Owner Direct Vacation Rentals in Oceanside

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  3.  USA

  4.  South Carolina

  5.  Hilton Head
  6.  Oceanside

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6468 Oceanside Vacation Homes From $124

Looking for the ideal vacation rental in Oceanside? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

Oyster Catcher 4
Oyster Catcher 4
House
Hilton Head Island, SC, USA
0.0k from Oceanside center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$484
Average price / night
Check Availability
Fully Renovated Sea Pines Home w/ Private Pool Six Rows from the Water - Dogs OK
Fully Renovated Sea Pines Home w/ Private Pool Six Rows from the Water - Dogs OK
House
Hilton Head, SC, 29928, United States
0.0k from Oceanside center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Living Area, Microwave

4 Bedrooms14 Guests
8.6

Fabulous

48 reviews

$705
Average price / night
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44 North Sea Pines Drive
44 North Sea Pines Drive
House
Hilton Head Island, SC, USA
0.0k from Oceanside center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

5 Bedrooms12 Guests
New to Booking
$124
Average price / night
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4Br Sea Pines Home Just 2 Minute Walk to the Beach!
4Br Sea Pines Home Just 2 Minute Walk to the Beach!
House
Hilton Head, SC, 29928, United States
0.0k from Oceanside center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave

4 Bedrooms10 Guests
8.8

Fabulous

5 reviews

$737
Average price / night
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Pelican's Perch
Pelican's Perch
House
Hilton Head Island, SC, USA
0.1k from Oceanside center

Guest Services, Air Conditioner, Pool, Internet, View, Fireplace/Heating, Security/Safety

1 Bedroom9 Guests
New to Booking
$630
Average price / night
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2 Duck Hawk - Sea Pines just a Short Walk to the Beach & Private Pool
2 Duck Hawk - Sea Pines just a Short Walk to the Beach & Private Pool
House
Hilton Head Island, SC, 29928, United States
0.1k from Oceanside center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms12 Guests
10.0

Exceptional

6 reviews

$916
Average price / night
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Tropical Retreat
Tropical Retreat
House
Hilton Head Island, SC, USA
0.1k from Oceanside center

Guest Services, Air Conditioner, Pool, Internet, View, Hot Tub, Fireplace/Heating

1 Bedroom12 Guests
New to Booking
$2077
Average price / night
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Hilton Head Island Beach House in Sea Pines Resort
Hilton Head Island Beach House in Sea Pines Resort
House
Hilton Head Island, SC, 29928, United States
0.1k from Oceanside center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Outdoor Space, TV, Washer

5 Bedrooms7 Guests
10.0

Exceptional

5 reviews

$714
Average price / night
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57 North Sea Pines
57 North Sea Pines
Villa
Hilton Head Island, SC, USA
0.2k from Oceanside center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms12 Guests
New to Booking
$1929
Average price / night
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Luxury Sea Pines Stay: Pool, Porch & Beach
Luxury Sea Pines Stay: Pool, Porch & Beach
House
Hilton Head Island, SC, 29928, United States
0.1k from Oceanside center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Microwave, No Smoking

4 Bedrooms10 Guests
New to Booking
$830
Average price / night
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1 Catbird
1 Catbird
House
SC, USA
0.2k from Oceanside center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

5 Bedrooms12 Guests
New to Booking
$659
Average price / night
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Pelican's Perch – 4th Row Sea Pines Home, Pool, Free Seasonal Heat, 800 Ft to Beach
Pelican's Perch – 4th Row Sea Pines Home, Pool, Free Seasonal Heat, 800 Ft to Beach
House
Hilton Head Island, SC, 29928, United States
0.1k from Oceanside center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

4 Bedrooms9 Guests
10.0

Exceptional

61 reviews

$819
Average price / night
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Beachwalk Cottage
Beachwalk Cottage
House
Hilton Head Island, SC, USA
0.2k from Oceanside center

Guest Services, Air Conditioner, Pool, Internet, View, Fireplace/Heating, Security/Safety

1 Bedroom10 Guests
New to Booking
$671
Average price / night
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$1776 discount When you book 7days in 2026 3minute walk to the beach, Sea Pines
$1776 discount When you book 7days in 2026 3minute walk to the beach, Sea Pines
House
Hilton Head Island, SC, 29928, United States
0.1k from Oceanside center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen

5 Bedrooms16 Guests
9.6

Exceptional

72 reviews

$1144
Average price / night
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Fairway Lane Villa 68
Fairway Lane Villa 68
House
Hilton Head Island, SC, USA
0.2k from Oceanside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms5 Guests
New to Booking
$500
Average price / night
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Pup Friendly, 4BR Sea Pines Home Just 3 Rows from the Ocean!
Pup Friendly, 4BR Sea Pines Home Just 3 Rows from the Ocean!
House
Hilton Head Island, SC, 29928, United States
0.1k from Oceanside center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave

4 Bedrooms8 Guests
9.0

Fabulous

8 reviews

$697
Average price / night
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Sea Pines Family Villa, Walk to Beach, Private Pool andSpa
Sea Pines Family Villa, Walk to Beach, Private Pool andSpa
House
Hilton Head Island, SC, USA
0.2k from Oceanside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms10 Guests
New to Booking
$538
Average price / night
Check Availability
Two Minute Walk to Beach PLUS Screened Pool!
Two Minute Walk to Beach PLUS Screened Pool!
House
Hilton Head Island, SC, 29928, United States
0.1k from Oceanside center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms8 Guests
9.4

Superb

3 reviews

$748
Average price / night
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1 Minute to Beach!  Grand Beach Home w/ Private Pool & Spa, Screened Porch & Multiple Family Rooms!
1 Minute to Beach! Grand Beach Home w/ Private Pool & Spa, Screened Porch & Multiple Family Rooms!
House
Hilton Head Island, SC, 29928, United States
0.1k from Oceanside center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
9.2

Superb

17 reviews

$1053
Average price / night
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Tropical Retreat | 600 Feet to Beach | Private Pool & Spa | Designer Decor | 16 Oyster Catcher Road
Tropical Retreat | 600 Feet to Beach | Private Pool & Spa | Designer Decor | 16 Oyster Catcher Road
House
Hilton Head Island, SC, 29928, United States
0.1k from Oceanside center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Hot Tub

4 Bedrooms12 Guests
9.8

Exceptional

28 reviews

$1061
Average price / night
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Sea Pines Cottage 2 min walk to Beach! 5th Row. Pool, Hot Tub, Kids Room!
Sea Pines Cottage 2 min walk to Beach! 5th Row. Pool, Hot Tub, Kids Room!
House
Hilton Head Island, SC, 29928, United States
0.1k from Oceanside center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms14 Guests
10.0

Exceptional

39 reviews

$1105
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Oceanside.

Where to stay in Oceanside? Best neighborhoods & areas

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Oceanside. If you plan on staying in the Oceanside area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Oceanside

You can explore 6468 verified vacation rentals in Oceanside. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Oceanside vary depending on the season, property size, and location. Rates typically start from around $124 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Oceanside include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Oceanside welcome pets. Currently, 28 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Oceanside often include amenities such as Pool, Fireplace/Heating, and View. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.