Title: Book the Best Hotels with POOL in South Shore in 2025 | 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) # Find Hotels with a Pool in South Shore, HI ![](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 [Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2025-10-11&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2025-10-12&endDate=2025-10-13&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975748653&startDate=2025-10-24&endDate=2025-10-26&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) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/3700/3693/a3cd9bd2.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) ![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) ### Sheraton Kauai Resort Poipu 8.6/10 Excellent (1009) "Beautiful views, great staff and awesome yoga class to start the day " CA $407 CA $536 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort.h3693.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/90000/84800/84770/014b7305.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) ### Aston at Poipu Kai Poipu 8.0/10 Very good (358) "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. " CA $265 CA $781 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Koloa-Hotels-Aston-At-Poipu-Kai.h84770.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) ![Lobby lounge](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812333/20c14876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812333/00dd6e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Koloa Landing Resort at Poipu, Autograph Collection Poipu 9.6/10 Exceptional (1007) "Great hotel, grounds and pool were awesome." CA $594 CA $767 total includes taxes & fees Nov 2 - Nov 3 [](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) ![View from room](https://images.trvl-media.com/lodging/1000000/30000/22200/22122/e8f68a6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Hawaiian cuisine, beach views ](https://images.trvl-media.com/lodging/1000000/30000/22200/22122/8b928918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/22200/22122/c4975702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hyatt Kauai Resort and Spa Poipu 9.4/10 Exceptional (1003) "Absolutely loved our stay here! Great restaurants, and the pool areas are amazing. Very relaxing and tranquil" CA $766 CA $995 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Koloa-Hotels-Grand-Hyatt-Kauai-Resort-And-Spa.h22122.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) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1940000/1938600/1938562/2eb2a19c.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) ![Egyptian cotton sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/2000000/1940000/1938600/1938562/9c7095af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ko'a Kea Resort on Po'ipu Beach Poipu 9.4/10 Exceptional (1002) "Fabulous staff great view" CA $891 CA $1,134 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Koloa-Hotels-Koa-Kea-Resort-On-Poipu-Beach.h1938562.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) ![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) ### An Affordable Alternative to Expensive Accommodations in Poipu Poipu 9.4/10 Exceptional (59) "The property was excellent and the owner is a really helpful person." CA $208 CA $545 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) ![Pool](https://images.trvl-media.com/lodging/72000000/71010000/71000200/71000110/87cae002.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/ec85aa8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/72000000/71010000/71000200/71000110/3e8de3b8.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 (75) "Enjoyed our stay at this property. Would definitely recommend. Garage parking space was a bit tight for our rental SUV." CA $193 CA $909 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Koloa-Hotels-Pili-Mai-2-Bedroom.h71000110.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21700/21680/25630d6a.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 (935) "The resort is very nicely situated… the pool and facilities are very nice." CA $439 CA $584 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Koloa-Hotels-The-Point-At-Poipu-By-Diamond-Resorts.h21680.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/55000000/54080000/54078400/54078358/471d670f.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) ![Outdoor dining](https://images.trvl-media.com/lodging/55000000/54080000/54078400/54078358/0fc0c695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/55000000/54080000/54078400/54078358/099dfbf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### An Affordable Alternative to Expensive Accommodations in Poipu Poipu 9.2/10 Wonderful (60) "Great stay for short trip in quiet residential area. Close to Poipu beach, shop, and eateries. " CA $183 CA $493 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Koloa-Hotels-An-Affordable-Alternative-To-Expensive-Accommodations-In-Poipu.h54078358.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) ![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) ![1 bedroom, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/42000000/41820000/41815500/41815407/26c71880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Kauai Resort Villas Poipu 9.2/10 Wonderful (646) "Great experience! Clean quiet, located close to beach, shopping and places to eat. Lavas restaurant on the beach. Food and view are excellent. I would definitely return here again." CA $458 CA $540 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort-Villas.h41815407.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=2025-10-25&endDate=2025-10-26®ionId=553248635975748653&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top South Shore Hotel Reviews ![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 view from our room is the view you see in the picture. It was exceptional! There are no dining facilities (other than you own kitchen) on the property but just across the street are many options. Would come back again without a doubt." [](https://expedia.ca/Koloa-Hotels-Kiahuna-Plantation-Resort-Kauai-By-Outrigger.h42053.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) ![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 "Great hotel, grounds and pool were awesome." [](https://expedia.ca/Koloa-Hotels-Koloa-Landing-Resort-At-Poipu.h3812333.Hotel-Information) ![Ko'a Kea Resort on Po'ipu Beach](//images.trvl-media.com/lodging/2000000/1940000/1938600/1938562/dee90261_y.jpg) ### Ko'a Kea Resort on Po'ipu Beach 10/10 Excellent "Fabulous staff great view" [](https://expedia.ca/Koloa-Hotels-Koa-Kea-Resort-On-Poipu-Beach.h1938562.Hotel-Information) ![Grand Hyatt Kauai Resort and Spa](//images.trvl-media.com/lodging/1000000/30000/22200/22122/b06c7c5b_y.jpg) ### Grand Hyatt Kauai Resort and Spa 10/10 Excellent "Absolutely loved our stay here! Great restaurants, and the pool areas are amazing. Very relaxing and tranquil" [](https://expedia.ca/Koloa-Hotels-Grand-Hyatt-Kauai-Resort-And-Spa.h22122.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 "First great location!!! The grounds of the property extends to face the water and at sunset, you can walk out and witness the magnificence. You can walk to Poipu beach from there and then your relaxation begins. It is also within walking/ short drive distance to Poipu restaurants, mall and all that Poipu has to offer! The decor and facility may be a bit dated but it is very well maintained and cleaned. The folks who work there are friendly and courteous. Overall recommend! " [](https://expedia.ca/Koloa-Hotels-Aston-At-Poipu-Kai.h84770.Hotel-Information) ![Whalers Cove Oceanfront Resort](//images.trvl-media.com/lodging/1000000/900000/891200/891168/1a46db7a_y.jpg) ### Whalers Cove Oceanfront Resort 10/10 Excellent "Great place to stay in Poipu. Quiet and well located. Our unit was faithfully furnished with comfortable beds and fully stock kitchen. Very helpful and friendly staff. We will stay here again" [](https://expedia.ca/Koloa-Hotels-Whalers-Cove-Oceanfront-Resort.h891168.Hotel-Information) ![Sheraton Kauai Resort](//images.trvl-media.com/lodging/1000000/10000/3700/3693/7c9e528d_y.jpg) ### Sheraton Kauai Resort 10/10 Excellent "This place is perfect. Right on the beach, lots of amenities, beautiful sunsets on the lawn…stargazing at night and many more memorable perks. The bed was comfy, pillows were perfect, water pressure strong, and a beautiful pool area. I highly recommend this tropical paradise. ((The burritos from Da Crack were great, as was the Thai Food from the food trucks nearby))" [](https://expedia.ca/Koloa-Hotels-Sheraton-Kauai-Resort.h3693.Hotel-Information) ![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 "Quiet and clean very well kept up. Close to shopping and good dining without feeling like I was downtown in a major city. " [](https://expedia.ca/Koloa-Hotels-Castle-Kiahuna-Plantation-Beach-Bungalows.h800079.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hotels near Hawaii Trading Post](https://www.expedia.ca/Hawaii-Trading-Post-Hotels.0-l553248621532638669-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Kauai](https://www.expedia.ca/Kauai-Hotels-Boutique-Hotel.0-0-d180075-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Kauai](https://www.expedia.ca/Kauai-Hotels-Business-Hotel.0-0-d180075-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Kauai](https://www.expedia.ca/Kauai-Hotels-Casino-Hotel.0-0-d180075-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Kauai](https://www.expedia.ca/Kauai-Hotels-Couples-Resorts-Hotels.0-0-d180075-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Green Hotels in Kauai](https://www.expedia.ca/Kauai-Hotels-Green-Sustainable.0-0-d180075-tGreenSustainable.Travel-Guide-Filter-Hotels) - 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