Title: Book the Best Hotels with POOL in South Shore in 2026 | 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) ![I would recommend visiting right before sunset. Watching the sunset and the reflection while listening to the waves, the blowhole, and the occasional rooster is super relaxing. It's fun standing right next to the blowhole and waiting for the water to spray out. I believe there are signs against going past the fences but a lot of people ignore it... We visited in January and would definitely recommend visiting it!](https://images.trvl-media.com/place/7675/1a82df9f-cedc-4ee5-8d02-da75ee014cc4.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Rachel Campbell # Find Hotels with a Pool in South Shore, HI from CA $466 - ![](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 availability on South Shore Hotels with a Pool Tonight [Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2025-12-16&endDate=2025-12-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2025-12-17&endDate=2025-12-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Shore hotels with a pool ![2 outdoor pools, open 8:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/3700/3693/619568d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach umbrellas, beach massages](https://images.trvl-media.com/lodging/1000000/10000/3700/3693/160e18d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; international cuisine](https://images.trvl-media.com/lodging/1000000/10000/3700/3693/7c9e528d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3700/3693/0189c30e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Kauai Resort [](https://www.expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort.h3693.Hotel-Information) Poipu 8.6/10 Excellent (1005) "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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dino John CA $434 CA $567 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort.h3693.Hotel-Information) ![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/22200/22122/b06c7c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/30000/22200/22122/1587b83a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Hawaiian cuisine, beach views ](https://images.trvl-media.com/lodging/1000000/30000/22200/22122/w3837h2744x3y0-a721ecad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22200/22122/3f117a71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hyatt Kauai Resort and Spa [](https://www.expedia.ca/Koloa-Hotels-Grand-Hyatt-Kauai-Resort-And-Spa.h22122.Hotel-Information) Poipu 9.4/10 Exceptional (1007) "Goods options for food; laundry beautiful property and great guest services. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Howard CA $870 CA $1,123 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Koloa-Hotels-Grand-Hyatt-Kauai-Resort-And-Spa.h22122.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/42000000/41820000/41815500/41815407/cf40acb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free cribs/infant beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/42000000/41820000/41815500/41815407/26c71880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![43-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/42000000/41820000/41815500/41815407/69d1e49e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/42000000/41820000/41815500/41815407/9c8f9534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Kauai Resort Villas [](https://www.expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort-Villas.h41815407.Hotel-Information) Poipu 9.2/10 Wonderful (681) "The rooms were very nice and loved the pool" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori CA $395 CA $466 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort-Villas.h41815407.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/907700/907619/ae9e4aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/910000/907700/907619/b73192ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/910000/907700/907619/d36a835b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/910000/907700/907619/3710440d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Waiohai Beach Club [](https://www.expedia.ca/Koloa-Hotels-Marriotts-Waiohai-Beach-Club.h907619.Hotel-Information) Poipu 8.6/10 Excellent (179) "Our family had a pleasant stay at Marriott's Waiohai Beach Club. We stayed in a 2-bedroom villa and everything is perfect for us." ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Van CA $615 CA $731 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Koloa-Hotels-Marriotts-Waiohai-Beach-Club.h907619.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/90000/84800/84770/af940555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/90000/84800/84770/f8e651b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV, DVD player](https://images.trvl-media.com/lodging/1000000/90000/84800/84770/9c2a6fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/90000/84800/84770/7a1bd931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aston at Poipu Kai [](https://www.expedia.ca/Koloa-Hotels-Aston-At-Poipu-Kai.h84770.Hotel-Information) Poipu 8.0/10 Very good (372) "We loved the location of the condo. It was easy to walk to various beaches like Shipwrecks and Poipu spot with all the turtles. I found a great little bakery, coffee shop across from the turtle beach called Outer Bakes. The kitchen was easy to prepare meals in to save some money and the staff was friendly and helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberlee CA $246 CA $752 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Koloa-Hotels-Aston-At-Poipu-Kai.h84770.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/55000000/54080000/54078900/54078846/6cff36d3.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) ![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) ### An Affordable Alternative to Expensive Accommodations in Poipu [](https://www.expedia.ca/Koloa-Hotels-An-Affordable-Alternative-To-Expensive-Accommodations-In-Poipu.h54078846.Hotel-Information) 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 $180 CA $498 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Koloa-Hotels-An-Affordable-Alternative-To-Expensive-Accommodations-In-Poipu.h54078846.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/72000000/71010000/71000200/71000110/df43a2e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71010000/71000200/71000110/71e50ce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71010000/71000200/71000110/81bf8cdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71010000/71000200/71000110/62440c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6 [](https://www.expedia.ca/Koloa-Hotels-Pili-Mai-2-Bedroom.h71000110.Hotel-Information) Poipu 9.6/10 Exceptional (77) "Easy check in and check out. Great location, clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) PATRICK W. CA $300 CA $1,039 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Koloa-Hotels-Pili-Mai-2-Bedroom.h71000110.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33940000/33938900/33938899/399f798a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33940000/33938900/33938899/1982ef49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33940000/33938900/33938899/fa31aa7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33940000/33938900/33938899/c28277e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean-View Studio, Steps from Beaches In Sunny Poipu [](https://www.expedia.ca/Koloa-Hotels-Ocean-View-Studio.h33938899.Hotel-Information) Poipu 9.8/10 Exceptional (216) "Place was quiet, clean and just right for our needs." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan D. [](https://www.expedia.ca/Koloa-Hotels-Ocean-View-Studio.h33938899.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66430000/66424400/66424387/0c2f0b1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/67000000/66430000/66424400/66424387/84ab281e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66430000/66424400/66424387/7bf9010a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/67000000/66430000/66424400/66424387/c9d74d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping! [](https://www.expedia.ca/Koloa-Hotels-Waikomo-Stream-Villas-122-Fish-Pond-View.h66424387.Hotel-Information) Poipu 9.0/10 Wonderful (94) "This place was exactly what we wanted. It was quiet, clean and relatively affordable. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam E. CA $167 CA $561 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Koloa-Hotels-Waikomo-Stream-Villas-122-Fish-Pond-View.h66424387.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/55000000/54080000/54078400/54078358/3f0b1bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/55000000/54080000/54078400/54078358/3aa993e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/55000000/54080000/54078400/54078358/7add4d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/55000000/54080000/54078400/54078358/deb97e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### An Affordable Alternative to Expensive Accommodations in Poipu [](https://www.expedia.ca/Koloa-Hotels-An-Affordable-Alternative-To-Expensive-Accommodations-In-Poipu.h54078358.Hotel-Information) Poipu 9.2/10 Wonderful (61) "It was comfortable, convenient and affordable base of operations to take advantage of the numerous sights and activities of Kauai. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John R. CA $269 CA $587 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Koloa-Hotels-An-Affordable-Alternative-To-Expensive-Accommodations-In-Poipu.h54078358.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=2025-12-30&endDate=2025-12-31®ionId=553248635975748653&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## 4-star hotels with pools in South Shore ![3 outdoor pools, open 7:30 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812333/9afaf66a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812333/43a9e5e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812333/20c14876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812333/9285d6bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Koloa Landing Resort at Poipu, Autograph Collection [](https://www.expedia.ca/Koloa-Hotels-Koloa-Landing-Resort-At-Poipu.h3812333.Hotel-Information) Poipu 9.6/10 Exceptional (1004) CA $770 CA $973 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Koloa-Hotels-Koloa-Landing-Resort-At-Poipu.h3812333.Hotel-Information) ![2 outdoor pools, open 8:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/3700/3693/619568d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach umbrellas, beach massages](https://images.trvl-media.com/lodging/1000000/10000/3700/3693/160e18d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; international cuisine](https://images.trvl-media.com/lodging/1000000/10000/3700/3693/7c9e528d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3700/3693/0189c30e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Kauai Resort [](https://www.expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort.h3693.Hotel-Information) Poipu 8.6/10 Excellent (1005) CA $434 CA $567 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort.h3693.Hotel-Information) ![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/22200/22122/b06c7c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/30000/22200/22122/1587b83a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Hawaiian cuisine, beach views ](https://images.trvl-media.com/lodging/1000000/30000/22200/22122/w3837h2744x3y0-a721ecad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22200/22122/3f117a71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hyatt Kauai Resort and Spa [](https://www.expedia.ca/Koloa-Hotels-Grand-Hyatt-Kauai-Resort-And-Spa.h22122.Hotel-Information) Poipu 9.4/10 Exceptional (1007) CA $870 CA $1,123 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Koloa-Hotels-Grand-Hyatt-Kauai-Resort-And-Spa.h22122.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/42000000/41820000/41815500/41815407/9c8f9534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free cribs/infant beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/42000000/41820000/41815500/41815407/26c71880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![43-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/42000000/41820000/41815500/41815407/69d1e49e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/42000000/41820000/41815500/41815407/cf40acb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Kauai Resort Villas [](https://www.expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort-Villas.h41815407.Hotel-Information) Poipu 9.2/10 Wonderful (681) CA $395 CA $466 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort-Villas.h41815407.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1940000/1938600/1938562/a07eea09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1940000/1938600/1938562/efe62777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/2000000/1940000/1938600/1938562/dc17dd99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1940000/1938600/1938562/dee90261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ko'a Kea Resort on Po'ipu Beach [](https://www.expedia.ca/Koloa-Hotels-Koa-Kea-Resort-On-Poipu-Beach.h1938562.Hotel-Information) Poipu 9.4/10 Exceptional (1001) CA $775 CA $996 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Koloa-Hotels-Koa-Kea-Resort-On-Poipu-Beach.h1938562.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/907700/907619/ae9e4aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/910000/907700/907619/b73192ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/910000/907700/907619/d36a835b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/910000/907700/907619/3710440d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Waiohai Beach Club [](https://www.expedia.ca/Koloa-Hotels-Marriotts-Waiohai-Beach-Club.h907619.Hotel-Information) Poipu 8.6/10 Excellent (179) CA $615 CA $731 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Koloa-Hotels-Marriotts-Waiohai-Beach-Club.h907619.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/42000000/41940000/41931300/41931245/4a6b73b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41940000/41931300/41931245/1b412e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/42000000/41940000/41931300/41931245/fb6fe555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/42000000/41940000/41931300/41931245/87c088db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 2 BR. Kiahuna plantation condo partial ocean view upgraded with A/C [](https://www.expedia.ca/Koloa-Hotels-Beautiful-2-BR-Kiahuna-Plantation-Condo-Partial-Ocean-View-Upgraded-With-AC.h41931245.Hotel-Information) Poipu 10/10 Exceptional (6) CA $713 CA $1,722 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Koloa-Hotels-Beautiful-2-BR-Kiahuna-Plantation-Condo-Partial-Ocean-View-Upgraded-With-AC.h41931245.Hotel-Information) ![On the beach, beach towels](https://images.trvl-media.com/lodging/21000000/20110000/20104300/20104212/442fa0d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/21000000/20110000/20104300/20104212/00ef5b37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/21000000/20110000/20104300/20104212/148681b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/21000000/20110000/20104300/20104212/0a0ec106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Professionally designed new unit at Kiahuna plantation with A/C. [](https://www.expedia.ca/Koloa-Hotels-Professionally-Designed-New-Unit-At-Kiahuna-Plantation-With-AC.h20104212.Hotel-Information) Poipu 9.4/10 Exceptional (20) CA $447 CA $1,212 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Koloa-Hotels-Professionally-Designed-New-Unit-At-Kiahuna-Plantation-With-AC.h20104212.Hotel-Information) [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31®ionId=553248635975748653&adults=2&amenities=POOL&sort=RECOMMENDED&star=40&openPlayBack=true) ## Hotels with pools and ocean views in South Shore ![3 outdoor pools, open 7:30 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812333/9afaf66a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812333/43a9e5e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812333/20c14876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812333/9285d6bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Koloa Landing Resort at Poipu, Autograph Collection [](https://www.expedia.ca/Koloa-Hotels-Koloa-Landing-Resort-At-Poipu.h3812333.Hotel-Information) Poipu 9.6/10 Exceptional (1004) CA $770 CA $973 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Koloa-Hotels-Koloa-Landing-Resort-At-Poipu.h3812333.Hotel-Information) ![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/22200/22122/b06c7c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/30000/22200/22122/1587b83a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Hawaiian cuisine, beach views ](https://images.trvl-media.com/lodging/1000000/30000/22200/22122/w3837h2744x3y0-a721ecad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22200/22122/3f117a71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hyatt Kauai Resort and Spa [](https://www.expedia.ca/Koloa-Hotels-Grand-Hyatt-Kauai-Resort-And-Spa.h22122.Hotel-Information) Poipu 9.4/10 Exceptional (1007) CA $870 CA $1,123 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Koloa-Hotels-Grand-Hyatt-Kauai-Resort-And-Spa.h22122.Hotel-Information) ![2 outdoor pools, open 8:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/3700/3693/619568d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach umbrellas, beach massages](https://images.trvl-media.com/lodging/1000000/10000/3700/3693/160e18d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; international cuisine](https://images.trvl-media.com/lodging/1000000/10000/3700/3693/7c9e528d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3700/3693/0189c30e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Kauai Resort [](https://www.expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort.h3693.Hotel-Information) Poipu 8.6/10 Excellent (1005) CA $434 CA $567 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort.h3693.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1940000/1938600/1938562/a07eea09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1940000/1938600/1938562/efe62777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/2000000/1940000/1938600/1938562/dc17dd99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1940000/1938600/1938562/dee90261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ko'a Kea Resort on Po'ipu Beach [](https://www.expedia.ca/Koloa-Hotels-Koa-Kea-Resort-On-Poipu-Beach.h1938562.Hotel-Information) Poipu 9.4/10 Exceptional (1001) CA $775 CA $996 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Koloa-Hotels-Koa-Kea-Resort-On-Poipu-Beach.h1938562.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21700/21680/1425f88c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/30000/21700/21680/113745b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/21700/21680/240971ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21700/21680/25630d6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club The Point At Poipu Kauai [](https://www.expedia.ca/Koloa-Hotels-The-Point-At-Poipu-By-Diamond-Resorts.h21680.Hotel-Information) Poipu 8.8/10 Excellent (943) CA $508 CA $664 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Koloa-Hotels-The-Point-At-Poipu-By-Diamond-Resorts.h21680.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/907700/907619/ae9e4aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/910000/907700/907619/b73192ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/910000/907700/907619/d36a835b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/910000/907700/907619/3710440d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Waiohai Beach Club [](https://www.expedia.ca/Koloa-Hotels-Marriotts-Waiohai-Beach-Club.h907619.Hotel-Information) Poipu 8.6/10 Excellent (179) CA $615 CA $731 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Koloa-Hotels-Marriotts-Waiohai-Beach-Club.h907619.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/74000000/73590000/73587800/73587787/62c0f389.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73590000/73587800/73587787/022af5eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73590000/73587800/73587787/17b00e45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/74000000/73590000/73587800/73587787/e028728d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island View - 2 Bedroom - Marriott's Waiohai Beach Club - Full Resort Access [](https://www.expedia.ca/Koloa-Hotels-Island-View-2-Bedroom-Marriotts-Waiohai-Beach-Club-Full-Resort-Access.h73587787.Hotel-Information) Poipu 10/10 Exceptional (36) CA $3,623 CA $4,813 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Koloa-Hotels-Island-View-2-Bedroom-Marriotts-Waiohai-Beach-Club-Full-Resort-Access.h73587787.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/72000000/71010000/71000200/71000110/df43a2e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71010000/71000200/71000110/71e50ce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71010000/71000200/71000110/81bf8cdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71010000/71000200/71000110/62440c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6 [](https://www.expedia.ca/Koloa-Hotels-Pili-Mai-2-Bedroom.h71000110.Hotel-Information) Poipu 9.6/10 Exceptional (77) CA $300 CA $1,039 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Koloa-Hotels-Pili-Mai-2-Bedroom.h71000110.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/46000000/45780000/45770700/45770637/w1194h788x0y0-f0d0cd29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45780000/45770700/45770637/b06758d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45780000/45770700/45770637/f1c2fa40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/46000000/45780000/45770700/45770637/2f0255cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poipu Pili Mai 4 Bedroom Condo with Ocean Views, Pool & Golf Course Access [](https://www.expedia.ca/Koloa-Hotels-NEW-Pili-Mai-Family-Condo-9B.h45770637.Hotel-Information) Poipu 10/10 Exceptional (72) CA $1,159 CA $2,302 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Koloa-Hotels-NEW-Pili-Mai-Family-Condo-9B.h45770637.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106874/d96afc7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106874/b1f8dce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106874/c4680dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106874/1f74e557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Kaua‘i Resort Villas (2BR) [](https://www.expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort-Villas.h98106874.Hotel-Information) Poipu 9.6/10 Exceptional (5) CA $1,056 CA $1,213 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort-Villas.h98106874.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=2025-12-30&endDate=2025-12-31®ionId=553248635975748653&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=OCEAN_VIEW&openPlayBack=true) ## 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 "The staff was great especially my room attendant Elsie who went above and beyond to make my birthday there special as well as kept the room clean and provided amenities that made me comfortable while staying there. Besides the cleanliness I loved the ocean view right from the lanai! " [](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) ![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) ![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) ![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) ![Aston at Poipu Kai](https://images.trvl-media.com/lodging/1000000/90000/84800/84770/014b7305_y.jpg) ### 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](https://images.trvl-media.com/lodging/1000000/30000/21700/21680/cf3d5908_y.jpg) ### 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) ![Castle Po'ipū Shores](https://images.trvl-media.com/lodging/1000000/800000/791200/791192/4557c189_y.jpg) ### Castle Po'ipū Shores 10/10 Excellent "The view was amazing! Our condo was so nice. I appreciated the quick responses from the property on any questions I had. The parking was tight but doable. Great area for everything!" 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