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Hilton Head Vacation Rental Search

Browse All Properties by: Area | Bedrooms | Oceanfront | Pet-Friendly
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1042 rentals found
Spacious condo with shared pool and golf...

Summary:St Andrews Common 1867The Space:You are in for a treat when you book 1867 St. Andrews for your next Hilton Head Island vacation. This one bedroom St. Andrews showcase villa has been furnished with high-end and designer furnishings, silk line...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
1st Floor Condo with Pools, Hot tub, clo...

Summary:Island Club 1102The Space:Welcome to your ideal hideaway at The Island Club of Hilton Head! This gorgeous first-floor condo offers the ideal blend of comfort and convenience, with a handsome green space right outside your patio, ideal for...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Oceanfront condo with pools, hot tubs, W...

Summary:Seacrest 1101The Space:Welcome to SeaCrest Villa 1101! The SeaCrest Villas is an oceanfront resort located in the ideal location on Hilton Head Island, directly across the street from Coligny Plaza. Conveniently located on the first floor...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Private pool, spacious open floor, and m...

This striking Hilton Head Island vacation rental is within a ten min. walk to the beach. It features an open layout with two master suites and a private pool. As you walk into the front door, you are greeted by an open floor plan which consists of a...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Beachside Townhome | Parking. Pool + Ful...

The Village at Palmetto Dunes offers a casual Hilton Head stay just steps from the beach, with simple access to golf, tennis, pickleball, and breathtaking bicycle paths. Located within Palmetto Dunes Resort, this property places you close to Shelter...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Comfortable Palmetto Dunes Home with Pri...

This Hilton Head vacation home offers a comfortable and easygoing setting for your island hideaway. The screened-in porch with a vaulted ceiling is a calming spot to relax, with casual seating overlooking the private backyard pool.Inside, the layout...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Oceanfront Villa, Heated Beachside Pool!

Welcome to Your Totally Remodeled Oceanfront Oasis! Everything new in 2025!!!This handsomely refreshed villa offers the ideal blend of modern luxury and coastal appeal. Recently completely modernized, it features new floors, modernized bathrooms...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Renovated condo on the beach with pool, ...

Summary:HH Beach & Tennis 105AThe Space:With a location right on the beach, a bright and roomy interior, and a furnished private balcony, this newly-modernized home is waiting to give you the fun-filled vacation you deserve! Spread out in the living...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
Updated Two Bedroom Fourth Floor Captain...

This elegantly refreshed fourth-floor condominium in the Captain's Walk community offers beautiful direct oceanfront vistas and is sure to impress.The kitchen features bespoke cabinetry, stainless steel appliances, and quartz countertops, creating a...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
4Br Sea Pines Home w/ Private Pool

2 Oyster Catcher | 2 Minute Walk to the Beach *4 Bedrooms | 4 Bathrooms*Sleeps 10*2 Kings, 2 Twins, 1 Queen, Queen Sleeper Couch*6 SMART TVs | Wi-Fi | Keurig*Guest Has Use of the Garage *Two Master Suites*5th Row Ocean Home*Private Pool {24' x 9'}*2...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Amazing & newly updated three bedroom / ...

Location, location ... this three bedroom villa is located in Seacrest oceanfront complex. Appreciate the prime location, landscape vistas with a distant glimpse of the ocean.Your new home away from home awaits! Bright ambiance, comfortable...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Oceanfront Paradise! Heated Beachside Po...

Welcome to Ocean Dunes 118!!This gorgeously decorated one-bedroom villa offers a full kitchen, an open-concept living and dining area, and a private bedroom with a queen-sized bed and a bathroom. For additional flexibility, the living area includes...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Closest-to-Beach Queens Grant  -  Remode...

Private, cavernous villa in the Oceanfront Palmetto Dunes Resort. Beach chairs, umbrellas, and gear. Grille. Pools. 3 miles of private beach and an 11 mile lagoon ideal for kayaking.Many guests tell us our villa is the best place they have ever...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Third Row Private Home with Large Privat...

Delightfully appointed, this striking 3-bedroom Hilton Head Island home is in an superb third-row location, just a short walk (about 3 mins.) to the beach! The home is also only a leisurely walk or bicycle ride away from all that Palmetto Dunes has...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
SUPER VALUE VACATION HOUSE: PRIVATE BEAC...

Do you want to appreciate natural beauty, relaxing privacy and simple access to this neighborhood’s private wild, uncrowded 2 mile long beach, Lazy River and splash pads, charming recreation, and close by terrific eateries and stores?Here escape...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Beach dream with balcony view & shared p...

Summary:Windsor Court North 4204The Space:Take a moment and simply relax when you book a stay at this condo by the beach. With beautiful decor, a full kitchen, and a balcony view overlooking the pool area, this condo is ideally positioned for the...

  • Hilton Head
  • 1 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Two King Bed Suites, Dog-friendly gem wi...

Summary:Eagle WatchThe Space:This four-bedroom, three-and-a-half bath golf home offers ideal comfort for your vacation. Eagle Watch makes calming painless thanks to its private pool, jetted tub, recreation room, outdoor grille, and accessibility to...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Dog-Friendly Villa with Pool, Tennis, Pa...

Summary:Evian 120The Space:This first-floor Evian property offers comfort along with a peaceful and calming ambiance that will enhance your Hilton Head hideaway. Escape to the beach for a day or lounge by the pool. If you want some physical...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6