A1Vacations is part of HomeAway.com, the world’s leading vacation rentals marketplace.
Search over 150,000 vacation rentals properties now!   Click here to see more Vacation Homes


Search for vacation rental homes on Maui

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.

  1. Remodeled Maui Parkshore Oceanview Beach Condo. Steps from Wailea. — Property 144116

    Vacation Condo rental in Maui area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, village
    • pool
    Rates (shown in USD)
    $1015 - $1295 per property per week
  2. Lahaina Shores Beach Resort
    Lahaina Shores Oceanfront Condo -Walk to Downtown Lahaina! — Property 166628

    Vacation Condo rental in Lahaina area
    • Condo
    • 1 bedroom , sleeps 3
    • 1 bathroom
    • beach, waterfront
    • pool
    Rates (shown in USD)
    $1260 per property per week
  3. Beachfront Kahana Paradise! — Property 209953

    Vacation Condo rental in Kahana area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, resort
    • pool
    Rates (shown in USD)
    $1603 - $1883 per property per week
  4. 7th Night FREE! Oceanfront!
    7th Night FREE in 3-Bedroom Oceanfront Condo! — Property 211765

    Vacation Condo rental in Kahana area
    • Condo
    • 3 bedrooms , sleeps 8
    • 3 bathrooms
    • pool
    • air-conditioning
    Rates (shown in USD)
    $2303 - $2933 per property per week
  5. Maui Ocean Front 1 BR Condo, Luxury, Comfort & Impeccable — Property 210018

    Vacation Condo rental in Honokowai area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • beach, waterfront
    • pool
    Rates (shown in USD)
    $980 per property per week
  6. Gated Community, Wonderful Family Home- Alaeloa, Napili Hawaii — Property 173788

    Vacation House rental in Napili area
    • House
    • 4 bedrooms , sleeps 8
    • 4 bathrooms
    • beach, near the ocean
    • pool
    Rates (shown in USD)
    $3850 per property per week
  7. MauiSandyBeach.com
    Ocean Front Sandy Beach NEW Plantation Style. 6 bdrm,6ba — Property 209769

    Vacation House rental in Lahaina area
    • House
    • 6 bedrooms , sleeps 12
    • 6 bathrooms
    • beach, waterfront
    • jacuzzi
    Rates (shown in USD)
    $16450 - $21700 per property per week
  8. Luxurious Sandy Beach Front Property - Windsurf & Kite Paradise — Property 209938

    Vacation House rental in Spreckelsville area
    • House
    • 3 bedrooms , sleeps 8
    • 4 bathrooms
    • beach
    • jacuzzi
    Rates (shown in USD)
    $24500 per property per week

Refine Your Search

You refined by:
Maui remove
Featured Listing remove
(remove all)
Find by availability dates: