Photo by Dan Sherman

South Shore holiday homes

We found 2,439 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – South Shore

Showing deals for:9 Oct - 16 Oct

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Why visit South Shore

  • Stunning Beaches: Relax on the golden sands of Poipu Beach, ideal for sunbathing and water sports.
  • Outdoor Adventures: Explore lush landscapes with activities like hiking and snorkelling amidst vibrant marine life.
  • Botanical Gardens: Visit beautiful gardens showcasing Hawaii's unique flora and fauna, perfect for nature lovers.
  • Scenic Blowholes: Witness the dramatic blowholes that shoot seawater high into the air, a spectacular natural phenomenon.
  • Cultural Experiences: Immerse yourself in the rich history and culture of the region, with charming coastal towns to explore.

Top attractions near South Shore

South Shore, Hawaii, offers stunning beaches and captivating outdoor experiences perfect for a holiday. Visitors can explore beautiful botanical gardens, witness the power of blowholes, and soak in breathtaking scenery. This region is ideal for those seeking a blend of relaxation and cultural experiences, catering to both families and solo travellers. With its vibrant coastal charm, South Shore promises an unforgettable getaway filled with adventure and natural beauty.

  • Poipu Beach: A stunning stretch of golden sand, Poipu Beach is perfect for sunbathing, swimming, and snorkelling in tranquil waters, making it a favourite spot for families and water enthusiasts.
  • National Tropical Botanical Garden: This lush paradise features diverse tropical plants and scenic walking paths, ideal for family outings or romantic strolls amidst breathtaking natural beauty.
  • Prince Kuhio Park: A historic site dedicated to the legacy of Prince Kuhio, this park offers cultural insights and serene picnic spots, surrounded by coastal views.

Things to do recommended for couples

For a romantic getaway in South Shore, Hawaii, consider a sunset sail along the coast, or explore the breathtaking Waimea Canyon together. Don't miss a leisurely stroll on the stunning beaches, and indulge in a candlelit dinner at a local seafood restaurant for an unforgettable evening.

Things to do recommended for families

Families will love exploring the stunning beaches of Poipu, where kids can snorkel and spot vibrant marine life. Enjoy a visit to the National Tropical Botanical Garden, or embark on a memorable boat tour along the breathtaking Na Pali Coast for an unforgettable adventure together.

Things to do recommended for groups

Explore the stunning beaches of Poipu, join a traditional Hawaiian luau for an authentic cultural experience, or embark on a scenic hike in the lush trails of Waimea Canyon. Perfect for group fun, these activities will create unforgettable memories together.

*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 South Shore

Whether you're journeying with a group, travelling as a family, bringing your pets along, or seeking extended stays, be sure to set your filters to the right priorities. Here are some Vrbo booking tips for you.

  • Traveling to South Shore with a group: Consider the number of bedrooms required and any extra features you might need, like a full kitchen or outdoor area for a group gathering. Luckily, you can refine your search on Vrbo to include all these options and more.
  • Traveling to South Shore with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, while also looking for age-appropriate facilities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to South Shore: For many, a family holiday isn’t complete without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly stays offer feeding bowls and beds, ensuring everyone feels right at home.
  • Planning for a long term stay visiting South Shore: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near South Shore

South Shore, Hawaii, is a tropical paradise perfect for a sunny holiday, boasting stunning beaches and breathtaking scenery. Explore the vibrant atmosphere of Poipu Beach, where you can relax on golden sands or indulge in water sports. The region's charming coastal towns offer a romantic vibe, while outdoor adventures await in lush landscapes. With its rich history and captivating natural beauty, South Shore promises an unforgettable experience for all travellers seeking the essence of Hawaii.

  • Koloa: Koloa is a charming city located 2km from South Shore, offering a delightful mix of coastal relaxation and outdoor adventure. Visitors are drawn to its pristine beaches and scenic vistas, perfect for those who appreciate a relaxed outdoor lifestyle. The area features accessible golf courses and recreational spaces, making it an ideal destination for both leisurely strolls and active pursuits. The nearby family beach and bay add to its allure, ensuring a memorable experience with a blend of nature and leisure.
  • Poipu: Poipu is a vibrant neighbourhood situated 5km from South Shore. It is renowned for its inviting beach scenes and outdoor charm. Travellers can enjoy a range of activities from playing on local playgrounds to a round of golf on its well-maintained courses. The scenic beauty of nearby family beaches and the bay provides a picturesque backdrop, ideal for a day of exploration and relaxation in a colourful coastal setting.
  • Omao: Omao is a welcoming neighbourhood located 2km from South Shore, known for its blend of beachside charm and active sports opportunities. It offers a variety of outdoor pursuits, including recreational areas and golf facilities, making it a great spot for those keen on both relaxation and a bit of adventure. The local beaches and bay, with their family-friendly appeal, add to the overall scenic and invigorating experience of visiting this lively coastal area.

Best time to go to South Shore

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January72.3°F (22.4°C)Light RainMostly Sunny
February71.6°F (22.0°C)Light RainMostly Sunny
March71.8°F (22.1°C)Light RainMostly Cloudy
April73.4°F (23.0°C)Light RainMostly Cloudy
May75.0°F (23.9°C)Light RainMostly Sunny
June76.6°F (24.8°C)Light RainMostly Cloudy
July77.5°F (25.3°C)No Rain (Dry)Mostly Cloudy
August78.1°F (25.6°C)No Rain (Dry)Mostly Cloudy
September78.4°F (25.8°C)No Rain (Dry)Mostly Sunny
October77.5°F (25.3°C)Light RainMostly Sunny
November75.7°F (24.3°C)Light RainMostly Cloudy
December73.6°F (23.1°C)Light RainMostly Sunny

Booking with Vrbo is a breeze

Are you hoping to save some cash on your upcoming trip? Being flexible with your travel dates can really make a difference, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a dedicated space for you to start fresh journeys, continue planning your adventures, or review and organise your bookings. Your saved or booked properties are neatly categorised into Potential, Upcoming, or Current Trips. Discover more about Trip Boards by visiting: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Book a holiday rental for your South Shore getaway

Learn about the unique charm of South Shore with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in South Shore

Are you searching for attractions to see in the area? Venture out of your cosy holiday rental and experience everything that makes South Shore a one-of-a-kind holiday spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Kiahuna Golf Course (1.7 mi / 2.8 km)
  • Poipu Bay Golf Course (2.8 mi / 4.4 km)
  • Kauai Lagoons Golf Club (8.7 mi / 14 km)
  • Wailua Golf Course (11.5 mi / 18.5 km)
  • Kauai Coffee Company (6 mi / 9.6 km)
  • The Ocean Course at Hokuala (8.6 mi / 13.8 km)

Exploring the natural landscape of South Shore

Whether you're looking for adventure or just want to appreciate the scenery, South Shore is a great place to get out in nature. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Poipu Beach (2.4 mi / 3.9 km)
  • Lawai Beach (1.8 mi / 2.9 km)
  • Baby Beach (1.8 mi / 3 km)
  • National Tropical Botanical Garden (2.1 mi / 3.4 km)
  • Kiahuna Beach (2.1 mi / 3.5 km)
  • Brennecke Beach (2.5 mi / 4.1 km)

Frequently asked questions

What is the best area to stay in South Shore when booking a holiday home?
Among the most popular destinations to choose a holiday property in South Shore is Poipu. Set up home here and have fun visiting its must-see attractions, such as Poipu Beach and Lawai Beach.
What is the most popular type of holiday home accommodation in South Shore?
Condos are the most popular style of holiday home in South Shore, according to our data. Even if you have something a little different in mind, Bookabach has properties in all sizes and shapes. Compare our options to find your perfect pad.
How much does it cost to rent a holiday home in South Shore?
Different factors can affect the price of a holiday home in South Shore, such as the length of stay, season and type of property. But, all Bookabach homes have something in common — amazing value. Simply enter your travel dates to find your dream escape.
How much does it cost to rent a beach house in South Shore?
Prices for beach houses in South Shore may vary depending on the size and style of the property and time of year you're travelling. Simply enter your dates of travel into Bookabach and the number of guests to view holiday home options and prices. From there you can use our filter tool to narrow your search results by ratings, nearby activities and more.
What are popular home amenities in South Shore?
The most popular home amenities people are searching for in South Shore are off-street parking options, a fridge and a microwave oven. Whether you're holidaying with friends, family or even pets, Bookabach holiday homes come with the best amenities for making epic memories with the people you love.
Are there large group holiday homes in South Shore?
With 102 properties that can sleep 10 people or more in South Shore, you don't have to keep your invite list short. From holidays with the extended family to events like weddings and birthday parties, Bookabach will help you find a large group home to match the occasion.
What are the top attractions for families in South Shore?
There are plenty of fabulous things to do and see with the family in South Shore, such as:

  • Poipu Beach
  • Lawai Beach
  • Shipwreck Beach

Can I find two-bedroom holiday homes in South Shore?
Gather your besties and enjoy total privacy and comfort in one of the 563 two-bedroom holiday homes South Shore has to offer.
Are there holiday homes with WiFi in South Shore?
Choose from 419 holiday homes with WiFi in South Shore. If you want to disconnect from daily life on your trip, but still need to be connected to the internet, these getaways have what you need. Narrow your search by applying the WiFi filter on Bookabach.
How old do you have to be to rent a holiday home in South Shore?
The minimum age can differ across properties on Bookabach, so check the rules of the holiday home in South Shore you want to book. But typically, it's 16, 18 or 21.
How long can I rent a holiday home in South Shore for?
The amount of time you can rent a South Shore holiday home for varies depending on the property. Simply tap in your travel dates to see options that offer extended stays. They come with all you need to make your extended break more enjoyable and comfortable, like laundries and air conditioning. Some holiday homes may also offer weekly or monthly discounts, so you can stay longer for less money.