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 $468 - ![](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 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2025-12-08&endDate=2025-12-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2025-12-09&endDate=2025-12-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next 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) ## Top South Shore Hotels with a Pool ![View from property](https://images.trvl-media.com/lodging/1000000/10000/3700/3693/11ef40ae.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) ![On the beach, beach umbrellas, beach massages](https://images.trvl-media.com/lodging/1000000/10000/3700/3693/8ba3d975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/3700/3693/14b28584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Kauai Resort Poipu 8.6/10 Excellent (1007) "We had a wonderful stay at the Sheraton Kauai waterfront hotel, we upgraded to ocean-front rooms and were very happy we did. Staff all very friendly, easy parking on site, and excellent pools and view of ocean from pool. Would love to come back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura S CA $441 CA $575 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort.h3693.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) ![Lobby lounge](https://images.trvl-media.com/lodging/42000000/41820000/41815500/41815407/b11e06f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Kauai Resort Villas Poipu 9.2/10 Wonderful (677) "The rooms were very nice and loved the pool" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori CA $397 CA $468 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort-Villas.h41815407.Hotel-Information) ![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) ![Interior](https://images.trvl-media.com/lodging/55000000/54080000/54078900/54078846/db01018f.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 $180 CA $505 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Koloa-Hotels-An-Affordable-Alternative-To-Expensive-Accommodations-In-Poipu.h54078846.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21700/21680/cf3d5908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/21700/21680/7d0d022b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/30000/21700/21680/22705027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/21700/21680/965fb40d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club The Point At Poipu Kauai Poipu 8.8/10 Excellent (942) "The resort is very nicely situated… the pool and facilities are very nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Araceli CA $433 CA $576 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Koloa-Hotels-The-Point-At-Poipu-By-Diamond-Resorts.h21680.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/90000/84800/84770/64d1eb73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/90000/84800/84770/ab3552ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/1000000/90000/84800/84770/9e4a7c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/90000/84800/84770/014b7305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aston at Poipu Kai Poipu 8.0/10 Very good (371) "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 $247 CA $755 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Koloa-Hotels-Aston-At-Poipu-Kai.h84770.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/79000000/78360000/78358100/78358094/3d36f23d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78360000/78358100/78358094/481c2e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78360000/78358100/78358094/w1024h680x0y3-e9eb85e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78360000/78358100/78358094/f490b690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Upgraded Condo #98, AC, Poipu Beach, Partial Ocean View Poipu 9.8/10 Exceptional (67) "No complaints. Great place great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark L. CA $242 CA $863 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Koloa-Hotels-Luxury-Upgraded-Condo.h78358094.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/72000000/71010000/71000200/71000110/87cae002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71010000/71000200/71000110/ec85aa8f.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71010000/71000200/71000110/91620510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6 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 $151 CA $830 total includes taxes & fees Dec 15 - Dec 16 [](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) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33940000/33938900/33938899/fa31aa7c.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) ![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 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. CA $282 CA $760 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Koloa-Hotels-Ocean-View-Studio.h33938899.Hotel-Information) ![3 outdoor pools, open 7:30 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812333/54675631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms, Kitchen (Coastline View) | Property amenity](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812333/dd7e7bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with cable channels, Smart TV, Netflix](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812333/de8266f8.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) ### Koloa Landing Resort at Poipu, Autograph Collection Poipu 9.6/10 Exceptional (1005) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelah CA $703 CA $895 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Koloa-Hotels-Koloa-Landing-Resort-At-Poipu.h3812333.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/19000000/18960000/18955900/18955865/c0037dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18960000/18955900/18955865/3cc98a40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18960000/18955900/18955865/b52d037b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/19000000/18960000/18955900/18955865/1e3d2e05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach! Poipu 9.8/10 Exceptional (188) "Loved the location! Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary S. CA $247 CA $824 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Koloa-Hotels-Nihi-Kai-403-Newly-Remodeled-In-2023.h18955865.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=2025-12-23&endDate=2025-12-24®ionId=553248635975748653&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top South Shore Hotel Reviews ![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 "Beautiful" [](https://expedia.ca/Koloa-Hotels-Koloa-Landing-Resort-At-Poipu.h3812333.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) ![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 "Staff were nice. Hotel need some minor touch ups pool plaster and painting. Room had a musty smell but provided dehumidifier which helped. I would go back Third trip there " [](https://expedia.ca/Koloa-Hotels-Grand-Hyatt-Kauai-Resort-And-Spa.h22122.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) ![Sheraton Kauai Resort](https://images.trvl-media.com/lodging/1000000/10000/3700/3693/7c9e528d_y.jpg) ### Sheraton Kauai Resort 10/10 Excellent "Did not wanted to leave" [](https://expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort.h3693.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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