elegant and Modern!
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House Hilton Head Island
Family-oriented charming vacation home with terrace, grill & jacuzzi | Suitable for remote work
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House Hilton Head Island
Beautiful Home, Close to Beach, Lagoon, Fantastic Pool!
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House Hilton Head Island
Sea Pines - 6 BR - Sleeps 16 - Pool & Hot Tub - 8 Min Walk to Beach - Marsh View
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Top 15 most Recommended Vacation Rentals in Hilton Head Island

Discover your ideal Hilton Head Island vacation rental with real-time comparisons of 13,667 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Hilton Head Island
House ∙ 12 guests ∙ 4 bedrooms

House with barbeque | City view | Good for workation

Hilton Head Island, Beaufort County, South Carolina, United States
This spacious house rental in Hilton Head Island accommodates 12 guests and features beach access for a perfect getaway.
from $391
per night
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House Hilton Head Island
House ∙ 16 guests ∙ 6 bedrooms

Vacation home with barbeque & private pool

Hilton Head Island, Beaufort County, South Carolina, United States
Spacious house rental in Hilton Head Island for 16 guests featuring a private pool and ample parking for a relaxing getaway.
from $473
per night
(45)
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Condo Hilton Head Island
Condo ∙ 6 guests ∙ 3 bedrooms

Children-friendly wonderful condo with pool & patio | Close to the beach

Hilton Head Island, Beaufort County, South Carolina, United States
This 6-person condo on Hilton Head Island features beach access and a spacious balcony for relaxing and enjoying the view.
from $196
per night
(52)
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House Hilton Head Island
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented charming vacation home with yard, barbeque & patio | Nature view | Beach nearby | Suitable for remote work | Pets allowed

Hilton Head Island, Beaufort County, South Carolina, United States
This house rental in Hilton Head Island accommodates 6 guests and features a family-friendly kitchen for your convenience.
from $304
per night
(107)
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House Hilton Head Island
House ∙ 14 guests ∙ 5 bedrooms

Children-friendly ample vacation home with private pool, BBQ & jacuzzi | Nature view | Beach nearby | Pet-friendly

Hilton Head Island, Beaufort County, South Carolina, United States
This spacious house rental in Hilton Head Island accommodates 14 guests and features a private pool for your enjoyment.
from $2,031
per night
(39)
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House Hilton Head Island
House ∙ 12 guests ∙ 5 bedrooms

Fully equipped nice house with private pool, hot tub & grill | Nature view | Pets allowed

Hilton Head Island, Beaufort County, South Carolina, United States
This house rental in Hilton Head Island accommodates 12 guests and features a private pool for ultimate relaxation.
from $710
per night
(44)
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House Hilton Head Island
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with private pool, yard & barbeque | Nature view | Perfect for remote work

Hilton Head Island, Beaufort County, South Carolina, United States
This house rental in Hilton Head Island accommodates 12 guests and features a private pool for enjoyable outdoor relaxation.
from $685
per night
(59)
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House Hilton Head Island
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with terrace, hot tub & barbecue

Hilton Head Island, Beaufort County, South Carolina, United States
This house rental in Hilton Head Island accommodates 10 guests and features a cozy fireplace for a comfortable stay.
from $201
per night
(47)
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House Hilton Head Island
House ∙ 18 guests ∙ 7 bedrooms

Family-oriented lovely house with hot tub, private pool & patio | City view | Beach nearby | Perfect for remote work

Hilton Head Island, Beaufort County, South Carolina, United States
This house rental in Hilton Head Island accommodates 18 guests and features a private pool for a relaxing getaway.
from $1,091
per night
(172)
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