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Family Time in Maui

It’s easy to believe that Hawaii is a place for lovers. It also serves as the ideal backdrop for a ladies-only getaway filled with carefree exploring and plenty of bonding, but what about family vacations? If you’re undertaking the task of bringing the kids to the Aloha State, Maui is your best bet.


This island is more developed than Molokai or Kauai (save those for your honeymoon or anniversary) yet not as packed with people as Oahu (definitely worth seeing but possibly overwhelming at times). It is undeniably beautiful and offers up an assortment of activities that range from serenely soothing to challenging and cathartic, but most importantly, that middle ground known for being fun-but-family-friendly is well covered. Without compromising your own happiness or asking too much of the younger ones, a good time can be had by all.


After settling into your vacation condo in one of Maui’s enticing towns (Kihei, Wailea, and Kaanapali are fine places to consider), your job of crafting a fabulous itinerary will take little effort. With choices like whale-watching cruises, glass-bottom boat tours, surfing lessons and visits to the lush inland areas adorned with exotic flora and fauna, everyone will be kept constantly entertained. Sometimes splitting up is in order (big kids here, little kids there…) – by now you’ve learned that can be a very good thing.


Everyone will end up back at “home” at the end of the day of course, swapping stories over snacks on the lanai, squeezing in a board game or a nap before going out to dinner, or running down to the beach for one more dip before the sun sets.


With ideal conditions that include plenty of accommodating beach houses and condos the stage is set for success. Gather your family and travel with confidence because Maui has what it takes to please.

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  1. West Maui Cottages -2 secluded and convenient Cottages — Property 213296

    Vacation Cottage rental in Maui area
    • Cottage
    • 3 bedrooms , sleeps 10
    • 1 bathroom
    • beach, mountain
    • accept credit card
    Rates (shown in USD)

  2. Italian luxury Villa — Property 188696

    Vacation Cottage rental in Wailea area
    • Cottage
    • 2 bedrooms , sleeps 5
    • 2 bathrooms
    • near the ocean, rural
    • accept credit card
    Rates (shown in USD)
    $2020 per person per week

  3. Hale Lamalamaka'ili — Property 149705

    Vacation Cottage rental in Makena area
    • Cottage
    • 2 bedrooms , sleeps 4
    • 1 bathroom
    • 1 half bathroom
    • air-conditioning
    • washing machine
    Rates (shown in USD)

  4. Private Garden Cottage Within Walking Distance of the Beach! — Property 315874

    Vacation Cottage rental in Kihei area
    • Cottage
    • 1 bedroom , sleeps 2
    • 1 bathroom
    • beach, near the ocean
    • air-conditioning
    Rates (shown in USD)
    $595 per property per week

  5. Beautiful private cottage — Property 184587

    Vacation Cottage rental in Kihei area
    • Cottage
    • 1 bedroom , sleeps 2
    • beach, near the ocean
    • air-conditioning
    Rates (shown in USD)
    $630 per property per week

  6. Great Ocean Views in Quiet Seclusion! — Property 158710

    Vacation Cottage rental in Kihei area
    • Cottage
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • 1 half bathroom
    • swimming pool
    • air-conditioning
    Rates (shown in USD)
    $1000 - $1225 per property per week

  7. Maui Ocean View Romantic Cottage — Property 188986

    Vacation Cottage rental in Haiku area
    • Cottage
    • 2 bedrooms , sleeps 4
    • 1 bathroom
    • rural
    • accept credit card
    Rates (shown in USD)
    $595 - $800 per property per week

  8. Quiet, Modern Tropical Cottage across from a Five Mile Long Beach — Property 149762

    Vacation Cottage rental in Kihei area
    • Cottage
    • 2 bedrooms , sleeps 5
    • beach, near the ocean
    • accept credit card
    Rates (shown in USD)
    $1200 - $2400 per property per week

  9. Fabulous Oceanview Kaanapali Cottage — Property 130213

    Vacation Cottage rental in Kaanapali area
    • Cottage
    • 2 bedrooms , sleeps 6
    • near the ocean, resort
    • accept credit card
    Rates (shown in USD)
    $1463 - $1743 per property per week

  10. Private Tropical Gazebo — Property 174595

    Vacation Cottage rental in Kihei area
    • Cottage
    • 1 bedroom , sleeps 2
    • 1 bathroom
    • near the ocean
    • accept credit card
    Rates (shown in USD)

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