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Hilton Head, SC 2+ Bedroom Vacation Rentals

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1008 rentals found
Gorgeous fifth floor oceanfront unit

*VILLAMARE PAINTING PROJECT TENTATIVELY SCHEDULED FOR SEPT 15, 2025 TO MARCH 30, 2026. Work will include stucco repair, balcony and ceiling enhancements, roof repairs, and painting. Guests can expect to see scaffolding in front of living room...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Island oasis with balcony, beach access,...

Island Club 4106Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'An memorable trip to Hilton Head awaits at this bright and ideally located condo sitting mere...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Oceanfront Villa with Shared Pool, Hot T...

Island Club 5501Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This fifth-floor, oceanfront Island Club villa is a prime hideaway for your next oceanside...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Inviting villa with pool, tennis, & balc...

Forest Beach Villas 120Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Forest Beach Villa is the closest you can get to Coligny Beach Park and shopping and...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Dog-Friendly Villa with Pool, Tennis, Pa...

Evian 120Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This first-floor Evian property offers comfort along with a peaceful and calming ambiance that will...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
WATCH DOLPHINS PLAY ALL DAY!  Newly reno...

OCEANFRONT DOLPHIN WATCH! This striking villa has been completely re-decorated by a professional designer! The view is spectacular. You will be able to watch dolphins play all day in this pretty condominium! Savor a lavish, unobstructed view of...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
French Country home on Golf Course with ...

Coastal CharmOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the 1st Tee of the Clipper Course in Shipyard Plantation, this beautiful French...

  • Hilton Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
2 bedroom 2 bath townhouse overlooks the...

HILTON HEAD. Guests have a choice of numerous 2 and 3 bedroom townhouse floor plans. These secluded villas have plenty of living space, full kitchen facilities, decks, and patios. They are located along the fairways of the Fazio golf course in...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Spacious Hilton Head Island Vacation Ren...

This cavernous Water Oak villa offers the ideal setting for families and golf groups looking to savor everything Hilton Head has to offer. With a thoughtful layout, multiple en-suite bedrooms, and simple access to the community pool, it provides...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Recently Updated Beautiful Villa Directl...

This striking villa is located on the George Fazio Golf Course is just a few mins. walk to the beach! This villa was freshly refreshed with new floor, improved lighting, addition of a new office at the end of the kitchen and an expanded deck! The...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 9
5 min walk to beach, ideal golf retreat,...

Greens 106Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Appreciate golf course vistas, beachy vibes, and a taste of the island lifestyle at this ideal condo...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Oceanfront home with huge windows and a ...

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.This beautiful, nine-bedroom Beachcomber home sports a private pool and spa and provides broad living spaces, as well as phenomenal vistas of the beach and the...

  • Hilton Head
  • 9 Bedrooms
  • 10 Bathrooms
  • Sleeps 28
Oceanfront Luxury – Newly Renovated 2-...

Step into this captivating top floor completely transformed villa and be greeted by the mesmerizing ocean view. Be one of the first guests to experience the ultimate in coastal sophistication when this high-end remodel is finished. This gorgeous...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
3 Bedroom with Outstanding Golf Course V...

Welcome to this striking 3-bedroom, 3-bathroom Inverness villa located inside Palmetto Dunes Oceanfront Resort. This delightfully decorated end-unit offers an inviting open-concept layout and exceptional expansive vistas of the George Fazio Golf...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 7
Oceanfront Villa with Ocean Views, Share...

Island Club 5403Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Appreciate a pretty view of the Atlantic Ocean from your private balcony in this comfortable...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Conveniently Located Condo w/Shared Pool...

Beachwalk 179Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This is a freshly updated two-bedroom, two-bathroom villa in Beachwalk at Shipyard Plantation on...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
44 Mooring Buoy- 3rd Row (176 yard walk)...

You can practically feel the sand between your toes! This Palmetto Dunes island beauty is at the end of the beach path, so you’re just a few flip-flops or barefoot steps to the ocean and fun in the sun. The first-floor living area has a charming...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Golf-course view condo with central AC, ...

Greens 125Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'From mornings on the links to leisurely beach afternoons, this freshly remodeled condo puts you...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8