Explore South Shore Vacation Rentals
About South Shore Vacation Rentals
Explore more than 2991 vacation rentals available in South Shore. These accommodations, including vacation homes and HawaiiVillas properties, boast excellent amenities and exceptional value, blending comfort and luxury. Enjoy spaciousness and convenience at a HawaiiVillas property in South Shore.
Looking for last-minute deals or the best available offers on cottages, condos, private villas, and large vacation homes? With HawaiiVillas in South Shore, you can effortlessly compare various options with a simple click. Whether you seek properties with swimming pools, hot tubs, pet-friendly policies, or expansive master suites with large screen TVs, you'll find vacation rentals by owner (RBOs) and other popular Airbnb-style accommodations near South Shore. The average room size in accommodations near South Shore is 1184.1 ft². Prices average US $958 per night.
HawaiiVillas streamlines and secures your search for vacation rentals in South Shore, often offering savings of 30-40% compared to hotel prices. Start your search today and book with confidence.
Top Rental Accommodation Types in South Shore
| Type | Count |
|---|---|
| Vacation Homes | 835 |
| Holiday Apartments | 234 |
| Villas | 100 |
| Cottages | 36 |
Use these Quick Filters to Find a Vacation Rental in South Shore
★ Pro Tip: HawaiiVillas simplifies comparison of top listings across various online vacation rental platforms like Booking.com and others. Use the Advanced Filter feature to switch effortlessly between HawaiiVillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, property types, cancellation policies, prices, and more. These tools streamline the search for your ideal accommodation for your next vacation in South Shore.
Weather in South Shore, HI
View the weather forecast for South Shore before booking your South Shore Vacation Rentals to confirm your best time to go.
Top Attractions Around South Shore, HI
HawaiiVillas offers a wide selection of top attractions nearby South Shore . Research things to do on your vacation before you visit South Shore.
Other Places to Stay in South Shore, HI
Frequently Asked Questions About South Shore?
What are the top vacation rentals in South Shore?
Currently, HawaiiVillas lists over 2991 properties in the South Shore area for 2026, with more being added continuously. By consolidating listings from various websites, HawaiiVillas provides a wide selection of top properties in South Shore.
- Poipu Bay Getaway - Poipu House - Saltwater pool, hot tub, AC!, Walk to Beach and Hyatt!
- Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home
- OCEANFRONT Ground Floor 2bd/2ba Unit with Amazing Ocean Views & A/C
- New Custom Hawaiian Cottage - Poipu Beach- Koloa, Hi
- Ocean Front Condo with AC, Watch Sea Turtles from Our Lanai
- Ocean View 3BR at Makahuena | Lanai, Pool, AC
- Fully Renovated Oceanfront with Air Cond. Ground Floor Unit with Spacious Lanai!
- Fabulous Location near Shipwreck Beach and Grand Hyatt Resort
- Regency 111 Defines Comfort & Spaciousness. Lovely Furniture & Furnishings
- Rare Ocean PLUS Interior Mountain Views, Pickleball, Full AC, heated pool
How many vacation rentals have private pools in South Shore?
Discover 294 vacation rentals featuring private pools near South Shore. Highly-rated HawaiiVillas properties with swimming pool access include:
- STUNNING OCEANFRONT PENTHOUSE 2Bd/2Ba *Fully Renovated, Pool * Poipu Palms Koloa
- Quiet Kiahuna plantation , New Remodel with AC
- Kukui'ula Luxury Home Collection - CoralTree Residence Collection
- Hale Maluhia at Poipu Kai By Parrish Kauai - luxury home w/private pool
Which vacation homes in South Shore are best for families?
If you're searching for a family-friendly vacation residence in South Shore, explore one of these highly-rated properties, all praised for their excellent reviews among families or groups visiting South Shore:
- Kuhio Shores 119 - Two Bedroom Condo with White Water Ocean Views with A/C
- Poipu Makai E1
- Kauai Pili Mai by Coldwell Banker Island Vacations
How many Hawaii.Villas vacation rentals are available in South Shore?
At present, HawaiiVillas showcases more than 2991 properties available in the South Shore area for 2026, with new listings added regularly. By aggregating listings from multiple sources, HawaiiVillas offers a diverse range of premier properties in South Shore.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| Poipu Vacation Rentals in Hawaii | 1877 |
| Bayview Vacation Rentals in Hawaii | 40 |
| Omao Vacation Rentals in Hawaii | 981 |






































































