Photo by Dan Sherman

South Shore holiday homes

We found 2,387 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – South Shore

Showing deals for:8 Jan - 15 Jan

Property grounds
view from Lanai looking east
Interior
Pool
Exceptional
(74 reviews)

Stunning Oceanview Room, Beachfront Resort, 4 Pools, 2 Jacuzzis, Restaurants

Lihue

5% off
NZ$3,765
for 7 nights, 1 apartment
NZ$538 per night
includes taxes & fees
Stunning Oceanview Room, Beachfront Resort, 4 Pools, 2 Jacuzzis, Restaurants
Exterior
Pool
Pool
Beach
Wonderful
(37 reviews)

Oceanfront Resort, 4 Beautiful Pools, 2 Jacuzzis, Steps to Beach, ocean views!

Lihue

5% off
NZ$3,617
for 7 nights, 1 apartment
NZ$517 per night
includes taxes & fees
Oceanfront Resort, 4 Beautiful Pools, 2 Jacuzzis, Steps to Beach, ocean views!
BBQs at the pools right behind my building C.
The resort has lagoons & fountains & lovely landscaping to stroll around
The Condo Pool decking was recent & has many relaxing lounges under1 minute away
Sunrise view of condos from the beach every morning it is natures art
Exceptional
(350 reviews)

Over 350 Avg 5.0 Star Reviews Say It all! This Is The Best Deal On Kauai! .

Lihue

6% off
NZ$4,140
for 7 nights, 1 apartment
NZ$591 per night
includes taxes & fees
Over 350 Avg 5.0 Star Reviews Say It all! This Is The Best Deal On Kauai! .
Dining
Exterior
Dining
Interior
Wonderful
(44 reviews)

Gorgeous Beachfront Resort, 4 Beautiful Pools, Walkout room to the pools, ocean

Lihue

5% off
NZ$3,617
for 7 nights, 1 apartment
NZ$517 per night
includes taxes & fees
Gorgeous Beachfront Resort, 4 Beautiful Pools, Walkout room to the pools, ocean
Outdoor dining
Pool
Interior
Pool
Wonderful
(39 reviews)

Ocean View Room, Spectacular Beachfront Resort, 4 pools, Restaurants on site

Lihue

5% off
NZ$3,617
for 7 nights, 1 apartment
NZ$517 per night
includes taxes & fees
Ocean View Room, Spectacular Beachfront Resort, 4 pools, Restaurants on site
Exterior
Pool
Pool
Resort Lobby
Excellent
(44 reviews)

Oceanfront Kauai Beach Resort, 4 Pools, 2 hot tubs, Spa and Restaurants on Site

Lihue

5% off
NZ$3,557
for 7 nights, 1 apartment
NZ$508 per night
includes taxes & fees
Oceanfront Kauai Beach Resort, 4 Pools, 2 hot tubs, Spa and Restaurants on Site
Pool
Pool
Beach
Exterior
Wonderful
(37 reviews)

Breathtaking Oceanfront Resort, 4 pools, 2 Jacuzzis and Restaurants on Site

Lihue

5% off
NZ$3,407
for 7 nights, 1 apartment
NZ$487 per night
includes taxes & fees
Breathtaking Oceanfront Resort, 4 pools, 2 Jacuzzis and Restaurants on Site
Property grounds
Exterior
Beach
Pool
Exceptional
(143 reviews)

BEACHFRONT RESORT restaurants on site, Ocean & Pool Views!

Lihue

5% off
NZ$3,765
for 7 nights, 1 apartment
NZ$538 per night
includes taxes & fees
BEACHFRONT RESORT restaurants on site, Ocean & Pool Views!
TV viewing area, with  New Smart TV for Amazon and Netflix movies and Pandora.
Tennis Courts and Community Pool just a few minutes walk from the house.
Botanical gardens, 10 minute drive
Open concept living /dining area, vaulted ceilings, AC and ceiling fans. Comfy!
Exceptional
(119 reviews)

4 BDR, 3 BR, A/C, walk to beaches, restaurants and The Grand Hyatt

Koloa

6% off
NZ$16,838
for 7 nights, 1 home
NZ$2,405 per night
includes taxes & fees
4 BDR, 3 BR, A/C, walk to beaches, restaurants and The Grand Hyatt
Dining
Pool
Property grounds
Interior
Wonderful
(33 reviews)

Oceanfront Kauai Beach Resort, 4 Pools, 75 foot Water Slide, Restaurants on site

Lihue

5% off
NZ$3,617
for 7 nights, 1 apartment
NZ$517 per night
includes taxes & fees
Oceanfront Kauai Beach Resort, 4 Pools, 75 foot Water Slide, Restaurants on site
Exterior
Living area
Dining
Property grounds
Exceptional
(34 reviews)

Kiahuna Plant. Ground Floor #114,AC, Athletic Club, Tennis Courts and much more

Koloa

7% off
NZ$5,365
for 7 nights, 1 apartment
NZ$766 per night
includes taxes & fees
Kiahuna Plant. Ground Floor #114,AC, Athletic Club, Tennis Courts and much more
Living Room
Aerial View of Both VRBO Listings: 1104054
Pool
Dining and Kitchen
Exceptional
(151 reviews)

5 Star, Great for Families, 4BD w/AC, HTD Pool, Poipu Beach Athletic Club access

Koloa

7% off
NZ$16,515
for 7 nights, 1 home
NZ$2,359 per night
includes taxes & fees
5 Star, Great for Families, 4BD w/AC, HTD Pool, Poipu Beach Athletic Club access
Master bedroom with ocean view
Stunning ocean view from lanai
Ocean view from lanai
Living room with gorgeous art and furniture
Exceptional
(35 reviews)

HIDDEN GEM: Fantastic OCEANVIEW Condo/w New AC and Windows - Recently Remodeled!

Koloa

7% off
NZ$7,856
for 7 nights, 1 apartment
NZ$1,122 per night
includes taxes & fees
HIDDEN GEM: Fantastic OCEANVIEW Condo/w New AC and Windows - Recently Remodeled!
Front Lanai off the Living Room Upstairs
Aerial picture to show the location of the home in proximity to the beach
View of the front of the house
Living Room and outside Lanai
Exceptional
(10 reviews)

Ocean-View Poipu Home, 3 King Bedrooms, A/C, Walk to Shipwreck Beach

Koloa

7% off
NZ$10,163
for 7 nights, 1 home
NZ$1,452 per night
includes taxes & fees
Ocean-View Poipu Home, 3 King Bedrooms, A/C, Walk to Shipwreck Beach
Living area
Dining on the lanai
Relax in  privacy  on the top floor....no one can walk in front of your lanai.
Smart TV, open dining area
Exceptional
(246 reviews)

Kiahuna Plantation partial OceanView,top floor,4 min walk to beach, pool,gym,+AC

Koloa

7% off
NZ$5,357
for 7 nights, 1 apartment
NZ$765 per night
includes taxes & fees
Kiahuna Plantation partial OceanView,top floor,4 min walk to beach, pool,gym,+AC
Poipu Kai hot tub and pool
Tide Pools Restaurant at Grand Hyatt Poipu
Poipu Kai Resort
Hot tub and hanging king-size bed
Exceptional
(29 reviews)

Love Nest - Luxury Studio in tropical gardens with koi ponds, waterfalls

Koloa

7% off
NZ$4,405
for 7 nights, 1 apartment
NZ$629 per night
includes taxes & fees
Love Nest - Luxury Studio in tropical gardens with koi ponds, waterfalls
Golf
Pool
Interior
Newly updated
Exceptional
(12 reviews)

Poipu Beach• AC• Walk Out• 3-Min to Beach • Pool • Surf School• Snorkel• Turtle

Koloa

8% off
NZ$6,649
for 7 nights, 1 apartment
NZ$950 per night
includes taxes & fees
Poipu Beach• AC• Walk Out• 3-Min to Beach • Pool • Surf School• Snorkel• Turtle
Your front row seat to the whales' playground--so close you can hear the  spouts
View from lanai--The daylight stage features the mesmerizing dance of the sea
Your comfortable king bed
What you see outside every day from your bedroom and living room
Exceptional
(128 reviews)

Panoramic Ocean and Sunset View in Poipu – Enjoy Lofty Haven Cross-Breezes!

Koloa

7% off
NZ$5,839
for 7 nights, 1 apartment
NZ$834 per night
includes taxes & fees
Panoramic Ocean and Sunset View in Poipu – Enjoy Lofty Haven Cross-Breezes!
Pool with Waterslide
Unwind, sunbathe, or sip a drink—your lanai, your paradise
Island comfort inspired by the red lehua blossom
Relax in comfort after your Poʻipū adventures
Excellent
(11 reviews)

AMAZING location steps from the beach - Ohia Lehua Suite - AC, & PBAC included!

Koloa

5% off
NZ$6,025
for 7 nights, 1 apartment
NZ$861 per night
includes taxes & fees
AMAZING location steps from the beach - Ohia Lehua Suite - AC, & PBAC included!
The primary bedroom has AC, a king-sized bed, and a tv.
But I like to eat all my meals on the lanai.
The kitchen is on the left, and there is a view from the kitchen to the outside.
This photo of the building was taken from the dedicated parking space.
Exceptional
(144 reviews)

Kahala at Poipu Kai

Koloa

7% off
NZ$4,935
for 7 nights, 1 apartment
NZ$705 per night
includes taxes & fees
Kahala at Poipu Kai
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit South Shore

  • Stunning Beaches: Relax on the golden sands of Poipu Beach, ideal for sunbathing and water sports.
  • Outdoor Adventures: Explore lush landscapes with activities like hiking and snorkelling amidst vibrant marine life.
  • Botanical Gardens: Visit beautiful gardens showcasing Hawaii's unique flora and fauna, perfect for nature lovers.
  • Scenic Blowholes: Witness the dramatic blowholes that shoot seawater high into the air, a spectacular natural phenomenon.
  • Cultural Experiences: Immerse yourself in the rich history and culture of the region, with charming coastal towns to explore.

Top attractions near South Shore

South Shore, Hawaii, offers stunning beaches and captivating outdoor experiences perfect for a holiday. Visitors can explore beautiful botanical gardens, witness the power of blowholes, and soak in breathtaking scenery. This region is ideal for those seeking a blend of relaxation and cultural experiences, catering to both families and solo travellers. With its vibrant coastal charm, South Shore promises an unforgettable getaway filled with adventure and natural beauty.

  • Poipu Beach: A stunning stretch of golden sand, Poipu Beach is perfect for sunbathing, swimming, and snorkelling in tranquil waters, making it a favourite spot for families and water enthusiasts.
  • National Tropical Botanical Garden: This lush paradise features diverse tropical plants and scenic walking paths, ideal for family outings or romantic strolls amidst breathtaking natural beauty.
  • Prince Kuhio Park: A historic site dedicated to the legacy of Prince Kuhio, this park offers cultural insights and serene picnic spots, surrounded by coastal views.

Things to do recommended for couples

For a romantic getaway in South Shore, Hawaii, consider a sunset sail along the coast, or explore the breathtaking Waimea Canyon together. Don't miss a leisurely stroll on the stunning beaches, and indulge in a candlelit dinner at a local seafood restaurant for an unforgettable evening.

Things to do recommended for families

Families will love exploring the stunning beaches of Poipu, where kids can snorkel and spot vibrant marine life. Enjoy a visit to the National Tropical Botanical Garden, or embark on a memorable boat tour along the breathtaking Na Pali Coast for an unforgettable adventure together.

Things to do recommended for groups

Explore the stunning beaches of Poipu, join a traditional Hawaiian luau for an authentic cultural experience, or embark on a scenic hike in the lush trails of Waimea Canyon. Perfect for group fun, these activities will create unforgettable memories together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around South Shore

Whether you're journeying with a group, travelling as a family, bringing your pets along, or seeking extended stays, be sure to set your filters to the right priorities. Here are some Vrbo booking tips for you.

  • Traveling to South Shore with a group: Consider the number of bedrooms required and any extra features you might need, like a full kitchen or outdoor area for a group gathering. Luckily, you can refine your search on Vrbo to include all these options and more.
  • Traveling to South Shore with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, while also looking for age-appropriate facilities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to South Shore: For many, a family holiday isn’t complete without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly stays offer feeding bowls and beds, ensuring everyone feels right at home.
  • Planning for a long term stay visiting South Shore: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near South Shore

South Shore, Hawaii, is a tropical paradise perfect for a sunny holiday, boasting stunning beaches and breathtaking scenery. Explore the vibrant atmosphere of Poipu Beach, where you can relax on golden sands or indulge in water sports. The region's charming coastal towns offer a romantic vibe, while outdoor adventures await in lush landscapes. With its rich history and captivating natural beauty, South Shore promises an unforgettable experience for all travellers seeking the essence of Hawaii.

  • Koloa: Koloa is a charming city located 2km from South Shore, offering a delightful mix of coastal relaxation and outdoor adventure. Visitors are drawn to its pristine beaches and scenic vistas, perfect for those who appreciate a relaxed outdoor lifestyle. The area features accessible golf courses and recreational spaces, making it an ideal destination for both leisurely strolls and active pursuits. The nearby family beach and bay add to its allure, ensuring a memorable experience with a blend of nature and leisure.
  • Poipu: Poipu is a vibrant neighbourhood situated 5km from South Shore. It is renowned for its inviting beach scenes and outdoor charm. Travellers can enjoy a range of activities from playing on local playgrounds to a round of golf on its well-maintained courses. The scenic beauty of nearby family beaches and the bay provides a picturesque backdrop, ideal for a day of exploration and relaxation in a colourful coastal setting.
  • Omao: Omao is a welcoming neighbourhood located 2km from South Shore, known for its blend of beachside charm and active sports opportunities. It offers a variety of outdoor pursuits, including recreational areas and golf facilities, making it a great spot for those keen on both relaxation and a bit of adventure. The local beaches and bay, with their family-friendly appeal, add to the overall scenic and invigorating experience of visiting this lively coastal area.

Best time to go to South Shore

If you're planning a trip to South Shore, it's a good idea to check both the weather and property rates. The warmest month is September.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January72.3°F (22.4°C)Light RainMostly Sunny
February71.6°F (22.0°C)Light RainMostly Sunny
March71.8°F (22.1°C)Light RainMostly Cloudy
April73.4°F (23.0°C)Light RainMostly Cloudy
May75.0°F (23.9°C)Light RainMostly Sunny
June76.6°F (24.8°C)Light RainMostly Cloudy
July77.5°F (25.3°C)No Rain (Dry)Mostly Cloudy
August78.1°F (25.6°C)No Rain (Dry)Mostly Cloudy
September78.4°F (25.8°C)No Rain (Dry)Mostly Sunny
October77.5°F (25.3°C)Light RainMostly Sunny
November75.7°F (24.3°C)Light RainMostly Cloudy
December73.6°F (23.1°C)Light RainMostly Sunny

Booking with Vrbo is a breeze

Are you hoping to save some cash on your upcoming trip? Being flexible with your travel dates can really make a difference, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a dedicated space for you to start fresh journeys, continue planning your adventures, or review and organise your bookings. Your saved or booked properties are neatly categorised into Potential, Upcoming, or Current Trips. Discover more about Trip Boards by visiting: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Book a holiday rental for your South Shore getaway

Learn about the unique charm of South Shore with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in South Shore

Are you searching for attractions to see in the area? Venture out of your cosy holiday rental and experience everything that makes South Shore a one-of-a-kind holiday spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Poipu Bay Golf Course (2.8 mi / 4.4 km)
  • The Ocean Course at Hokuala (8.6 mi / 13.8 km)
  • Wailua Golf Course (11.5 mi / 18.5 km)
  • Kiahuna Golf Course (1.7 mi / 2.8 km)
  • Kauai Coffee Company (6 mi / 9.6 km)
  • Ke Ala Hele Makalae East Shore Beach Path (16 mi / 25.8 km)

Exploring the natural landscape of South Shore

Whether you're looking for adventure or just want to appreciate the scenery, South Shore is a great place to get out in nature. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Poipu Beach (2.4 mi / 3.9 km)
  • Prince Kuhio Park (1.8 mi / 2.8 km)
  • Lawai Beach (1.8 mi / 2.9 km)
  • Baby Beach (1.8 mi / 3 km)
  • Kiahuna Beach (2.1 mi / 3.5 km)
  • Brennecke Beach (2.5 mi / 4.1 km)

Frequently asked questions

What is the best area to stay in South Shore when booking a holiday home?
Among the most popular destinations to choose a holiday property in South Shore is Poipu. Set up home here and have fun visiting its must-see attractions, such as Poipu Beach and Lawai Beach.
What is the most popular type of holiday home accommodation in South Shore?
Condos are the most popular style of holiday home in South Shore, according to our data. Even if you have something a little different in mind, Bookabach has properties in all sizes and shapes. Compare our options to find your perfect pad.
How much does it cost to rent a holiday home in South Shore?
Different factors can affect the price of a holiday home in South Shore, such as the length of stay, season and type of property. But, all Bookabach homes have something in common — amazing value. Simply enter your travel dates to find your dream escape.
How much does it cost to rent a beach house in South Shore?
Prices for beach houses in South Shore may vary depending on the size and style of the property and time of year you're travelling. Simply enter your dates of travel into Bookabach and the number of guests to view holiday home options and prices. From there you can use our filter tool to narrow your search results by ratings, nearby activities and more.
What are popular home amenities in South Shore?
The most popular home amenities people are searching for in South Shore are off-street parking options, a fridge and a microwave oven. Whether you're holidaying with friends, family or even pets, Bookabach holiday homes come with the best amenities for making epic memories with the people you love.
Are there large group holiday homes in South Shore?
With 102 properties that can sleep 10 people or more in South Shore, you don't have to keep your invite list short. From holidays with the extended family to events like weddings and birthday parties, Bookabach will help you find a large group home to match the occasion.
What are the top attractions for families in South Shore?
There are plenty of fabulous things to do and see with the family in South Shore, such as:
  • Poipu Beach
  • Lawai Beach
  • Shipwreck Beach
Can I find two-bedroom holiday homes in South Shore?
Gather your besties and enjoy total privacy and comfort in one of the 563 two-bedroom holiday homes South Shore has to offer.
Are there holiday homes with WiFi in South Shore?
Choose from 419 holiday homes with WiFi in South Shore. If you want to disconnect from daily life on your trip, but still need to be connected to the internet, these getaways have what you need. Narrow your search by applying the WiFi filter on Bookabach.
How old do you have to be to rent a holiday home in South Shore?
The minimum age can differ across properties on Bookabach, so check the rules of the holiday home in South Shore you want to book. But typically, it's 16, 18 or 21.
How long can I rent a holiday home in South Shore for?
The amount of time you can rent a South Shore holiday home for varies depending on the property. Simply tap in your travel dates to see options that offer extended stays. They come with all you need to make your extended break more enjoyable and comfortable, like laundries and air conditioning. Some holiday homes may also offer weekly or monthly discounts, so you can stay longer for less money.

More holiday ideas