CoastalGuide.com logo

Hilton Head, SC 5+ Bedroom Vacation Rentals

87 rentals found
Stunning oceanfront home with pool, priv...

Summary:Dune Lane 105The Space:If you’ve been planning a group hideaway to Hilton Head but haven’t yet found the ideal place, stop scrolling - here it is. With an unbeatable oceanfront location just two miles from Coligny Beach Park, beach...

  • Hilton Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
424 Captains Walk has panoramic ocean vi...

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 of the Atlantic. The living room has two enormous couches, game table, and TV. The dining room...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 11
12 Haul Away - 5 Bedroom - Private Pool,...

This amazing near ocean home in the heart of Palmetto Dunes is brand new to the rental market for summer 2024! With only a 5 min. walk to the beach, private pool, private dock, and a fantastic layout for families, this is sure to be a new favorite...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Stunning Oceanfront Hideaway with Privat...

Summary:HeavenThe Space:*Please read our important pool heat information to help you have the best vacation possible!*This property has a pool that can be heated between Labor Day and Memorial Day for an additional fee of $69/nighttime. You MUST...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Large Home with Spectacular Panoramic Vi...

You're going to appreciate this huge home with spectacular expansive vistas of Robert Trent Jones Golf Course and the 11 Mile Lagoon! From when you first pull up to the home you'll notice it's very private with a modest fenced-in garden in the...

  • Hilton Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
14 Collier Beach, Oceanfront, Pool, Elev...

14 Collier Beach, Hilton Head Island is a impressive oceanfront estate that offers a state-of-the-art chef's kitchen, an open-concept living and dining area leading to an oceanfront pool, deck, and grille. The home features a opulent master suite...

  • Hilton Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Private Oceanfront Home with Private Poo...

You'll appreciate this six bedroom oceanfront home located in esteemed Palmetto Dunes Oceanfront Resort. Boasting multiple sizable windows facing the oceanfront, this home provides oceanfront vistas from nearly every room! As you enter, you are...

  • Hilton Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
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 sizable kitchen island...

  • Hilton Head
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Large Golf Course View Home with Large P...

This gorgeous home features opulent wide plank, hand-scraped, black walnut floor throughout the main living areas. This fantastic home consists of six bedrooms, six and a half bathrooms along with an charming sunroom along with a enchanting nook...

  • Hilton Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
2 Collier, Oceanfront, Dogs OK, Pool, Fr...

***This home is undergoing a complete remodel, including a attractively refreshed kitchen, bathrooms, pool, and pool deck. Stay tuned for a fresh new look throughout!***2 Collier Beach, Hilton Head Island. Feel luxury living at its best in this...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Great Hilton Head Location Pet Friendly,...

This property is now under new ownership and the owners are keen to make this already gorgeous and cavernous home lighter and brighter with a goal of blowing away all guests expectations! 4 Surf Watch Way is a impressive 6-bedroom, 5.5-bathroom, pet...

  • Hilton Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
Secluded home & pool house with private ...

Summary:Whistling Swan 3The Space:You don't have to compromise any sense of home at this gorgeous island getaway. Surrounded by lush foliage with fast access to the beach, you will have no trouble settling in and slipping right into vacation mode...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Lovely house with gourmet kitchen, scree...

Summary:Black SkimmerThe Space:This property in the Sea Pines development sits among the natural beauty of Hilton Head Island's palmetto and oak trees. Walking paths and boardwalks give you fast and simple access to the community's beach area.After...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 13
Close to Beach, Pool, Elevator, Game Roo...

9 Sandy Beach Trail, Hilton Head Island. Welcome to your bespoke-constructed vacation home! This striking property features an open-concept layout with the kitchen, living, and dining areas facing the pool, creating a seamless indoor-outdoor...

  • Hilton Head
  • 6 Bedrooms
  • 8 Bathrooms
  • Sleeps 21
205 Jacana-

**Luxurious 6-Bedroom Beach Home Just Steps from North Forest Beach!**Escape to your dream vacation in this cavernous and delightfully designed 6-bedroom, 6 full and 2 half bath beach home, just a few sandy steps from the gorgeous North Forest...

  • Hilton Head
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Luxury 7BR Beach House w/ Pool, Hot Tub ...

Sandy Beach Retreat is a opulent 7 bedroom (plus a ground level room with Queen pull out couch), 6 full bathroom (plus 2 half baths) home located steps away from Burkes Beach access. Located in the charming Burkes Beach community of Hilton Head...

  • Hilton Head
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 22
Beachfront home with private pool, expan...

Summary:Dunes HouseThe Space:Savor life at the beach at Dunes House! This home has impressive vistas of the beach and the Atlantic Ocean. The open living space on the second floor has living, dining, and a well-equipped kitchen that all look out to...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Luxury 2nd Row Home, Chefs Kitchen, Pool...

19 Sand Dollar, Hilton Head Island. Welcome to this striking second-row ocean home blending traditional coastal Carolina styling with high-end details for a memorable beach vacation! Located directly across from a semi private beach, appreciate...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16