Title: South Shore Vacation Home Rentals from CA $498: Search Top Private Vacation Homes for Rent | Expedia.ca [South Shore Travel Guide](https://expedia.ca/South-Shore.dx553248635975748653)[Hotels in South Shore](https://expedia.ca/South-Shore-Hotels.d553248635975748653.Travel-Guide-Hotels)[Vacation Rentals in South Shore](https://expedia.ca/South-Shore-Vacation-Rentals.d553248635975748653.Travel-Guide-VacationRentals)[Flights to South Shore](https://expedia.ca/Cheap-Flights-To-South-Shore.d553248635975748653.Travel-Guide-Flights)[South Shore Car Rentals](https://expedia.ca/Car-Rentals-In-South-Shore.d553248635975748653.Car-Rental-Guide)[South Shore Vacation Packages](https://expedia.ca/South-Shore.d553248635975748653.Destination-Travel-Guides) ![Beautiful rainbow at Baby beach.](https://images.trvl-media.com/place/7675/5a25df8a-c568-44ae-9766-3aa510557667.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Melanie Rogers # South Shore Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Shore vacation homes ![Interior](https://images.trvl-media.com/lodging/55000000/54080000/54078900/54078846/db01018f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/55000000/54080000/54078900/54078846/650f2190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/55000000/54080000/54078900/54078846/w1439h1079x1y1-8ee850b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/55000000/54080000/54078900/54078846/ecde835e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-An-Affordable-Alternative-To-Expensive-Accommodations-In-Poipu.h54078846.Hotel-Information) 9.4/10 Exceptional (62) "The property was excellent and the owner is a really helpful person." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Svitlana CA $180 CA $498 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Koloa-Hotels-An-Affordable-Alternative-To-Expensive-Accommodations-In-Poipu.h54078846.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/84000000/83680000/83674200/83674112/a70426b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83680000/83674200/83674112/3cc50a53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83680000/83674200/83674112/da5b2d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83680000/83674200/83674112/b175efff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-Private-Home.h83674112.Hotel-Information) 9.6/10 Exceptional (19) "This house was perfect for our family of 5! So close to the beach and shopping. The house had everything we needed for our vacation. It was super clean. The air conditioning worked well. We will definitely stay here again when we come back to Kauai! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Evin C. CA $318 CA $779 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Koloa-Hotels-Private-Home.h83674112.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/68000000/67540000/67534100/67534087/6a129cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/68000000/67540000/67534100/67534087/a3076116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/68000000/67540000/67534100/67534087/9ffd708e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67540000/67534100/67534087/2625a827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-NEW-Poipu-2BR-RetreatPoolAC-Athletic-Club.h67534087.Hotel-Information) 10/10 Exceptional (22) "Wonderful experience, would definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott H. CA $1,783 CA $2,771 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Koloa-Hotels-NEW-Poipu-2BR-RetreatPoolAC-Athletic-Club.h67534087.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31770000/31766300/31766246/270-3f8a081c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/32000000/31770000/31766300/31766246/f263f213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/32000000/31770000/31766300/31766246/22b18495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/32000000/31770000/31766300/31766246/c3b7d734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-An-Affordable-Alternative-To-Expensive-Accommodations-In-Poipu.h31766246.Hotel-Information) 9.2/10 Wonderful (101) "Very thoughtful and helpful hosts. Comfortable furniture and close to many great places. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Don G. CA $279 CA $647 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Koloa-Hotels-An-Affordable-Alternative-To-Expensive-Accommodations-In-Poipu.h31766246.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/122000000/121590000/121586600/121586516/de6221aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121590000/121586600/121586516/ea06d9e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121590000/121586600/121586516/3a17fe94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/122000000/121590000/121586600/121586516/b2a2046d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-KP317-Private-3rdFl-Partial-Ocean-Pool-Garden.h121586516.Hotel-Information) CA $179 CA $792 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Koloa-Hotels-KP317-Private-3rdFl-Partial-Ocean-Pool-Garden.h121586516.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/31000000/30050000/30041400/30041360/89b66251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/31000000/30050000/30041400/30041360/96f01c3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30050000/30041400/30041360/2e1a7e48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/31000000/30050000/30041400/30041360/13e6a2ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-Fall-Special-For-Months-Of-October-November-See-Calendar.h30041360.Hotel-Information) 9.6/10 Exceptional (115) "We had a great time in this house. Big enough for family of 5 adults and one toddler. Have everything we need. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Connie Y. CA $585 CA $1,464 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/Koloa-Hotels-Fall-Special-For-Months-Of-October-November-See-Calendar.h30041360.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/90000000/89670000/89668300/89668229/34db8623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower](https://images.trvl-media.com/lodging/90000000/89670000/89668300/89668229/647c86d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/90000000/89670000/89668300/89668229/aad2dd66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/90000000/89670000/89668300/89668229/39459c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-Ocean-500-Feet.h89668229.Hotel-Information) 9.0/10 Wonderful (2) "the property was very clean and quiet. walk distance to the beautiful beach. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yuxia H. CA $620 CA $1,416 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Koloa-Hotels-Ocean-500-Feet.h89668229.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862007/4dea7dd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862007/72b40ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862007/06b924d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862007/05347938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-Poipu-Beach-1940s-Cottage-Outdoor-Showers.h120862007.Hotel-Information) CA $377 CA $1,453 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Koloa-Hotels-Poipu-Beach-1940s-Cottage-Outdoor-Showers.h120862007.Hotel-Information) ![Smart TV, video library](https://images.trvl-media.com/lodging/117000000/116950000/116947000/116946981/1a57e0a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116950000/116947000/116946981/829a215d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116950000/116947000/116946981/25b4ac1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116950000/116947000/116946981/9a38c1af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-New-Listing-Luxurious-4BR3BA-House-AC.h116946981.Hotel-Information) 10/10 Exceptional (14) "I stayed here with 6 girls for our girls trip and it worked out perfectly. Everything was as pictured and we had a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah L. CA $716 CA $2,082 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Koloa-Hotels-New-Listing-Luxurious-4BR3BA-House-AC.h116946981.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566260/d42b0618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, toys](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566260/033a3210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566260/236143ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, toys](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566260/adf4308b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-Great-Rates-Newly-Upgraded-4-BR-Luxury-Home-In-Sunny-Poipu-Baby-Beach.h33566260.Hotel-Information) 9.8/10 Exceptional (112) "Close to great snorkeling, boogie boarding beaches, & Very quiet community. Central location for excursions.Home was very clean and well stocked.It suited our three families very well" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Bruce W. CA $930 CA $2,196 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Koloa-Hotels-Great-Rates-Newly-Upgraded-4-BR-Luxury-Home-In-Sunny-Poipu-Baby-Beach.h33566260.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19920000/19911300/19911247/cf893eb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19920000/19911300/19911247/438ed1e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, video library, stereo](https://images.trvl-media.com/lodging/20000000/19920000/19911300/19911247/11b6cf8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/20000000/19920000/19911300/19911247/3a6794aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-Poipu-Beach-House-With-AC-In-Bayview-Resort-Steps-To-Beach-Grand-Hyatt.h19911247.Hotel-Information) 10/10 Exceptional (215) "Amazing property and most well stocked home we’ve ever stayed in. Location was wonderful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy S. CA $550 CA $1,471 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Koloa-Hotels-Poipu-Beach-House-With-AC-In-Bayview-Resort-Steps-To-Beach-Grand-Hyatt.h19911247.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34330000/34325400/34325386/9868bf59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34330000/34325400/34325386/23d74b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, video library, stereo](https://images.trvl-media.com/lodging/35000000/34330000/34325400/34325386/7ffd712b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34330000/34325400/34325386/03d63cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-Best-Rate-Upgraded-4-Bedroom-Luxury-Poipu-Home-Baby-Beach.h34325386.Hotel-Information) 9.0/10 Wonderful (10) "Amazing location and perfect for big family groups to stay. Host was easy to communicate with throghout the process. There were more amenities than I thought, like the kitchen was FULLY stocked with all types of toys and extra dried food. The downstairs also has a fully equipped kitchen. We enjoyed using the BBQ grill and having walking access to Baby Beach was great. You could also easily walk to the stores (Longs) Can't beat the location, definite must book." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jasmine Ariel CA $1,033 CA $2,305 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Koloa-Hotels-Best-Rate-Upgraded-4-Bedroom-Luxury-Poipu-Home-Baby-Beach.h34325386.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/40000000/39540000/39532000/39531943/7806a5e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39540000/39532000/39531943/91d94080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39540000/39532000/39531943/20c8b1ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/40000000/39540000/39532000/39531943/a0a16c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-Kauai-Exclusive-Pili-Mai-14A-Three-Bedroom-Suite-AC.h39531943.Hotel-Information) 10/10 Exceptional (34) "Great location, community and condo. Everything is immaculate including the grounds and pool. Perfect place to stay near Poipu beach. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark H. CA $909 CA $2,322 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Koloa-Hotels-Kauai-Exclusive-Pili-Mai-14A-Three-Bedroom-Suite-AC.h39531943.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259564/979ca043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259564/w1348h900x3y0-19885412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259564/d777c580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259564/d26ea635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-NEW-3BD-Luxe-Beach-Estate-Pool.h120259564.Hotel-Information) CA $553 CA $1,653 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Koloa-Hotels-NEW-3BD-Luxe-Beach-Estate-Pool.h120259564.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/102000000/101380000/101373100/101373001/be05d117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101380000/101373100/101373001/f7e69530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101380000/101373100/101373001/a5e2c958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101380000/101373100/101373001/b4ed6d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-4BR35BA-Private-House.h101373001.Hotel-Information) 10/10 Exceptional (23) "Incredible stay at Ohana house. The location is great, quiet, and very spacious. Would definitely stay here again. Thank you Mike for being an incredible host. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan H. CA $716 CA $2,000 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Koloa-Hotels-4BR35BA-Private-House.h101373001.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/68000000/67540000/67534400/67534335/bfe066be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67540000/67534400/67534335/f3f68ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/68000000/67540000/67534400/67534335/w1348h900x3y0-f26b3ea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/68000000/67540000/67534400/67534335/55b32fa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-NEW-Estate-5BR-RetreatPoolAC-PickleBall.h67534335.Hotel-Information) 10/10 Exceptional (6) "We loved this place. It was a wonderful place for all seven of us. The club house was a great place to end our day being lazy around the pool." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret G. CA $1,783 CA $3,504 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Koloa-Hotels-NEW-Estate-5BR-RetreatPoolAC-PickleBall.h67534335.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/118000000/117800000/117799000/117798912/5f4edbca_edited_60b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117800000/117799000/117798912/d090d96c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117800000/117799000/117798912/227e8e19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117800000/117799000/117798912/9684412d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-Charming-4-Bedroom-House-With-WiFi.h117798912.Hotel-Information) CA $1,558 CA $3,164 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Koloa-Hotels-Charming-4-Bedroom-House-With-WiFi.h117798912.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/43000000/42410000/42404100/42404005/6ee3b580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42410000/42404100/42404005/8f99bfc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42410000/42404100/42404005/1851d050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42410000/42404100/42404005/1da4c6ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-FULL-OCEAN-VIEWS-Poipu-Beach-House.h42404005.Hotel-Information) 10/10 Exceptional (107) "Wonderful stay great hosts!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) shannon S. CA $985 CA $2,198 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/Koloa-Hotels-FULL-OCEAN-VIEWS-Poipu-Beach-House.h42404005.Hotel-Information) ![Flat-screen TV, books](https://images.trvl-media.com/lodging/72000000/71150000/71146700/71146676/4cd0ed62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71150000/71146700/71146676/d31eab7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/72000000/71150000/71146700/71146676/acc4e6c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71150000/71146700/71146676/5330e058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-Honu-Kai-Villa-By-Parrish-Kauai-Oceanfront-Views.h71146676.Hotel-Information) 8.4/10 Very good (5) "Very nice place to stay next to shipwreck beach. Very quite and plenty of things to do around the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryant h. CA $3,170 CA $5,710 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/Koloa-Hotels-Honu-Kai-Villa-By-Parrish-Kauai-Oceanfront-Views.h71146676.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/118000000/117230000/117220200/117220152/b0aa2ef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117230000/117220200/117220152/85287740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/118000000/117230000/117220200/117220152/3c800398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117230000/117220200/117220152/2b89568c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poipu [](https://www.expedia.ca/Koloa-Hotels-Spacious-Home-Ocean-View-In-Beautiful-Poipu.h117220152.Hotel-Information) CA $2,477 CA $4,445 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Koloa-Hotels-Spacious-Home-Ocean-View-In-Beautiful-Poipu.h117220152.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-28&endDate=2025-12-29®ionId=553248635975748653&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Shore-Private-Vacation-Homes.d553248635975748653-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Shore-Private-Vacation-Homes.d553248635975748653-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top South Shore Hotel Reviews ![Sheraton Kauai Resort](https://images.trvl-media.com/lodging/1000000/10000/3700/3693/7c9e528d_y.jpg) ### Sheraton Kauai Resort 10/10 Excellent "Excellent location, clean, quiet area, felt safe, no chickens on the property, beautiful beach with great access, beach amenities available, friendly staff, clean rooms, excellent maid service and overall pleasant facility." [](https://expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort.h3693.Hotel-Information) ![Koloa Landing Resort at Poipu, Autograph Collection](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812333/54675631_y.jpg) ### Koloa Landing Resort at Poipu, Autograph Collection 10/10 Excellent "This was a great place for families to stay. We loved being able to self park, do laundry, and prepare meals in a location with a perfect pool and easy access to all of the tourist sites. " [](https://expedia.ca/Koloa-Hotels-Koloa-Landing-Resort-At-Poipu.h3812333.Hotel-Information) ![Grand Hyatt Kauai Resort and Spa](https://images.trvl-media.com/lodging/1000000/30000/22200/22122/b06c7c5b_y.jpg) ### Grand Hyatt Kauai Resort and Spa 10/10 Excellent "Goods options for food; laundry beautiful property and great guest services. " [](https://expedia.ca/Koloa-Hotels-Grand-Hyatt-Kauai-Resort-And-Spa.h22122.Hotel-Information) ![Sheraton Kauai Resort Villas](https://images.trvl-media.com/lodging/42000000/41820000/41815500/41815407/9c8f9534_y.jpg) ### Sheraton Kauai Resort Villas 10/10 Excellent "Yes to both! Beautiful location! Like the free parking. My room had a lovely location in resort😄" [](https://expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort-Villas.h41815407.Hotel-Information) ![Castle Kiahuna Plantation & Beach Bungalows](https://images.trvl-media.com/lodging/1000000/810000/800100/800079/201cd32b_y.jpg) ### Castle Kiahuna Plantation & Beach Bungalows 10/10 Excellent "Our favorite place to stay. The room had some fun stuff for kids as well (boogie boards, beach chairs, snorkel stuff, i realize these rooms are all different but would be great if they just took a pic of the "extras" closet so we knew we didnt need to pack our snorkel stuff." [](https://expedia.ca/Koloa-Hotels-Castle-Kiahuna-Plantation-Beach-Bungalows.h800079.Hotel-Information) ![Best Oceanfront - Walls of windows on famous surf and sunset, 2BR/2BA, A/C](https://images.trvl-media.com/lodging/28000000/27690000/27680200/27680112/d2bc171c_y.jpg) ### Best Oceanfront - Walls of windows on famous surf and sunset, 2BR/2BA, A/C 10/10 Excellent "Great location and gorgeous views " [](https://expedia.ca/Koloa-Hotels-Best-Oceanfront-Walls-Of-Windows-On-Famous-Surf-And-Sunset.h27680112.Hotel-Information) ![Kiahuna Plantation Resort Kauai by OUTRIGGER](https://images.trvl-media.com/lodging/1000000/50000/42100/42053/43053503_y.jpg) ### Kiahuna Plantation Resort Kauai by OUTRIGGER 10/10 Excellent "Fabulous " [](https://expedia.ca/Koloa-Hotels-Kiahuna-Plantation-Resort-Kauai-By-Outrigger.h42053.Hotel-Information) ![Beachfront Condo Poipu Beach Amenities Galore](https://images.trvl-media.com/lodging/49000000/48390000/48382400/48382359/w750h494x0y0-5997589b_y.jpg) ### Beachfront Condo Poipu Beach Amenities Galore 10/10 Excellent "10/10 highly recommended host was very helpful and the place was well maintained. " [](https://expedia.ca/Koloa-Hotels-Beachfront-Condo-Poipu-Beach-Amenities-Galore.h48382359.Hotel-Information) ![Ko'a Kea Resort on Po'ipu Beach](https://images.trvl-media.com/lodging/2000000/1940000/1938600/1938562/dee90261_y.jpg) ### Ko'a Kea Resort on Po'ipu Beach 10/10 Excellent "I had a great beach view from my room, the pool area was quiet, amazing views of the sunsets, great service - valet, bar staff, and house keeping were all great. Best perk lots of walkable activities less than a mile away from the hotel - like the beach near the last lifeguard tower was amazing! I loved the protected snorkeling area, got to see colorful fish everyday and saw over 30 turtles." [](https://expedia.ca/Koloa-Hotels-Koa-Kea-Resort-On-Poipu-Beach.h1938562.Hotel-Information) ## Find out more about South Shore ## South Shore Vacation Homes information | Number of reviews | 736 | | ----------------- | ------------------ | | Accommodation | 462 Vacation Homes | | Lowest Price | CA $498 | | Highest Price | CA $5,710 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hotels near Baby Beach ](https://www.expedia.ca/Baby-Beach-Hotels.0-l6140678-0.Travel-Guide-Filter-Hotels) - [Hotels near Hawaii Trading Post ](https://www.expedia.ca/Hawaii-Trading-Post-Hotels.0-l553248621532638669-0.Travel-Guide-Filter-Hotels) - [Inns in Kalaheo ](https://www.expedia.ca/Kalaheo-Inns.d11589-aaInns.Travel-Guide-Accommodation) - [Hotels near Keiki Cove Beach ](https://www.expedia.ca/Keiki-Cove-Beach-Hotels.0-l553248635976194673-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Koloa ](https://www.expedia.ca/Koloa-Apart-Hotels.d7675-aaApartHotels.Travel-Guide-Accommodation) - 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