Title: Kaupakulua Villas from CA $771 | Expedia.ca [Hotels in Kaupakulua](https://expedia.ca/Kaupakulua-Hotels.d11836.Travel-Guide-Hotels)[Vacation Rentals in Kaupakulua](https://expedia.ca/Kaupakulua-Vacation-Rentals.d11836.Travel-Guide-VacationRentals)[Kaupakulua Car Rentals](https://expedia.ca/Car-Rentals-In-Kaupakulua.d11836.Car-Rental-Guide)[Kaupakulua Vacation Packages](https://expedia.ca/Kaupakulua.d11836.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 Kaupakulua Villa Rentals from CA $771 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=11836&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=11836&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=11836&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=11836&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Kaupakulua Villas ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33220000/33213100/33213090/w1280h854x0y2-2a77b893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33220000/33213100/33213090/d6f7ffdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/34000000/33220000/33213100/33213090/c38863d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33220000/33213100/33213090/e21b0d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ~ This Is Wailea Living ~ Wailea 10/10 Exceptional (132) "Fantastic property." CA $347 CA $833 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Kihei-Hotels-This-Is-Wailea-Living.h33213090.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18960000/18956800/18956757/ca790f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/19000000/18960000/18956800/18956757/6db14db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18960000/18956800/18956757/039d3f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18960000/18956800/18956757/42ef5ea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villas By The Cove, Villa 8 · 1 Bedroom Villa with Ocean Views, Steps to Beach South Kihei 9.8/10 Exceptional (72) "Had a nice time, close to beach and restraunts." CA $366 CA $771 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Kihei-Hotels-Villas-By-The-Cove.h18956757.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112570000/112563100/112563063/c7ef6cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112570000/112563100/112563063/06706f6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/113000000/112570000/112563100/112563063/633ad11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/113000000/112570000/112563100/112563063/w1536h1001x0y0-08376109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rare Find! Ocean and Beach Front Cottage! South Kihei 9.2/10 Wonderful (5) "We stayed a week in this cute beach front cottage. It is central located with walking distance to restaurants, surfing lessons, groceries and shops. The owner/host was easily get in touch with and accommodated us with early check in since we had a very early flight in. The view is beautiful and we watched sunset every day from our lanai. " CA $465 CA $1,206 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Kihei-Hotels-Rare-Find-Ocean-And-Beach-Front-Cottage.h112563063.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/683887dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/02fc15e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/41b2cb25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/d096aa40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views Kula 10/10 Exceptional (180) "Luxury without all the people around" CA $750 CA $1,498 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Kula-Hotels-Eco-Friendly-Modern-Home.h23268927.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115230000/115220600/115220592/8ada5575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/116000000/115230000/115220600/115220592/f8490863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115230000/115220600/115220592/f5307911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115230000/115220600/115220592/2035217d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Oceanview Wailea Retreat with Sunset Views Wailea CA $490 CA $1,203 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Kihei-Hotels-Luxury-Oceanview-Wailea-Retreat-Hoku-Hale.h115220592.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=2025-10-27&endDate=2025-10-28®ionId=11836&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%2FKaupakulua-Villas.d11836-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKaupakulua-Villas.d11836-aaVillas.Travel-Guide-Accommodation) ## Top Kaupakulua Hotel Reviews ![Maui Coast Hotel](//images.trvl-media.com/lodging/1000000/30000/28700/28645/ffbd6b5d_y.jpg) ### Maui Coast Hotel 10/10 Excellent " Staff friendly " [](https://expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information) ![Hilton Grand Vacations Club Maui Bay Villas](//images.trvl-media.com/lodging/1000000/10000/3100/3001/a09d50ad_y.jpg) ### Hilton Grand Vacations Club Maui Bay Villas 10/10 Excellent "Wonderful stay" [](https://expedia.ca/Kihei-Hotels-Maui-Bay-Villas-By-Hilton-Grand-Vacations.h3001.Hotel-Information) ![Fairmont Kea Lani Maui](//images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg) ### Fairmont Kea Lani Maui 10/10 Excellent "Very nice. Pools were all well staffed and they do not let people claim loungers all day, which i really appreciate." [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![Hampton Inn & Suites Maui North Shore](//images.trvl-media.com/lodging/113000000/112740000/112737600/112737554/w3840h2556x0y3-56e27344_y.jpg) ### Hampton Inn & Suites Maui North Shore 10/10 Excellent "Staff was extremely helpful and friendly " [](https://expedia.ca/Kahului-Hotels-Hampton-Inn-Suites-Maui-North-Shore.h112737554.Hotel-Information) ![Wailea Beach Resort - Marriott, Maui](//images.trvl-media.com/lodging/1000000/30000/20400/20303/b323b293_y.jpg) ### Wailea Beach Resort - Marriott, Maui 10/10 Excellent "we came for a family trip and it couldnt have gone better. staff was great pool were awesome. highly recommend and would come back!" [](https://expedia.ca/Kihei-Hotels-Wailea-Beach-Resort-Marriott.h20303.Hotel-Information) ![Maui Beach Hotel](//images.trvl-media.com/lodging/1000000/20000/18600/18554/d9caacb9_y.jpg) ### Maui Beach Hotel 10/10 Excellent "What really stood out was our driver, Rex. He was so nice telling us where to go and what places to eat because this was our first time in Maui. We’re from Oahu so I love the fact that we had a local Tell us the fun places and food places to try out. We did like 95% of things he told us to do. Definitely coming back and tell people from our gymnastics team to stay because of him, mahalo " [](https://expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.Hotel-Information) ![Maui Seaside Hotel](//images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg) ### Maui Seaside Hotel 10/10 Excellent "This isnt one of the huge Maui resorts but evrything about this hotel is top shelf! It was my first time staying there with my 2 kids because we came out from Lahaina for the Kolohe Kai concert. Im so happy to have found this gem and I will defintely go back! " [](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information) ![Aston Maui Hill](//images.trvl-media.com/lodging/1000000/30000/24600/24554/abca45f3_y.jpg) ### Aston Maui Hill 10/10 Excellent "Great location! Great value! Will definitely return!" [](https://expedia.ca/Kihei-Hotels-Aston-Maui-Hill.h24554.Hotel-Information) ![Mana Kai Maui- Official Onsite Rental](//images.trvl-media.com/lodging/1000000/30000/27900/27810/931caeaa_y.jpg) ### Mana Kai Maui- Official Onsite Rental 10/10 Excellent "Great room. Great view. Amazing beach attached. Couldn’t have asked for better. " [](https://expedia.ca/Kihei-Hotels-Mana-Kai-Maui.h27810.Hotel-Information) ## Find out more about Kaupakulua ## Kaupakulua Villas information | Number of reviews | 295 | | --- | --- | | Accommodation | 65 Villas | | Lowest Price | CA $771 | | Highest Price | CA $1,498 | ## Frequently asked questions ### Why book your villa in Kaupakulua with Expedia? > We think arranging a vacation shouldn't be difficult, so if you're on the lookout for villas at a nice price, Expedia has your back. Stick to the budget and opt for an all-inclusive stay, or splurge on a luxe villa to spoil your nearest and dearest. Our handy filters make it simple to find a place in Kaupakulua that you'll adore. ### How can I find cheap villas in Kaupakulua? > The easiest way to compare cheap villas in Kaupakulua is with Expedia's useful filter tool. 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