Kahoolawe Luxury Vacations

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Top Luxury vacation packages in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
  • Oct 25 - Oct 31

    Maui Banyan Vacation Club + Flight

    South Kihei
    6 nights
    3.0 star property
    8.0/10 - Very good (382 reviews)
    "Excellent property, check-in/out was easy (they let me check in early), great location, parking extremely easy every day. Only thing to plan for that is different from some other rentals: don’t expect anything to already be in the kitchen as far as foo/spices/condiments or things like that. Some places will at least have salt & pepper non-perishable essentials like that, maybe umbrellas or chairs, this place did not so do just be prepared to bring everything you plan to need (bathroom has the..."
    Reviewed August 3, 2026
    Roundtrip Edmonton (YEA) - Maui (OGG)
    YEG - OGG1 stop OGG - YEGNonstop
    CA $2,145
    CA $1,452
    per traveller
    found 20 hours ago
    Maui Banyan Vacation Club
  • Oct 19 - Oct 22

    Wailea Beach Villas + Flight

    Wailea
    3 nights
    4.5 star property
    9.8/10 - Exceptional (197 reviews)
    "Luxury condo right on Wailea beach with restaurants and shops nearby. I loved the beach view adult only pool, and that it was crowded."
    Reviewed July 31, 2026
    Roundtrip Edmonton (YEG) - Maui (OGG)
    YEG - OGG2 stops OGG - YEG2 stops
    CA $4,860
    CA $3,092
    per traveller
    found 6 hours ago
    Wailea Beach Villas
  • Oct 25 - Oct 31

    Lahaina Shores Beach Resort By Castle + Flight

    Lahaina
    6 nights
    3.0 star property
    Roundtrip Edmonton (YEA) - Maui (OGG)
    YEG - OGG1 stop OGG - YEGNonstop
    CA $2,435
    CA $1,560
    per traveller
    found 20 hours ago
    Lahaina Shores Beach Resort By Castle
  • Oct 25 - Oct 31

    Maui Beach Vacation Club + Flight

    North Kihei
    6 nights
    2.5 star property
    8.4/10 - Very good (929 reviews)
    Roundtrip Edmonton (YEA) - Maui (OGG)
    YEG - OGG1 stop OGG - YEGNonstop
    CA $3,053
    CA $2,026
    per traveller
    found 20 hours ago
    Maui Beach Vacation Club
  • Oct 19 - Oct 22

    Hotel Wailea, Relais & Chateaux - Adults Only + Flight

    Wailea
    3 nights
    5.0 star property
    9.4/10 - Exceptional (1,000 reviews)
    "This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend."
    Reviewed July 25, 2026
    Roundtrip Edmonton (YEG) - Maui (OGG)
    YEG - OGG2 stops OGG - YEG2 stops
    CA $3,608
    CA $2,679
    per traveller
    found 6 hours ago
    Hotel Wailea, Relais & Chateaux - Adults Only

Plan the perfect luxury Kahoolawe vacation with Expedia

What are some benefits when booking luxury Kahoolawe vacations?

When you book a luxury Kahoolawe 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 Kahoolawe?

If you're looking for something luxurious in Kahoolawe, 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 $1,452, 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 32. 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 Kahoolawe. 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 Kahoolawe?

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 Kahoolawe.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Kahoolawe. 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 Kahoolawe?

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 Kahoolawe 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 Kahoolawe. 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.