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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. *LAST min Spcl! Secluded&Very Private Cottage! Walk to Beach* — Property 139311

    Vacation Cottage rental in Maui area
    • Cottage
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, near the ocean
    • satellite or cable
    Rates (shown in USD)
    $1330 - $1590 per property per week

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

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

  3. Fabulous Oceanview Kaanapali Cottage — Property 130213

    Vacation Cottage rental in Kaanapali area
    • Cottage
    • 2 bedrooms , sleeps 6
    • near the ocean, resort
    • pool
    Rates (shown in USD)
    $1603 - $1953 per property per week

  4. Affordable Luxury 2 Bedroom - Specials Available — Property 215093

    Vacation Cottage rental in Lahaina area
    • Cottage
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, near the ocean
    • internet access
    Rates (shown in USD)
    $1250 per property per week

  5. Private 2BR Tropical Cottage with Waterfall Pool Near Wailea — Property 166795

    Vacation Cottage rental in Kihei area
    • Cottage
    • 2 bedrooms , sleeps 5
    • near the ocean, resort
    • pool
    Rates (shown in USD)
    $1225 per property per week

  6. ''Alana Hale'' Villa — Property 7022385

    Vacation Cottage rental in Lahaina area
    • Cottage
    • 2 bedrooms , sleeps 3
    • 2 bathrooms
    • children welcome
    • Jetted Tub
    Rates (shown in USD)
    $3500 - $6300 per cottage per week

  7. Hawaiian Hideaway on Kaanapali Beach — Property 233788

    Vacation Cottage rental in Kaanapali area
    • Cottage
    • 2 bedrooms , sleeps 6
    • 3 bathrooms
    • beach, resort
    • daily maid service
    Rates (shown in USD)
    $10500 per property per week

  8. Kaanapali, Vacation Rental- Prime Location! Beach, Golf & Shopping! Free Parking — Property 162409

    Vacation Cottage rental in Kaanapali area
    • Cottage
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, near the ocean
    • pool
    Rates (shown in USD)
    $1323 - $1645 per property per week

  9. Romantic Upcountry Cottage with Terrific Views — Property 321584

    Vacation Cottage rental in Makawao area
    • Cottage
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • mountain, rural
    • jacuzzi
    Rates (shown in USD)
    $1225 per property per week

  10. Unique, Quaint Octagon Upcountry Studio — Property 321582

    Vacation Cottage rental in Makawao area
    • Cottage
    • studio , sleeps 2
    • 1 bathroom
    • mountain, rural
    • garden
    Rates (shown in USD)
    $1015 per property per week

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