Hilton Head Island vacation rentals

Vacation rentals in Hilton Head Island — enter your dates to book direct

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Book direct on Houfy and find a vacation rental that matches your expectations among all these great properties in Hilton Head Island. Each of the accommodations are being offered directly by owners and managers. Book direct and save up to 15% in commissions and service fees on Houfy.

Featured vacation rentals on Houfy

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AVAILABLE FOR THE RBC HERITAGE GOLF TOURNAMENT!

AVAILABLE FOR THE RBC HERITAGE GOLF TOURNAMENT!

WATCH SCOTTIE SCHEFFLER DEFEND HIS TITLE AT THE RBC HERITAGE TOURNAMENT IN APRIL! OUR VILLA OVERLOOKS THE 9TH TEE OF THE HARBOUR TOWN GOLF COURSE!

2 Bedrooms  2 Bathrooms
5IconIconIconIconIcon232 reviews
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Direct Oceanfront Community - 2 min walk to beach

Direct Oceanfront Community - 2 min walk to beach

HIDDEN GEM! 2BR/2.5BA villa in Island Club community with pools, tennis, pickleball, fitness center & more! 2 min walk(no streets to cross) to beach.

2 Bedrooms  2.5 Bathrooms
4.94IconIconIconIconIcon17 reviews
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A Day in Paradise in Palmetto Dunes

A Day in Paradise in Palmetto Dunes

Need to get away? Stay with us on Hilton Head in 2024 and secure a 20% discount.

2 Bedrooms  2 Bathrooms
4.84IconIconIconIconIcon68 reviews
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Pet Friendly Luxury Near Ocean Home

Pet Friendly Luxury Near Ocean Home

OCEAN-SIDE 3 BEDROOM LUXURY COTTAGE PET FRIENDLY

3 Bedrooms  2 Bathrooms
4.84IconIconIconIconIcon56 reviews

Special offers on Houfy

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208 Breakers

208 Breakers

208 Breakers - Oceanfront Complex, Wooded View

1 Bedroom  1 Bathroom
4.47IconIconIconIconIcon38 reviews
$31972.91
$37588.71 | 15% OFF
Dates: Jul 21 2024 - Feb 28 2025

Most viewed vacation rentals in Hilton Head Island

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Splash of Water

Splash of Water

Townhome • 
3 Bedrooms • 3 Bathrooms
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3327 Villamare 🏝 Hilton Head Island

3327 Villamare 🏝 Hilton Head Island

Condo • 
2 Bedrooms • 2 Bathrooms
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Our HHI Shipyard Home

Our HHI Shipyard Home

Vacation Home • 
4 Bedrooms • 2.5 Bathrooms
5IconIconIconIconIcon6 reviews
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OffShoreDreaming

OffShoreDreaming

Vacation Home • 
3 Bedrooms • 3 Bathrooms
4.94IconIconIconIconIcon18 reviews
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Sand Sun & Beach

Sand Sun & Beach

Villa • 
2 Bedrooms • 2.5 Bathrooms
5IconIconIconIconIcon68 reviews
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Forest Beach Villas 407 - Coligny Area

Forest Beach Villas 407 - Coligny Area

Townhome • 
2 Bedrooms • 3 Bathrooms
4.93IconIconIconIconIcon127 reviews
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2203 Island Club - SAVE 25%

2203 Island Club - SAVE 25%

Condo • 
2 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon110 reviews
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The Salty Villa

The Salty Villa

Condo • 
3 Bedrooms • 2 Bathrooms
4.95IconIconIconIconIcon92 reviews
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The Hilton Hideaway

The Hilton Hideaway

Townhome • 
2 Bedrooms • 2.5 Bathrooms
5IconIconIconIconIcon9 reviews
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Blue Sky Villa:Queens Grant, 3bd, 2.5ba, Pets Ok

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

Vacation Home • 
3 Bedrooms • 2.5 Bathrooms
4.92IconIconIconIconIcon88 reviews
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209 North Shore Place Hilton Head Island, SC

209 North Shore Place Hilton Head Island, SC

Villa • 
2 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon6 reviews
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103 Carolina Club Shipyard Planation

103 Carolina Club Shipyard Planation

Vacation Home • 
3 Bedrooms • 3 Bathrooms

Search vacation rentals in Hilton Head Island

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Recommended vacation rentals in Hilton Head Island

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HHI TIDE 21 at Hilton Head Beach & Tennis Resort

HHI TIDE 21 at Hilton Head Beach & Tennis Resort

Condo • 
2 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon145 reviews
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All-New HHI Seascape Villa | Walk to Beach & Pools

All-New HHI Seascape Villa | Walk to Beach & Pools

Townhome • 
2 Bedrooms • 2 Bathrooms
4.78IconIconIconIconIcon41 reviews
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Evian Beach House

Evian Beach House

Condo • 
2 Bedrooms • 2 Bathrooms
4.97IconIconIconIconIcon68 reviews
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BEach Happy HHI, Steps to the Beach

BEach Happy HHI, Steps to the Beach

Condo • 
1 Bedroom • 1 Bathroom
4.9IconIconIconIconIcon94 reviews
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Coastal Charm Pets n Family Palmetto Dunes QG

Coastal Charm Pets n Family Palmetto Dunes QG

Vacation Home • 
2 Bedrooms • 2 Bathrooms
4.96IconIconIconIconIcon164 reviews
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✔SuiteLife @ 1208 Villamare

✔SuiteLife @ 1208 Villamare

Condo • 
2 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon92 reviews
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Hilton Head Island Beach and Tennis Resort

Hilton Head Island Beach and Tennis Resort

Condo • 
2 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon56 reviews
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Fiddler's Escape Beach Condo - Walk to the Beach!

Fiddler's Escape Beach Condo - Walk to the Beach!

Condo • 
2 Bedrooms • 2 Bathrooms
4.98IconIconIconIconIcon81 reviews
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SuiteLife @ 307 Forest Beach Villas

SuiteLife @ 307 Forest Beach Villas

Villa • 
1 Bedroom • 1 Bathroom
5IconIconIconIconIcon87 reviews
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Cozy Coastal Chic

Cozy Coastal Chic

Vacation Home • 
2 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon86 reviews
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Island Song Villa

Island Song Villa

Villa • 
2 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon113 reviews
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Hilton Head_Coastal Breeze Beach Getaway

Hilton Head_Coastal Breeze Beach Getaway

Vacation Home • 
2 Bedrooms • 2 Bathrooms
4.89IconIconIconIconIcon107 reviews

Vacation houses with pools in Hilton Head Island

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Oceanfront Listing!  3125 Villamare

Oceanfront Listing! 3125 Villamare

Condo • 
2 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon31 reviews
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Spa/Fully Screened Heated Pool/Elevator/Fenced-51

Spa/Fully Screened Heated Pool/Elevator/Fenced-51

Vacation Home • 
6 Bedrooms • 4 Bathrooms
4.92IconIconIconIconIcon167 reviews
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21 Holloman Trace - 6 bedrooms in N. Forest Beach

21 Holloman Trace - 6 bedrooms in N. Forest Beach

Vacation Home • 
6 Bedrooms • 6.5 Bathrooms
5IconIconIconIconIcon18 reviews
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Private Heated Pool, Hot Tub, Clean, King Bed

Private Heated Pool, Hot Tub, Clean, King Bed

Vacation Home • 
4 Bedrooms • 3 Bathrooms
4.89IconIconIconIconIcon64 reviews
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"After Dune Delight"

"After Dune Delight"

Vacation Home • 
5 Bedrooms • 4 Bathrooms
4.91IconIconIconIconIcon87 reviews
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“Dune” It Right

“Dune” It Right

Vacation Home • 
5 Bedrooms • 5.5 Bathrooms
5IconIconIconIconIcon100 reviews
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SEA PINES 4 Bed + Loft

SEA PINES 4 Bed + Loft

Vacation Home • 
4 Bedrooms • 4 Bathrooms
4.9IconIconIconIconIcon188 reviews
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Tranquility By The Beach: 12th Row From the Water

Tranquility By The Beach: 12th Row From the Water

Vacation Home • 
4 Bedrooms • 3 Bathrooms
4.92IconIconIconIconIcon51 reviews
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Heels in the Sand

Heels in the Sand

Vacation Home • 
3 Bedrooms • 2.5 Bathrooms
4.8IconIconIconIconIcon10 reviews
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Hilton Head Resort Sandpiper Nest - Top Amenities!

Hilton Head Resort Sandpiper Nest - Top Amenities!

Apartment • 
1 Bedroom • 1 Bathroom
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2 High Water - Heated pool, golf course view

2 High Water - Heated pool, golf course view

Vacation Home • 
5 Bedrooms • 5 Bathrooms
4.94IconIconIconIconIcon17 reviews
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Hilton Head Lagoon Paradise in Deer Run

Hilton Head Lagoon Paradise in Deer Run

Vacation Home • 
5 Bedrooms • 5 Bathrooms
5IconIconIconIconIcon4 reviews

Pet friendly vacation rentals in Hilton Head Island

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Hilton Head Island, SC - Shipyard Plantation, The Greens

Hilton Head Island, SC - Shipyard Plantation, The Greens

Villa • 
2 Bedrooms • 2.5 Bathrooms
4.89IconIconIconIconIcon121 reviews
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Spa/Fully Screened Heated Pool/Elevator/Fenced-79

Spa/Fully Screened Heated Pool/Elevator/Fenced-79

Vacation Home • 
6 Bedrooms • 4 Bathrooms
4.94IconIconIconIconIcon126 reviews
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🌞MyBeachIsYourBeach in Evian: Beach & Lots More!

🌞MyBeachIsYourBeach in Evian: Beach & Lots More!

Villa • 
2 Bedrooms • 2.5 Bathrooms
5IconIconIconIconIcon25 reviews
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South Forest Beach Villa- 2b/2b- Pet Friendly

South Forest Beach Villa- 2b/2b- Pet Friendly

Villa • 
2 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon1 review
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Pet friendly condo with amazing Broad Creek views

Pet friendly condo with amazing Broad Creek views

Condo • 
1 Bedroom • 1 Bathroom
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Captain’s Quarters on the Water

Captain’s Quarters on the Water

Condo • 
2 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon49 reviews
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Luxurious First Fl Villa/Fazio Golf Course/Beach

Luxurious First Fl Villa/Fazio Golf Course/Beach

Condo • 
1 Bedroom • 1.5 Bathrooms
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Beach and Birdies

Beach and Birdies

Villa • 
3 Bedrooms • 3 Bathrooms
5IconIconIconIconIcon1 review
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Bright & fresh Coligny gem!

Bright & fresh Coligny gem!

Condo • 
2 Bedrooms • 2.5 Bathrooms
5IconIconIconIconIcon4 reviews
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Golfmaster 305 Pickleball, pet friendly, Shipyard

Golfmaster 305 Pickleball, pet friendly, Shipyard

Townhome • 
3 Bedrooms • 3.5 Bathrooms
4.75IconIconIconIconIcon4 reviews
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1201 Shipmaster - Golfer’s delight by the shore

1201 Shipmaster - Golfer’s delight by the shore

Villa • 
3 Bedrooms • 3 Bathrooms
4.82IconIconIconIconIcon11 reviews
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Hilton Head Sea Pines Getaway

Hilton Head Sea Pines Getaway

Vacation Home • 
5 Bedrooms • 3.5 Bathrooms
4.85IconIconIconIconIcon82 reviews

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