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12 May 2022
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Featured Properties

If you haven’t secured your summer 2022 vacation rental yet, not to worry! We still have a selection of stunning properties that are perfect for a summer getaway on Hilton Head Island! From dog-friendly rentals in a quiet, neighborhood setting to oceanfront stunners with plenty of space for a group, you’re sure to find the perfect getaway for your friends and family this summer!

During a summer getaway in these stunning homes, enjoy perks that only our guests enjoy like free activities on the daily! Book a round of golf on one of the pristine golf courses on the island, rent a bike to pedal around town, or practice your short game on a mini-golf course! Plus, for our properties a bit further from the beach, a seasonal beach shuttle makes getting to the sandy shoreline a breeze!

47 Off Shore Drive

A private pool in a Hilton Head vacation rental

  • Featured Amenities: Dogs Allowed, Private Pool
  • Bedrooms: 3
  • Guests: 8

Remodeled in 2020, 47 Off Shore Drive is a 3-bedroom vacation home fit for a summer getaway. Complete with a private pool, this home’s main attraction is the outdoor oasis. Enjoy afternoon cocktails gathered around the outdoor seating area, lounge poolside while reading a book, or dine al fresco! Plus, the backyard is the perfect place to let a furry friend roam and play! This Hilton Head vacation rental’s location is perfect for exploration located near the Shelter Cove dining and shopping center as well as sitting only 1 mile from the sandy shoreline!

Book 47 Off Shore Drive

4 Surf Watch Way

A living room in a Hilton Head vacation home

  • Featured Amenities: Dogs Allowed, Private Pool, Elevator
  • Bedrooms: 6
  • Guests: 16

4 Surf Watch Way is a true paradise for at-home entertainment in a Hilton Head vacation rental! A game room invites guests to play a round of foosball or ping pong, sports fans will delight in the outdoor entertainment area complete with a TV, perfect for watching the big game, and the outdoor kitchen is perfect for the chef of your group to whip up a meal to be enjoyed al fresco! This dog-friendly paradise sits within easy distance of the beach, making it the perfect destination for a Hilton Head summer escape!

Book 4 Surf Watch Way

7 Periwinkle Lane

A backyard oasis at a Hilton Head vacation home

  • Featured Amenities: Dogs Allowed, Private Pool
  • Bedrooms: 5
  • Guests: 12

With space for 12, 7 Periwinkle Lane is a Hilton Head gem! Highlights of this stunning 5-bedroom vacation home include a private fenced backyard including a private pool, a ping pong table, and a gas grill! Gather friends and family around the coastal-inspired dining table to enjoy a meal at home or spend an afternoon lounging in the private backyard! Located in the Folly Field Beach community, this Hilton Head vacation home sits near the Shelter Cove Towne Center which is home to a variety of restaurants, shops, and community events.

Book 7 Periwinkle Lane

5 Henry Lane

A dining table in a Hilton Head vacation rental

  • Featured Amenities: Dogs Allowed, Private Pool
  • Bedrooms: 4
  • Guests: 12

5 Henry Lane is a perfect home-away-from-home for vacationers on Hilton Head Island! This dog-friendly Hilton Head short-term rental features a private pool and an outdoor living area. Enjoy quiet time spent with family and friends taking a dip in the pool or head to the nearby sandy shoreline. Inside, find an open concept living space with plenty of natural light and a fully equipped kitchen. You’ll feel right at home in this stunning, coastal home!

Book 5 Henry Lane

52 Crabline Court

A patio in a Hilton Head vacation home

  • Featured Amenities: Dogs Allowed, Private Pool
  • Bedrooms: 4
  • Guests: 14

This dog-friendly Hilton Head vacation home is ready for a summer vacation! With an outdoor sitting area, a private pool, and chaises for lounging under the sun, you can enjoy plenty of outdoor relaxation right at home during your stay! Inside, this spacious home offers a charming living room, fully equipped kitchen, and peaceful bedrooms including a bunk room that is perfect for little ones. Make 52 Crabline Court your vacation destination for the summer!

Book 52 Crabline Court

29 Singleton Beach Place

An oceanfront Hilton Head home with a private pool

  • Featured Amenities: Oceanfront, Private Pool
  • Bedrooms: 6
  • Guests: 18

This modern, oceanfront oasis awaits your family’s summer vacation! The open concept living space features ocean views, a gourmet kitchen, and a private balcony overlooking the sandy shoreline. Cool off with a splash in the private pool, play beach games on the sand, and dine al fresco on the patio. Don’t miss out on a summer escape in this stunning oceanfront Hilton Head vacation home!

Book 29 Singleton Beach Place