Short-Term Rentals in South Shore, HI: Compare 10+ Sites & Save

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1869 Best Short-Term Rentals in South Shore (Starting from $258)

Brand New Custom Bali Inspired Home in Kainani
Brand New Custom Bali Inspired Home in Kainani
House
Koloa, HI, USA
0.1k from South Shore center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Jacuzzis

4 Bedrooms10 Guests
New to Booking
$2087
Average price / night
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koolkondo Yoga Retreat Compound with Pool
koolkondo Yoga Retreat Compound with Pool
House
Koloa, HI, 96756, United States
0.1k from South Shore center

AC, Free Parking, Internet, Laundry, No Smoking, Washer

4 Bedrooms12 Guests
New to Booking
$1382
Average price / night
Check Availability
The Turquoise Turtle- AC-Pool-Ocean View
The Turquoise Turtle- AC-Pool-Ocean View
Apartment
Koloa, HI, USA
0.3k from South Shore center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$258
Average price / night
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4BR Bali Inspired Luxury Home in Kukuiula
4BR Bali Inspired Luxury Home in Kukuiula
House
Koloa, HI, 96756, United States
0.1k from South Shore center

AC, Bar, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$2911
Average price / night
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Kolepa Kai
Kolepa Kai
House
Koloa, HI, USA
0.8k from South Shore center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$466
Average price / night
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koolkondo Yoga Retreat Unit 1 with Pool
koolkondo Yoga Retreat Unit 1 with Pool
House
Koloa, HI, 96756, United States
0.2k from South Shore center

AC, Free Parking, Internet, Laundry, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$611
Average price / night
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Malia Makai - D - Dolphin
Malia Makai - D - Dolphin
House
Koloa, HI, USA
0.8k from South Shore center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$329
Average price / night
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koolkondo Yoga Retreat Unit 2 with Pool
koolkondo Yoga Retreat Unit 2 with Pool
House
Koloa, HI, 96756, United States
0.2k from South Shore center

AC, Free Parking, Internet, Laundry, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$675
Average price / night
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Malia Makai - G - Starfish
Malia Makai - G - Starfish
House
Koloa, HI, USA
0.8k from South Shore center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$292
Average price / night
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Beautiful ocean view Poipu 7 brs for 17!  60 yards to Beach!
Beautiful ocean view Poipu 7 brs for 17! 60 yards to Beach!
House
Koloa, HI, 96756, United States
0.3k from South Shore center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

7 Bedrooms17 Guests
New to Booking
$2961
Average price / night
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Poipu Shores 101A
Poipu Shores 101A
House
Koloa, HI, USA
0.8k from South Shore center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$593
Average price / night
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2 Bedroom Condo in Poipu with Pool, Hot Tub, AC, Just steps to the Beach & Pools
2 Bedroom Condo in Poipu with Pool, Hot Tub, AC, Just steps to the Beach & Pools
Apartment
Koloa, HI, 96756, United States
0.5k from South Shore center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$969
Average price / night
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Poipu Shores 207A
Poipu Shores 207A
House
Koloa, HI, USA
0.8k from South Shore center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

2 Bedrooms5 Guests
New to Booking
$683
Average price / night
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Marriott's Waiohai Beach Club : New Years week : 2 Bedroom, full amenities
Marriott's Waiohai Beach Club : New Years week : 2 Bedroom, full amenities
Apartment
Koloa, HI, 96756, United States
0.5k from South Shore center

AC, Barbecue, Fitness Equipment, Free Parking, Hot Tub, Internet, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$1175
Average price / night
Check Availability
Poipu Shores 107A
Poipu Shores 107A
House
Koloa, HI, USA
0.8k from South Shore center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$454
Average price / night
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koolkondo Studio Cottage
koolkondo Studio Cottage
House
Koloa, HI, 96756, United States
0.7k from South Shore center

AC, Free Parking, Internet, Kitchen, No Smoking, Pool

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$434
Average price / night
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Poipu Shores 102A
Poipu Shores 102A
House
Koloa, HI, USA
0.8k from South Shore center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

2 Bedrooms6 Guests
New to Booking
$509
Average price / night
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Charming Cottage
Charming Cottage
Cottage
Koloa, HI, 96756, United States
0.7k from South Shore center

Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms5 Guests
10.0

Exceptional

119 reviews

$391
Average price / night
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Poipu Makai Villas C1
Poipu Makai Villas C1
House
Koloa, HI, USA
0.8k from South Shore center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$635
Average price / night
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3BR/2,5 BA Modern Hawaiian Plantation Home with AC-Poipu
3BR/2,5 BA Modern Hawaiian Plantation Home with AC-Poipu
House
Koloa, HI, 96756, United States
1.5k from South Shore center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$840
Average price / night
Check Availability
Island retreat at Kiahuna Golf Club - Poipu Athletic Club pool & hot tub access
Island retreat at Kiahuna Golf Club - Poipu Athletic Club pool & hot tub access
House
Koloa, HI, 96756, United States
1.5k from South Shore center

AC, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
9.0

Fabulous

24 reviews

$736
Average price / night
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Haupu Hale at Poipu: Luxury Home w/ Golf Course View
Haupu Hale at Poipu: Luxury Home w/ Golf Course View
House
Koloa, HI, 96756, United States
1.5k from South Shore center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Hot Tub, Kitchen, Laundry

4 Bedrooms10 Guests
9.8

Exceptional

10 reviews

$1291
Average price / night
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Luxury Kukui’ula 4 master suites
Luxury Kukui’ula 4 master suites
House
Koloa, HI, 96756, United States
1.6k from South Shore center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$2058
Average price / night
Check Availability
Private Kōloa Retreat | Pool + Golf Course Views | Near Poʻipū Beach
Private Kōloa Retreat | Pool + Golf Course Views | Near Poʻipū Beach
House
Koloa, HI, 96756, United States
1.6k from South Shore center

AC, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1435
Average price / night
Check Availability
Kauai Modern Luxury •Near Beach •A/C •Golf Views •WiFi •Huge Kitchen •Sleeps 12
Kauai Modern Luxury •Near Beach •A/C •Golf Views •WiFi •Huge Kitchen •Sleeps 12
House
Koloa, HI, 96756, United States
1.6k from South Shore center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

4 Bedrooms12 Guests
New to Booking
$1315
Average price / night
Check Availability
Hale Mahie Nene By Parrish Kauai - Great family home with AC & Pool
Hale Mahie Nene By Parrish Kauai - Great family home with AC & Pool
House
Koloa, HI, 96756, United States
1.6k from South Shore center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms10 Guests
New to Booking
$1527
Average price / night
Check Availability
Wainani \"Heated Pool, Hot Tub, Game Room & A/C\"
Wainani \"Heated Pool, Hot Tub, Game Room & A/C\"
House
Koloa, HI, 96756, United States
1.6k from South Shore center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Hot Tub

4 Bedrooms8 Guests
10.0

Exceptional

74 reviews

$1214
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in South Shore.

Stay Near South Shore's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

South Shore Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 1869 verified short-term rentals in South Shore, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in South Shore vary depending on location, property size, and travel dates. Rates typically start from around $258 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in South Shore include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in South Shore, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in South Shore often include amenities such as Laundry, Internet, and Kitchen, providing a comfortable and convenient stay.

Short-term rentals in South Shore are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.