Owner Direct Vacation Rentals in South Shore

The Best Owner Direct Vacation Rentals in South Shore. Explore thousands of vacation home rentals, large cabins, and villas near South Shore

4 Bedroom Luxury Home w/Private Pool
New
From US $2,665
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Pool
  • TV
Pili Mai 5D - Luxury 3bed/3bath, Sunny side From US $556
         

10.0 (35 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Poipu Makai E1 From US $417
         

|
10.0 (5 Reviews)
House
  • Pool
  • View
  • Security/Safety
3 Bedroom Luxury Home w/Private Pool
New
From US $2,161
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Pool
  • TV
Hale Moana Kai From US $564
         

|
10.0 (3 Reviews)
House
  • Pool
  • Wheelchair Accessible
  • Balcony/Terrace
4 Bedroom Villa - Platinum
New
From US $3,666
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Pool
  • TV
New remodeled Kiahuna Paradise condo From US $491
         

|
10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in South Shore

Over 2969+ Luxury Places to Stay in or Near South Shore
Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22 From US $6,955
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Hale Luana By Parrish Kauai-beachfront estate with pool From US $6,443
         

Top-Rated Vacation Rentals with a Pool in South Shore

Over 2315+ Top-Rated Vacation Rentals with a Pool in or Near South Shore
Stunning 2 Bedroom Luxury Cottage 300 feet from Poipu Beach Park From US $712
         

Plumeria House, Poipu Beach, Koloa Home with a View From US $1,197
         

10.0 (198 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Makahuena 2102 by Destination Kauai with A/C From US $618
         

10.0 (178 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
LUXURY VILLA, 3 Private Suites, Pool/Spa, Gym, Central A/C, Beach From US $817
         

Pet-Friendly Vacation Rentals in South Shore

Over 16+ Pet-Friendly Vacation Rentals in or Near South Shore
Pili Mai 13C From US $337
         

|
10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
Kai Lani Villa Poipu 5Bd Pool&AC Sleeps 20+
New
From US $3,143
         

New
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Koa Kea Resort on Poipu Beach From US $649
         

|
9.0 (57 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Oceanfront Beach Home w/Hot Tub, EV Charger – Steps to Poipu Beach Park! From US $972
         

Sheraton Kauai Resort From US $609
         

|
8.7 (131 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Tiki Villa In Poipu 5bd4bth, Pool& Ac, Sleeps 16 From US $1,620
         

|
New
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in South Shore

Over 401+ Large Vacation Homes & Villas in or Near South Shore
Poipu Kai 5 Bed 3 Bath Home- Alekona Kauai From US $1,450
         

|
10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • View
4 Bedroom Villa - Platinum
New
From US $4,234
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Pool
  • TV
The Lodge at Kukui’ula From US $1,796
         

|
9.6 (17 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Ground Floor Luxury Penthouse in Poipu Kai From US $1,266
         

|
10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
4 Bedroom Villa - Platinum
New
From US $4,145
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Pool
  • TV
Poipu Kai 6 Bedroom Oceanfront Greenbelt Home Poipu Beach From US $1,512
         

|
10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
4 Bedroom Villa - Platinum
New
From US $3,243
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Pool
  • TV
2 BR Luxury Oceanview Condo in Kukuiula From US $811
         

|
10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • View

Wheelchair Accessible Vacation Homes in South Shore

Over 388+ Wheelchair Accessible Vacation Homes in or Near South Shore
Full Remodeled 1br condo with Air conditioner From US $475
         

|
10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Koloa Landing Resort at Poipu, Autograph Collection From US $647
         

|
9.6 (1005 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
AC Gourmet Kitchen Hot Tub Pool King Bed Ground Floor Netflix From US $514
         

|
9.8 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Pili Mai 13A From US $408
         

9.8 (4 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
Pili Mai From US $396
         

|
9.6 (30 Reviews)
Apartment
  • Pool
  • Wheelchair Accessible
  • Balcony/Terrace

South Shore Varoom and Airbnb Places to Stay Under $200

Over 10+ South Shore Varoom and Airbnb Places to Stay Under $200
Marjorie's Kauai Inn From US $180
         

|
9.9 (7 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Prince Kuhio 335 OCEANVIEW STUDIO From US $160
         

9.2 (59 Reviews)
Condo
  • Air Conditioner
  • Pool
  • Balcony/Terrace
Prince Kuhio 336: Newly Renovated! From US $200
         

4.8 (55 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • Balcony/Terrace
Private Prince Kuhio Studio Sleeps 4. A/C and Plenty of Ocean Breeze From US $170
         

2.5 (4 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • Balcony/Terrace
Beautiful Condo at a Great Price & Location From US $180
         

4.8 (134 Reviews)
Condo
  • Air Conditioner
  • Pool
  • View
Prince Kuhio 136 Studio 1st floor poolside From US $125
         

9.2 (34 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in South Shore

Over 2053+ Instantly Bookable Vacation Homes in or Near South Shore
4 Bedroom Luxury Home w/Private Pool
New
From US $1,999
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pool
  • TV
1 Bedroom Bungalow - Platinum
New
From US $1,940
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pool
  • TV
3 Bedroom Cottage - Platinum
New
From US $3,126
         

10.0 (1 Review)
Cottage
  • Air Conditioner
  • Pool
  • TV
3 Bedroom Bungalow - Platinum
New
From US $2,708
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pool
  • TV
1 Bedroom Bungalow - Platinum
New
From US $1,728
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pool
  • TV
4 Bedroom Villa - Platinum
New
From US $4,230
         

9.0 (2 Reviews)
Villa
  • Air Conditioner
  • Pool
  • TV

About South Shore Vacation Rentals

With more than 2978 South Shore vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Ownerdirect and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in South Shore.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Ownerdirect South Shore, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in South Shore. Places to stay near South Shore are 1183.53 ft² on average, with prices averaging $918 a night.

Ownerdirect makes it easy and safe to find and compare vacation rentals in South Shore with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in South Shore

Type Count
Vacation Homes 825
Holiday Apartments 266
Resorts 175
Villas 101
Cottages 37
Hotels with Suites 29
B&B 5
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in South Shore

Pro Tip: Ownerdirect makes it easy to compare the best listings on Ownerdirect homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Ownerdirect homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in South Shore.

Weather in South Shore

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