South Shore Holiday Rentals
About Casai's Private Villas and Holiday Rentals in South Shore
Discover more than 3091 vacation rentals available in South Shore. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in South Shore.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in South Shore, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near South Shore. On average, places to stay near South Shore offer 1189.45 ft², with nightly prices averaging د.إ.3,312.
With Casai, finding and comparing holiday rentals in South Shore is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Top Accommodation Types in South Shore
| Type | Count |
|---|---|
| Vacation Homes | 837 |
| Holiday Apartments | 290 |
| Villas | 102 |
| Cottages | 38 |
Use these Quick Filters to Find a Holiday Rental in South Shore
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the 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
Casai offers a large selection of top attractions around 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 holiday rentals in South Shore?
With numerous options available in South Shore, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in South Shore:
- Stunning 2 Bedroom Luxury Cottage 300 feet from Poipu Beach Park
- Poipu Bay Getaway - Poipu House - Saltwater pool, hot tub, AC!, Walk to Beach and Hyatt!
- Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home
- Poipu Beach Plantation Style Cottage
- Delightful Historic Cottage Steps from Poipu/Brennecke's Beaches A/C
- OCEANFRONT Ground Floor 2bd/2ba Unit with Amazing Ocean Views & A/C
- New Custom Hawaiian Cottage - Poipu Beach- Koloa, Hi
- A/C throughout spacious clean comfortable main floor condo with lush garden view
- Sunny Poipu Beach House Near Grand Hyatt, Views, AC, Guest Favorite
- Ocean Front Condo with AC, Watch Sea Turtles from Our Lanai
How many holiday rentals have private pools in South Shore?
Discover a selection of holiday rentals with private pools near South Shore with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- 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 holiday homes in South Shore are best for families?
If you're searching for a family-friendly holiday home in South Shore, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in South Shore:
- Prince Kuhio #205, Ocean View, sunny south shore Poipu area
- Poipu Makai E1
- Kauai Pili Mai by Coldwell Banker Island Vacations
How many Casai.ae holiday rentals are available in South Shore?
As of 2026, Casai boasts over 3091 properties listed in the South Shore area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in South Shore.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| Poipu Vacation Rentals in Hawaii | 2069 |
| Bayview Vacation Rentals in Hawaii | 45 |
| Omao Vacation Rentals in Hawaii | 980 |








































































