Title: Kid friendly Vacations in Wailea-Makena 2026 | Expedia.ca ![](https://images.trvl-media.com/place/553248635975748982/503c178c-a612-46d9-8156-e681581ec7e1.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Wailea-Makena Kid friendly Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Kid friendly hotel deals in Wailea-Makena Price found within the past 48 hours. Click for updated prices. ![The Whaler Resort Kaanapali Beach](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/b85a7c13_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Whaler Resort Kaanapali Beach CA $2,051 per person May 9 - May 14 found 1 day ago Roundtrip flight included Edmonton (YEG) to Kahului (OGG) 9.6/10 Exceptional! (292 reviews) Great place great people Reviewed on Feb 15, 2026 ![Fairmont Kea Lani Maui](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Kea Lani Maui Wailea CA $3,953 per person Apr 21 - Apr 28 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9.4/10 Exceptional! (1,001 reviews) Fantastic experience all around. Reviewed on Jan 7, 2026 ![OUTRIGGER Honua Kai Resort & Spa](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/cc604c30_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OUTRIGGER Honua Kai Resort & Spa CA $2,907 per person Apr 4 - Apr 11 found 1 day ago Roundtrip flight included Edmonton (YEG) to Kahului (OGG) 8.8/10 Excellent! (2,864 reviews) 2 weeks before we arrived I got an email from Expedia to call the resort. It did. They said the room we reserved was not available and that they needed to move us. I reserved a 3 bedroom unit w/ an ocean view. Mia kept trying to tell us what an upgrade it was. Our room ended up being at the back of the property w/ no ocean view, no housekeeping services and the pool near us had no pool service. Definitely not an upgrade! Upon check in, the woman who checked us in said they’ve known since November about the maintenance on our room. We were contacted the end of January. Had we known sooner, we could have tried to find somewhere else to stay. By waiting until 2 weeks before, they took that opportunity away. We had someone w/ us who had never been to Hawaii before. Having an ocean view was important to us. Sad we didn’t get one! Reviewed on Feb 18, 2026 ![Kapalua Villas Maui](https://images.trvl-media.com/lodging/1000000/30000/22500/22419/84e6455b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kapalua Villas Maui CA $2,056 per person Apr 4 - Apr 11 found 1 day ago Roundtrip flight included Edmonton (YEG) to Kahului (OGG) 8.8/10 Excellent! (957 reviews) Incredible water view. Whales everywhere Reviewed on Jan 31, 2026 ![Hotel Wailea, Relais & Chateaux - Adults Only](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/51e44f40_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Wailea, Relais & Chateaux - Adults Only Wailea CA $2,585 per person Apr 29 - May 3 found 6 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9.4/10 Exceptional! (1,001 reviews) Everything was exceptional! Great property, quiet and peaceful Reviewed on Jan 6, 2026 Don't see what you're looking for? See all available trips from Columbus to Wailea-Makena [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-19/2026-03-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Kid friendly holidays in Wailea-Makena Price found within the past 48 hours. Click for updated prices. ![Hotel Wailea, Relais & Chateaux - Adults Only](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/51e44f40_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Wailea, Relais & Chateaux - Adults Only Wailea CA $2,585 per person Apr 29 - May 3 found 6 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9.4/10 Exceptional! (1,001 reviews) Everything was exceptional! Great property, quiet and peaceful Reviewed on Jan 6, 2026 ![Fairmont Kea Lani Maui](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Kea Lani Maui Wailea CA $3,953 per person Apr 21 - Apr 28 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9.4/10 Exceptional! (1,001 reviews) Fantastic experience all around. Reviewed on Jan 7, 2026 ![Montage Kapalua Bay](https://images.trvl-media.com/lodging/6000000/5920000/5914200/5914192/a0787557_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Montage Kapalua Bay CA $6,422 per person May 8 - May 15 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9.6/10 Exceptional! (204 reviews) Staff was great. Some maintenance issues, leaking water dispenser on fridge leading to pooling and warping of floor. Same on large lanai. Otherwise, great Reviewed on Feb 14, 2026 Don't see what you're looking for? See all available trips from Columbus to Wailea-Makena [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-19/2026-03-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Kid friendly holidays in Wailea-Makena Price found within the past 48 hours. Click for updated prices. ![The Whaler Resort Kaanapali Beach](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/b85a7c13_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Whaler Resort Kaanapali Beach CA $1,502 per person Apr 23 - Apr 26 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9.6/10 Exceptional! (292 reviews) Great place great people Reviewed on Feb 15, 2026 ![OUTRIGGER Honua Kai Resort & Spa](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/cc604c30_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OUTRIGGER Honua Kai Resort & Spa CA $1,743 per person Apr 23 - Apr 26 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 8.8/10 Excellent! (2,864 reviews) 2 weeks before we arrived I got an email from Expedia to call the resort. It did. They said the room we reserved was not available and that they needed to move us. I reserved a 3 bedroom unit w/ an ocean view. Mia kept trying to tell us what an upgrade it was. Our room ended up being at the back of the property w/ no ocean view, no housekeeping services and the pool near us had no pool service. Definitely not an upgrade! Upon check in, the woman who checked us in said they’ve known since November about the maintenance on our room. We were contacted the end of January. Had we known sooner, we could have tried to find somewhere else to stay. By waiting until 2 weeks before, they took that opportunity away. We had someone w/ us who had never been to Hawaii before. Having an ocean view was important to us. Sad we didn’t get one! Reviewed on Feb 18, 2026 ![Grand Wailea Maui, A Waldorf Astoria Resort](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/w3840h2556x0y3-29570997_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Wailea Maui, A Waldorf Astoria Resort Wailea CA $2,679 per person May 3 - May 6 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9/10 Wonderful! (1,000 reviews) Beautiful room and view. Amazing pool area. So much fun for the entire family! Reviewed on Feb 18, 2026 Don't see what you're looking for? See all available trips from Columbus to Wailea-Makena [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-19/2026-03-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Kid friendly holidays in Wailea-Makena Price found within the past 48 hours. Click for updated prices. ![The Gardens at West Maui](https://images.trvl-media.com/lodging/3000000/2670000/2668300/2668250/79d54f0a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Gardens at West Maui CA $745 per person Apr 13 - Apr 17 found 1 day ago Roundtrip flight included Vancouver (YVR) to Kahului (OGG) 8.4/10 Very Good! (512 reviews) Room, staff, property was acceptable for the price and its great location. One major issue. There’s a house that is next to the parking lot which has several dogs locked in a cage that bark and howl non stop day and night. It’s super annoying and definitely played a role in our ability to relax by the pool and our balcony. We finally spoke up after several days and we were moved to a different property which was amazing. Reviewed on Feb 15, 2026 ![Kahana Beach Vacation Club](https://images.trvl-media.com/lodging/1000000/20000/13100/13039/4a7e4f4e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kahana Beach Vacation Club CA $1,381 per person May 11 - May 15 found 14 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 8.4/10 Very Good! (744 reviews) Stunning view, however the amenities were very limited. No room service or gym. I had to make my own bed. Not sure why do they charge a resort fee, this is not a resort. Reviewed on Feb 8, 2026 ![Sands of Kahana](https://images.trvl-media.com/lodging/1000000/520000/517100/517013/afb9c98b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sands of Kahana CA $1,821 per person May 11 - May 15 found 14 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 8.2/10 Very Good! (453 reviews) Condo was clean and spacious! Had an amazing view with a huge window and a great lanai outside of the master bedroom. Loved having the door open for a sea breeze at night. Laundry and dishwasher detergent was already in the condo, and there were plenty of towels to use. We’d 100% stay here again if we come back to Maui! Reviewed on Feb 18, 2026 Don't see what you're looking for? See all available trips from Columbus to Wailea-Makena [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-19/2026-03-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect family-friendly vacation in Wailea-Makena with Expedia #### What are some benefits of booking a family-friendly vacation? Whether it's luxurious or cheap, family vacations in Wailea-Makena are among the most memorable experiences you'll ever have with your family. It can be a great way to bond and explore new destinations with the people you love most. Plus, it's easy to keep an eye on your little ones without having to worry about how they are with a sitter back home. You may even meet some other families and establish long-lasting friendships. #### How can I find the best family-friendly vacations? Using search filters makes finding the perfect family-friendly vacation easy. You can implement the search filter for family-friendly accommodations specifically, but that's just the beginning. You'll also find search filters for price range along with the desired number of bedrooms, so you can ensure you have enough space for everyone you want to bring to Wailea-Makena. #### Are there cheap family vacations to Wailea-Makena? Price varies quite a bit, ranging from to . The price you'll be paying depends on a variety of factors, and you can filter for them all. You can implement a filter for your budget limitations and also remove any 4- and 5-star stays from your search. You can even filter by accommodation type, which can present you with cheap alternatives to what is typically considered standard. #### When should I book family-friendly vacation packages? The right time to book family-friendly vacation packages in Wailea-Makena depends on what you're looking for. If you're looking to save, booking during least popular month tends to be cheaper compared to the rest of the year, though that's not always a guarantee. Keep in mind that the off-season and the busy season differ from place to place, with family-friendly vacations in Canada being very different compared to options in France and Spain, for example. #### Can I book an all-inclusive family vacation in Wailea-Makena? Yes, you'll find plenty of all-inclusive family vacation packages for Wailea-Makena. To see what's available, just select the all-inclusive filter on your search. #### How can I book the best family activity vacation? If you're looking to make the most out of the available activities in Wailea-Makena, you'll need to consider what your family likes to do. Cater your itinerary to your family's interests, and you'll create memories that you and your kids will hold on to for the rest of your lives whether it's family ski vacations in Wailea-Makena or something a bit more relaxed. #### Can I find luxury family vacations in Wailea-Makena? If you're looking for a luxury family vacation to Wailea-Makena, you can use search filters to find the best options available. Activate the filter for 5-star packages to only see the best of the best. Plus, you'll find a range of first-class flights available to make even the journey there top-of-the-line. #### How can I search for family vacation deals? Finding deals is easy when you take advantage of the array of available search filters. You can set budget limitations and remove 4- and 5-star options from your search. If you don't want to miss out on your favourite amenities, however, you can consider travelling during , which often have lower prices because of the off-season in Wailea-Makena. #### Can I book a family vacation package that is fully refundable? If you're looking for a fully refundable reservation, you won't have to look far on Expedia. Quite a few properties in Wailea-Makena are fully refundable. You can search for this feature, but always make sure to check the specific property's policies and requirements before booking. #### Why should I book my family trip with Expedia? When you book with Expedia, you can book your accommodation and your flight together, with some discounts available for doing both at once. Additionally, you may be able to enjoy special discounts with Expedia Rewards that will earn you points you can then put toward discounts for subsequent bookings. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top Kid friendly Vacation Destinations > - 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[Family vacations in Panama ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/142/Panama) ## More Vacations Ideas [Flights to Wailea-Makena ](https://expedia.ca/Cheap-Flights-To-Wailea-Makena.d553248635975748982.Travel-Guide-Flights)[ Wailea-Makena Hotels ](https://expedia.ca/Wailea-Makena-Hotels.d553248635975748982.Travel-Guide-Hotels)[ Wailea-Makena Vacation Rentals ](https://expedia.ca/Wailea-Makena-Vacation-Rentals.d553248635975748982.Travel-Guide-VacationRentals)[ Wailea-Makena Car Rentals ](https://expedia.ca/Car-Rentals-In-Wailea-Makena.d553248635975748982.Car-Rental-Guide)[ Wailea-Makena Vacations ](https://expedia.ca/Wailea-Makena.d553248635975748982.Destination-Travel-Guides)[ Things to do in Wailea-Makena ](https://expedia.ca/Things-To-Do-In-Wailea-Makena.d553248635975748982.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app