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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. Luxury Condo in the Heart of Historic Lahaina, Maui — Property 147263

    Vacation Condo rental in Maui area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • downtown, near the ocean
    • swimming pool
    July August Special
    S P E C I A L    O F F E R
    Rates (shown in USD)

  2. Wailea Beach Villa w/Baby Grand- Breathtaking View & Luxurious Furnishings — Property 164181

    Vacation Villa rental in Wailea area
    • Villa
    • 4 bedrooms , sleeps 9
    • 3 bathrooms
    • beach, waterfront
    • accept credit card
    You Save on New 4BR Villa-Fun Guaranteed
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $9975 - $22050 per property per week

  3. Serenity at the Wailea Oasis — Property 161624

    Vacation Villa rental in Wailea area
    • Villa
    • 3 bedrooms , sleeps 8
    • 3 bathrooms
    • beach, resort
    • accept credit card
    Special Offer!! $1500/night 6/16-9/15
    S P E C I A L    O F F E R
    Rates (shown in USD)

  4. Exclusive!! Oceanfront Wailea Beach Villa with Private Plunge Pool — Property 161729

    Vacation Villa rental in Wailea area
    • Villa
    • 3 bedrooms , sleeps 6
    • 3 bathrooms
    • 1 half bathroom
    • beach, waterfront
    • accept credit card
    Special Offer!! $3250/night 6/15-9/15
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $21350 - $35000 per property per week

  5. Kaanapali Vacation Rental - **Oceanfront** #201 Whaler Condo **Breathtaking** — Property 175403

    Vacation Condo rental in Kaanapali area
    • Condo
    • 1 bedroom , sleeps 4
    • 2 bathrooms
    • beach, waterfront
    • accept credit card
    Rates (shown in USD)
    $3465 - $3675 per property per week

  6. Maui Paradise, Ocean View, Palm Trees, Surfers, and Aloha! — Property 193824

    Vacation Condo rental in Kihei area
    • Condo
    • 1 bedroom , sleeps 5
    • 1 bathroom
    • swimming pool
    • air-conditioning
    Rates (shown in USD)
    $1050 per property per week

  7. Oceanfront 2/2, Completely Upgraded First Night Free thru October! — Property 190914

    Vacation Condo rental in Kihei area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, waterfront
    • swimming pool
    Rates (shown in USD)
    $1365 - $1785 per property per week

  8. Luxury By The Ocean — Property 173690

    Vacation Condo rental in Kihei area
    • Condo
    • 1 bedroom , sleeps 4
    • 2 bathrooms
    • beach, resort
    • swimming pool
    Rates (shown in USD)
    $975 - $1155 per property per week

  9. Beautiful Kaanapali Oceanfront Condo at the Mahana — Property 147422

    Vacation Condo rental in Kaanapali area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • beach, resort
    • accept credit card
    Rates (shown in USD)
    $1330 - $1610 per property per week

  10. On the Beach - Recently Renovated - Central A/C Throughout! — Property 194300

    Vacation Condo rental in Kihei area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, waterfront
    • accept credit card
    Rates (shown in USD)

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