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Hilton Head, SC 2+ Bedroom Vacation Rentals

924 rentals found
Beachfront escape with pools, hot tub, a...

Summary:Island Club 5404The Space:Take a break at the beach at this oceanfront condo in the peaceful, 27-acre Island Club of Hilton Head! Outside, savor the fresh ocean air and plenty of sunshine from your furnished patio, while inside, you'll find...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
NEW Palmetto Dunes Condo in Queen's Gran...

Welcome to your next favorite island escape — one of the newest gems managed by Vacation Ready Services! Tucked inside the beautiful Queen’s Grant community within the world-acclaimed Palmetto Dunes Oceanfront Resort, this gorgeously designed...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Golf View Villa | Pool, Bikes + Full Kit...

Southwind II at Shipyard puts you in the kind of Hilton Head setting people hope to find, where golf and nature vistas replace busy roads. Shipyard Beach is about 0.8 miles away, and Coligny Beach Park is roughly 2.5 miles out for dining, shopping...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Fantastic Fazio Villa with Golf Course V...

Come appreciate this enormous golf course villa with room for the family to spread out! Walking through the villa, you'll soon understand that comfort was made high priority while still maintaining a modern concept. The living room and all...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Lagoon & Fountain Views: Villa in Palmet...

Escape to the beauty of Hilton Head Island in this striking 2-bed, 2-bath Palmetto Dunes’ Villamare Villa unit. This vacation rental offers access to 3 pools and hot tubs, including a serene adult-only pool area, pickleball courts, tennis courts...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Mediterranean Coastal 2nd Row 6 Bedroom ...

Located in the heart of Palmetto Dunes Oceanfront Resort on Hilton Head Island, this delightfully refreshed 6-bedroom, second-row vacation home offers the ideal blend of luxury, space, and an unbeatable location. Just steps from the beach, guests...

  • Hilton Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
Charming bay view villa with pool, washe...

Summary:Harbourside 7126The Space:There's something here for everybody at this splendid villa! If you're a fan of music, you'll be glad to know that The Jazz Corner is right around the corner—less than three miles out! Savor a gorgeous walk on the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Sunset Rentals | Ocean Breeze 59 | Dog F...

You are only 1 block from handsome South Forest Beach when you stay in this 2 bedroom, 2.5 bathroom bright Hilton Head vacation condo in Forest Beach. This fashionable, pet-friendly Ocean Breeze condo offers comfort and convenience in a great...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Next to Beach & Beach Park! Charming & S...

Summary:Lyons 4The Space:Located in the esteemed Port Royal Village, this appealing condo offers a prime location next to the Westin Resort & Spa. Just a fast five-min. walk to Islanders Beach Access on Folly Field Road, this vacation rental is...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Oceanfront Views, Recently Updated, Thre...

This third floor handsome condominium, within the Captain's Walk community, has direct oceanfront vistas that will not disappoint.The kitchen to the left as you enter, comes entirely-outfitted to meet all of your needs during your calming stay...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Very peaceful and tranquil setting.

In a peaceful and calming setting, this 3 bedroom, 4 bath townhouse villa, has awesome vistas of the Robert Trent Jones Golf Course. The living area has wood floors and the furnishings are comfortable. The dining area is adjacent to the living room...

  • Hilton Head
  • 3 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Tuscan-Style Waterfront Retreat!

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

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Coastal condo with outdoor pool, walk to...

Summary:Treetops 5503The Space:Welcome to 5503 Treetops, a charmingly refreshed first-floor villa in Hilton Head, SC, just mins. from the beach! This pet-friendly condo offers a ideal blend of comfort and convenience, making it an ideal getaway for...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
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
Amazing pools, hot tub, and oceanfront v...

Summary:Villamare 3425The Space:Savor your breakfast and coffee from your shaded balcony while taking in the vibrant sunrise at this Villamare condo. The view from the fourth floor also overlooks the outdoor pool, beach, and picnic area, which are...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Beachside Villa | Golf, Pool + Full Kitc...

The Village at Palmetto Dunes offers a casual Hilton Head stay just steps from the beach, with painless access to golf, tennis, pickleball, and spectacular bicycle paths. Located within Palmetto Dunes Resort, this property places you close to...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Oceanfront Villa, Heated Beachside Pool!

Welcome to Your Totally Remodeled Oceanfront Oasis! Everything new in 2025!!!This gorgeously refreshed villa offers the ideal blend of modern luxury and coastal appeal. Recently completely refreshed, it features new floors, modernized bathrooms...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Beautiful Beachside Resort-Indoor/Outdoo...

SUN, SAND, TENNIS AND GOLF!!Just what a dream vacation is made of!! Come join us at our Hilton Head villa for an memorable vacation...Unit is in Bldg. 3 (2nd floor) includes 2 bedrooms with TVs, living room with huge TV, completely outfitted...

  • Hilton Head
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 7