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205 rentals found
Stunning oceanfront home offering privat...
5.0
(6)

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.This striking 5-bedroom, 5.5-bathroom home is located in the heart of North Forest Beach. Ideally located, it features direct access to the pristine sandy...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Large Six Bedroom Custom-Built Home with...

This home is designed to fit your next family vacation! The kitchen comes completely equipped to meet your family's cooking needs with stainless steel appliances and bespoke cabinetry, including two ovens and microwave. The enormous kitchen island...

  • Hilton Head
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Golf course-front townhome near beach wi...

Townhouse Manor 24Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Cavernous and updated, this classy two-story townhome in the Shipyard community puts you...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
44 Mooring Buoy- 3rd Row (176 yard walk)...
4.7
(15)

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 handsome...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
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 savor expansive vistas from the living room with two sizable couches and a huge flat screen TV. The dining room off the...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 11
Spacious Home with Private Pool, Game Ro...
4.5
(8)

Grandiose TimesOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Book your next family reunion or group vacation at Grand Times, a five-bedroom home with a...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Gorgeous new luxury beach house - be the...

This new, 5 bedroom, 5 ½ bath, home is a ideal fit for extended families, or as a multi-family vacation residence. Feel absolute luxury and convenience in this pretty professionally decorated coastal beach home. As a guest at Serenity Now you are...

  • Hilton Head
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Private home in Hilton Head Island with ...

Located within the esteemed Palmetto Dunes Oceanfront Resort on Hilton Head Island, this gorgeously upgraded 5-bedroom, 3-bathroom home sits on a beautiful corner lot and offers the ideal blend of comfort, luxury, and coastal appeal.Step inside to...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Stunning Oceanfront Hideaway with Privat...
4.7
(27)

HeavenOur 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 possible!*This...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Short walk to the beach! 2 minutes away ...
5.0
(2)

HILTON HEAD ISLAND. Elegant 2, 3, and 4 bedroom two-story villas are attractively decorated and have open floor plans, vaulted ceilings, skylights, decks, and screened porches. On-site amenities include private pool, spa, bath home, and kids's...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
49 Off Shore, Near Ocean, Pool & Hot Tub...
4.6
(22)

49 Off Shore Drive, located in the Palmetto Dunes Oceanfront Community, offers a amazing vacation experience with its roomy and handsomely decorated 4-bedroom, 4-bath layout. The highlight of this property is its private pool and hot tub, providing...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Large Ocean View Condominium with Four B...

The Windsor Place condominium is attractively decorated villa having four bedrooms and four baths! This condominium has been freshly refreshed with new lighting, bathrooms, paint and floor!Being one of the bigger units in Windsor Place makes this...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Luxurious home with private pool, centra...
4.4
(18)

Surf ScoterOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Surf Scoter offers luxury vacation rental at its best! This striking multi-level home, located just...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
Brand New LUX Townhome-Mins to Beaches, ...

Feel Coastal Luxury at 180 Olive Shell Court – Your Hilton Head Island RetreatWelcome to your dream vacation hideaway on gorgeous Hilton Head Island – consistently ranked the #1 island in the U.S. by Travel + Leisure readers for its pristine...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
No Expense Spared - This Home is Perfect...
5.0
(6)

From the moment you enter this fantastic home, you will be treated to what you would want in an spectacular vacation property only a 10 min. walk to the Palmetto Dunes beach. As you enter the front door, to the left there is a POOL TABLE which...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Nicely Appointed Home with Lagoon Views!
5.0
(1)

Updates abound in this enormous home with private saltwater pool located on Palmetto Dunes' 11-mile lagoon system! As you enter you'll be greeted by a sweeping open concept home with handsome tile floors throughout. The kitchen is huge and...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Tuscan-Style Waterfront Retreat!

Welcome to your Mediterranean dream home! A elegant Tuscan-style getaway ideally located along the relaxing 11-mile lagoon. This fashonable residence features four cavernous bedrooms, a additional bunk room, and a completely air-conditioned private...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
31 Singleton  Oceanfront, Views, Luxury ...
4.8
(18)

31 Singleton Beach Place in Hilton Head Island, South Carolina epitomizes luxury living at its best. With over 5,500 square feet of living space, this 6-bedroom, 9-bathroom residence offers an unparalleled level of comfort and sophistication. Upon...

  • Hilton Head
  • 6 Bedrooms
  • 8 Bathrooms
  • Sleeps 20