Map: Explore pins for location context. Browse all 285 stays for a keyboard-friendly directory list (markers are not the only path).

Hilton Head vacation rentals, villas and beach houses

24 results
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Listings

Ocean View Vacation Rental HHI: vacation rental in Hilton Head Island

Ocean View Vacation Rental HHI

5 (190)

1 bed · 1 bath

balconybasketballbbq

Hilton Head Island

13 Night Heron: vacation rental in Hilton Head Island

13 Night Heron

beachdeckdishwasher

Hilton Head Island

1712 Bluff Villa is conveniently Located in South Beach Marina and is newly remodeled!: vacation rental in Hilton Head Island

1712 Bluff Villa is conveniently Located in South Beach Marina and is newly remodeled!

2 bed · 2 bath

Hilton Head Island

1741 Bluff Villa ~ Views of Braddock Cove from 3rd Floor Balcony!: vacation rental in Braddock Cove, Hilton Head Island

1741 Bluff Villa ~ Views of Braddock Cove from 3rd Floor Balcony!

1 bed · 1 bath

Braddock Cove

23 Night Heron: vacation rental in Hilton Head Island

23 Night Heron

beachdeckdishwasher

Hilton Head Island

3109 Windsor Court: vacation rental in Hilton Head Island

3109 Windsor Court

1 bed · 2 bath

balconybeachhot tub

Hilton Head Island

3rd-floor condo with private balcony, AC, W/D, on-site pools, hot tub and tennis: vacation rental in Hilton Head Island

3rd-floor condo with private balcony, AC, W/D, on-site pools, hot tub and tennis

balconyhot tubpool

Hilton Head Island

42 Night Heron: vacation rental in Hilton Head Island

42 Night Heron

beachdeckdishwasher

Hilton Head Island

48 Ocean Breeze: vacation rental in Hilton Head Island

48 Ocean Breeze

2 bed · 2.5 bath

Hilton Head Island

666 Queens Grant - Pet Friendly | Walk to Beach: vacation rental in Hilton Head Island

666 Queens Grant - Pet Friendly | Walk to Beach

2 bed · 2 bath

Hilton Head Island

729 Schooner Court: vacation rental in Hilton Head Island

729 Schooner Court

2 bed · 2.5 bath

Hilton Head Island

91 Dune Ln - Oceanfront Rental: vacation rental in Hilton Head Island

91 Dune Ln - Oceanfront Rental

6 bed · 6 bath

fireplacehot tubpool

Hilton Head Island

Azure Waves HHI: vacation rental in Hilton Head Island

Azure Waves HHI

beach

Hilton Head Island

Beach House Boutique Vacation Rentals: vacation rental in Hilton Head Island

Beach House Boutique Vacation Rentals

arcadebeachbunk bed

Hilton Head Island

Beach Properties: rental company in Hilton Head Island

Beach Properties

1 bed

beachpet friendlypool

Hilton Head Island

Beachside Getaway - Vacation Rentals: vacation rental in Hilton Head Island

Beachside Getaway - Vacation Rentals

beachfishinghot tub

Hilton Head Island

Beachwalk 171: vacation rental in Hilton Head Island

Beachwalk 171

1 bed · 2 bath

Hilton Head Island

Beautiful home with pond view and free Golf Cart!: vacation rental in Bluffton, Hilton Head Island

Beautiful home with pond view and free Golf Cart!

3 bed · 2.5 bath

balconybbqbeach

Bluffton

Blue Mermaid: vacation rental in Hilton Head Island

Blue Mermaid

4 bed · 3.5 bath

Hilton Head Island

Bluewater Resort and Marina by Spinnaker Resorts: lodging in Hilton Head Island

Bluewater Resort and Marina by Spinnaker Resorts

balconybasketballbbq

Hilton Head Island

Bluff Villas, LLC: vacation rental in Hilton Head Island

Bluff Villas, LLC

beachfishingkitchen

Hilton Head Island

Breakers Hilton Head: vacation rental in Hilton Head Island

Breakers Hilton Head

1 bed

beachdryerkitchen

Hilton Head Island

Calm Villa Sea Pines: vacation rental in Hilton Head Island

Calm Villa Sea Pines

3 bed · 3 bath

Hilton Head Island

Captain's Cove at Palmetto Dunes: vacation rental in Hilton Head Island

Captain's Cove at Palmetto Dunes

accessiblebbqbeach

Hilton Head Island

Browse all 285 stays

Explore the area

Things to Do

A quiet shortlist of local rhythms — walks, viewpoints, and places worth lingering.

Coligny Beach boardwalk

Easy ocean access with a calm evening promenade.

Sea Pines Harbour Town

Lighthouse marina views and bike-friendly paths.

Pinckney Island refuge

Marsh dikes and birding loops just over the bridge.

Coastal Discovery Museum

Live oaks, boardwalks, and lowcountry exhibits.

Bike path network

Flat paved trails linking beaches, parks, and villages.

Shelter Cove marina

Waterfront stroll with broad Broad Creek views.

From our listing data

Quick facts: Hilton Head Island, South Carolina rentals

Counts from BnB Search directory data; amenity and bedroom counts include only listings that publish those details.
Listings on BnB Search285
By bedroomsStudio / 1 BR: 10; 2 BR: 17; 3 BR: 7; 4 BR: 2; 6+ BR: 8 (44 with bedroom data)
Hot tub29
Pet-friendly22
Pool79
Fireplace3
Game room1
Water view31
Fire pit5
Wi-Fi16
Rental companies / host websites83
Areas covered (4)Hilton Head Island (254), Bluffton (19), Daufuskie Island (10), Braddock Cove (2)

How many vacation rentals are listed in Hilton Head Island?

BnB Search currently lists 285 vacation rental properties in Hilton Head Island, South Carolina, spread across 4 mapped areas. Bedroom counts are published for 44 of them; the most common size is 2 BR (17 listings). Counts come from our directory data and change as listings are added or removed.

Which areas of Hilton Head Island have the most rentals?

By listing count on BnB Search, the Hilton Head Island areas with the most rentals are Hilton Head Island (254), Bluffton (19) and Daufuskie Island (10). In total we map 4 named areas: Hilton Head Island, Bluffton, Daufuskie Island and Braddock Cove. Use the area filter on the map or directory to browse each one.

Are pet-friendly rentals available in Hilton Head Island?

Yes. 22 of the 285 Hilton Head Island listings on BnB Search mention pet-friendly stays in their amenity details, and 29 mention a hot tub. Pet rules, fees and size limits vary by property, so confirm the policy with the host or manager before you book.

About this destination

About Hilton Head Island, South Carolina

Hilton Head vacation rentals — villas, condos, and beach houses — sit on South Carolina's Lowcountry island with maritime forest, bike paths, and golf-resort villages. Browse Sea Pines and Harbour Town stays, Hilton Head Plantation pins, and quieter Bluffton or Daufuskie options on the BnB Search map. Ride shaded trails to the sand, watch boats at the lighthouse marina, or linger over seafood at sunset. BnB Search is a free directory: compare Hilton Head vacation rentals, villas, and beach houses here, then book through each property's own site or listing page.

FAQ

Questions about Hilton Head Island, South Carolina rentals

  • What vacation rentals are available in Hilton Head Island, South Carolina?

    Hilton Head Island, South Carolina vacation rentals on BnB Search include stays that match local demand — Villa, condo & beach house rentals on Hilton Head Island. Use the map and filters to browse by area, bedrooms, and amenities. Our Hilton Head Island, South Carolina map currently shows 285 publicly listed stays.

  • How do I book a vacation rental in Hilton Head Island, South Carolina?

    BnB Search does not process bookings. Open a Hilton Head Island, South Carolina listing for photos and details, then use the property website or contact link to confirm availability and book directly with the host or manager.

  • How do I use this directory?

    Start on the Hilton Head Island, South Carolina map to see stays by location, or open the full directory for a filterable list. Each property page collects photos, ratings when available, amenities, and outbound links — then you leave BnB Search to book.

  • What is BnB Search?

    BnB Search is a free U.S. vacation rental directory. We help travelers compare cabins, beach houses, lake homes, and ski chalets on regional maps without acting as the booking party.

  • Are prices and availability guaranteed for Hilton Head Island, South Carolina listings?

    No. Listings are informational and can change without notice. Always confirm dates, rates, and house rules with the Hilton Head Island, South Carolina host or property manager before you book.

  • What is the difference between Hilton Head villa rentals, condo rentals, and beach house rentals?

    On Hilton Head Island, “villa,” “condo,” and “beach house” usually describe the same vacation-rental inventory — golf-resort villas, ocean or lagoon condos, and Lowcountry beach houses. Listing titles vary by host marketing and building type, not a separate booking category on BnB Search. Use the map and filters for area, bedrooms, and amenities, then book on the property’s own website. We do not process reservations.

  • When is the best season to visit Hilton Head?

    Late spring through early fall is popular for beach and golf; shoulder seasons can feel quieter. Holiday and tournament weeks book early — confirm minimum stays and rates on each property's site.

  • Is Hilton Head better for families or couples?

    Families often want bike-friendly bases, pools, and more bedrooms; couples may prefer quieter corners or golf-resort pins. Use the Hilton Head map and filters, then book directly with the listing.

  • Are Hilton Head vacation rentals pet-friendly?

    Resort and HOA pet rules differ. Check the listing notes and confirm fees or breed limits with the manager before you reserve. BnB Search does not set Lowcountry pet policies.

  • How should I compare Hilton Head listings?

    Browse the regional map, narrow by area and amenities, open a few property pages for photos and details, then follow each outbound booking link for real availability and terms.

  • Are dogs allowed on Hilton Head beaches?

    Yes, with seasonal hours. The Town of Hilton Head Island says dogs may be on the beach at any time from October through March. From the Friday before Memorial Day through Labor Day they are not allowed from 10 a.m. to 5 p.m., but may be on a leash or under voice control from 5 p.m. to 10 a.m. In April to Memorial Day and after Labor Day through September, they must be leashed from 10 a.m. to 5 p.m. Source: Town of Hilton Head Island, checked October 2026.

  • Do you need a car on Hilton Head Island?

    Not always. The Town of Hilton Head Island says it has over 72 miles of public pathways and nature trails for walkers and cyclists. The fare-free Breeze trolley runs seasonally (April 11 to Labor Day in 2026), daily from 1 p.m. to 10 p.m. and until 11 p.m. on Fridays and Saturdays. Source: Town of Hilton Head Island, checked October 2026.