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Oceanside, Hilton Head Island, South Carolina, United States of America

Oceanside holiday rentals

We found 511 holiday rentals — enter your dates for availability

Discover a selection of 500 holiday home rentals in Oceanside, Hilton Head Island that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at AU$ 483 per night, and holiday houses and flats & apartments are popular options for a stay in Oceanside. Either way, you'll find holiday accommodation for everyone's needs.
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Find spaces that suit your style

Houses

View 442 Houses

Condos/Apartments

View 54 Condos/Apartments

Villas

View 120 Villas

Resorts

View 15 Resorts

Find the best place to stay — Oceanside

Direct Oceanfront ~ Expansive Pool

Sleeps 12 · 5 Bedrooms · 5 Bathrooms
AU$ 1,310 avg/night
(34)

Sea Pines Modern-style Renovation! Minutes Walk to the Beach! Private Pool/spa!

Sleeps 10 · 4 Bedrooms · 3 Bathrooms
AU$ 675 avg/night
(71)

2nd row home on beach path with pool & spa

Sleeps 12 · 5 Bedrooms · 4 Bathrooms
AU$ 732 avg/night
(18)

High-end custom 2nd row home w/ pool & spa

Sleeps 14 · 5 Bedrooms · 6 Bathrooms
AU$ 1,081 avg/night
(55)

2nd Row on Beach Path ~ Private Pool w/ "tanning ledge" ~ Large Screened Porch

Sleeps 10 · 4 Bedrooms · 4 Bathrooms
AU$ 668 avg/night
(40)

Beautifully renovated, 4th row with pool & ideal screened porch

Sleeps 8 · 4 Bedrooms · 3 Bathrooms
AU$ 659 avg/night
(33)

Search 511 holiday rentals

Top rated rentals — Oceanside
Stayed Jul 2021

Terrific owner made the experience

The day after hurricane Elsa came through, the place was a war zone. The owner drove 11 hours to come clean everything up. Very impressed. House is very well equipped, and located close to the beach. As all older houses, there are a few small things ...

Alan T.
Alan T.
Stayed Jul 2021

Great Hilton Head Property

Our family had a wonderful week at this property. The home was so well stocked with practical items. The pool was excellent and the property mgr was very responsive to any need. A storm hit one night and the pool pump went off, debris everywhere. The...

Barry S.
Barry S.
Stayed Jun 2021

June 2021 Vacation

We all had a great time! The location is great…2nd row. The pool is actually quite large and we loved the convenience of the bathroom with door just off from the pool. Very spacious and well maintained! Will definitely consider renting again if avail...

Deb B.
Deb B.
Stayed Jun 2021

Amazing Sea Pines Retreat

From the beginning of our search for a family vacation to the end of the vacation Toba and Andy were the best! The photos and write ups of the property that first drew our attention to the actual property were exactly as we hoped. The only thing my f...

Sharon D.
Sharon D.
Stayed Jun 2021

Great spacious home, fantastic pool and beautiful quiet neighborhood.

I can't say enough about this home. It is very large and comfortable. We all had plenty of room. The pool was perfect and is enclosed by a fence, which we appreciated so our dog wouldn't wander off and go exploring. He could sit and which our grandda...

Daniel A.
Daniel A.
Stayed Jun 2021

Spacious Family Home

The house was spacious and very comfortable for our family of 13 people. The kitchen was well-appointed and the ice-machine was an added bonus. The hot tub was not working when we arrived. A service call had it working halfway through our vacation we...

Susan J.
Susan J.
Stayed Jun 2021

Fantastic Beach House on Laughing Gull

We just returned from a week at 8 Laughing Gull managed by Beverly Serral BESTNEST properties. The level of attention to detail was apparent and the condition of the home was immaculate. We were able to bring our dog and there were not only welcome t...

Chrissy P.
Chrissy P.
Stayed May 2021

Just what we needed.

Property was just as described in terms of both the accommodations and the closeness to the beach. My wife’s additional quote “the best-stocked kitchen of any place we’ve ever stayed in HHI!” Downstairs bedroom was great separation for both an ultra-...

Rush W.
Rush W.
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How many holiday accommodation are available around Oceanside?

Our 2021 accommodation listings offer a large selection of 511 holiday rentals around Oceanside. From 442 holiday houses to 54 flats & apartments, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Oceanside is on Stayz.

Can I rent Houses in Oceanside?

Yes, of course. Stayz offers 442 Houses in Oceanside. Our other popular types of Oceanside holiday rentals include:

  • Condos/Apartments: 54 holiday houses
  • Villas: 120 holiday houses
  • Cottages: 2 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals including Cabins and more.

Can I find a holiday accommodation with pool in Oceanside?

Yes, you can select your preferred holiday accommodation with pool among our 455 holiday homes with pool available in Oceanside. Please use our search bar to access the selection of holiday rentals available.