Title: Luxury Vacations in Wailea-Makena 2026 | Expedia.ca ![](https://images.trvl-media.com/place/7739/dd64479f-55d6-45ec-9b4f-e0057b0415d7.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Wailea-Makena Luxury Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Raul Munguia - ## 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 Luxury hotel deals in Wailea-Makena Price found within the past 48 hours. Click for updated prices. ![The Ritz-Carlton Maui, Kapalua](https://images.trvl-media.com/lodging/1000000/10000/3400/3390/w3996h2667x0y0-f44bed53_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton Maui, Kapalua CA $3,079 per person Mar 9 - Mar 16 found 10 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9/10 Wonderful! (1,001 reviews) Yes it's secluded. Yes it is a large property that requires a lot of walking. The rooms are slightly dated. It's all made up by the attention and care from the staff at the Ritz. My wife and I were celebrating our honeymoon. We were treated with the utmost care from the kind folks there. The property is well manicured and clean. The pools were fun and the golf cart ride for the long walk to the beach is a must. Unfortunately we left with a slight sour note at the end of the trip. I left my Nike Dri-Fit hoodie in the armoire the entire time during my stay... Never took it out, and only had it there for the weather back home. Although it was my mistake, I left my sweater behind. I contacted the hotel an hour after I checked out. And somehow, the staff "did not locate" the sweater. It was frustrating to have to keep asking for updates for a sweater. Until lost and found finally admitted they didn't find a sweater. Reviewed on Jan 3, 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 $4,559 per person Mar 28 - Apr 4 found 11 hours ago Roundtrip 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 Villa Experience](https://images.trvl-media.com/lodging/38000000/37230000/37220300/37220226/c0b8dfb8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Kea Lani Maui Villa Experience Wailea CA $15,121 per person Feb 6 - Feb 13 found 14 hours ago Roundtrip non-stop flight included Vancouver (YVR) to Kahului (OGG) 9.8/10 Exceptional! (6 reviews) It’s a decent hotel to stay for the family. Reviewed on Aug 22, 2024 ![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 $4,676 per person Feb 28 - Mar 7 found 4 hours ago Roundtrip flight included Vancouver (YVR) to Kahului (OGG) 9/10 Wonderful! (1,000 reviews) A large hotel that works on volume and misses that personal experience. Get used to lining up for checkin, valet, food and whatever other service needed. Four seasons next door more exclusive and has that personal touch. For value they missed the boat for me. Reviewed on Jan 5, 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 $3,083 per person Feb 14 - Feb 21 found 12 hours ago Roundtrip flight included Edmonton (YEG) to Kahului (OGG) 8.8/10 Excellent! (957 reviews) Great place to stay!!! My wife and i absolutely loved it!!! Very clean and the staff were really helpful and courteous. We cant wait to plan our next trip and stay. Reviewed on Jan 7, 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/2026-02-07/2026-02-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Luxury holidays in Wailea-Makena Price found within the past 48 hours. Click for updated prices. ![The Ritz-Carlton Maui, Kapalua](https://images.trvl-media.com/lodging/1000000/10000/3400/3390/w3996h2667x0y0-f44bed53_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton Maui, Kapalua CA $3,079 per person Mar 9 - Mar 16 found 10 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9/10 Wonderful! (1,001 reviews) Yes it's secluded. Yes it is a large property that requires a lot of walking. The rooms are slightly dated. It's all made up by the attention and care from the staff at the Ritz. My wife and I were celebrating our honeymoon. We were treated with the utmost care from the kind folks there. The property is well manicured and clean. The pools were fun and the golf cart ride for the long walk to the beach is a must. Unfortunately we left with a slight sour note at the end of the trip. I left my Nike Dri-Fit hoodie in the armoire the entire time during my stay... Never took it out, and only had it there for the weather back home. Although it was my mistake, I left my sweater behind. I contacted the hotel an hour after I checked out. And somehow, the staff "did not locate" the sweater. It was frustrating to have to keep asking for updates for a sweater. Until lost and found finally admitted they didn't find a sweater. Reviewed on Jan 3, 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 $4,559 per person Mar 28 - Apr 4 found 11 hours ago Roundtrip 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 Villa Experience](https://images.trvl-media.com/lodging/38000000/37230000/37220300/37220226/c0b8dfb8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Kea Lani Maui Villa Experience Wailea CA $15,121 per person Feb 6 - Feb 13 found 14 hours ago Roundtrip non-stop flight included Vancouver (YVR) to Kahului (OGG) 9.8/10 Exceptional! (6 reviews) It’s a decent hotel to stay for the family. Reviewed on Aug 22, 2024 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/2026-02-07/2026-02-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Luxury holidays in Wailea-Makena Price found within the past 48 hours. Click for updated prices. ![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 $2,019 per person Feb 14 - Feb 17 found 9 hours ago Roundtrip flight included Edmonton (YEG) to Kahului (OGG) 8.8/10 Excellent! (957 reviews) Great place to stay!!! My wife and i absolutely loved it!!! Very clean and the staff were really helpful and courteous. We cant wait to plan our next trip and stay. Reviewed on Jan 7, 2026 ![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 $2,577 per person Feb 14 - Feb 17 found 9 hours ago Roundtrip flight included Edmonton (YEG) to Kahului (OGG) 9.6/10 Exceptional! (292 reviews) Great location and great views of beach Reviewed on Jan 5, 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 $2,722 per person Feb 14 - Feb 17 found 9 hours ago Roundtrip flight included Edmonton (YEG) to Kahului (OGG) 8.8/10 Excellent! (2,864 reviews) The room was nice a little older . The main issue was the room they said they upgraded us to was next to the elevator for the building next to us. So you would hear it all day and night going up and down . Then when we asked what the noise was they acted like they couldn't hear it and no one has ever said anything which I highly doubt because it was so loud . I normally don't like to comment negative reviews but for anyone else that might be on floor 8 room 842 just a heads up ask for a different room . Reviewed on Jan 7, 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/2026-02-07/2026-02-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Luxury 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 $923 per person Mar 9 - Mar 13 found 3 hours ago Roundtrip non-stop flight included Vancouver (YVR) to Kahului (OGG) 8.4/10 Very Good! (512 reviews) Good amenities, good neighborhood. If you are willing to drive some distance then this place works great as you can walk to the Napili and Kapalua beaches. Reviewed on Jan 5, 2026 ![Kahana Villa](https://images.trvl-media.com/lodging/3000000/2680000/2673500/2673451/aa039294_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kahana Villa CA $1,040 per person Mar 9 - Mar 13 found 3 hours ago Roundtrip non-stop flight included Vancouver (YVR) to Kahului (OGG) 8/10 Very Good! (351 reviews) This place was absolutely amazing! The location was fantasic, the view was beautiful and the two bedroom villa far exceeded my expectations! I will be back and I know exactly where I want to stay! Reviewed on Jan 6, 2026 ![Mana Kai Maui- Official Onsite Rental](https://images.trvl-media.com/lodging/1000000/30000/27900/27810/931caeaa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mana Kai Maui- Official Onsite Rental South Kihei CA $2,012 per person Mar 22 - Mar 26 found 12 hours ago Roundtrip non-stop flight included Calgary (YYC) to Kahului (OGG) 8.8/10 Excellent! (1,002 reviews) Clean room. Great location. Good staff. Reviewed on Jan 5, 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/2026-02-07/2026-02-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect luxury Wailea-Makena vacation with Expedia #### What are some benefits when booking luxury Wailea-Makena vacations? When you book a luxury Wailea-Makena vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax. #### How can I find all-inclusive luxury vacations in Wailea-Makena? If you're looking for something luxurious in Wailea-Makena, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together. #### Can I book a cheap luxury vacation? While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $923, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 29\. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first. #### Are there luxury spa vacations? Yes, luxury spa vacations are available and quite popular in Wailea-Makena. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search. #### What should I look for in a luxury family vacation in Wailea-Makena? When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Wailea-Makena. #### Can I book last-minute luxury vacations? Yes, last-minute bookings are often available in Wailea-Makena. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces. #### What can help me find the best luxury vacation deals in Wailea-Makena? You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Wailea-Makena or travelling to more obscure destinations altogether can often lead to lower prices. #### Can I book a luxury vacation that is fully refundable? Yes, fully refundable reservations are sometimes available on luxury vacation packages in Wailea-Makena. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking. #### Why should I book my luxury vacation with Expedia? When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future 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 Luxury Vacation Destinations > - [Luxury vacations in India ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/80/India) > - [Luxury vacations in France ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/59/France) > - [Luxury vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/174/Switzerland) > - [Luxury vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/31/Canada) > - [Luxury vacations in Jamaica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/88/Jamaica) > - [Luxury vacations in Italy ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/86/Italy) > - [Luxury vacations in New Zealand ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/133/New-Zealand) > - [Luxury vacations in the Maldives ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/109/Maldives) > - [Luxury vacations in Costa Rica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/42/Costa-Rica) > - [Luxury vacations in Florida Keys ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6023765/Florida-Keys) > - [Luxury vacations in Mexico ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/117/Mexico) > - [Luxury vacations in the Caribbean ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6022969/Caribbean) > - [Luxury vacations in Zanzibar ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/4186/Zanzibar) > - [Luxury vacations in Cancun ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/179995/Cancun) > - [Luxury vacations in Kerala ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/602187/Kerala) > - [Luxury vacations in Australia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/10/Australia) > - [Luxury vacations in Puglia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6048562/Puglia) > - [Luxury vacations in Cuba ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/44/Cuba) > - [Luxury vacations in Cyprus ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/45/Cyprus) ## 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