Title: Kaanapali Hillside Condo Rentals from CA $463 | Expedia.ca [Kaanapali Hillside Travel Guide](https://expedia.ca/Kaanapali-Hillside.dx553248635976471188)[Hotels in Kaanapali Hillside](https://expedia.ca/Kaanapali-Hillside-Hotels.d553248635976471188.Travel-Guide-Hotels)[Vacation Rentals in Kaanapali Hillside](https://expedia.ca/Kaanapali-Hillside-Vacation-Rentals.d553248635976471188.Travel-Guide-VacationRentals)[Kaanapali Hillside Car Rentals](https://expedia.ca/Car-Rentals-In-Kaanapali-Hillside.d553248635976471188.Car-Rental-Guide)[Kaanapali Hillside Vacation Packages](https://expedia.ca/Kaanapali-Hillside.d553248635976471188.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Condos Rentals in Kaanapali Hillside from CA $463 - ![](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 [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976471188&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976471188&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) In three months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976471188&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976471188&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kaanapali Hillside condo rentals ![On the beach](https://images.trvl-media.com/lodging/98000000/97090000/97086300/97086282/e0441a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/98000000/97090000/97086300/97086282/5efdef82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97090000/97086300/97086282/e90165c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/98000000/97090000/97086300/97086282/26dcd65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Central Kihei [](https://www.expedia.ca/Kihei-Hotels-Oceanside-Condo.h97086282.Hotel-Information) 9.4/10 Exceptional (56) "Check in was very easy and this is a perfect location for ocean access. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tracy C. CA $200 CA $540 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Kihei-Hotels-Oceanside-Condo.h97086282.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/33000000/32480000/32474900/32474883/a72cda28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/33000000/32480000/32474900/32474883/270-cac5e9f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/33000000/32480000/32474900/32474883/af442778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/33000000/32480000/32474900/32474883/a341220b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in North Kihei [](https://www.expedia.ca/Kihei-Hotels-Sugar-Beach-Resort-Oceanview-1-Bed1-Bath-March-8-25-Open.h32474883.Hotel-Information) 9.6/10 Exceptional (112) "Fully furnished kitchen, and beach accessories, from umbrellas, chairs, snorkel gear, beach towels, and great AC, beautiful view, no noise from pool. Will definitely stay here again if available on next trip. Centrally located to everything!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachael R. CA $206 CA $595 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Kihei-Hotels-Sugar-Beach-Resort-Oceanview-1-Bed1-Bath-March-8-25-Open.h32474883.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/67000000/66270000/66269400/66269387/fb05c2be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/67000000/66270000/66269400/66269387/f11b87e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/67000000/66270000/66269400/66269387/988d362c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/67000000/66270000/66269400/66269387/66a94c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in North Kihei [](https://www.expedia.ca/Kihei-Hotels-Beachfront-Condo.h66269387.Hotel-Information) 10/10 Exceptional (125) "Very nice condo Nice furniture Comfortable and friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $123 CA $463 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Kihei-Hotels-Beachfront-Condo.h66269387.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/1beb230d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/a1f7d567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/8b711bd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/w1170h877x0y5-51fd63d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in North Kihei [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18980054.Hotel-Information) 10/10 Exceptional (266) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noah C. CA $123 CA $524 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18980054.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535504/74c0c01a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535504/3c1099bf.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/101000000/100540000/100535600/100535504/a4e1fa53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535504/7f0a7988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in North Kihei [](https://www.expedia.ca/Kihei-Hotels-Best-Beachfront-Value-In-Kihei-Kealia-Resort.h100535504.Hotel-Information) 9.6/10 Exceptional (109) "The condo was exactly as described and in a great location, we loved the grassy area right in front of the beach if we didn’t feel like sitting in the sand! Tim had all the essentials for us and was quick to respond if we had any questions- we would definitely stay here again in the future! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bailey B. CA $159 CA $614 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Kihei-Hotels-Best-Beachfront-Value-In-Kihei-Kealia-Resort.h100535504.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/23000000/22250000/22245100/22245029/de41802b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/23000000/22250000/22245100/22245029/a7b5c909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo](https://images.trvl-media.com/lodging/23000000/22250000/22245100/22245029/5b7dd836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22250000/22245100/22245029/1a8a8a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Wailuku [](https://www.expedia.ca/Wailuku-Hotels-Oceanfront-Condo-With-Pool-Balcony-Walk-To-Dining.h22245029.Hotel-Information) 9.4/10 Exceptional (131) "The view is amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carlos A. CA $231 CA $797 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Wailuku-Hotels-Oceanfront-Condo-With-Pool-Balcony-Walk-To-Dining.h22245029.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/52000000/51850000/51848800/51848727/16913c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/52000000/51850000/51848800/51848727/4a34fa07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/52000000/51850000/51848800/51848727/3a98e950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/52000000/51850000/51848800/51848727/c63a6928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Central Kihei [](https://www.expedia.ca/Kihei-Hotels-Oceanfront.h51848727.Hotel-Information) 9.4/10 Exceptional (84) "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful condo, great views and location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pam B. CA $220 CA $799 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Kihei-Hotels-Oceanfront.h51848727.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/29000000/28860000/28858000/28857981/6827cf89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28860000/28858000/28857981/26a63e80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28860000/28858000/28857981/w1920h1078x0y2-15bae748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28860000/28858000/28857981/e35ea68e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Central Kihei [](https://www.expedia.ca/Kihei-Hotels-Ocean-View-IN-Paradise-115-25-Off-819.h28857981.Hotel-Information) 9.8/10 Exceptional (51) "We had an amazing view, great location and nice apartment. We had everything what you need for a vacation, boogie board, umbrella etc, the box outside were packed with good stuff. The kitchen was well equipped. Overall it was good, except the pillows were smelly. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tamas F. CA $233 CA $657 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Kihei-Hotels-Ocean-View-IN-Paradise-115-25-Off-819.h28857981.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/22000000/21710000/21709600/21709580/791c6df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21710000/21709600/21709580/8da58873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/22000000/21710000/21709600/21709580/a981581f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21710000/21709600/21709580/450f6a51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in North Kihei [](https://www.expedia.ca/Kihei-Hotels-OCEANFRONT-RESORT-Mere-STEPS-To-The-Beach-Kihei-Sands-Beachfront-Condos-A3.h21709580.Hotel-Information) 9.8/10 Exceptional (75) "Great location. Central to everything. We’ve been here around 20 times and love the little spots like this on the beach. Best sunset ever!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric F. CA $205 CA $730 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Kihei-Hotels-OCEANFRONT-RESORT-Mere-STEPS-To-The-Beach-Kihei-Sands-Beachfront-Condos-A3.h21709580.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/25000000/24040000/24033700/24033638/5762102e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/25000000/24040000/24033700/24033638/df4c165d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/25000000/24040000/24033700/24033638/976b16da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/25000000/24040000/24033700/24033638/93fd3fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Wailuku [](https://www.expedia.ca/Wailuku-Hotels-Oceanfront-Spectacular-60-Ft-To-The-Water.h24033638.Hotel-Information) 9.6/10 Exceptional (158) "Everything was great. Kitchen well stocked, beautiful view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric S. CA $219 CA $591 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Wailuku-Hotels-Oceanfront-Spectacular-60-Ft-To-The-Water.h24033638.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/87000000/86150000/86141000/86140994/f1dfdb7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/87000000/86150000/86141000/86140994/fa697cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86150000/86141000/86140994/878b15f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/87000000/86150000/86141000/86140994/4b2ed5ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in North Kihei [](https://www.expedia.ca/Kihei-Hotels-Oceanfront-Maui-Oasis.h86140994.Hotel-Information) 9.6/10 Exceptional (11) "Wonderful place to stay. Awesome host. We had a great time and hopefully be back soon!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer D. CA $183 CA $601 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Kihei-Hotels-Oceanfront-Maui-Oasis.h86140994.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23040000/23031100/23031089/4c3b040d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/24000000/23040000/23031100/23031089/a5620080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/24000000/23040000/23031100/23031089/accbc00d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/24000000/23040000/23031100/23031089/65f783fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in North Kihei [](https://www.expedia.ca/Kihei-Hotels-Exquisite-Maui-Retreat-Near-Sugar-Beach-Hot-Tub-WComplimentary-WiFi-Parking.h23031089.Hotel-Information) 9.6/10 Exceptional (160) "It was pretty much as described and met our needs.It was in a pretty good location for our requirements, and not too far from the port for our snorkelling trip." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Carole W. CA $209 CA $690 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Kihei-Hotels-Exquisite-Maui-Retreat-Near-Sugar-Beach-Hot-Tub-WComplimentary-WiFi-Parking.h23031089.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/34000000/33670000/33660100/33660091/73b3fd67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/34000000/33670000/33660100/33660091/68c9e1eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/34000000/33670000/33660100/33660091/524c86ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33670000/33660100/33660091/2b78be28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Wailuku [](https://www.expedia.ca/Wailuku-Hotels-Beachfront-Retreat-With-Lanai.h33660091.Hotel-Information) 8.6/10 Excellent (68) "We had an excellent time! Everything was as advertised. Gorgeous location and very quiet and peaceful. Only downside is that while we were there the building was under construction for a new elevator so there was limited parking and quite a bit of space taken up by the construction " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dylan R. CA $207 CA $643 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Wailuku-Hotels-Beachfront-Retreat-With-Lanai.h33660091.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96840000/96832500/96832491/ffcb4162.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/97000000/96840000/96832500/96832491/7fae3f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96840000/96832500/96832491/25902f16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96840000/96832500/96832491/96c90e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in North Kihei [](https://www.expedia.ca/Kihei-Hotels-Top-Floor-Beachfront-Condo-With-Ocean-View.h96832491.Hotel-Information) 9.8/10 Exceptional (47) "Really enjoyed our stay beautiful condo Will recommend to our friends thanks again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael P. CA $264 CA $717 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Kihei-Hotels-Top-Floor-Beachfront-Condo-With-Ocean-View.h96832491.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90730000/90726800/90726765/0e1ede08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/91000000/90730000/90726800/90726765/7f89d37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90730000/90726800/90726765/d4b91823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/91000000/90730000/90726800/90726765/11b8be46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Lahaina [](https://www.expedia.ca/Lahaina-Hotels-NEW-Oceanfront-Remodel-Studio-AC.h90726765.Hotel-Information) 9.8/10 Exceptional (51) "Area was pretty nice, right by the beach which we loved. Space was nice, bed was comfortable!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel Y. CA $446 CA $1,418 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Lahaina-Hotels-NEW-Oceanfront-Remodel-Studio-AC.h90726765.Hotel-Information) ![Suite, Multiple Beds, Garden View (2 Baths) | Garden view](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/3dafba07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Ocean View | Living area](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/c047658e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/bbe9db3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, Multiple Beds, Oceanfront (2 Baths) | Living area](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/2f70d75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Lahaina [](https://www.expedia.ca/Kaanapali-Hotels-The-Whaler-Resort-Kaanapali-Beach.h95034061.Hotel-Information) 9.6/10 Exceptional (315) "great time, great resort, helpful staff" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Prableen CA $337 CA $898 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Kaanapali-Hotels-The-Whaler-Resort-Kaanapali-Beach.h95034061.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/26000000/25180000/25175400/25175329/180-8f2c634d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/26000000/25180000/25175400/25175329/542c0022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25180000/25175400/25175329/946a374f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/26000000/25180000/25175400/25175329/8b59b847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Lahaina [](https://www.expedia.ca/Kahana-Hotels-BEAUTIFUL-OCEANFRONT-MODERN-West-Maui-Condo-With-Sunset-Views.h25175329.Hotel-Information) 9.8/10 Exceptional (76) "This place was very clean and we loved the location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tammy K. CA $558 CA $1,274 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Kahana-Hotels-BEAUTIFUL-OCEANFRONT-MODERN-West-Maui-Condo-With-Sunset-Views.h25175329.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/0490cad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/3db46793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/f5679aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Memory foam beds, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/e0e05110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in North Kihei [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18991875.Hotel-Information) 9.6/10 Exceptional (287) "Had a great experience here it was close to everything in town and near alot of cool beaches! Would definitely return" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) morgan J. CA $138 CA $540 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18991875.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/cc309286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/4c799c5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/8f01bb32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/b355457a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in North Kihei [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18978176.Hotel-Information) 9.8/10 Exceptional (297) "Locally convenient, price was right for the location, property management was on top of things and made sure that we were well taken car of. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $154 CA $562 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18978176.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/21000000/20150000/20142500/20142444/2e524db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/21000000/20150000/20142500/20142444/a1bc8521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20150000/20142500/20142444/0206ad50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/21000000/20150000/20142500/20142444/541d961d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Lahaina [](https://www.expedia.ca/Kaanapali-Hotels-Oceanview-CornerStudio-Condo-At-Kaanapali-Shores-Resort-Unit-742.h20142444.Hotel-Information) 8.8/10 Excellent (106) "The property management company was excellent and very responsive. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Rajesh CA $218 CA $1,139 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Kaanapali-Hotels-Oceanview-CornerStudio-Condo-At-Kaanapali-Shores-Resort-Unit-742.h20142444.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=2025-12-29&endDate=2025-12-30®ionId=553248635976471188&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%2FKaanapali-Hillside-Condos.d553248635976471188-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKaanapali-Hillside-Condos.d553248635976471188-aaCondos.Travel-Guide-Accommodation) ## Top Kaanapali Hillside Hotel Reviews ![Napili Shores Maui by OUTRIGGER](https://images.trvl-media.com/lodging/1000000/30000/27100/27045/222e71f4_y.jpg) ### Napili Shores Maui by OUTRIGGER 10/10 Excellent "Yes was clean. Reception very friendly Restaurant was a some. We really enjoyed drinking and the service very well." [](https://expedia.ca/Lahaina-Hotels-Napili-Shores-Maui-By-Outrigger.h27045.Hotel-Information) ![Aston Kaanapali Shores](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg) ### Aston Kaanapali Shores 10/10 Excellent "Very clean room and facilities. Great location. Friendly staff. Good food." [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.Hotel-Information) ![The Westin Maui Resort & Spa, Ka'anapali](https://images.trvl-media.com/lodging/1000000/30000/25900/25837/87f76342_y.jpg) ### The Westin Maui Resort & Spa, Ka'anapali 10/10 Excellent "Great location, friendly staff, good amenities including restaurants amd pools. Hospitality room on last day was clean and available when needed." [](https://expedia.ca/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.Hotel-Information) ![Hampton Inn & Suites Maui North Shore](https://images.trvl-media.com/lodging/113000000/112740000/112737600/112737554/w3840h2556x0y3-56e27344_y.jpg) ### Hampton Inn & Suites Maui North Shore 10/10 Excellent "The room was super clean and very comfortable. It was quiet and we had a great location to get around from. Definitely will return " [](https://expedia.ca/Kahului-Hotels-Hampton-Inn-Suites-Maui-North-Shore.h112737554.Hotel-Information) ![Maui Seaside Hotel](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg) ### Maui Seaside Hotel 10/10 Excellent "The staff was very friendly and always ready to check your needs." [](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information) ![Royal Lahaina Resort & Bungalows](https://images.trvl-media.com/lodging/1000000/40000/34800/34767/8a8031c5_y.jpg) ### Royal Lahaina Resort & Bungalows 10/10 Excellent "Clean room, friendly staff, amenities were great. We loved the bars & the beauty of the property " [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ![OUTRIGGER Honua Kai Resort & Spa](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/cc604c30_y.jpg) ### OUTRIGGER Honua Kai Resort & Spa 10/10 Excellent "Amazing staff so friendly. Very clean. Definitely going back and staying there again." [](https://expedia.ca/Lahaina-Hotels-Honua-Kai-Resort-Spa.h2740153.Hotel-Information) ![Sheraton Maui Resort & Spa](https://images.trvl-media.com/lodging/1000000/30000/22900/22894/w4000h2664x0y0-b7d636ba_y.jpg) ### Sheraton Maui Resort & Spa 10/10 Excellent "Not too busy. Excellent and we will return. Walkable superb snorkeling at black rock " [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.Hotel-Information) ![The Whaler Resort Kaanapali Beach](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/b85a7c13_y.jpg) ### The Whaler Resort Kaanapali Beach 10/10 Excellent "We had an amazing condo on the 9th floor that had a huge lanai and was oceanfront. Lots of whales, beautiful sunset and the moon was great at night too. We had a wonderful stay . " [](https://expedia.ca/Kaanapali-Hotels-The-Whaler-Resort-Kaanapali-Beach.h95034061.Hotel-Information) ## Find out more about Kaanapali Hillside ## Kaanapali Hillside Condo Rentals information | Number of reviews | 2,149 | | ----------------- | --------------- | | Accommodation | 2 Condo Rentals | | Lowest Price | CA $463 | | Highest Price | CA $1,418 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Kaanapali ](https://www.expedia.ca/4Star-Kaanapali-Hotels.s40-0-d800065.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Kaanapali ](https://www.expedia.ca/5Star-Kaanapali-Hotels.s50-0-d800065.Travel-Guide-Filter-Hotels) - [Aparthotels in Honokowai ](https://www.expedia.ca/Honokowai-Apart-Hotels.d8303-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Honokowai ](https://www.expedia.ca/Honokowai-Apartments.d8303-aaApartments.Travel-Guide-Accommodation) - [B&B in Honokowai ](https://www.expedia.ca/Honokowai-Bed-And-Breakfast.d8303-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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