South Shore Vacation Rentals
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Our top choices for South Shore vacation rentals
3. Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
4. Poipu Pili Mai 4 Bedroom Condo with Ocean Views, Pool & Golf Course Access
Poipu Pili Mai 4 Bedroom Condo with Ocean Views, Pool & Golf Course Access
5. Pili Mai Family Condo 11J, Golf Course View, Grassy Area Around Lanai
Pili Mai Family Condo 11J, Golf Course View, Grassy Area Around Lanai
6. Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
7. Prince Kuhio 335 OCEANVIEW STUDIO
Prince Kuhio 335 OCEANVIEW STUDIO
8. Poipu Vibes in Modern Comfort! AC- Washer Dryer in unit partial OV- Rare find
Poipu Vibes in Modern Comfort! AC- Washer Dryer in unit partial OV- Rare find
Find vacation rentals that suit your style
Top South Shore Hotel Reviews
Grand Hyatt Kauai Resort and Spa
Find out more about South Shore
Everything you need to know about South Shore vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Shore vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Shore vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
South Shore vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in South Shore. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit South Shore in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $340 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on South Shore rentals
At Expedia, we put the best South Shore vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top South Shore rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Shore vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Shore. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
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