South Shore vacation rentals

We found 2,421 vacation rentals — enter your dates for availability

Vacation rentals with weekly discounts - South Shore

Showing deals for:Aug 22 - Aug 29

Image gallery for Private Cliffside Ohana Retreat at Kalapaki Beach!

Living area
9.4 out of 10 rating
Exceptional
(9 reviews)

Private Cliffside Ohana Retreat at Kalapaki Beach!

Lihue, HI

9% off
Price is $1,545
per night
$10,818 for 7 nights
All fees included
Private Cliffside Ohana Retreat at Kalapaki Beach!

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Book a vacation rental for your South Shore getaway

Learn about the unique charm of South Shore with a stay in a private vacation home. This city has something for everyone. With a vacation 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 looking for attractions to visit in the city? Venture out of your cozy vacation rental and experience everything that makes South Shore a fun spot to vacation. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Kiahuna Golf Course (1.7 mi / 2.8 km)
  • Kauai Coffee Company (6 mi / 9.6 km)
  • Puakea Golf Course (7 mi / 11.2 km)

Exploring the natural landscape of South Shore

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in South Shore. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Prince Kuhio Park (1.8 mi / 2.8 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)
  • Poipu Beach (2.4 mi / 3.9 km)

Frequently asked questions

What is the most popular type of vacation rental accommodation in South Shore?
Based on our data, condos are the most in-demand property type in South Shore. But as you know, everyone’s idea of an epic trip isn’t the same. Vrbo has vacation rentals with every size, shape and budget in mind, and we’ll help you locate the best fit for your needs.
How much does it cost to rent a vacation rental in South Shore?
Different things affect the price of a vacation rental in South Shore, such as the time of year, length of stay and property type. However, all our vacation homes have something in common — unbeatable value. Just add your travel dates to find your home away from home.
How much does it cost to rent a beach house in South Shore?
The average price for a vacation rental by the beach in South Shore depends on when you’re traveling and the style and size of property you’re searching for. You can easily find prices on Vrbo by entering your destination and preferred travel dates. Then use the handy filters to pick the number of bedrooms and amenities that you require, like air conditioning, WiFi and a pool.
Are there pet-friendly vacation rentals in South Shore?
With three vacation rentals that host pets, your furry friend can also come along on your South Shore getaway. Use the filter tool to browse our pet-friendly vacation rentals and find a stay that’s pawfect on Vrbo.
Are there large group vacation rentals in South Shore?
With 142 vacation rentals that can sleep 10 guests or more in South Shore, you won’t have to limit the invite list. From vacations with the extended family to events like Christmas or New Year’s Eve parties, Vrbo will help you find a large group rental that fits the occasion.
Are there one-bedroom vacation rentals in South Shore?
South Shore has 468 one-bedroom rentals on offer. Typically located in sought-after areas because of their smaller size, a one-bedroom vacation property is perfect if you’re traveling with your partner or a pal. And with comforts like full kitchens and more privacy, you’ll be able to relax while exploring this top destination.
Can I find two-bedroom vacation rentals in South Shore?
Gather your loved ones and enjoy total privacy and comfort in one of the 653 two-bedroom vacation homes South Shore has to offer.
Are there vacation rentals with WiFi in South Shore?
Whether you want to keep up with the headlines, make a video call or post a pic to social media, there are 419 vacation homes with WiFi in South Shore. Check the “WiFi” box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in South Shore?
South Shore has 1,070 vacation rentals where you can spend your days in air-conditioned comfort. To book a stay on Vrbo that features this amenity, enter your travel dates and use the handy filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in South Shore?
The minimum age is usually 16, 18 or 21. It can differ between properties on Vrbo, so look at the rules of your chosen South Shore vacation home before booking your stay.
How long can I rent a vacation rental in South Shore for?
It all depends on the South Shore property. To look over a list of options offering extended stays, simply type your dates and guest number into Vrbo. You can look forward to having the place to yourself, as well as amenities such as a fully-equipped kitchen and an outdoor space where the kids can run around and play. Keep your eyes open for any long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in South Shore?
Whether you’re after one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to score some great deals and discounts on Vrbo. From short stays to extended getaways, we’ve got the ideal place for your next South Shore escape.

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