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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. Architect's Own Custom Estate in South Maui — Property 159525

    Vacation House rental in Maui area
    • House
    • 4 bedrooms , sleeps 8
    • 3 bathrooms
    • 1 half bathroom
    • near the ocean, resort
    • accept credit card
    !!!!! FALL SPECIAL !!!!! 25-35% OFF
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $8750 per property per week

  2. Front St. Lahaina Luxury Home (not condo) with Deluxe Amenities and Spa — Property 220479

    Vacation House rental in Lahaina area
    • House
    • 3 bedrooms , sleeps 10
    • 3 bathrooms
    • beach
    • accept credit card
    Great Rates on Front St. Home w/ Spa
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $2275 - $5943 per property per week

  3. Maui Luxury Home Spectacular Ocean/Golf/Mountain Views — Property 201876

    Vacation House rental in Kaanapali area
    • House
    • 4 bedrooms , sleeps 10
    • 3 bathrooms
    • beach, town
    • accept credit card
    Rates (shown in USD)

  4. Steps To The Pacific-Sunsets at Your Door — Property 158913

    Vacation House rental in Kihei area
    • House
    • 3 bedrooms , sleeps 6
    • 3 bathrooms
    • beach, resort
    • accept credit card
    Rates (shown in USD)
    $1743 per property per week

  5. Luxurious Sandy Beach Front Property - Windsurf & Kite Paradise — Property 209938

    Vacation House rental in Spreckelsville area
    • House
    • 3 bedrooms , sleeps 8
    • 4 bathrooms
    • beach
    • air-conditioning
    Rates (shown in USD)

  6. Beautiful Dream Home with Private Pool and Jacuzzi — Property 158910

    Vacation House rental in Kihei area
    • House
    • 3 bedrooms , sleeps 8
    • 3 bathrooms
    • near the ocean, rural
    • accept credit card
    Rates (shown in USD)
    $1603 - $1820 per property per week

  7. Paradise Found! Private Home - Rent 4-6 bedrooms at the Hale Leilani — Property 206359

    Vacation House rental in Kihei area
    • House
    • 6 bedrooms , sleeps 20
    • 4 bathrooms
    • near the ocean, town
    • accept credit card
    Rates (shown in USD)

  8. Beautiful New House with Hot Tub and BBQ Deck in Downtown Lahaina — Property 189853

    Vacation House rental in Lahaina area
    • House
    • 2 bedrooms , sleeps 5
    • 1 bathroom
    • 1 half bathroom
    • downtown, near the ocean
    • air-conditioning
    Rates (shown in USD)
    $3493 per property per week

  9. Tropical Beach Home Across from 5 mile long Beach — Property 156685

    Vacation House rental in Kihei area
    • House
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • 1 half bathroom
    • beach, near the ocean
    • accept credit card
    Rates (shown in USD)
    $1575 - $2970 per property per week

  10. Gorgeous 3BR Spacious Home, Newly Renovated. Quiet & Private, with Jacuzzi. — Property 177346

    Vacation House rental in Kihei area
    • House
    • 3 bedrooms , sleeps 6
    • 2 bathrooms
    • beach
    • air-conditioning
    Rates (shown in USD)
    $1900 per property per week

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