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4+ Bedroom Vacation Rentals

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174 rentals found
Ranch-style home with private pool with ...

Summary:Tupelo Road 28The Space:Savor your very own slice of heaven with this striking ranch-style getaway. The open layout and broad kitchen allow up to eight guests to comfortably spread out and make this place home. After a delicious meal, kick...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Two-story home with pool, balcony, deck,...

Summary:Piping Plover 12The Space:Piping Plover 12 is an immaculate and striking 2nd row home located near South Beach in beloved Sea Pines Plantation. Enter this elegant home into the open and inviting entry. You are immediately greeted with the...

  • Hilton Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 20
Spacious Home with Gourmet Kitchen, Priv...

Summary:Sea Oak Lane 5The 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...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Large Second Row Home in the Heart of Pa...

You'll be glad you chose this cavernous and handsome second-row home in Hilton Head Island's esteemed Palmetto Dunes Oceanfront Resort! With six bedrooms and six and a half bathrooms, this home is ideal for huge families or groups looking to savor...

  • Hilton Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
Renovated home with private screened poo...

Summary:Carolina CottageThe Space:Spend balmy days outside swimming in the screened backyard pool, barbecuing at the lagoon's edge, or gathering around the outdoor firepit at this marvelous, two-story home. Make your Hilton Head escape one to...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Dog-friendly house with private pool and...

Summary:Moonshell 31The Space:The ideal Hilton Head vacation awaits at this sizable, elegantly furnished vacation home, which features a fireplace, screened-in deck, and handsome private pool! For a modest nightly fee, your canine family members are...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
5 Bedroom Near Ocean Home

Tucked away just four rows from the ocean and directly across from a beach access path, this cavernous 5 bedroom, 4 bathroom home offers the ideal blend of comfort, privacy, and unbeatable location.As you enter, you’re greeted by an open floor...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
4 BR Home, Private Pool, and Spa on Tran...

Savor impressive 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
Stunning oceanfront home offering privat...

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.This striking 5-bedroom, 5.5-bathroom oceanfront home is located in the heart of North Forest Beach, offering an memorable coastal experience with sweeping...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
2 Min Walk 2 Beach. Walk 2 Pickleball Go...

Planning a December Family Getaway?Appreciate the magic of the season at our delightfully decorated beach home in Palmetto Dunes. Take in the festive Christmas lights throughout Palmetto Dunes and all across Hilton Head Island, creating a marvelous...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Ideal Hilton Head vacation rental for fa...

This Hilton Head Island home rental features an open floor plan that is ideal for family gatherings - and you'll appreciate the private pool! The dining room has seating for eight and a wall of windows flanking a French door that opens to the...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
10 Myrtle Lane - South Forest Beach!

New pool being added for 2027 season!This unique property in South Forest Beach is sure to delight! A charming classic beach home with a detached apartment in South Forest Beach! Less than 5 mins. from the beach via the dedicated path, this home has...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Close to beach, pickleball, tennis & gol...

Summary:Flagg 2-Serene RetreatThe Space:You’ve found gold with this charming, family-friendly home, with a serene yet convenient location just mins. from the beach, golf courses, pickleball courts, tennis courts, shopping, and eateries. Slip into...

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

The Windsor Place condominium is elegantly 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 unit...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
12 Whelk, Steps to the Beach, Private Po...

Welcome to 12 Whelk Street, Hilton Head Island's premier vacation destination, where beachside luxury meets unmatched convenience. Just 145 feet from the pristine sands of Bradley Beach, this newly remodeled four-story property offers gorgeous ocean...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Family friendly villa with golf course v...

Summary:Water Oak 15The Space:Water Oak 15 offers fairway vistas of the adjacent Robert Trent Jones Golf Course and is just a short walk from the ocean. Offering over 2,000 sq. ft. of family-friendly space, this vacation rental features a...

  • Hilton Head
  • 4 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
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
10 Iron Clad- Luxury Ocean Front Home, 6...

Welcome to 10 Iron Clad, a handsome multi-level, ocean front home in the award-winning Palmetto Dunes Resort. With breath taking ocean vistas from nearly every room, your family is sure to appreciate their beach vacation. A one million dollar...

  • Hilton Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 17