Photo by Bill Van Cleave

Oceanside holiday rentals

We found 744 holiday rentals — enter your dates for availability

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November 2025

December 2025

Discover a selection of 135 homes, 23 villas and holiday rentals in Oceanside that are perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Oceanside

Showing deals for:30 Jan - 6 Feb

Wonderful

(13 reviews)

2nd Row Ocean - 89 Steps to the Beach - 22 Green Heron RD

Hilton Head Island, SC

7% off

for 7 nights, 1 home

S$1,264 per night

includes taxes & fees

Exceptional

(92 reviews)

Beach Oriented on the Ocean Golf Course-Large Pool --MAY BE HEATED --NO PETS

Hilton Head Island, SC

8% off

for 7 nights, 1 home

S$1,358 per night

includes taxes & fees

Exceptional

(60 reviews)

SeaPines, Ranch style home, Nicely updated, Great outdoor space, Pet friendly

Hilton Head Island, SC

7% off

for 7 nights, 1 home

S$512 per night

includes taxes & fees

Exceptional

(108 reviews)

Sea Pines private pool & tennis. Also location, location, location!

Hilton Head Island, SC

8% off

for 7 nights, 1 home

S$655 per night

includes taxes & fees

Exceptional

(59 reviews)

SeaPines, Pet friendly, Walk to the Beach Club, On site pool and tennis

Hilton Head Island, SC

7% off

for 7 nights, 1 villa

S$367 per night

includes taxes & fees

Exceptional

(29 reviews)

Quiet villa with Fast-reliable internet for distance learning and teleworking

Hilton Head Island, SC

7% off

for 7 nights, 1 villa

S$381 per night

includes taxes & fees

Exceptional

(60 reviews)

SeaPines, Updated, Walk to the Beach Club, Pet friendly, Two free bikes

Hilton Head Island, SC

7% off

for 7 nights, 1 villa

S$317 per night

includes taxes & fees

A stunning contemporary home with plenty of space for a group.

Exceptional

(24 reviews)

Birdie by AvantStay | Group Retreat at Hilton Head

Hilton Head Island, SC

6% off

for 7 nights, 1 home

S$721 per night

includes taxes & fees

Exceptional

(24 reviews)

Sea Pine by AvantStay | Private Home Surrounded in Lush Greenery, Close to Beach

Hilton Head Island, SC

5% off

for 7 nights, 1 home

S$504 per night

includes taxes & fees

spacious living room with large comfortable courch and pull out serving table

Exceptional

(59 reviews)

Screened porch, one-level home, check Fall Festivals in description

Hilton Head Island, SC

7% off

for 7 nights, 1 home

S$335 per night

includes taxes & fees

Exceptional

(98 reviews)

BEST VALUE ON THE BEACH IN SEA PINES! ALMOST OCEANFRONT!

Hilton Head Island, SC

15% off

for 7 nights, 1 home

S$1,360 per night

includes taxes & fees

Living Room looking into the Sun Room and facing the Lagoon.

Exceptional

(90 reviews)

SEA PINES on Beach Lagoon 2nd Row 2 min walk to beach. Additional GUEST HOUSE

Hilton Head Island, SC

8% off

for 7 nights, 1 home

S$646 per night

includes taxes & fees

Exceptional

(75 reviews)

Fall dates available! Beautiful Sea Pines - Walk to beach, Beautiful lagoon view

Hilton Head Island, SC

5% off

for 7 nights, 1 villa

S$474 per night

includes taxes & fees

Exceptional

(10 reviews)

Sea Pines Villa • Steps to Beach • Coffee Bar • King Bed

Hilton Head Island, SC

8% off

for 7 nights, 1 home

S$497 per night

includes taxes & fees

Exceptional

(21 reviews)

Casa del Mare – Beach Proximity + Stunning 2026 Upgrades!

Hilton Head Island, SC

8% off

for 7 nights, 1 apartment

S$480 per night

includes taxes & fees

Exceptional

(5 reviews)

Sea Pines cottage dream, 5-minute walk to beach, pool, pet friendly

Hilton Head Island, SC

12% off

for 7 nights, 1 home

S$318 per night

includes taxes & fees

Exceptional

(75 reviews)

2900-mo Snowbird Special January and February

Hilton Head Island, SC

7% off

for 7 nights, 1 home

S$401 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Oceanside

Premier Host

DOG FRIENDLY Five Bedroom Sea Pines Home with Private Pool - 2nd Row Ocean

Sleeps 14 · 5 bedrooms · 4 bathrooms

.08 miles to beach Oceanside, Sea Pines, Hilton Head 4th Row from Beach

Sleeps 16 · 5 bedrooms · 3 bathrooms

Premier Host

Classic DOG FRIENDLY Five Bedroom 2nd Row Ocean Sea Pines Home with a Pool

Sleeps 11 · 5 bedrooms · 3 bathrooms

Premier Host

Sea Pines Cottage 2 min walk to Beach! 5th Row. Pool, Hot Tub, Kids Room!

Sleeps 14 · 4 bedrooms · 3 bathrooms

Secluded home & pool house with private pool - steps away from the beach

Sleeps 12 · 5 bedrooms · 5 bathrooms

Top rated rentals - Oceanside

Private pool area with several loungers and outdoor dining table. Grill is around the corner.

Premier Host

Pelican's Perch is a Magical Place to Stay

We felt so blessed to have found Pelican's Perch! It was an amazing place to stay. The property is located in a very nice centrally-located gated community yet peacefully quiet. While the Atlantic Ocean is not visible from the house, it is easily accessible via a charming 500 feet walk to the beach. We went every day!Pelican's Perch was such a great getaway. It felt like home - very comfortable and peaceful. The ceiling to floor windows on the main level made it seem like we were staying in a treehouse with all the lush vegetation. The beach decor was perfect and we loved the open/airy floor plan. There were 7 of us and we had plenty of space and privacy while having great gathering spaces in the living room and dining area, screened porch and the pool area.We would definitely stay at Pelican's Perch again! Thanks for a great visit to Hilton Head Island. Memorable!

Janet M.

Stayed Jun 2025

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, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental accommodation in Oceanside?

According to our research, houses are the most sought-after holiday rental type in Oceanside. But as you might expect, everyone's idea of the perfect stay will differ. Vrbo has holiday rentals with every size, shape and budget in mind, and we'll help you to find the perfect match.

How much does it cost to rent a holiday rental in Oceanside?

Length of stay, property type and season are some of the conditions that can affect the price of a holiday home. Simply add your dates of travel to find your perfect escape. From comfy cabins to expansive luxury villas, all Vrbo holiday rentals offer incredible value.

How much does it cost to rent a beach house in Oceanside?

Prices for beach houses in Oceanside differ depending on the type and size of the property and when you plan to travel. Just enter your travel dates into Vrbo and the number of guests to see your options and prices. From there you can use our filters to tailor your search results by ratings, amenities, nearby activities and more.

Are there large group holiday rentals in Oceanside?

Oceanside has 65 holiday properties that can accommodate 10 or more guests. These properties come with plenty of space to enjoy good times with your nearest and dearest.

Can I find two-bedroom holiday rentals in Oceanside?

Oceanside has four two-bedroom holiday properties that you can choose from. Discover a holiday home with all the space and privacy you want at an attractive price on Vrbo.

Are there holiday rentals with WiFi in Oceanside?

Oceanside has 39 holiday rentals with WiFi, so you'll be able to stay connected while travelling. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movie blockbusters to writing and sending emails, these Vrbo homes make it a cinch to get online.

How old do you have to be to rent a holiday rental in Oceanside?

You'll have to check with the Oceanside holiday home you want on Vrbo as the age limit differs. However, it's generally 16, 18 or 21.

How long can I rent a holiday rental in Oceanside for?

How long you can book a holiday rental in Oceanside is down to the property. Just enter your chosen travel dates to see a list of options offering extended stays. With lots of features such as full kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to get a perfect place to call your home away from home in Oceanside.

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Oceanside holiday rentals

Holiday rentals with weekly discounts - Oceanside

Image gallery for 2nd Row Ocean - 89 Steps to the Beach - 22 Green Heron RD

2nd Row Ocean - 89 Steps to the Beach - 22 Green Heron RD

Find spaces that suit your style

Find the best place to stay - Oceanside

DOG FRIENDLY Five Bedroom Sea Pines Home with Private Pool - 2nd Row Ocean

Top rated rentals - Oceanside

Pelican's Perch is a Magical Place to Stay

Peace of mind

More quality time

All the privacy of home

More for less

Frequently asked questions

Explore destinations around Oceanside

Holiday Rental options in Oceanside

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