Oceanside holiday homes

We found 736 holiday rentals — enter your dates for availability
Discover a selection of 46 homes and other 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:6 Nov - 13 Nov

Escape to Hilton Head Island for your perfect workacation. Learn more below!
You've found it! Your tranquil Sea Pines retreat welcomes up to 10 guests and pets.
With quick and easy access to the beach, Sea Pines Beach Club, Lawton Stables, and Harbour Town, everything you need is just a short distance away.
Work on your tan lines with a great book in hand or catch up on life with loved ones by the pool
Wonderful
(5 reviews)

10 Willow Oak @ Sea Pines| Ocean Course View | Pool | Beach Club

Hilton Head Island

5% off
NZ$8,552
for 7 nights, 1 home
NZ$1,222 per night
includes taxes & fees
10 Willow Oak @ Sea Pines| Ocean Course View | Pool | Beach Club
Dinning Area
Living area with lagoon/golf view and ample seating to enjoy family and friends
A nice large smart TV with games and books in the cabinet
Plenty of dining space with table for four (option for 6) and bar stools
Exceptional
(21 reviews)

Beautiful Lagoon/Golf Views! Short Walk/Bike Ride to Beach Club

Hilton Head Island

7% off
NZ$4,212
for 7 nights, 1 villa
NZ$602 per night
includes taxes & fees
Beautiful Lagoon/Golf Views! Short Walk/Bike Ride to Beach Club
Just beyond the island, a charming dining table invites intimate meals and engaging conversations.
Immerse yourself in the outdoors from the comfort of a screened-in porch, complete with tranquil lagoon and golf course views.
Natural light floods the space from vaulted ceilings and numerous windows, creating an inviting atmosphere perfect for relaxation and enjoying each other's company.
Tastefully furnished screened-in porch, it's the perfect spot to relax with a morning coffee or afternoon cocktail.
Wonderful
(5 reviews)

1 Catbird @ Sea Pines | Golf Views | Steps From Beach | Game Room | Scenic Screened Porch

Hilton Head Island

5% off
NZ$9,745
for 7 nights, 1 home
NZ$1,392 per night
includes taxes & fees
1 Catbird @ Sea Pines | Golf Views | Steps From Beach | Game Room | Scenic Screened Porch
Living area
Walk to the beach
Gated entry of Turtle Club
Exterior detail
Exceptional
(44 reviews)

Steps to Beach, Lagoon View End-Unit, Sea Pines Turtle Lane Club Beachside Villa

Hilton Head Island

7% off
NZ$6,181
for 7 nights, 1 villa
NZ$883 per night
includes taxes & fees
Steps to Beach, Lagoon View End-Unit, Sea Pines Turtle Lane Club Beachside Villa
Living room featuring new 70” HD Smart TV
Pool
Private Pool
Pool view from living room patio
Wonderful
(20 reviews)

2nd Row Ocean - 22 Green Heron RD - Private Pool

Hilton Head Island

7% off
NZ$11,318
for 7 nights, 1 home
NZ$1,617 per night
includes taxes & fees
2nd Row Ocean - 22 Green Heron RD - Private Pool
Fully-equipped kitchen with everything needed to cook and serve basic meals for the entire crew
Discover the perfect beach getaway at 8 Juniper Lane in South Forest Beach, a beautifully designed new home with pool and spa, just steps from the ocean.
This second-row sanctuary offers a serene escape where the elegance of simplistic coastal chic design meets the undisturbed tranquility of an oceanfront setting.
This serene retreat accommodates up to 10 guests, located on a peaceful street with direct beach access.
Exceptional
(5 reviews)

Forest Beach Retreat | Pool & Spa | 2nd Row | 1-Min to Beach

Hilton Head Island

6% off
NZ$10,705
for 7 nights, 1 home
NZ$1,529 per night
includes taxes & fees
Forest Beach Retreat | Pool & Spa | 2nd Row | 1-Min to Beach
Completely renovated, the kitchen boasts all-new cabinets, countertops, and top-shelf appliances making cooking a truly elevated experience.
HOST & HOME presents...11 Pender Lane! Nestled within the tranquil ambience of Sea Pines Resort.
Dive into shimmering pool waters and spent lazy days soaking the sun on the tanning ledge
Embrace captivating lush southern nature from every corner of this single-level house
Exceptional
(10 reviews)

11 Pender Lane @ Sea Pines | Private Pool | Pet-Friendly | Golf & Tennis | Large Patio

Hilton Head Island

5% off
NZ$5,043
for 7 nights, 1 home
NZ$720 per night
includes taxes & fees
11 Pender Lane @ Sea Pines | Private Pool | Pet-Friendly | Golf & Tennis | Large Patio
The large living area features large picture windows that overlook the lagoon!
Welcome to ISLAND LIFE – a charming 3/2 Sea Pines bungalow!
Nearby Sea Pines Beach access Boardwalk! Walk to the beach!
Family friendly Bungalow! Sits alone on a large wooded lot next to a lagoon
Exceptional
(15 reviews)

Sea Pines Home - Walk to the Beach! Lagoon View + Pool

Hilton Head Island

7% off
NZ$4,201
for 7 nights, 1 home
NZ$600 per night
includes taxes & fees
Sea Pines Home - Walk to the Beach! Lagoon View + Pool
Meals made easy
Lazy days in the sun
Front of villa
Fully equipped kitchen
Exceptional
(67 reviews)

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

Hilton Head Island

7% off
NZ$3,165
for 7 nights, 1 villa
NZ$452 per night
includes taxes & fees
SeaPines, Updated, Walk to the Beach Club, Pet friendly, Two free bikes
Private kitchen
Pool
Front of house
Private kitchen
Exceptional
(120 reviews)

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

Hilton Head Island

7% off
NZ$3,489
for 7 nights, 1 home
NZ$498 per night
includes taxes & fees
Sea Pines Home with private pool & tennis. Also location, location, location!
Living area
Ocean
Living area
Living area
Exceptional
(72 reviews)

3 BEDROOM LUXURY HOME PET FRIENDLY. 1-2 MINUTE WALK TO THE BEACH

Hilton Head Island

8% off
NZ$7,191
for 7 nights, 1 home
NZ$1,027 per night
includes taxes & fees
3 BEDROOM LUXURY HOME PET FRIENDLY. 1-2 MINUTE WALK TO THE BEACH
Living room
Comfortable island living
Carolina room
Front of home
Exceptional
(16 reviews)

SeaPines Cheerful Pet Friendly Home by the Beach

Hilton Head Island

7% off
NZ$4,704
for 7 nights, 1 home
NZ$672 per night
includes taxes & fees
SeaPines Cheerful Pet Friendly Home by the Beach
  • 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

Why visit Oceanside

  • Stunning Beaches: Enjoy the beautiful, uninhabited beachfronts with breathtaking coastal views, perfect for a family day out.
  • Outdoor Adventures: Engage in various outdoor activities that cater to all ages, from water sports to nature walks.
  • Rich Heritage: Explore historic forts and sites that showcase the area's fascinating history and culture.
  • Charming Subdivision: Wander through the picturesque Oceanside neighbourhood, offering a warm and inviting atmosphere.
  • Family-Friendly Activities: Experience a variety of activities that ensure fun for both kids and adults, making it an ideal family getaway.

Top attractions near Oceanside

Oceanside, Hilton Head Island, is perfect for a family getaway with a mix of outdoor and cultural experiences. You'll find stunning beaches, historic forts, and sites that highlight the area's rich heritage. Enjoy waterfront listings and explore Oceanside homes, whether you're just visiting or considering a purchase. This charming destination offers something for everyone, making it an ideal spot for a memorable holiday.

  • Tybee Island Beach: A stunning stretch of sand, Tybee Island Beach is perfect for soaking up the sun and enjoying the vibrant beach vibes. With its picturesque scenery and inviting waters, it’s a great spot for relaxation and beach activities.
  • Port Royal Golf Club: This family-friendly golf course is known for its welcoming atmosphere and friendly locals. Whether you're a seasoned golfer or a beginner, you’ll enjoy a round of golf amidst beautiful surroundings.
  • North Beach: Another beautiful beach option, North Beach offers a more tranquil experience. With its scenic views and laid-back vibe, it’s ideal for leisurely strolls and enjoying the coastal breeze.

Things to do recommended for couples

For a romantic getaway in Oceanside, indulge in a game at the Palmetto Dunes Tennis & Pickleball Center, savour fine wines at Silver Dew Winery, or embrace adventure at Pirate's Island Adventure Golf. Each experience offers unique vibes perfect for couples seeking to create lasting memories.

Things to do recommended for families

During your family holiday in Oceanside, Hilton Head Island, enjoy tennis at the Van Der Meer Tennis Academy and Stan Smith Tennis Academy, both close by. Don't miss the fun at the Gregg Russell Harbour Town Playground, perfect for outdoor family activities.

Things to do recommended for groups

Explore Shelter Cove Harbour for shopping and entertainment vibes, just 8.0km from Oceanside. Enjoy a round of golf at Atlantic Dunes, only half 1.6km away, or challenge yourselves at Heron Point, a mere 3.2km from your base. Perfect for a fun group getaway.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Oceanside

If you're heading off with a group, family, pets, or planning an extended stay, it’s important to refine your search based on what matters most to you. Here are some helpful booking tips for using Vrbo.

  • Traveling to Oceanside with a group: Think about how many bedrooms you’ll require, as well as features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Oceanside with young kids: Going on holiday with little ones can be quite a task. It's important to prioritise their comfort and safety, along with suitable facilities like a private pool. Additionally, it's wise to think about how close you are to attractions that are great for families.
  • Taking your pets with you to Oceanside: For many families, a holiday isn’t truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Oceanside: If you're on the hunt for holiday rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly accommodations. Don't forget to include options like a car park, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Oceanside

Oceanside, nestled in Hilton Head Island, offers a delightful mix of outdoor adventures and family-friendly activities. Explore the serene, uninhabited beachfronts with stunning coastal views, or wander through the charming Oceanside subdivision. Whether you’re seeking a romantic getaway or an action-packed holiday with the kids, this vibrant neighbourhood has something for everyone. Discover the rich history and inviting atmosphere that makes Oceanside a perfect destination for your next Kiwi escape.

  • Hilton Head Island: Hilton Head Island is a premier vacation destination known for its stunning beaches and outdoor activities. Situated in the heart of the Lowcountry, it offers a delightful blend of city life and natural beauty. Visitors can enjoy various family-friendly attractions such as urban parks, family beaches, and world-class golf courses. With numerous resorts and shopping centres, Hilton Head Island caters to those seeking both relaxation and adventure. Whether you're biking along scenic paths or soaking up the sun on the beach, this city is a fantastic base for your South Carolina getaway.
  • Tybee Island: Located about 16.1km from Oceanside, Tybee Island is a charming coastal destination that perfectly embodies the laid-back beach lifestyle. Known for its beautiful sandy shores and vibrant atmosphere, it offers visitors a variety of outdoor experiences, from swimming and sunbathing to exploring historic sites. The island features delightful shopping areas and recreational spots, making it an ideal place for families. Tybee Island’s appeal lies in its historical charm and natural beauty, ensuring an enjoyable experience for all who visit.
  • Sea Pines: Just 1.3km from Oceanside, Sea Pines is a tranquil neighbourhood that showcases the best of Hilton Head Island’s outdoor lifestyle. This family-friendly area features lush landscapes, golf courses, and beautiful resorts, making it perfect for visitors looking to unwind in a serene setting. Highlights include the stunning family beaches and urban parks, where you can enjoy leisurely walks or picnics. Sea Pines offers a blend of relaxation and recreation, making it a must-visit for those wanting to immerse themselves in nature while still being close to urban amenities.

Best time to go to Oceanside

If you're planning a trip to Oceanside, it's a good idea to check both the weather and property rates. The warmest month is July.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January52.3°F (11.3°C)Light RainMostly Sunny
February55.6°F (13.1°C)Light RainMostly Sunny
March60.1°F (15.6°C)Light RainMostly Sunny
April66.6°F (19.2°C)Light RainMostly Sunny
May73.4°F (23.0°C)Light RainMostly Sunny
June79.7°F (26.5°C)Light RainMostly Sunny
July82.0°F (27.8°C)Light RainMostly Sunny
August81.7°F (27.6°C)Light RainMostly Sunny
September78.3°F (25.7°C)Light RainMostly Sunny
October70.5°F (21.4°C)Light RainMostly Sunny
November61.3°F (16.3°C)Light RainMostly Sunny
December56.7°F (13.7°C)Light RainMostly Sunny

Booking with Vrbo is a breeze

Planning your next getaway and want to keep costs down? Being flexible with your travel dates can really make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply use our filters to narrow down your options by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's clever Trip Board offers you a handy space to plan new adventures, pick up right where you left off, or neatly arrange your travel plans. You can easily find the properties you've saved or booked in the Potential, Upcoming, or Current Trips sections. To get started with Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday home accommodation in Oceanside?
According to our research, houses are the most sought-after holiday home type in Oceanside. But as you might expect, everyone's idea of the perfect stay will differ. Bookabach has holiday homes 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 home 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 Bookabach holiday homes 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 Bookabach 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 homes 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 homes 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 Bookabach.
Are there holiday homes with WiFi in Oceanside?
Oceanside has 39 holiday homes 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 Bookabach homes make it a cinch to get online.
How old do you have to be to rent a holiday home in Oceanside?
You'll have to check with the Oceanside holiday home you want on Bookabach as the age limit differs. However, it's generally 16, 18 or 21.
How long can I rent a holiday home in Oceanside for?
How long you can book a holiday home 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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