Kahoolawe Luxury Vacations

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Top Luxury vacation packages in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
  • Dec 28 - Dec 31

    Maui Beach Vacation Club + Flight

    North Kihei
    3 nights
    2.5 star property
    8.4/10 - Very good (986 reviews)
    "It was right across the street from the beach and the ladies at the front desk were amazing. It was a great experience. It doesn’t have a/c but we never needed it at all. It has windows everywhere and it stayed a comfortable temperature in the room the whole stay. It’s an older property but I thought it was kept up very well,theirs an amazing sushi restaurant on site. I would definitely stay here again"
    Reviewed November 13, 2026
    Roundtrip • Tokyo (TYO) - Maui (OGG)
    NRT - OGG • 1 stop OGG - HND • 1 stop
    ¥415,523
    ¥327,927
    per traveler
    found 7 hours ago
    Maui Beach Vacation Club
  • Dec 28 - Dec 31

    Maui Banyan Vacation Club + Flight

    South Kihei
    3 nights
    3.0 star property
    8.0/10 - Very good (406 reviews)
    Roundtrip • Tokyo (TYO) - Maui (OGG)
    NRT - OGG • 1 stop OGG - HND • 1 stop
    ¥424,449
    ¥335,919
    per traveler
    found 7 hours ago
    Maui Banyan Vacation Club
  • Dec 28 - Dec 31

    Lumeria Maui Educational Retreat Center + Flight

    Makawao
    3 nights
    3.5 star property
    8.6/10 - Excellent (234 reviews)
    "The property is beautiful and peaceful. Unique spot to stay and wish we had been there longer to enjoy a yoga class"
    Reviewed November 11, 2026
    Roundtrip • Tokyo (TYO) - Maui (OGG)
    NRT - OGG • 1 stop OGG - HND • 1 stop
    ¥427,899
    ¥352,929
    per traveler
    found 7 hours ago
    Lumeria Maui Educational Retreat Center
  • Dec 28 - Dec 31

    Andaz Maui at Wailea Resort - a concept by Hyatt + Flight

    Wailea
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,000 reviews)
    "The most beautiful resort in Wailea! The rooms and resort were upscale and luxurious. It had a feeling of serenity compared to the other properties we walked through along the beach. We paid for the breakfast at time of booking which was a lower price in the package. The breakfast buffet was very good with lots of choices. I would definitely return to the Andaz."
    Reviewed November 5, 2026
    Roundtrip • Tokyo (TYO) - Maui (OGG)
    NRT - OGG • 1 stop OGG - HND • 1 stop
    ¥921,988
    ¥809,906
    per traveler
    found 7 hours ago
    Andaz Maui at Wailea Resort - a concept by Hyatt
  • Dec 28 - Dec 31

    Mana Kai Maui- Official Onsite Rental + Flight

    South Kihei
    3 nights
    3.5 star property
    9.0/10 - Wonderful (1,001 reviews)
    Roundtrip • Tokyo (TYO) - Maui (OGG)
    NRT - OGG • 1 stop OGG - HND • 1 stop
    ¥437,000
    ¥401,030
    per traveler
    found 7 hours ago
    Mana Kai Maui- Official Onsite Rental

All you need to know about luxury vacations in Kahoolawe

What can I expect from a luxury Kahoolawe vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Kahoolawe vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Kahoolawe?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Kahoolawe luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at ¥327,927. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Kahoolawe?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Kahoolawe with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Kahoolawe?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Kahoolawe with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Kahoolawe with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.