Sea Pines holiday lettings

We found 1,672 holiday rentals — enter your dates for availability

your current months are October, 2023 and November, 2023.
October 2023
November 2023
Select from 1166 houses, 40 apartments and other holiday rentals to find the perfect place for your stay in Sea Pines. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as parking and a fireplace. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

What are the top holiday rentals in Sea Pines?

Deluxe villas, secluded treehouses and sprawling homes — everyone's dream place to stay is different. Whatever your style, you're sure to find something you love among these top holiday rentals in Sea Pines:

  • "9 Wisteria Ln - 1 Level Renovated Home": This Hilton Head Island property offers 2 bedrooms and is highly rated among visitors. Amenities such as an electric kettle and children's books are on hand to make your stay a comfy one.
  • "Make Memories : Book 1916 Sbc, Stunning Views": Book a few nights or more at this property in South Beach and make use of spa and beauty services, a hair dryer and more. It has 3 bedrooms to accommodate the ones you love.

For even more great options, use the search bar at the top of the page to find the perfect Sea Pines holiday rental for you.

What are the top-rated holiday rentals for weekend getaways in Sea Pines?

While big extravagant trips are epic, there's something so refreshing about slipping off for a weekend getaway. These rentals in Sea Pines are ideal for just that:

  • "5 Star Ratings - Ocean View - South Beach Marina" - This retreat in South Beach features amenities designed to make your visit a comfortable one, such as a TV and a balcony. Its wonderful location also makes it a good base to get out and explore.
  • "Spectacular Home With Brand New Pool In Harbour Town January Specials" - With off-street parking options and a phone, not to mention its convenient location in Harbour Town, you'll want more than a weekend at this rental property.

Can I find studio apartments for rent in Sea Pines?

Studio apartments are often on the smaller side, but it's hard to top their convenient locations and modest price tags. Whether you're travelling alone or there's just the two of you, consider booking one of these cosy studio apartments in Sea Pines:

  • Sleep, eat, relax with friends ... Do it all from the compact yet well-thought-out single space at "Lagoon View/ground Floor/near Harbour Town". Located in Harbour Town, an ice maker and heating are among the amenities here.
  • With lots of character and offering more privacy than a bustling hotel, "Updated Villa. Close To Beach, Salty Dog. And South Beach Marina" is another top pick. It's located in South Beach and features tennis and a boat.

Can I find short term rentals in Sea Pines?

With Vrbo's great selection of short-term rentals in Sea Pines, it's easy to find a place that's a perfect match. Whether you're chasing somewhere to wind down on your own or to spend time with family and friends, these options are difficult to beat:

  • "5 Star Ratings - Ocean View - South Beach Marina" in South Beach is perfect for a short-term stay. It's near the centre of town, so you'll be able to visit all the top sights without having to travel too far.
  • "Spectacular Home With Brand New Pool In Harbour Town January Specials" also welcomes short-term guests. Spend a couple of lazy days at this option in Harbour Town and discover why it's so popular with many visitors.

What are the best romantic weekend getaways in Sea Pines?

If you want to woo your someone special, then stay somewhere special! Plan a romantic weekend getaway in Sea Pines at one of these escapes and let love bloom:

  • Discover your inner Casanova at "9 Wisteria Ln - 1 Level Renovated Home". This Hilton Head Island retreat is perfect for romance, offering amenities like a resort and air conditioning to help set the mood.
  • Alternatively, organise a loved-up weekend escape at "Make Memories : Book 1916 Sbc, Stunning Views". Located in South Beach, it offers a fireplace, beauty services and other highlights.

What are the best large group holiday rentals in Sea Pines?

If your idea of a dream getaway is to bring along all your favourite people, you're going to need a whole lot of space. Luckily, there are plenty of holiday rentals in Sea Pines that will accommodate large groups, starting with these sprawling retreats:

  • "Oceanfront, Sea Pines, 22 Black Skimmer Ln": Featuring 6 bedrooms, this holiday rental in Beaufort has lots of room for you and all your friends and family. Amenities like a swimming pool and a garden are on hand to make things nice and comfy.
  • "Sea Pines - South Beach, Short Walk To Private Beach": Located in Beaufort, this spacious stay has 4 bedrooms and is another favourite for a large family holiday. There's plenty to keep guests comfortable and content, such as a kitchen and a garden.

What are the best houses for rent with a pool in Sea Pines?

In Sea Pines, you'll find lots of house rentals where you can make every day a pool day. Having a splashing good time will be your only priority at one of these reputable properties:

  • Mum, dad, kids, grandparents — everyone will love relaxing by the pool at "Fantastic Family House Close To Water With Pool And Basketball Court". Treat the whole family on a holiday at this Harbour Town rental house which also features a dishwasher and a garden.
  • Kick back beside the water while the kids splash around at "Sea Pines Deer Island Tree House With Ocean Views". This option in Harbour Town comes with a range of features to keep the family comfortable and happy, such as a nearby bay and a dishwasher.

What are the best large family holiday rentals in Sea Pines?

Family time is important, which is why we'll help you find somewhere you can reconnect. Whether you're planning time off with the kids or catching up with relatives, these large family holiday rentals in Sea Pines were made for memorable get-togethers:

  • Get your gang together under the same roof at "5 Star Ratings - Ocean View - South Beach Marina". Located in South Beach, this popular property features 4 bedrooms and amenities including childrens activities and a swimming pool. It sleeps as many as 8 guests.
  • Alternatively, make "Spectacular Home With Brand New Pool In Harbour Town January Specials" your new home away from home. Located in Harbour Town, this retreat has 4 bedrooms that accommodate up to 10 people. A separate dining area and a DVD player will help keep your group content and comfortable.

When it comes to family-friendly attractions in Sea Pines, Stan Smith Tennis Academy is a crowd-pleaser. If you're staying anywhere around it, plan a visit and discover why it attracts so many visitors.

Are there one-bedroom holiday rentals in Sea Pines?

From pint-sized cabins to sprawling houses and everything in between, Vrbo has properties in every shape and size. If you don't need much space, one of these one-bedroom holiday rentals might be just what you're after:

  • Bunk down for a few nights or more at "Experience Luxury At The Beach Oceanside Resort Huge Oceanside Pool" and discover the best bits of Folly Field. This one-bedroom escape has a swimming pool, a kitchen and other amenities to make your getaway a pleasant one.
  • Or, unpack your bags and make yourself at home at "Great Amenities, Clean, Convenient". A swimming pool and a kitchen are just a couple of the many conveniences you'll have at your disposal at this property in Folly Field.

Can I find two-bedroom holiday rentals in Sea Pines?

Whether you're after a two-bedroom property for a lengthy holiday or just a few days, we'll help you land the perfect pad. Below are some of our favourite options in Sea Pines to start you off:

  • Invite some friends to share in the good times at "9 Wisteria Ln - 1 Level Renovated Home". As well as two bedrooms, this Beaufort retreat has all you need for a comfortable stay, including a kitchen and a swimming pool.
  • Or, create special memories with your loved ones at "Walk/bike To Beach - Sea Pines". This top pick in Hilton Head Island comes with a swimming pool and a kitchen.

What are the best three-bedroom holiday rentals in Sea Pines?

Holidaying with a group of friends in Sea Pines is easy with Vrbo. Discover our range of three-bedroom rental properties with loads of space for your whole gang:

  • After a long day of seeing the sights, your guests can kick back at "Make Memories : Book 1916 Sbc, Stunning Views". Situated in South Beach, this getaway comes with a fireplace, a swimming pool and all the room you need.
  • "Totally Renovated Open Concept Classic Beach Home" in Heritage Woods is another excellent three-bedroom option. Here you'll have access to a nearby waterfront, a kitchen and more.

Are there holiday rentals with fire pits in Sea Pines?

There's something undeniably cosy about listening to a crackling fire. If the thought of roasting marshmallows under the moonlight is heaven to you, check out these fabulous getaways in Sea Pines:

  • Share scary stories, sing a song or two or cook up a feast on the coals of the outdoor fire at "Newly Remodeled, Great Location". Located in Lawton Woods, this holiday property also features a swimming pool and a kitchen.
  • Or, cosy up at "Great Lagoon, Tennis+pool View Townhome W", which also offers a fire pit. Other amenities at this popular escape in Hilton Head Island include a nearby waterfront and a swimming pool.

More Holiday Rentals ideas

People also search for