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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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) ![Exterior](https://images.trvl-media.com/lodging/55000000/54080000/54078900/54078846/650f2190.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) ### 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) ![Interior](https://images.trvl-media.com/lodging/32000000/31770000/31766300/31766246/22b18495.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) ### 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 $218 CA $577 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) ![Fitness facility](https://images.trvl-media.com/lodging/84000000/83680000/83674200/83674112/fffdb059.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) ### 🏝 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 $799 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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30050000/30041400/30041360/7a4f5ab2.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) ### 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 $597 CA $1,492 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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121590000/121586600/121586516/ea06d9e8.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 15 - Nov 16 [](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) ![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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34330000/34325400/34325386/f06e6b4e.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 $1,053 CA $2,379 total includes taxes & fees Dec 13 - Dec 14 [](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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259566/67fc7d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC Poipu CA $417 CA $1,204 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) ![Exterior](https://images.trvl-media.com/lodging/117000000/116860000/116854400/116854342/64fa2ea7.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) ![Spa](https://images.trvl-media.com/lodging/117000000/116860000/116854400/116854342/f22a515d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22 Poipu CA $4,108 CA $9,652 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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566260/3d134c01.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 $948 CA $2,238 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/121000000/120870000/120862100/120862007/72b40ed1.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) ![Exterior](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862007/cc13c1cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poipu Beach 1940s Cottage • Outdoor Showers Poipu CA $353 CA $1,437 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) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33940000/33940000/33939949/87ab2353.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) ![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) ### 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 $853 CA $1,793 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) ![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) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/117000000/116950000/116947000/116946981/fdf7ae5f.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) ### 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 $1,094 CA $2,619 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/43000000/42410000/42404100/42404005/1da4c6ec.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) ### 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 $835 CA $1,975 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) ![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) ![Dining](https://images.trvl-media.com/lodging/102000000/101380000/101373100/101373001/a5e2c958.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 $2,049 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) ![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/f6130043.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 $1,201 CA $2,696 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) ![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) ![Pool](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259564/8f669856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259564/b986e1dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC Poipu CA $499 CA $1,603 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) ![Beach nearby](https://images.trvl-media.com/lodging/118000000/117230000/117220200/117220152/7d921c21.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) ![Dining](https://images.trvl-media.com/lodging/118000000/117230000/117220200/117220152/464d9250.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 $1,760 CA $3,619 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) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259560/8f98fe3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120260000/120259600/120259560/2234655a.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) ### \*NEW 5BD Luxe Beach Estate |Pool, PickleB, Gym| AC Poipu CA $756 CA $2,313 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) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18770000/18763600/18763551/46954541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18763600/18763551/1788c1fc.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) ### 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 $1,215 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) ![Exterior](https://images.trvl-media.com/lodging/35000000/34280000/34274900/34274892/da8d5c84.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) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34280000/34274900/34274892/6be36e11.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 $420 CA $920 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=2025-11-28&endDate=2025-11-29®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 ### 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) ### Koloa Landing Resort at Poipu, Autograph Collection 10/10 Excellent "My whole experience was amazing I had one little issue checking in with my room, but the lady at the front desk who took care of me was amazing" [](https://expedia.ca/Koloa-Hotels-Koloa-Landing-Resort-At-Poipu.h3812333.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) ### Hilton Vacation Club The Point At Poipu Kauai 10/10 Excellent "Rooms spacious, Clean, pool bar fun and service good. Able to rent beach chairs. Grounds well kept." [](https://expedia.ca/Koloa-Hotels-The-Point-At-Poipu-By-Diamond-Resorts.h21680.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) - [Aparthotels in Koloa](https://www.expedia.ca/Koloa-Apart-Hotels.d7675-aaApartHotels.Travel-Guide-Accommodation) - 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[Adults Only Resorts & in Omao](https://www.expedia.ca/Omao-Koloa-Hotels-Adults-Only-Resorts.0-n553248635976477988-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Omao](https://www.expedia.ca/Omao-Koloa-Hotels-All-Inclusive-Hotel.0-n553248635976477988-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Omao](https://www.expedia.ca/Omao-Koloa-Hotels-Honeymoon-Hotels.0-n553248635976477988-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Omao](https://www.expedia.ca/Omao-Koloa-Hotels-Hotel-With-Early-Check-In.0-n553248635976477988-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Omao](https://www.expedia.ca/Omao-Koloa-Hotels-Mountain-Hotels.0-n553248635976477988-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Poipu](https://www.expedia.ca/Poipu-Koloa-Hotels-Boutique-Hotel.0-n800043-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Poipu Hotels](https://www.expedia.ca/Poipu-Koloa-Hotels.0-n800043-0.Travel-Guide-Filter-Hotels) - [Hotels near Prince Kuhio Park](https://www.expedia.ca/Prince-Kuhio-Park-Hotels.0-l6288427-0.Travel-Guide-Filter-Hotels) - [Hotels near Spouting Horn](https://www.expedia.ca/Spouting-Horn-Hotels.0-l501362-0.Travel-Guide-Filter-Hotels) - [Flights to Koloa](https://www.expedia.ca/Cheap-Flights-To-Koloa.d7675.Travel-Guide-Flights) - [Flights to Lawai](https://www.expedia.ca/Cheap-Flights-To-Lawai.d11844.Travel-Guide-Flights) - [Anne Knudsen Park](https://www.expedia.ca/Anne-Knudsen-Park-Koloa.d6293613.Vacation-Attraction) - [Baby Beach](https://www.expedia.ca/Baby-Beach-Poipu.d6140678.Vacation-Attraction) - [Visit Old Koloa Town](https://www.expedia.ca/Koloa-Old-Koloa-Town.dx904324822145110016) - [Visit Omao](https://www.expedia.ca/Koloa-Omao.dx553248635976477988) - [Koloa Vacations](https://www.expedia.ca/Koloa.d7675.Destination-Travel-Guides) - [Visit Koloa](https://www.expedia.ca/Koloa.dx7675) - [Lawai Beach](https://www.expedia.ca/Lawai-Beach-Poipu.d6140680.Vacation-Attraction) - [Visit Lawai](https://www.expedia.ca/Lawai.dx11844) - 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