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 In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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 three 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) In four 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) ## 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) ![Outdoor pool](https://images.trvl-media.com/lodging/55000000/54080000/54078900/54078846/6bdc1c49.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 (61) "The property was excellent and the owner is a really helpful person." CA $209 CA $548 total includes taxes & fees Oct 23 - Oct 24 [](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/32000000/31770000/31766300/31766246/270-3f8a081c.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) ### An Affordable Alternative to Expensive Accommodations in Poipu Poipu 9.2/10 Wonderful (100) "Very thoughtful and helpful hosts. Comfortable furniture and close to many great places. " CA $221 CA $584 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Koloa-Hotels-An-Affordable-Alternative-To-Expensive-Accommodations-In-Poipu.h31766246.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/68000000/67540000/67534100/67534087/537edf71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67540000/67534100/67534087/f52c2ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67540000/67534100/67534087/e9a70db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/68000000/67540000/67534100/67534087/8e3367f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club Poipu 10/10 Exceptional (21) "Wonderful experience, would definitely stay again." CA $302 CA $959 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Koloa-Hotels-NEW-Poipu-2BR-RetreatPoolAC-Athletic-Club.h67534087.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 (18) "Comfortable and clean house within easy walking distance to an amazing beach. The house had all the basics and extra beach supplies. Great location with loads of shopping and dining options. Quiet neighborhood and private home." CA $324 CA $803 total includes taxes & fees Oct 18 - Oct 19 [](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) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30050000/30041400/30041360/f7361c30.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) "We had a great time in this house. Big enough for family of 5 adults and one toddler. Have everything we need. " CA $597 CA $1,484 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Koloa-Hotels-Fall-Special-For-Months-Of-October-November-See-Calendar.h30041360.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34340000/34336200/34336147/6a60f10f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34340000/34336200/34336147/e6a4b077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34340000/34336200/34336147/894c8efe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34340000/34336200/34336147/0e198c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Huge Ocean View Home--40 Second Stroll to the Ocean--Hear the Waves at Night Poipu 10/10 Exceptional (93) "We loved our stay! Great location, and awesome house." CA $555 CA $2,041 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Koloa-Hotels-Huge-Oceanview-Home-40-Second-Stroll-To-The-Ocean-Hear-The-Surf-At-Night.h34336147.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33740000/33732500/33732408/460e6d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/34000000/33740000/33732500/33732408/12057bfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33740000/33732500/33732408/53d90268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33740000/33732500/33732408/02d3dd64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hale Huna - fully air conditioned 4 BD 4 BTH, short walk to beaches Poipu 10/10 Exceptional (114) "Great location, close to the beach and pool" CA $929 CA $2,101 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Koloa-Hotels-Hale-Huna-Fully-Air-Conditioned-4-BD-4-BTH.h33732408.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) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34330000/34325400/34325386/f06e6b4e.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) ### 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!" CA $1,053 CA $2,286 total includes taxes & fees Nov 3 - Nov 4 [](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/121000000/120260000/120259600/120259560/7d926d6d.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) ![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) ### \*NEW 5BD Luxe Beach Estate |Pool, PickleB, Gym| AC Poipu [](https://www.expedia.ca/Koloa-Hotels-NEW-5BD-Luxe-Beach-Estate-Pool.h120259560.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" CA $1,053 CA $2,314 total includes taxes & fees Nov 3 - Nov 4 [](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/20000000/19920000/19911300/19911247/ee79abf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19920000/19911300/19911247/7810c474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19920000/19911300/19911247/3eb26695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19920000/19911300/19911247/cf893eb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunny Poipu Beach House Near Grand Hyatt, Views, AC, Guest Favorite Poipu 10/10 Exceptional (208) "Great time - house was well furnished and the location was perfect. Easy access to beach and walking paths, would stay there again for sure." CA $560 CA $1,491 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Koloa-Hotels-Poipu-Beach-House-With-AC-In-Bayview-Resort-Steps-To-Beach-Grand-Hyatt.h19911247.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/103000000/102720000/102716600/102716535/w1348h900x3y0-1951e2b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102720000/102716600/102716535/349ee3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102720000/102716600/102716535/9f5c2435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102720000/102716600/102716535/b34ec4fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*NEW 7BD Farmhouse Estate |Pool, PickleB, Gym| AC Poipu 10/10 Exceptional (3) "Great tume" CA $1,819 CA $4,096 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Koloa-Hotels-NEW-7BD-Farmhouse-Estate-Pool.h102716535.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116860000/116854400/116854342/61f09a3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116860000/116854400/116854342/e9b128d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/117000000/116860000/116854400/116854342/9219f420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/117000000/116860000/116854400/116854342/661aea87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22 Poipu CA $3,810 CA $8,717 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Koloa-Hotels-Kauai-Oasis-6-Bedroom-Villa-In-Kukuiula-With-WiFi.h116854342.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/76000000/75990000/75982000/75981960/4bb57427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75990000/75982000/75981960/0ade54b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75990000/75982000/75981960/776e4b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75990000/75982000/75981960/287f147b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Bed 3 Bath Home in Poipu Kai Poipu 10/10 Exceptional (26) "Plenty of room for family of 10. House was well stocked. Located close to walk to pool and beach. " CA $1,487 CA $3,645 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Koloa-Hotels-5-Bed-3-Bath-Home-In-Poipu-Kai.h75981960.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/120000000/119330000/119328900/119328814/87aa4b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119330000/119328900/119328814/7cd03771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119330000/119328900/119328814/b935ba4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119330000/119328900/119328814/c5111b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### KIMO'S POIPU BEACH Kauai 4BDRM HALE – Walk to BEACH & SUNSETS + Private BBQ DECK Poipu CA $664 CA $1,725 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Koloa-Hotels-KIMOS-POIPU-BEACH-Kauai-4BDRM-HALE-Walk-To-BEACH-SUNSETS-Private-BBQ-DECK.h119328814.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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117800000/117799000/117798912/6ee0c49c.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 $1,171 CA $2,600 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Koloa-Hotels-Charming-4-Bedroom-House-With-WiFi.h117798912.Hotel-Information) ![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) ![A heated pool](https://images.trvl-media.com/lodging/118000000/117230000/117220200/117220152/98099ed7.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) ![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) ### As Seen on TV, Luxe Oceanview Villa, ACs, Heated Pool, Walk to Beaches Poipu CA $1,294 CA $2,957 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Koloa-Hotels-Spacious-Home-Ocean-View-In-Beautiful-Poipu.h117220152.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 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) ![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) ### Romantic Cottage, Private Acre of Paradise, View! Pool! Hanalei 9.6/10 Exceptional (103) "This cottage was special. Simply, beautiful. If you enjoy morning coffee with a view; this is for you. Enjoy :) We will be back. " CA $681 CA $1,398 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hanalei-Hotels-Romantic-Cottage.h18763551.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19890000/19887700/19887638/ac304ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19890000/19887700/19887638/bfb8f9d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19890000/19887700/19887638/2457fafe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/20000000/19890000/19887700/19887638/22d7931f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Vibes! / 2BR 2BA Princeville Townhouse / Walk to Beach / Fast WiFi Princeville 9.4/10 Exceptional (123) "Great place to stay. The kitchen was well equipped and great for our family. Would totally go there again!" CA $300 CA $865 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Princeville-Hotels-Island-Vibes-2BR-2BA-Princeville-Townhouse-Walk-To-Beach-Fast-WiFi.h19887638.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38440000/38436600/38436513/552ad906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38440000/38436600/38436513/d9af4530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/39000000/38440000/38436600/38436513/576956f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38440000/38436600/38436513/c3e5e649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Recently remodeled Princeville home w/ large lanai, yard, & views Princeville 8.8/10 Excellent (6) "The house has everything, making our stay super convenient!" CA $281 CA $1,178 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Princeville-Hotels-Recently-Remodeled-Princeville-Home-W-Large-Lanai.h38436513.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=2025-10-31&endDate=2025-11-01®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 ![Castle Kiahuna Plantation & Beach Bungalows](//images.trvl-media.com/lodging/1000000/810000/800100/800079/201cd32b_y.jpg) ### Castle Kiahuna Plantation & Beach Bungalows 10/10 Excellent "Very relaxing, clean and accessible to the beach. I enjoyed watching the sunset ☀️" [](https://expedia.ca/Koloa-Hotels-Castle-Kiahuna-Plantation-Beach-Bungalows.h800079.Hotel-Information) ![Koloa Landing Resort at Poipu, Autograph Collection](//images.trvl-media.com/lodging/4000000/3820000/3812400/3812333/54675631_y.jpg) ### Koloa Landing Resort at Poipu, Autograph Collection 10/10 Excellent "Food and servuce was fabulous. Bartenders were very good and professiinal.. i like to highlight Nikki, Dustin, Curtis and Anthony. They provided grreat service and conversation." [](https://expedia.ca/Koloa-Hotels-Koloa-Landing-Resort-At-Poipu.h3812333.Hotel-Information) ![Sheraton Kauai Resort Villas](//images.trvl-media.com/lodging/42000000/41820000/41815500/41815407/9c8f9534_y.jpg) ### Sheraton Kauai Resort Villas 10/10 Excellent "Property was excellent, staff was great. Lava restaurant good location on the water for food and drinks. Rum Fire restaurant was excellent but definitely recommend reservations. The property is located near many restaurants and shops as well. Good amount of beach access for ocean activities and did I mention amazing sunsets!!!" [](https://expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort-Villas.h41815407.Hotel-Information) ![Kiahuna Plantation Resort Kauai by OUTRIGGER](//images.trvl-media.com/lodging/1000000/50000/42100/42053/43053503_y.jpg) ### Kiahuna Plantation Resort Kauai by OUTRIGGER 10/10 Excellent "The property was well kept and the adjacent beach was a draw for beginner surfers. It wasn’t flat so not a lot of area to spread out chairs. You need to be aware that each unit is different. Ours was carpeted which was unusual for a beach property. There was no AC in the unit (standard at this resort) and it was quite humid at the end of September. We requested a box fan for the room which was a life saver. Our unit did not have any grilling tools for the Barbq and there were no xtras to borrow which was a challenge. Supposedly this is the responsibility of the unit owner. The units furthest from the beach (a few mins walk away) are close to the main road which can be noisy in the morning and evening if you are a light sleeper. On the positive side they are closer to walking over to the Poipu shopping Center and the pool complex. There is a X walk right outside the resort entrance." [](https://expedia.ca/Koloa-Hotels-Kiahuna-Plantation-Resort-Kauai-By-Outrigger.h42053.Hotel-Information) ![ LUXURY VILLA, 3 Private Suites, Pool/Spa, Gym, Central A/C, Beach](//images.trvl-media.com/lodging/32000000/31340000/31337200/31337144/c3f46215_y.jpg) ### LUXURY VILLA, 3 Private Suites, Pool/Spa, Gym, Central A/C, Beach 10/10 Excellent "It is a beautiful unit well apppointed and equipped. The rooms were spaciois and the beds were all comfortable. For the older folks it is Good news bad news - the unit is away from the noise of the pool but it is the back unit so the unloading of your luggage will require a bit of a walk" [](https://expedia.ca/Koloa-Hotels-LUXURY-VILLA.h31337144.Hotel-Information) ![Aston at Poipu Kai](//images.trvl-media.com/lodging/1000000/90000/84800/84770/014b7305_y.jpg) ### Aston at Poipu Kai 10/10 Excellent "No air conditioning, room at time was uncomfortable. Hard time sleeping without ac. Clean, nice showers and large tv. Desiree at the front desk was very helpful and treated us like family. " [](https://expedia.ca/Koloa-Hotels-Aston-At-Poipu-Kai.h84770.Hotel-Information) ![Tiki Villa in Poipu 5 Bd/4Bth, Pool & AC Sleeps16](//images.trvl-media.com/lodging/116000000/115920000/115915600/115915537/c18f0431_y.jpg) ### Tiki Villa in Poipu 5 Bd/4Bth, Pool & AC Sleeps16 10/10 Excellent "Perfect house, we had a family of 12 ages 9-76. We all had plenty of space. The house has all the beach goodies and plenty of bikes and other fun toys. Truly, I couldn’t ask for anything more from this house. Thank you. I never contacted the host because we didn’t need to. The location was ! All the best beaches, restaurants and activities. " [](https://expedia.ca/Koloa-Hotels-Tiki-Villa-In-Poipu-5-Bd4Bth.h115915537.Hotel-Information) ![Hilton Vacation Club The Point At Poipu Kauai](//images.trvl-media.com/lodging/1000000/30000/21700/21680/cf3d5908_y.jpg) ### Hilton Vacation Club The Point At Poipu Kauai 10/10 Excellent "The resort is very nicely situated… the pool and facilities are very nice." [](https://expedia.ca/Koloa-Hotels-The-Point-At-Poipu-By-Diamond-Resorts.h21680.Hotel-Information) ![Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6](//images.trvl-media.com/lodging/107000000/106220000/106214400/106214349/dc5b2c70_y.jpg) ### Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6 10/10 Excellent "The kitchen was well stocked and the amenities were great. Kevin was an amazing host. He responded to our messages right away. We had a wonderful vacation!" [](https://expedia.ca/Koloa-Hotels-Pili-Mai-Family-Fun-Condo.h106214349.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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[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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