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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. 'My Maui Palace II'
    Private Oceanfront! Beach Just 20 Steps Away! Wifi Included! — Property 265204

    Vacation Condo rental in Maui area
    • Condo
    • 2 bedrooms , sleeps 4
    • 1 bathroom
    • beach, waterfront
    • internet access
    Last Minute Special offer! Only $165.00
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1575 - $1925 per property per week

  2. Beachfront on Sugar Beach
    BEACHFRONT Complex-Oceanfront view — Property 168067

    Vacation Condo rental in Kihei area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • beach, waterfront
    • pool
    BEACHFRONT on a budget!-
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1365 per property per week

  3. Geckosong
    Unique Cedar Lodge-pole House with Ocean Views Near Beaches & Town — Property 322834

    Vacation House rental in Hana area
    • House
    • 4 bedrooms , sleeps 8
    • 2 bathrooms
    • near the ocean, town
    • garden
    Save $$ at Exotic Maui Oceanview Home
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $2300 per property per week

  4. Beautiful Beach House with All the Comforts of Luxury Living — Property 313906

    Vacation Villa rental in Wailea area
    • Villa
    • 3 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, near the ocean
    • pool
    Great Rate For Thanksgiving Special
    S P E C I A L    O F F E R
    Rates (shown in USD)

  5. Menehune Shores
    Fantastic Oceanfront/ Oceanview, Luxury Tropical Furnishings, Broadband, A/C — Property 217103

    Vacation Condo rental in Kihei area
    • Condo
    • 2 bedrooms , sleeps 7
    • 2 bathrooms
    • beach, waterfront
    • pool
    Last minute Dec cancellation!!
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1260 - $1350 per property per week

  6. Kanai A' Nalu
    FREE Molokini Snorkel for 2 with Booking!! $190 Value — Property 158965

    Vacation Condo rental in Maalaea area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, waterfront
    • pool
    Maui Beachfront 2/2 $165 nt 11/06-11/25
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1239 - $1855 per property per week

  7. Stay and Play in your own Maui Beach House !!! — Property 166095

    Vacation Condo rental in Kihei area
    • Condo
    • 3 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, resort
    • jacuzzi
    Maui Christmas!!
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1750 - $1925 per property per week

  8. Designer's Serene Bay Villa Townhome....Savings for Christmas Week! — Property 177871

    Vacation Condo rental in Kapalua area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • 1 half bathroom
    • beach, resort
    • pool
    Christmas - reduced to $243nt
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1540 - $1890 per property per week

  9. Simply The Best Beachfront One Bedroom Condo Location In Lahaina, Maui — Property 187958

    Vacation Condo rental in Lahaina area
    • Condo
    • 1 bedroom , sleeps 6
    • 2 bathrooms
    • beach, resort
    • pool
    $180 per night 12/30 thru 1/16--30% off
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1400 - $2000 per property per week

  10. Wailea Grand Beach Villa
    $750/night Wailea Beach Villa for 8- Rated Perfect on TripAdvisor — Property 230622

    Vacation Villa rental in Wailea area
    • Villa
    • 4 bedrooms , sleeps 10
    • 3 bathrooms
    • beach, resort
    • pool
    Wailea Beach Villa Luxury 4BR $750/nite
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $7665 - $10500 per property per week

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