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Hilton Head, SC 2+ Bedroom Vacation Rentals

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1085 rentals found
Updated all-suite tennis villa with W/D,...
4.5
(2)

Tennismaster 102Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please note the Tennismaster pool is closed as of 9/25/2025. Renovations will begin...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
3rd row Luxury rental - Low Min nights  ...
5.0
(14)

* Grand Open floor plan for generational gatherings* Luxury Furnishings & Linens* Hot Tub / Pool on living level * Luxury Soaps, Shampoo's & Lotions * Free Packages for some stays* Welcome Packages upon arrival * 24 hour access to...

  • Hilton Head
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
Spacious Home with Gourmet Kitchen, Priv...
4.7
(15)

Sea Oak Lane 5Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please read our important pool heat information to help you have the best vacation...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Beautiful Golf Front Villa!
4.0
(2)

You are certain to savor this modern and comfortable villa that is literally steps off the George Fazio golf course with sweeping vistas of multiple greens! The refreshed kitchen includes bespoke cabinetry, granite countertops and stainless steel...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
424 Captains Walk has panoramic ocean vi...
5.0
(2)

This fourth floor penthouse in Captain's Walk is the ideal setting for your next vacation. Upon entering the unit, guests will appreciate expansive vistas from the living room with two huge couches and a huge flat screen TV. The dining room off the...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 11
Fabulous! Huge 5 Bedrm/5 Bath Moss Creek...
4.7
(102)

Moss Creek House Description This 4,500+ sq. ft. home, consisting of 5 bedrooms and 5 baths, that sleeps 12, is located in the gorgeous Moss Creek private club community. We have an in-ground, plunge pool with lion head water spouts, with the...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
7825 Cente Court is a lovely villa with ...

HILTON HEAD ISLAND RENTAL. This great Hilton Head villa is located near the Centrecourt community pool.5 steps lead to the entry where you will find refreshed floor throughout the kitchen, dining, and living rooms. The kitchen has been updated with...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Family-Friendly Townhome with Lagoon Vie...
4.7
(11)

Island Club 108Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located near a lagoon in the Island Club on Hilton Head, this family-friendly suite offers...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
2-story house with private heated outdoo...
4.6
(15)

Mooring Buoy 151Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Mooring Buoy 151 is located in the handsome Palmetto Dunes plantation. The moment you walk...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
6 Terra Bella, Oceanfront, Elevator, Pri...
4.7
(26)

6 Terra Bella Trace, Hilton Head Island is located between the salt marsh and the Atlantic Ocean, 6 Terra Bella Trace is a beach lover's heaven. This striking property features 6 bedrooms and 8 bathrooms. The chef's kitchen features top-of-the-line...

  • Hilton Head
  • 6 Bedrooms
  • 8 Bathrooms
  • Sleeps 20
Quiet Getaway with Pools, Hot tub, Tenni...
5.0
(7)

Island Club 3201Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'With walk-out beach access and first-rate amenities, this Hilton Head condo is the ultimate...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Bright condo with shared pools,  walk to...

Seascape Villas 3212Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your ideal hideaway in Hilton Head, SC! This beautiful condo is charmingly...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Beach Blossom - PET FRIENDLY PRIVATE HOM...
5.0
(21)

Stunning 3 Bedroom 2 Bathroom home located off Folly Field Rd. Beach Blossom has just been completely remodeled and designer decorated. Upon entry you will be greeted by a completely furnished living room with vinyl floor throughout, and a mounted...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Perfect condo across street from beach a...

Seascape Villas 3215Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your ideal beach hideaway in Hilton Head! This gorgeous condo offers a...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
4 BR Home, Private Pool, and Spa on Tran...
4.0
(4)

Savor striking lagoon vistas from your own private pool and spa or walk to the ocean in less than ten mins.. Located among live oak trees draped with Spanish moss, and overlooking a lush landscape, this private getaway is the ideal place for your...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Dog-Friendly Condo with pool, golf, and ...

Moorings 51Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your ideal hideaway in Hilton Head, SC! Located within the esteemed Palmetto Dunes gated...

  • Hilton Head
  • 2 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
1st-floor snowbird friendly condo near b...

HH Beach & Tennis 144AROur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the ultimate beach hideaway at this luxury-rich condo just a 50-yard walk to the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Water-view condo with covered deck, on-s...

The Cottages 30Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'A modern island escape awaits at this condo at the Cottages. Located in the resort community of...

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