Title: South Shore Vacation Home Rentals : 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/175000/175892-Kauai-Island.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 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 [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select 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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/55000000/54080000/54078900/54078846/3354576c.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) ### An Affordable Alternative to Expensive Accommodations in Poipu Poipu 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 $203 CA $541 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Koloa-Hotels-An-Affordable-Alternative-To-Expensive-Accommodations-In-Poipu.h54078846.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31770000/31766300/31766246/7709bc96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31770000/31766300/31766246/w799h599x1y1-9150fd92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Interior](https://images.trvl-media.com/lodging/32000000/31770000/31766300/31766246/c036cfcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### An Affordable Alternative to Expensive Accommodations in Poipu Poipu 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 $217 CA $579 total includes taxes & fees Dec 6 - Dec 7 [](https://www.expedia.ca/Koloa-Hotels-An-Affordable-Alternative-To-Expensive-Accommodations-In-Poipu.h31766246.Hotel-Information) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83680000/83674200/83674112/c946bd6f.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/c5d7f247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/84000000/83680000/83674200/83674112/fffdb059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠 Poipu 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 $324 CA $798 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Koloa-Hotels-Private-Home.h83674112.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/31000000/30050000/30041400/30041360/13e6a2ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30050000/30041400/30041360/6d90a0c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30050000/30041400/30041360/f7361c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fall special for months of October & November. See calendar Poipu 9.6/10 Exceptional (115) "Had a lot to offer" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kerry D. CA $596 CA $1,491 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Koloa-Hotels-Fall-Special-For-Months-Of-October-November-See-Calendar.h30041360.Hotel-Information) ![Beach towels](https://images.trvl-media.com/lodging/122000000/121590000/121586600/121586516/3d501825.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121590000/121586600/121586516/4a5491d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/122000000/121590000/121586600/121586516/c44b782b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### KP317-Private-3rdFl-Partial Ocean-Pool-Garden Poipu CA $206 CA $856 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Koloa-Hotels-KP317-Private-3rdFl-Partial-Ocean-Pool-Garden.h121586516.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34330000/34325400/34325386/b2cbae3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/35000000/34330000/34325400/34325386/d7121d5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34330000/34325400/34325386/9d84f14f.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) ### Great Rate Upgraded 4 Bedroom Luxury Poipu Home sleeps 10- Baby Beach TVNC#1194 Poipu 9.0/10 Wonderful (9) "Great stay, lots of space. Love that we never run out of towels!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah K. CA $1,052 CA $2,354 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Koloa-Hotels-Best-Rate-Upgraded-4-Bedroom-Luxury-Poipu-Home-Baby-Beach.h34325386.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259566/w1348h900x3y0-803318ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259566/19038dd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259566/61aca009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259566/1fecf403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC Poipu CA $382 CA $1,157 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Koloa-Hotels-NEW-2BD-Lux-Beach-Cottage-Pool.h120259566.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/117000000/116860000/116854400/116854342/6ef48607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116860000/116854400/116854342/707ae777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116860000/116854400/116854342/b6026f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116860000/116854400/116854342/64fa2ea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22 Poipu CA $4,104 CA $9,642 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Koloa-Hotels-Kauai-Oasis-6-Bedroom-Villa-In-Kukuiula-With-WiFi.h116854342.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566260/4d675257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566260/3d134c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566260/b23ecc2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566260/6717f21f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Rates Private 4 BR Luxury Home in Poipu - Baby Beach Sleeps 10 TVNC#1194 Poipu 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 $947 CA $2,236 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Koloa-Hotels-Great-Rates-Newly-Upgraded-4-BR-Luxury-Home-In-Sunny-Poipu-Baby-Beach.h33566260.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862007/99fba56c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862007/cc13c1cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862007/87bdcb12.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) ### Poipu Beach 1940s Cottage • Outdoor Showers Poipu CA $337 CA $1,413 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Koloa-Hotels-Poipu-Beach-1940s-Cottage-Outdoor-Showers.h120862007.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33940000/33940000/33939949/bab7de8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33940000/33940000/33939949/f13f428e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33940000/33940000/33939949/eb8492d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/34000000/33940000/33940000/33939949/be9637bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our views Poipu 10/10 Exceptional (131) "Can’t beat the oceanfront view from the patio! Loved that so much is within walking distance!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie D. CA $852 CA $1,792 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Koloa-Hotels-Poipu-Kapili-54-Air-Conditioned-OCEANFRONT-Townhome-Cant-Beat-Our-Views.h33939949.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) ![Exterior](https://images.trvl-media.com/lodging/117000000/116950000/116947000/116946981/4290e4cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video library](https://images.trvl-media.com/lodging/117000000/116950000/116947000/116946981/0db95728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116950000/116947000/116946981/6fa93a45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Listing! Luxurious 4BR/3BA House with AC Poipu 10/10 Exceptional (14) "We’ve been visiting Poipu for years, and The Leilani House is now our go-to spot. The location is great and its tucked away on a quiet lot but just a quick drive to Poipu Beach, Brennecke’s, and great restaurants. The home itself is immaculate and thoughtfully designed, with plenty of space for everyone to spread out. The gourmet kitchen was stocked beyond our expectations, making it easy to cook big family breakfasts before heading out for the day. Air conditioning was a welcome comfort after... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bridget H. CA $1,093 CA $2,617 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Koloa-Hotels-New-Listing-Luxurious-4BR3BA-House-AC.h116946981.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/43000000/42410000/42404100/42404005/w1200h799x0y1-6411a51c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42410000/42404100/42404005/5eb1b85e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42410000/42404100/42404005/6ee3b580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42410000/42404100/42404005/d4de11df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FULL OCEAN VIEWS Poipu Beach House, LOVELY lanai and A/C Poipu 10/10 Exceptional (106) "great ocean view and breezes on the lanai" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) anne m. CA $834 CA $1,973 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Koloa-Hotels-FULL-OCEAN-VIEWS-Poipu-Beach-House.h42404005.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101380000/101373100/101373001/d85a0c72.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/c206d5de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/102000000/101380000/101373100/101373001/482ddebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/102000000/101380000/101373100/101373001/w1024h679x0y4-230d1159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious 4BR/3.5BA House: AC, Short Walk To Beach Poipu 10/10 Exceptional (21) "Our family of seven adults thoroughly enjoyed this house. Easy walk to the beaches, pickleball/tennis courts and restaurants. House is generously stocked with everything you could possible need including beach equipment" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bart F. CA $729 CA $2,047 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Koloa-Hotels-4BR35BA-Private-House.h101373001.Hotel-Information) ![TV, stereo](https://images.trvl-media.com/lodging/118000000/117800000/117799000/117798912/a49fce25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/118000000/117800000/117799000/117798912/7f40ab72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117800000/117799000/117798912/6ee0c49c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo](https://images.trvl-media.com/lodging/118000000/117800000/117799000/117798912/b6242e47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 270° Hapuʻu Mtn Views • Walk to Beach • Pool • A/C • Sleeps 12 • Ocean Poipu CA $1,200 CA $2,660 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Koloa-Hotels-Charming-4-Bedroom-House-With-WiFi.h117798912.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259564/6ae8e45c.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) ![Pool](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259564/8f669856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259564/09bc4287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC Poipu CA $498 CA $1,601 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Koloa-Hotels-NEW-3BD-Luxe-Beach-Estate-Pool.h120259564.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117230000/117220200/117220152/3ab8ac74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/118000000/117230000/117220200/117220152/44cf498e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/118000000/117230000/117220200/117220152/7d921c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### As Seen on TV, Luxe Oceanview Villa, ACs, Heated Pool, Walk to Beaches Poipu CA $1,758 CA $3,615 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Koloa-Hotels-Spacious-Home-Ocean-View-In-Beautiful-Poipu.h117220152.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259560/7d926d6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259560/881bc2f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259560/8f98fe3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259560/66199648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*NEW 5BD Luxe Beach Estate |Pool, PickleB, Gym| AC Poipu CA $756 CA $2,310 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Koloa-Hotels-NEW-5BD-Luxe-Beach-Estate-Pool.h120259560.Hotel-Information) ![Sun loungers](https://images.trvl-media.com/lodging/19000000/18770000/18763600/18763551/cc88a2cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18763600/18763551/2d6bfb43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18770000/18763600/18763551/04df0b7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18770000/18763600/18763551/46954541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic Cottage, Private Acre of Paradise, View! Pool! Hanalei 9.6/10 Exceptional (104) "This cottage was special. Simply, beautiful. If you enjoy morning coffee with a view; this is for you. Enjoy :) We will be back. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Eric CA $554 CA $1,213 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Hanalei-Hotels-Romantic-Cottage.h18763551.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34280000/34274900/34274892/5791e60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/35000000/34280000/34274900/34274892/61e9b6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/35000000/34280000/34274900/34274892/bde0a148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34280000/34274900/34274892/da8d5c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### White Sand Beaches on the Sunny Westside of Kauai. Kekaha 9.6/10 Exceptional (147) "Aloha spirit thrives. Debra is an incredible hostess. The property was peaceful and beautiful. Having Hoku, wondering in and out of the house was an extra special touch. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bobby D. CA $421 CA $921 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Kekaha-Hotels-White-Sand-Beaches-On-The-Sunny-Westside-Of-Kauai.h34274892.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=2025-11-29&endDate=2025-11-30®ionId=553248635975748653&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ## Find vacation rentals that suit your style Condos [](https://www.expedia.ca/Hotel-Search?destination=South+Shore%2C+Hawaii%2C+United+States+of+America®ionId=553248635975748653&latLong=21.906272%2C-159.46801&adults=2&startDate=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=CONDO) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=South+Shore%2C+Hawaii%2C+United+States+of+America®ionId=553248635975748653&latLong=21.906272%2C-159.46801&adults=2&startDate=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=South+Shore%2C+Hawaii%2C+United+States+of+America®ionId=553248635975748653&latLong=21.906272%2C-159.46801&adults=2&startDate=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=South+Shore%2C+Hawaii%2C+United+States+of+America®ionId=553248635975748653&latLong=21.906272%2C-159.46801&adults=2&startDate=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=South+Shore%2C+Hawaii%2C+United+States+of+America®ionId=553248635975748653&latLong=21.906272%2C-159.46801&adults=2&startDate=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=South+Shore%2C+Hawaii%2C+United+States+of+America®ionId=553248635975748653&latLong=21.906272%2C-159.46801&adults=2&startDate=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=COTTAGE) ![](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 ### Koloa Landing Resort at Poipu, Autograph Collection 10/10 Excellent "Staff made us feel like family" [](https://expedia.ca/Koloa-Hotels-Koloa-Landing-Resort-At-Poipu.h3812333.Hotel-Information) ### HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH 10/10 Excellent "Kathryn was a wonderful host, very responsive and helpful. The home was beautiful and accommodated our group perfectly. We enjoyed reading, playing games and visiting on the large front porch. I would highly recommend this home." [](https://expedia.ca/Koloa-Hotels-HOME-GUEST-HOUSE-FOR-PRICE-OF-1-POIPU-BEACH-ESTATES-5-BR-5-BA-WALK-TO-BEACH.h23031143.Hotel-Information) ### Grand Hyatt Kauai Resort and Spa 10/10 Excellent "Very nice room, friendly staff, great breakfast buffet, beautiful property." [](https://expedia.ca/Koloa-Hotels-Grand-Hyatt-Kauai-Resort-And-Spa.h22122.Hotel-Information) ### Sheraton Kauai Resort 10/10 Excellent "We had to perfect view for the sunset from our lanai and the perfect view for the sunrise from walking outside and looking east. The grounds crew is terrific, everything was immaculate and all the staff from servers, housekeeping, fun arts and crafts were top notch. Can't wait to come back! Maholo" [](https://expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort.h3693.Hotel-Information) ![Sunny Poipu Beach House Near Grand Hyatt, Views, AC, Guest Favorite](//images.trvl-media.com/lodging/20000000/19920000/19911300/19911247/ee79abf5_y.jpg) ### Sunny Poipu Beach House Near Grand Hyatt, Views, AC, Guest Favorite 10/10 Excellent "Loved this place. Had plenty of room for my adult family to spread out. Had everything we could possibly need in the kitchen as well as a stocked garage with beach chairs and toys. A short walk to the beach for a sunset viewing each morning was wonderful. The details are what matters and this place nails them all. A" [](https://expedia.ca/Koloa-Hotels-Poipu-Beach-House-With-AC-In-Bayview-Resort-Steps-To-Beach-Grand-Hyatt.h19911247.Hotel-Information) ### Sheraton Kauai Resort Villas 10/10 Excellent "Loved the entire stay. Staff was very helpful in all aspects. Would definitely recommend this hotel. " [](https://expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort-Villas.h41815407.Hotel-Information) ### Kiahuna Plantation Resort Kauai by OUTRIGGER 10/10 Excellent "The grounds were immaculate, the room was spotless, the staff was very friendly. We enjoyed our stay immensely! Thank you for everything." [](https://expedia.ca/Koloa-Hotels-Kiahuna-Plantation-Resort-Kauai-By-Outrigger.h42053.Hotel-Information) ### Castle Kiahuna Plantation & Beach Bungalows 10/10 Excellent "Room was clean and well stocked with kitchen stuff, beach chairs boogie boards. Very convenient and close to restaurants and shopping. Grocery store just a couple miles away. Athletic club across the street had a beautiful pool, bar/restaurant, pickle ball and tennis courts and workout room. We will be back!" [](https://expedia.ca/Koloa-Hotels-Castle-Kiahuna-Plantation-Beach-Bungalows.h800079.Hotel-Information) ### Aston at Poipu Kai 10/10 Excellent "Yes" [](https://expedia.ca/Koloa-Hotels-Aston-At-Poipu-Kai.h84770.Hotel-Information) ## Find out more about South Shore ## South Shore Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | Vacation Homes | | Lowest Price | | | Highest Price | | ## 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) - 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