Kahoolawe Kid friendly Vacations

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Flight and Kid friendly hotel deals in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

CA $1,586
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
8/10 Very good! (22 reviews)
The moment we checked in the staff was attentive and gracious. Very accommodating, making our Hawaiian vacation a dream.

Reviewed on Aug 13, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $4,035
per person
Oct 28 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

South Kihei
CA $2,249
per person
Oct 28 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
10/10 Exceptional! (3 reviews)
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
CA $5,227
per person
Nov 1 - Nov 8
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,006 reviews)
Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport

CA $2,620
per person
Nov 1 - Nov 8
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.2/10 Wonderful! (1,000 reviews)
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5* Kid friendly holidays in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

CA $1,586
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
8/10 Very good! (22 reviews)
The moment we checked in the staff was attentive and gracious. Very accommodating, making our Hawaiian vacation a dream.

Reviewed on Aug 13, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $4,035
per person
Oct 28 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
CA $5,227
per person
Nov 1 - Nov 8
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,006 reviews)
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3 Night Kid friendly holidays in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

Wailea
CA $2,092
per person
Oct 9 - Oct 12
found 21 hours ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
9.2/10 Wonderful! (272 reviews)
Great location and pool!

Reviewed on Aug 12, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
CA $2,682
per person
Oct 22 - Oct 25
found 5 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,006 reviews)
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $3,142
per person
Oct 9 - Oct 12
found 20 hours ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Don't see what you're looking for?
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4 Night Kid friendly holidays in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
CA $1,327
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
8.4/10 Very good! (926 reviews)
Must admit when we arrived and found there was no AC was a little worried, but the orientation of the unit meant the breezes blowing through made it just lovely. The beach was literally just over the road and super calm. Pool was great, location great for Kīhei Lahaina and the airport. Really enjoyed our stay

Reviewed on Aug 8, 2026

Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

South Kihei
CA $1,853
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9/10 Wonderful! (1,002 reviews)
Property was great. Beach does get really busy. Would stay there again

Reviewed on Aug 11, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
CA $2,514
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,006 reviews)
Don't see what you're looking for?
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Plan the perfect family-friendly vacation in Kahoolawe with Expedia

What are some benefits of booking a family-friendly vacation?

Whether it's luxurious or cheap, family vacations in Kahoolawe 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 Kahoolawe.

Are there cheap family vacations to Kahoolawe?

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 Kahoolawe 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 Kahoolawe?

Yes, you'll find plenty of all-inclusive family vacation packages for Kahoolawe. 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 Kahoolawe, 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 Kahoolawe or something a bit more relaxed.

Can I find luxury family vacations in Kahoolawe?

If you're looking for a luxury family vacation to Kahoolawe, 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 Kahoolawe.

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 Kahoolawe 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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.