Title: Kalaupapa Vacation Home Rentals from CA $738: 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)[Things to do in Kalaupapa](https://expedia.ca/Things-To-Do-In-Kalaupapa.d2163.Travel-Guide-Activities)[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 # Kalaupapa Vacation Rentals - ![](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 Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=2163&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=2163&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 one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=2163&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 two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=2163&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) ## Our top choices for Kalaupapa vacation homes ![Beach nearby](https://images.trvl-media.com/lodging/22000000/21300000/21294100/21294019/948289a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21300000/21294100/21294019/15deff8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, books](https://images.trvl-media.com/lodging/22000000/21300000/21294100/21294019/045c1005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21300000/21294100/21294019/d18e175f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 MIN WALK TO SANDY BEACH | 3 BD | FAMILY FRIENDLY [](https://www.expedia.ca/Kapalua-Hotels-Luxury-Vacation-Rental-Napili-Gardens-3-Bedrooms.h21294019.Hotel-Information) Lahaina 10/10 Exceptional (176) "Great place to stay and within walking distance to the best beaches. Very clean and had everything we needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Krissi T. CA $516 CA $1,400 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Kapalua-Hotels-Luxury-Vacation-Rental-Napili-Gardens-3-Bedrooms.h21294019.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/66000000/65860000/65856800/65856731/cf2106a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/66000000/65860000/65856800/65856731/8b9e6573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/66000000/65860000/65856800/65856731/cb9b1a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/66000000/65860000/65856800/65856731/1ae1d770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront getaway with a furnished patio, views, pool, & high-speed WiFi [](https://www.expedia.ca/Lahaina-Hotels-Oceanfront-Getaway-W-A-Furnished-Patio.h65856731.Hotel-Information) Lahaina 9.6/10 Exceptional (9) "Very clean, stocked well, comfortable bed and furniture, enough storage for your items, food. Very nice view from entire unit!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim K. CA $234 CA $738 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Lahaina-Hotels-Oceanfront-Getaway-W-A-Furnished-Patio.h65856731.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/78000000/77090000/77088000/77087906/4edb10b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, books](https://images.trvl-media.com/lodging/78000000/77090000/77088000/77087906/4f32a664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/78000000/77090000/77088000/77087906/e2445710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/78000000/77090000/77088000/77087906/679db601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW LUXURY REMODEL W/POOL | Panoramic Ocean Views! [](https://www.expedia.ca/Kapalua-Hotels-Luxury-Panoramic-Ocean-Views.h77087906.Hotel-Information) Lahaina 10/10 Exceptional (27) "Great property and location - beautiful ocean views and really clean. Kevin was easy to chat with and prompt with responses. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott W. CA $1,378 CA $2,530 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Kapalua-Hotels-Luxury-Panoramic-Ocean-Views.h77087906.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) ![Pool](https://images.trvl-media.com/lodging/101000000/100440000/100431800/100431711/64969ac7.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/101000000/100440000/100431800/100431711/06c203fd.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 (13) "Beautiful location and property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angie A. CA $550 CA $1,463 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Napili-Hotels-Ocean-Front-Snorkel-With-Turtles.h100431711.Hotel-Information) ![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) ![TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/42000000/41840000/41831800/41831730/00c92e12.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 (59) "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 $621 CA $1,447 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Kapalua-Hotels-3BD-NEW-Luxurious.h41831730.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/19000000/18993600/18993571/c8c86663.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) ### 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 (107) "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 $645 CA $1,749 total includes taxes & fees Dec 14 - Dec 15 [](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=2025-12-26&endDate=2025-12-27®ionId=2163&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style 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=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=CONDO) 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=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=APART_HOTEL) 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=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=VILLA) 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=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=APARTMENT) 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=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=VACATION_HOME) 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=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=COTTAGE) ![](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 property was very nice, better than I expected. The front desk staff was amazing and very accommodating. The room was a little dated and I didn’t like that the door to the room had about 1” of space on the bottom that was not covered. Light, bugs, and geckos could get in. But overall it was great and I would definitely stay here again. " [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.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 "Good vibe and great staff. Away from the hustle and bustle." [](https://expedia.ca/Lahaina-Hotels-Napili-Kai-Beach-Resort.h97621.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 "The Entire staff of Kahana Falls Resort was very welcoming and very attentive to our needs. " [](https://expedia.ca/Lahaina-Hotels-Kahana-Falls-Maui.h1797282.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 "Great stay, close to everything and away from the crowd." [](https://expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.Hotel-Information) ![The Ritz-Carlton Maui, Kapalua](https://images.trvl-media.com/lodging/1000000/10000/3400/3390/w3996h2667x0y0-f44bed53_y.jpg) ### The Ritz-Carlton Maui, Kapalua 10/10 Excellent "The breakfast menus were fresh everyday. " [](https://expedia.ca/Lahaina-Hotels-The-Ritz-Carlton-Maui.h3390.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 "Friendly staff, quiet resort perfect for couples or families." [](https://expedia.ca/Kaanapali-Hotels-Aston-At-Papakea-Resort.h62187.Hotel-Information) ![Sands of Kahana](https://images.trvl-media.com/lodging/1000000/520000/517100/517013/afb9c98b_y.jpg) ### Sands of Kahana 10/10 Excellent "Really enjoyed our stay. Didn’t realize we’d have a washer/dryer in unit and our 1 bedroom had two full baths!" [](https://expedia.ca/Lahaina-Hotels-Sands-Of-Kahana.h517013.Hotel-Information) ![Kahana Beach Vacation Club](https://images.trvl-media.com/lodging/1000000/20000/13100/13039/4a7e4f4e_y.jpg) ### Kahana Beach Vacation Club 10/10 Excellent "Excellent Resort from all areas " [](https://expedia.ca/Kahana-Hotels-Kahana-Beach-Vacation-Club.h13039.Hotel-Information) ![The Gardens at West Maui](https://images.trvl-media.com/lodging/3000000/2670000/2668300/2668250/79d54f0a_y.jpg) ### The Gardens at West Maui 10/10 Excellent "Very good location, very close to the beach, with beautiful views. The area is clean, with a pool, jacuzzi, and barbecue. The one-bedroom apartment is nice and has a kitchen with everything you need, just like at home, including a washer and dryer. Everything was great, the only issue was the ants. But I think they will fix that. For this price, everything was good except for the ants" [](https://expedia.ca/Kapalua-Hotels-The-Gardens-At-West-Maui.h2668250.Hotel-Information) ## Find out more about Kalaupapa ## Kalaupapa Vacation Homes information | Number of reviews | 351 | | ----------------- | ----------------- | | Accommodation | 80 Vacation Homes | | Lowest Price | CA $738 | | Highest Price | CA $2,530 | ## 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) - [Apartments in Hoolehua ](https://www.expedia.ca/Hoolehua-Apartments.d2329-aaApartments.Travel-Guide-Accommodation) - [Family Hotels in Hoolehua ](https://www.expedia.ca/Hoolehua-Hotels-Family-Hotel.0-0-d2329-tFamilyHotel.Travel-Guide-Filter-Hotels) - 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