Title: Kalaupapa Vacation Home Rentals from CA $1,398: Search Top Private Vacation Homes for Rent | Expedia.ca [Kalaupapa Travel Guide](https://expedia.ca/Kalaupapa.dx2163)[Hotels in Kalaupapa](https://expedia.ca/Kalaupapa-Hotels.d2163.Travel-Guide-Hotels)[Vacation Rentals in Kalaupapa](https://expedia.ca/Kalaupapa-Vacation-Rentals.d2163.Travel-Guide-VacationRentals)[Flights to Kalaupapa](https://expedia.ca/Cheap-Flights-To-Kalaupapa.d2163.Travel-Guide-Flights)[Kalaupapa Car Rentals](https://expedia.ca/Car-Rentals-In-Kalaupapa.d2163.Car-Rental-Guide)[Kalaupapa Vacation Packages](https://expedia.ca/Kalaupapa.d2163.Destination-Travel-Guides) ![Visiting the island of Moloka'i from O'ahu on a six-passenger propeller plane and landing right in the old leper colony of Kalaupapa was one of the coolest experiences to-date. These gorgeous #beaches lie just beneath some of the tallest sea cliffs in the world. The only way to get to Kalaupapa is on a private tour, either by small plane, donkeys or hiking. #lifeatexpedia ](https://images.trvl-media.com/place/2163/81a8674f-b3fe-4a99-8d8f-1c350f0bc744.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Lisa A Schmidt ![](https://images.trvl-media.com/place/2163/81a8674f-b3fe-4a99-8d8f-1c350f0bc744.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=2163&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 two months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=2163&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=2163&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=2163&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kalaupapa vacation homes ![Beach nearby](https://images.trvl-media.com/lodging/42000000/41840000/41831800/41831730/4658ec7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/42000000/41840000/41831800/41831730/aa49a261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/42000000/41840000/41831800/41831730/473b1c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/42000000/41840000/41831800/41831730/4f3b80ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BD WALK TO THE BEACH | Luxury Remodel | HUGE DECK [](https://www.expedia.ca/Kapalua-Hotels-3BD-NEW-Luxurious.h41831730.Hotel-Information) Lahaina 10/10 Exceptional (61 reviews) "Directly across the street from the bay for good snorkeling spot. Eat at the Gazebo for an unforgettable breakfast of macadamia nut and banana pancakes. Open air dining right on the beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca B. CA $585 CA $1,398 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Kapalua-Hotels-3BD-NEW-Luxurious.h41831730.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/101000000/100440000/100431800/100431711/3d6a0b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, books](https://images.trvl-media.com/lodging/101000000/100440000/100431800/100431711/06c203fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100440000/100431800/100431711/5da62082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, books](https://images.trvl-media.com/lodging/101000000/100440000/100431800/100431711/6cff8507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### POOL & OCEAN VIEW | LUXURY | Snorkel With Turtles! [](https://www.expedia.ca/Napili-Hotels-Ocean-Front-Snorkel-With-Turtles.h100431711.Hotel-Information) Lahaina 10/10 Exceptional (15 reviews) "Beautiful location and property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angie A. CA $588 CA $1,493 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Napili-Hotels-Ocean-Front-Snorkel-With-Turtles.h100431711.Hotel-Information) ![Condo (2 Bedrooms) | Living room](https://images.trvl-media.com/lodging/85000000/84080000/84071300/84071272/40fd91dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (2 Bedrooms) | View from room](https://images.trvl-media.com/lodging/85000000/84080000/84071300/84071272/26b56787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (2 Bedrooms) | Living room](https://images.trvl-media.com/lodging/85000000/84080000/84071300/84071272/7bf20f6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (2 Bedrooms) | Living room](https://images.trvl-media.com/lodging/85000000/84080000/84071300/84071272/ed8e76a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kapalua Golf Villas by KBM Resorts [](https://www.expedia.ca/Lahaina-Hotels-K-B-M-Resorts-Kapalua-Golf-Villa-Kgv-19p2.h84071272.Hotel-Information) Lahaina 10/10 Exceptional (9 reviews) "Everything was great !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jackelin CA $3,774 CA $5,045 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Lahaina-Hotels-K-B-M-Resorts-Kapalua-Golf-Villa-Kgv-19p2.h84071272.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/19000000/19000000/18993600/18993571/08396fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/19000000/19000000/18993600/18993571/542ab47d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/19000000/19000000/18993600/18993571/46f1ebe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/19000000/19000000/18993600/18993571/76837f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WALK TO NAPILI BAY A SANDY BEACH-3 BEDROOMS-PRIVATE HOT TUB ON LANAI-KAPALUA [](https://www.expedia.ca/Kapalua-Hotels-Best-Kapalua-Location-W-3-Bedrooms.h18993571.Hotel-Information) Lahaina 9.4/10 Exceptional (108 reviews) "Great home for a family stay! Three full bedrooms, a sofa bed and 2 car garage. Well stocked kitchen, for all your cooking needs. We enjoyed eating and relaxing on the deck and a soak in the hot tub in the evenings!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Cindy R. CA $666 CA $1,801 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Kapalua-Hotels-Best-Kapalua-Location-W-3-Bedrooms.h18993571.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=2026-03-05&endDate=2026-03-06®ionId=2163&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_2163) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Kalaupapa%2C+Hawaii%2C+United+States+of+America®ionId=2163&latLong=21.189301%2C-156.981811&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Kalaupapa%2C+Hawaii%2C+United+States+of+America®ionId=2163&latLong=21.189301%2C-156.981811&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Kalaupapa%2C+Hawaii%2C+United+States+of+America®ionId=2163&latLong=21.189301%2C-156.981811&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=CABIN) Villas [](https://www.expedia.ca/Hotel-Search?destination=Kalaupapa%2C+Hawaii%2C+United+States+of+America®ionId=2163&latLong=21.189301%2C-156.981811&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Kalaupapa%2C+Hawaii%2C+United+States+of+America®ionId=2163&latLong=21.189301%2C-156.981811&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Kalaupapa%2C+Hawaii%2C+United+States+of+America®ionId=2163&latLong=21.189301%2C-156.981811&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Kalaupapa%2C+Hawaii%2C+United+States+of+America®ionId=2163&latLong=21.189301%2C-156.981811&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=VACATION_HOME) ![](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%2FKalaupapa-Private-Vacation-Homes.d2163-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKalaupapa-Private-Vacation-Homes.d2163-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Kalaupapa Hotel Reviews ![Aston Kaanapali Shores](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg) ### Aston Kaanapali Shores 10/10 Excellent "The rooms were extremely clean and spacious " [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.Hotel-Information) ![The Mauian - Boutique Beach Studios on Napili Bay](https://images.trvl-media.com/lodging/1000000/180000/171200/171120/0e55439d_y.jpg) ### The Mauian - Boutique Beach Studios on Napili Bay 10/10 Excellent "Absolutely beautiful stay. The staff was friendly, the place was clean, and the location was perfect. They have coffee, juice, fresh fruit and rolls for breakfast every morning. Parking is free but they have limited spaces. Security will come out and help you park if it's tight. There's no tv in the rooms, but you're in Maui! The only cons: water pressure is not good, but the water did get hot. Also, the walls are thin and the outside picks up all the sounds, so you hear everyone all the time. If you happen to stay near a family with kids, you're up when they're up! " [](https://expedia.ca/Lahaina-Hotels-The-Mauian-Boutique-Beach-Studios-On-Napili-Bay.h171120.Hotel-Information) ![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 "Everything was perfect! Beautiful views, comfortable bed and kind staff. We enjoyed both restaurants on the property twice during our stay. Pools and hot tub were well kept and a short walk to the beach. We will be back! " [](https://expedia.ca/Lahaina-Hotels-Napili-Shores-Maui-By-Outrigger.h27045.Hotel-Information) ![Montage Kapalua Bay](https://images.trvl-media.com/lodging/6000000/5920000/5914200/5914192/a0787557_y.jpg) ### Montage Kapalua Bay 10/10 Excellent "Staff was great. Some maintenance issues, leaking water dispenser on fridge leading to pooling and warping of floor. Same on large lanai. Otherwise, great" [](https://expedia.ca/Lahaina-Hotels-Montage-Kapalua-Bay.h5914192.Hotel-Information) ![Napili Kai Beach Resort](https://images.trvl-media.com/lodging/1000000/100000/97700/97621/d798be75_y.jpg) ### Napili Kai Beach Resort 10/10 Excellent "Ocean view room... Nothing to complain about! Staff was very responsive. Nice all day restaurant right in the complex overlooking the water. Will definitely be returning!" [](https://expedia.ca/Lahaina-Hotels-Napili-Kai-Beach-Resort.h97621.Hotel-Information) ![Royal Kahana Maui by OUTRIGGER](https://images.trvl-media.com/lodging/1000000/10000/5800/5791/5e00f1e1_y.jpg) ### Royal Kahana Maui by OUTRIGGER 10/10 Excellent "Security staff especially Dean and Uncle were amazing. " [](https://expedia.ca/Lahaina-Hotels-Royal-Kahana-Maui-By-Outrigger.h5791.Hotel-Information) ![Aston at Papakea Resort](https://images.trvl-media.com/lodging/1000000/70000/62200/62187/ad188258_y.jpg) ### Aston at Papakea Resort 10/10 Excellent "Great experience from check-in to checkout and everything in-between. " [](https://expedia.ca/Kaanapali-Hotels-Aston-At-Papakea-Resort.h62187.Hotel-Information) ![Hilton Vacation Club Ka'anapali Beach Maui](https://images.trvl-media.com/lodging/1000000/30000/23100/23042/7a9e8592_y.jpg) ### Hilton Vacation Club Ka'anapali Beach Maui 10/10 Excellent "Clean room, friendly staff." [](https://expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.Hotel-Information) ![Kahana Falls Maui by VRI Americas](https://images.trvl-media.com/lodging/2000000/1800000/1797300/1797282/cc5dd277_y.jpg) ### Kahana Falls Maui by VRI Americas 10/10 Excellent "Room was excellent… staff was friendly… pool looked nice but we didn’t get to enjoy it due to heavy rain… overall a very pleasant stay" [](https://expedia.ca/Lahaina-Hotels-Kahana-Falls-Maui.h1797282.Hotel-Information) ## Find out more about Kalaupapa ## Kalaupapa Vacation Homes information | Number of reviews | 165 | | ----------------- | ----------------- | | Accommodation | 78 Vacation Homes | | Lowest Price | CA $1,398 | | Highest Price | CA $5,045 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Huelo ](https://www.expedia.ca/3Star-Huelo-Hotels.s30-0-d553248635976475326.Travel-Guide-Filter-Hotels) - [Aparthotels in Hoolehua ](https://www.expedia.ca/Hoolehua-Apart-Hotels.d2329-aaApartHotels.Travel-Guide-Accommodation) - 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