Compare South Shore Vacation Rentals

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South Shore Rentals

Kiahuna Plantation Resort Kauai by OUTRIGGER

Kiahuna Plantation Resort Kauai by OUTRIGGER

3 out of 5
2253 Poipu Rd, Koloa, HI
1.96 mi from city center
$748 nightly
The price is $814 total per night
$814 total
Oct 30 - Oct 31
Total with taxes and fees
At Kiahuna Plantation Resort Kauai by OUTRIGGER, guests have access to a terrace, laundry facilities, and wedding services. There's free parking if you drive. The front desk has multilingual staff that can help with tours/tickets and luggage storage. Other amenities at this beach aparthotel include a picnic area, a vending machine, and a garden.
Pool
Kitchen
Castle Kiahuna Plantation & Beach Bungalows

Castle Kiahuna Plantation & Beach Bungalows

3 out of 5
2253B Poipu Rd, Koloa, HI
1.96 mi from city center
At Castle Kiahuna Plantation & Beach Bungalows, guests enjoy features like an outdoor pool, a gym, and outdoor tennis courts. Free parking is included with your stay. Front-desk staff can assist with securing valuables and concierge services. Other amenities at this beach aparthotel include laundry facilities, a picnic area, and barbecue grills.
Pool
Kitchen
Waiohai Beach House: Poipu Beachfront Estate

Waiohai Beach House: Poipu Beachfront Estate

2.35 mi from city center
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and barbecue grills. Staff members can help with accommodation requests, and provide concierge services. This beach vacation home also has a garden.
Pool
Hot Tub
Stone House - Beachfront Home with 180 Degree Coastline Views!

Stone House - Beachfront Home with 180 Degree Coastline Views!

1.91 mi from city center
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Whalers Cove Oceanfront Resort

Whalers Cove Oceanfront Resort

3.5 out of 5
2640 Puuholo Road, Koloa, HI
1.88 mi from city center
Guests staying at Whalers Cove Oceanfront Resort enjoy an outdoor pool, free WiFi in public areas, and a hot tub. If you decide to drive, there's free offsite parking. Front-desk staff can assist with securing valuables, concierge services, and luggage storage. Other amenities at this beach condo building include a computer station, a free grocery shopping service, and free newspapers.
Pool
Hot Tub
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

2 out of 5
1.64 mi from city center
$562 nightly
The price is $654 total per night
$654 total
Oct 15 - Oct 16
Total with taxes and fees
Guests of this condo enjoy features like a gym, a hot tub, and laundry facilities. This smoke-free condo building also has barbecue grills.
Pool
Hot Tub
3 bedrooms with baths, air conditioning and heated pool near Grand Hyatt.

3 bedrooms with baths, air conditioning and heated pool near Grand Hyatt.

2.57 mi from city center
Guests staying at this vacation home enjoy an outdoor pool, a terrace, and laundry facilities. Additional amenities include barbecue grills and a garden.
Pool
Kitchen
Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops

Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops

2.79 mi from city center
Guests staying at this vacation home enjoy an outdoor pool, a gym, and a hot tub. Other amenities at this family-friendly vacation home include an arcade/game room, laundry facilities, and barbecue grills.
Pool
Hot Tub
Beachfront Condo Poipu Beach Amenities Galore

Beachfront Condo Poipu Beach Amenities Galore

2.05 mi from city center
Guests staying at this condo enjoy an outdoor pool, a gym, and a hot tub. Other amenities at this beach condo building include laundry facilities, a garden, and barbecue grills.
Pool
Hot Tub
Ocean Front Condo with AC, Watch Sea Turtles from Our Lanai

Ocean Front Condo with AC, Watch Sea Turtles from Our Lanai

1.82 mi from city center
At this condo, guests have access to features like laundry facilities. This beach condo building also has barbecue grills.
Kitchen
Washer
Panoramic Views, Upgraded 2 bed, 2.5 baths, AC

Panoramic Views, Upgraded 2 bed, 2.5 baths, AC

2.94 mi from city center
Guests of this condo enjoy features like an outdoor pool, a hot tub, and laundry facilities. This smoke-free condo building also has barbecue grills.
Pool
Hot Tub
Tiki Villa in Poipu 5 Bd/4Bth, Pool & AC Sleeps16

Tiki Villa in Poipu 5 Bd/4Bth, Pool & AC Sleeps16

1.32 mi from city center
Guests staying at this vacation home have access to laundry facilities, a garden, and a living plant wall. This golf vacation home also has barbecue grills.
Pool
Kitchen
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

South Shore Large Group Rentals

How to Book Vacation Rentals in South Shore



🏠 What is the best price for South Shore vacation rentals?

South Shore vacation rentals range in price, starting at $654 per night.


🏠 What types of vacation rentals in South Shore can I rent?

Orbitz offers a wide range of South Shore rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and South Shore condo rentals.


🏠 Is it free to cancel my South Shore vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a South Shore vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in South Shore. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in South Shore?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our South Shore apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in South Shore?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our South Shore package deals will get you even more savings.

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