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Our top choices for South Shore holiday rentals


Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
Beachfront Condo Poipu Beach Amenities Galore
Beachfront Condo Poipu Beach Amenities Galore
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6
An Affordable Alternative to Expensive Accommodations in Poipu
An Affordable Alternative to Expensive Accommodations in Poipu
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym
Oceanview Penthouse Condo Just 50 Yards From the Beach! A/C, Pool, Hot Tub, Gym
Prince Kuhio 335 OCEANVIEW STUDIO
Prince Kuhio 335 OCEANVIEW STUDIO
Ocean-View Studio, Steps to Beaches, in Sunny Poipu
Ocean-View Studio, Steps to Beaches, in Sunny PoipuFind holiday rentals that suit your style
Top South Shore Hotel Reviews

Castle Po'ipū Shores
Find out more about South Shore
Everything you need to know about South Shore holiday rentals
Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Shore holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Shore holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
South Shore holiday rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in South Shore. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .
Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Shore holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of South Shore holiday rentals we have selected for you start as low as £292 per night. Entering your travel dates in the search wizard you might find even better deals!
How to find incredible deals on South Shore rentals
At Expedia, we put the best South Shore holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top South Shore rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Shore holiday.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Shore. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
Explore a world of travel with Expedia
- Kaumakani Hotels
- 1br 1Ba Kahala Tropical Dream
- 3 Bedroom Penthouse W/Private Lanai–Poipu Shores
- A Beautiful Condo at the Waters Edge with a Great View
- Alihi Lani 2 reduced Fall rates!
- Charming 3BR Koloa Shore Cottage with ocean views and AC
- The Catbird Seat
- Cozy 3bd/3b Beach Retreat
- Akahai at Poipu Beach By Parrish Kauai
- Fit For Royalty! Beachfront w/Open Kitchen
- Hale Kai
- Hale Kilokilo By Parrish Kauai
- Hale Lo'i Cottage
- Hale Nani By Parrish Kauai
- Hale Ohana
- Kiahuna Plantation Renovated 1br
- Kiahuna Plantation Resort 190 Ocean View 1 Bedroom
- Kiahuna Plantation Resort 33 Ocean View 1 Bedroom
- Ko'a Kea Resort on Po'ipu Beach
- Kp13 2nd Floor
- Lawai Beach Resort 1 Bdrm Apt
- Lawai Beach Resort 314 By Parrish Kauai
- Leipiha ke Aloha
- This townhouse is a 2 bedroom(s)
- Luxury Home
- Luxury Poipu 4br Villa with AC Walk to the Beach!
- The ‘IMI OLA at Kiahuna Beach
- Nalo Studio A By Parrish Kauai
- Poipu condo near beach with lanai and pool access summer deals
- New Remodeled May 2025 1
- Nihi Kai #403
- Nihi Kai Villa #421 By Parrish Kauai
- Ocean View
- Poipu Beach Kauai Honeymoon
- Poipu Bay Getaway
- Poipu Beach Making Memories
- Poipu
- Kukui'ula Villa 8: Oceanview Condo w/AC/Private Lanai, Walk to Shops/Restaurants
- Poipu Sands 315 By Parrish Kauai
- Poipu Sands at Poipu Kai #316 By Parrish Kauai
- Poipu Sands at Poipu Kai #334 By Parrish Kauai
- Poipu Shores 104C
- Fabulous condo
- Private HOME
- Poipu Sunset Hale: Spacious 4BR Home with Tiki Bar, AC, & Beach Club Access
- Regency Villas At Poipu Kai H222 5 Bedroom Condo
- Lawai Beach1206 Ocean Front By Suite Paradise
- Kahala 721 Partial Ocean View By Suite Paradise
- Manualoha 1102 Perfect AC throughout By Suite Paradise
- Makahuena 5103 Oceanfront By Suite Paradise
- Manualoha 205 Breathtaking Ocean Views By Suite Paradise
- Pili Mai 6B Amazing Sunsets By Suite Paradise
- Regency 910 Sweet Escape By Suite Paradise
- The Lodge at Kukui’ula
- Newly Updated Kiahuna 1BR
- Hilton Vacation Club The Point At Poipu Kauai
- Tranquil Retreat w/Split AC
- Poipu Beach Kauai Honeymoon
- Waikomo Stream Villas 321
- Waikomo Stream Villas 122 Fish Pond View
- What a SPECTACULAR view! 2 bdrm Poipu Sands Condo
- Koloa Hotels
- Castle Kaha Lani Resort
- Club Wyndham Kauai Beach Villas
- East Kauai w/ocean view lanai
- Luxury Gem at Kauai Beach Resort and Spa KBR 3122
- Marriott Kauai Beach Club
- Outrigger Kauaʻi Beach Resort & Spa
- Oceanview Kauai Retreat
- Pukalani a Marriott Grand Residence
- The Royal Sonesta Kaua'i Resort Lihue
- Your Kauai Adventure Starts With This Lovely Villa.
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- Nawiliwili Hotels
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