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 25% in commissions and service fees on Houfy.

Featured vacation rentals on Houfy

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91 Sandcastle Ct.- 5 Bedroom Home w/ Private Pool

91 Sandcastle Ct.- 5 Bedroom Home w/ Private Pool

5 Bedroom Home w/ Private Pool & 6Seater Golf Cart

5 Bedrooms  4 Bathrooms
5IconIconIconIconIcon37 reviews
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Luxury beach house w/pool, elevator, game room. Steps to Beach

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

One of the most desirable homes in Hilton Head! Book Today Before You Miss Out!

8 Bedrooms  7 Bathrooms
5IconIconIconIconIcon19 reviews
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The Sand Trap in Palmetto Dunes

The Sand Trap in Palmetto Dunes

The Sand Trap in Palmetto Dunes

2 Bedrooms  2 Bathrooms
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Gorgeous Townhouse - Pool, Beach, Golf and Tennis

Gorgeous Townhouse - Pool, Beach, Golf and Tennis

Beautifully renovated, newly furnished, spacious vacation villa has everything you need!

2 Bedrooms  2.5 Bathrooms
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Gorgeous, Contemporary 3 Bedroom House

Gorgeous, Contemporary 3 Bedroom House

Gorgeous, Contemporary 3 Bedroom House

3 Bedrooms  2 Bathrooms
4.87IconIconIconIconIcon23 reviews
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All-New HHI Seascape Villa | Walk to Beach & Pools

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

A dreamy Hilton Head Island vacation awaits you at this 2BR/2BA retreat in Seascape Villas

2 Bedrooms  2 Bathrooms
4.81IconIconIconIconIcon37 reviews
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New Listing | Oceanfront Community | 2BR Sleeps 8

New Listing | Oceanfront Community | 2BR Sleeps 8

Stunning villa in gated community with top notch amenities! Less than 5 min walk (no streets to cross) to beautiful Folly Field Beach.

2 Bedrooms  2.5 Bathrooms
5IconIconIconIconIcon1 review
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Captain’s Quarters on the Water

Captain’s Quarters on the Water

Amazing location and spectacular views!

2 Bedrooms  2 Bathrooms
5IconIconIconIconIcon49 reviews

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Special offers on Houfy

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

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

A dreamy Hilton Head Island vacation awaits you at this 2BR/2BA retreat in Seascape Villas

2 Bedrooms  2 Bathrooms
4.81IconIconIconIconIcon37 reviews
$46531.00
$54715.00 | 15% OFF
Dates: Mar 22 2024 - Sep 30 2024
Special offer
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Captain’s Quarters on the Water

Captain’s Quarters on the Water

Amazing location and spectacular views!

2 Bedrooms  2 Bathrooms
5IconIconIconIconIcon49 reviews
$1949.25
$2147.00 | 10% OFF
Dates: Apr 27 2024 - May 4 2024

Most viewed vacation rentals in Hilton Head Island

Our guests viewed these book direct rentals the most.

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HHI TIDE 21, Family Vacation Rental, HHB&T Resort

HHI TIDE 21, Family Vacation Rental, HHB&T Resort

Condo • Hilton Head Island
2 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon125 reviews
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Evian Beach House

Evian Beach House

Condo • Hilton Head Island
2 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon91 reviews
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BEach Happy HHI, Steps to the Beach

BEach Happy HHI, Steps to the Beach

Condo • Hilton Head Island
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 • Hilton Head Island
2 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon163 reviews
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✔SuiteLife @ 1208 Villamare

✔SuiteLife @ 1208 Villamare

Condo • Hilton Head Island
2 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon136 reviews
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Oceanfront Community | 2 min walk to the beach

Oceanfront Community | 2 min walk to the beach

Villa • Hilton Head Island
2 Bedrooms • 2.5 Bathrooms
5IconIconIconIconIcon1 review
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Cozy Coastal Chic

Cozy Coastal Chic

Vacation Home • Hilton Head Island
2 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon86 reviews
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Fiddler's Escape Beach Condo - Walk to the Beach!

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

Condo • Hilton Head Island
2 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon64 reviews

Search vacation rentals in Hilton Head Island

Search vacation rentals, beach rentals and condos in Hilton Head Island, SC, USA

Recommended vacation rentals in Hilton Head Island

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SuiteLife @ 307 Forest Beach Villas

SuiteLife @ 307 Forest Beach Villas

Villa • Hilton Head Island
1 Bedroom • 1 Bathroom
5IconIconIconIconIcon77 reviews
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Hilton Head Island Beach and Tennis Resort

Hilton Head Island Beach and Tennis Resort

Condo • Hilton Head Island
2 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon47 reviews
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Splash of Water

Splash of Water

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

3327 Villamare 🏝 Hilton Head Island

Condo • Hilton Head Island
2 Bedrooms • 2 Bathrooms
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Coastal Breeze Beach Getaway Hilton Head Unit 4409

Coastal Breeze Beach Getaway Hilton Head Unit 4409

Vacation Home • Hilton Head Island
2 Bedrooms • 2 Bathrooms
4.89IconIconIconIconIcon90 reviews
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Sand Sun & Beach

Sand Sun & Beach

Villa • Hilton Head Island
2 Bedrooms • 2.5 Bathrooms
5IconIconIconIconIcon68 reviews
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OffShoreDreaming

OffShoreDreaming

Vacation Home • Hilton Head Island
3 Bedrooms • 3 Bathrooms
4.94IconIconIconIconIcon18 reviews
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The Salty Villa

The Salty Villa

Condo • Hilton Head Island
3 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon92 reviews

Vacation houses with pools in Hilton Head Island

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Our HHI Shipyard Home

Our HHI Shipyard Home

Vacation Home • Hilton Head Island
3 Bedrooms • 2.5 Bathrooms
5IconIconIconIconIcon6 reviews
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All-New HHI Seascape Villa | Walk to Beach & Pools

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

Townhome • Hilton Head Island
2 Bedrooms • 2 Bathrooms
4.81IconIconIconIconIcon37 reviews

Pet friendly vacation rentals in Hilton Head Island

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

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

Villa • Hilton Head Island
2 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon1 review
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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 • Hilton Head Island
3 Bedrooms • 2.5 Bathrooms
4.92IconIconIconIconIcon87 reviews
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Vitamin Sea: Handicap & Pet Friendly w/ 5 pools

Vitamin Sea: Handicap & Pet Friendly w/ 5 pools

Villa • Hilton Head Island
2 Bedrooms • 2 Bathrooms
4.86IconIconIconIconIcon44 reviews
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Island Song Villa

Island Song Villa

Villa • Hilton Head Island
2 Bedrooms • 2 Bathrooms
4.96IconIconIconIconIcon105 reviews