Discover Your Perfect South Shore Vacation Homes

South Shore Luxury Rentals

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Find More South Shore Villas, Resorts, & Rentals on BedroomVillas

South Shore Pet Friendly Vacation Rentals

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9.0 (54 Reviews)
Resort
Koa Kea Resort on Poipu Beach
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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8.7 (131 Reviews)
Resort
Sheraton Kauai Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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Why Choose Rent By Owner for your South Shore Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit South Shore

When should you plan your Vacation Rentals stay?

Choosing the right time to vacation in South Shore, Hawaii, ensures you make the most of your stay in this beautiful region, allowing you to enjoy ideal weather and local activities while benefiting from the seamless booking options available here.

Peak Season Highlights

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Winter (December to February)

During the winter months, the area experiences its peak season when travelers flock here to enjoy warm weather and ideal beach conditions.

Average Temperature Daytime: around 78°F (26°C) - Nighttime: approximately 65°F (18°C)
summer
Summer (June to August)

Summertime attracts visitors seeking sunny days and vibrant coastal activities, making it a bustling period for this destination.

Average Temperature Daytime: about 85°F (29°C) - Nighttime: roughly 72°F (22°C)

Off-Season Highlights

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Spring (March to May)

In spring, you'll find fewer crowds, offering a more relaxed experience as the region transitions into its busy season.

Average Temperature Daytime: around 80°F (27°C) - Nighttime: approximately 65°F (18°C)
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Fall (September to November)

Autumn brings quieter beaches and lower prices, perfect for those seeking tranquility away from peak travel times.

Average Temperature Daytime: about 82°F (28°C) - Nighttime: roughly 68°F (20°C)

Weekly Weather Forecast for South Shore

How to Book Your South Shore Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in South Shore

More Top-Rated Vacation Rentals in South Shore Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • You can enjoy a private outdoor pool, perfect for relaxing under the sun after exploring the area.
  • Many properties feature lush, landscaped gardens that provide a serene outdoor setting.
  • Covered or open patios offer ideal spots for outdoor dining and entertaining with scenic views.
  • Grill stations or barbecue areas are commonly available for al fresco cooking experiences.
  • Some rentals include tennis courts or other sports facilities to stay active during your stay.
  • Outdoor showers are often provided for convenient rinsing after beach visits or outdoor activities.
  • Many homes have spacious decks or lanais, allowing you to soak in the warm sunshine and ocean breezes.

Top Attractions Around South Shore

What attractions are nearby?

From your accommodation in the area, you can explore a variety of outdoor activities such as surfing, snorkeling, and hiking, all conveniently located near your stay in South Shore, Hawaii.

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Family Activities

  • Hawaii Water Park Adventure: Discover a fun-filled day at the water park, where you can enjoy slides, wave pools, and lazy rivers suited for all ages in this popular family destination.
  • South Shore Beach Days: Relax on the sandy shores with your loved ones, building sandcastles and swimming in calm, clear waters just minutes from your vacation rental.
  • Family snorkeling excursions: Explore vibrant coral reefs and marine life together on guided snorkeling tours that showcase the region’s rich underwater scenery.
  • Local cultural experiences: Engage in authentic Hawaiian activities, such as luau shows and craft workshops, designed to create memorable family moments while immersing in the area's rich heritage.
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Adult Activities

  • Snorkeling at Hanauma Bay: Discover vibrant marine life and clear waters right here in this popular snorkeling destination on the island's south coast.
  • Visit the South Shore Market: Enjoy a unique shopping experience featuring local artisans, delicious eateries, and cultural boutiques in the heart of the region.
  • Sunset at Magic Island Beach Park: Unwind with spectacular sunset views along the scenic coastline, a perfect spot for evening relaxation after exploring locally.
  • Hiking at Diamond Head State Monument: Embark on an exhilarating hike to panoramic viewpoints that showcase the breathtaking beauty of the area’s volcanic crater.

Other Places to Stay in South Shore, HI

Kipu Kai
Kipu Kai Vacation Rentals
Kukuiula
Kukuiula Vacation Rentals
Lawai Beach
Lawai Beach Vacation Rentals
Keiki Cove Beach
Keiki Cove Beach Vacation Rentals
Koloa History Center
Koloa History Center Vacation Rentals
St. Raphael Church
St. Raphael Church Vacation Rentals
Shops at Kukuiula
Shops at Kukuiula Vacation Rentals
Koloa
Koloa Vacation Rentals
Poipu
Poipu Vacation Rentals
Omao
Omao Vacation Rentals
Lawai
Lawai Vacation Rentals
Bayview
Bayview Vacation Rentals
More Places to Stay Near South Shore

South Shore Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Beaches: Make the most of your stay by visiting the pristine beaches in the area for swimming, sunbathing, or simply relaxing to enjoy the region's natural beauty.
  • Plan Outdoor Activities: Take advantage of outdoor adventures such as snorkeling, surfing, or hiking to immerse yourself in the diverse landscapes of this destination.
  • Sample Regional Cuisine: Indulge in authentic local dishes at nearby eateries and food markets to experience the true flavors of here.
  • Visit Cultural Sites: Discover the rich history and traditions of the region by exploring cultural landmarks and engaging with community events during your stay.

Transportation Options

  • Rental Cars: Renting a car provides the flexibility to explore this region at your own pace, with numerous local agencies conveniently located nearby.
  • Public Transit: The area's public transportation system offers an affordable and eco-friendly way to navigate between popular spots and local attractions.
  • Taxi Services: Taxis and ride-sharing services are readily available, offering a quick and comfortable option for short trips around here.
  • Bicycle Rentals: Biking is an excellent choice for enjoying the scenic views of this destination while traveling in an environmentally conscious manner.

Local Customs Options

  • Respect for Aloha Spirit: Embrace the local custom of welcoming others with kindness and genuine hospitality, a key part of experiencing this region's warmth during your stay.
  • Hula Dancing Etiquette: When participating in or observing hula performances, follow cultural norms by showing respect to the dancers and understanding the significance behind the movements.
  • Traditional Hawaiian Blessings: Be mindful of sacred ceremonies and blessings, which are often performed at community events and gatherings here, reflecting the area's deep cultural roots.
  • Environmental Respect: Practice sustainability by avoiding littering and respecting natural landmarks, ensuring that the beauty of this destination remains pristine for future visitors.

Frequently Asked Questions About South Shore?

1. What are the top vacation rentals in South Shore?

There are a lot of options in South Shore. If you plan on staying in the South Shore area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in South Shore:

2. How many vacation rentals have private pools in South Shore?

There are 295 vacation rentals with private pools near South Shore. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in South Shore are best for families?

If you are looking for a family-friendly vacation home in South Shore, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in South Shore:

4. How many Rentbyowner vacation rentals are available in South Shore?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 2802 in the South Shore area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in South Shore. 

South Shore Top Rated Vacation Rentals

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