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South Shore Rentals

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 a garden.
Pool
Kitchen
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
$770 nightly
The price is $840 total per night
$840 total
Aug 24 - Aug 25
Total includes taxes and fees
At Kiahuna Plantation Resort Kauai by OUTRIGGER, guests have access to a terrace, laundry facilities, and a vending machine. 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 barbecue grills, a picnic area, and a garden.
Pool
Kitchen
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, a garden, and barbecue grills.
Kitchen
Washer
Hale Kupanaha: Opulent New Villa + Pool/Spa/Views

Hale Kupanaha: Opulent New Villa + Pool/Spa/Views

1.24 mi from city center
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and a garden. Staff members can answer questions about accommodations, and also provide concierge services. This golf vacation home also has barbecue grills.
Pool
Hot Tub
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 concierge services, luggage storage, and securing valuables. Other amenities at this beach condo building include a computer station, a free grocery shopping service, and free newspapers.
Pool
Hot Tub
LUXURY VILLA, 3 Private Suites, Pool/Spa, Gym, Central A/C, Beach

LUXURY VILLA, 3 Private Suites, Pool/Spa, Gym, Central A/C, Beach

2.45 mi from city center
At this condo, guests enjoy a water park, an outdoor pool, and a gym. Additional amenities include a hot tub, laundry facilities, and barbecue grills.
Pool
Hot Tub
HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH

HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH

1.55 mi from city center
This vacation home features an indoor pool, an outdoor pool, and a gym. Other amenities at this golf vacation home include a hot tub, an arcade/game room, and laundry facilities.
Pool
Hot Tub
Serenity awaits - located just steps from beautiful Poipu beach with A/C!

Serenity awaits - located just steps from beautiful Poipu beach with A/C!

2.05 mi from city center
Guests staying at this vacation home enjoy an outdoor pool, a gym, and a hot tub. Additional amenities include laundry facilities, a garden, and barbecue grills.
Pool
Hot Tub
Ocean-View Studio, Steps from Beaches In Sunny Poipu

Ocean-View Studio, Steps from Beaches In Sunny Poipu

1.73 mi from city center
$468 nightly
The price is $544 total per night
$544 total
Aug 11 - Aug 12
Total includes taxes and fees
This apartment features a hot tub and a garden. This smoke-free apartment building also has barbecue grills.
Pool
Hot Tub
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
A/C Oceanfront View Of Poipu Beach.

A/C Oceanfront View Of Poipu Beach.

2.46 mi from city center
$1,981 nightly
The price is $2,308 total per night
$2,308 total
Aug 17 - Aug 18
Total includes taxes and fees
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
Plumeria House, Poipu Beach, Koloa Home with a View

Plumeria House, Poipu Beach, Koloa Home with a View

2.65 mi from city center
At this vacation home, guests have access to features like laundry facilities. This family-friendly 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 $544 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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