3118+ Villas for Rent and Private Getaways in South Shore |
  1. Hawaii
  2. South Shore

Explore South Shore Vacation Rentals

About South Shore Vacation Rentals

Explore more than 3118 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 1304.07 ft². Prices average $828 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.

Show more
Show less

Top Rental Accommodation Types in South Shore

Type Count
Vacation Homes 912
Holiday Apartments 384
Villas 91
Cottages 23

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.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

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.


Poipu Beach
Poipu Bay Golf Course
Lawai Beach
National Tropical Botanical Garden
Baby Beach
Kiahuna Beach
Poipu Shopping Village
Makauwahi Cave Reserve
Kukuiula Boat Harbor
Poipu Kai Tennis Center
Maha'ulepu Beach
Spouting Horn
Shipwreck Beach
Lawai International Center
hawaii trading post
Kawailoa Beach
Prince Kuhio Park
Kukuiolono Golf Course
CJM Country Stables
Kiahuna Golf Course

Other Places to Stay in South Shore, HI


Kipu Kai 3,063 Properties
Kukuiula 2,641 Properties
Lawai Beach 2,640 Properties
Keiki Cove Beach 2,640 Properties
Koloa History Center 2,639 Properties
St. Raphael Church 2,638 Properties
Shops at Kukuiula 2,638 Properties
Koloa 2,472 Properties
Poipu 2,401 Properties
Omao 832 Properties
Lawai 174 Properties
Bayview 39 Properties

Frequently Asked Questions About South Shore?

What are the top vacation rentals in South Shore?

Currently, HawaiiVillas lists over 3118 properties in the South Shore area for 2025, with more being added continuously. By consolidating listings from various websites, HawaiiVillas provides a wide selection of top properties in South Shore.

How many vacation rentals have private pools in South Shore?

Discover 306 vacation rentals featuring private pools near South Shore. Highly-rated HawaiiVillas properties with swimming pool access include:

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:

How many Hawaii.Villas vacation rentals are available in South Shore?

At present, HawaiiVillas showcases more than 3118 properties available in the South Shore area for 2025, 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 2401
Bayview Vacation Rentals in Hawaii 39
Omao Vacation Rentals in Hawaii 832

People Also Ask

There are 3118 South Shore, HI Vacation Rentals

Recently Booked Vacation Rentals in South Shore