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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. Breathtaking Ocean Views Unique Corner Unit November $145.00 — Property 183330

    Vacation Condo rental in Maui area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • beach, waterfront
    • internet access
    October/November Special $145.00
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1225 - $1365 per property per week

  2. Designer's Bay Villa Townhome....Savings for Thanksgiving & Christmas Week! — Property 177871

    Vacation Condo rental in Kapalua area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • 1 half bathroom
    • beach, resort
    • pool
    Thanksgiving $176nt & Christmas $243nt
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1232 - $1890 per property per week

  3. 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
    Nov 10-24, $1,000 1 wk, 1800 2 week
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1260 - $1350 per property per week

  4. 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

  5. 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

  6. Maui Rendezvous Wailea Ekahi 33A Luxury Resort Next To Beautiful Beach — Property 203701

    Vacation Condo rental in Wailea area
    • Condo
    • 1 bedroom , sleeps 5
    • 2 bathrooms
    • beach, resort
    • pool
    $150/night 11/16-23; 11/30-12/9/09
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1540 - $1925 per property per week

  7. Waipuilani
    Beach Front complex, New 1B/1B — Property 146614

    Vacation Condo rental in Kihei area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • beach, waterfront
    • pool
    1 free night
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $450 - $638 per property per week

  8. Wailea Grand Beach Villa
    $750/night Wailea Beach Villa for 8-View Rated Perfect By Guests — Property 230622

    Vacation Villa rental in Wailea area
    • Villa
    • 4 bedrooms , sleeps 10
    • 3 bathrooms
    • beach, resort
    • pool
    Fall Special & Thanksgiving Treat
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $7665 - $10500 per property per week

  9. Ocean Front Home, Private Luxury in Kihei-Wailea, Hawaii — Property 245114

    Vacation House rental in Wailea area
    • House
    • 3 bedrooms , sleeps 12
    • 3 bathrooms
    • beach, waterfront
    • garden
    Special Last minute Rate*** $750/nt
    S P E C I A L    O F F E R
    Rates (shown in USD)

  10. www.mauihouse4rent.com
    Maui House 4 Rent Great Location Close to Beach Jacuzzi View — Property 187545

    Vacation House rental in Kihei area
    • House
    • 5 bedrooms , sleeps 10
    • 2 bathrooms
    • beach, near the ocean
    • balcony
    OVER 60% OFF NOW THROUGH NOVEMBER
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $2450 - $4900 per property per week

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