South Shore Vacation Homes

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Vacation Homes in South Shore

Don't see what you're looking for?
See all available properties in South Shore
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in South Shore

    Grand Hyatt Kauai Resort and Spa

    Grand Hyatt Kauai Resort and Spa

    1571 Poipu Road, Koloa, HI
    $602 nightly
    The price is $710 total per night from Nov 9 to Nov 10
    $710 total
    Nov 9 - Nov 10
    Total with taxes and fees
    9.4/10 Exceptional! (1,000 reviews)
    Koloa Landing Resort at Poipu, Autograph Collection

    Koloa Landing Resort at Poipu, Autograph Collection

    2641 Poipu Rd, Koloa, HI
    $539 nightly
    The price is $636 total per night from Nov 2 to Nov 3
    $636 total
    Nov 2 - Nov 3
    Total with taxes and fees
    9.4/10 Exceptional! (1,011 reviews)
    Sheraton Kauai Resort

    Sheraton Kauai Resort

    2440 Hoonani Rd, Koloa, HI
    $371 nightly
    The price is $438 total per night from Nov 1 to Nov 2
    $438 total
    Nov 1 - Nov 2
    Total with taxes and fees
    8.6/10 Excellent! (1,003 reviews)

South Shore Vacation Homes

Book vacation homes in South Shore
Next time you take a group getaway top South Shore, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of South Shore vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every South Shore vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in South Shore; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a South Shore rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to South Shore is sure to be a winner.

South Shore Vacation Homes essential information

Accommodation
480 Vacation Homes
Lowest Price
$390
Highest Price
$710
Popular accommodation
Luxury Poipu 4br Villa with AC Walk to the Beach! (224), Kauai Bay House, Ocean Front, AC, An Affordable Alternative to Expensive Accommodations in Poipu, Wainani "Heated Pool, Hot Tub, Game Room & A/C", Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops, Stunning 2 Bedroom Luxury Cottage 300 feet from Poipu Beach Park, Large beautiful home with air conditioning! Walk to Beaches, Resort Pool, Hale Ohana Hauoli: Spacious, Charming Kukui'ula Villa w/Geometric Pool+Spa!, 🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠

More to Explore