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

    Vacation Condo rental in Maui area
    • Condo
    • 1 bedroom , sleeps 6
    • 2 bathrooms
    • beach, resort
    • pool
    $200 per night 12/30 thru 1/16--25% off
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1400 - $2000 per property per week
  2. Breathtaking Ocean Views Unique Corner Unit November $145.00 — Property 183330

    Vacation Condo rental in Kahana 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
  3. 'My Maui Palace II'
    Private Oceanfront! Beach Just 20 Steps Away! Wifi Included! — Property 265204

    Vacation Condo rental in Lahaina 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
  4. 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
  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
    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
  6. 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
  7. 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
  8. 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
  9. 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
  10. Luxurious King Oceanfront Mahana Studio - Fall Specials — Property 140879

    Vacation Condo rental in Kaanapali area
    • Condo
    • studio , sleeps 2
    • 1 bathroom
    • beach, waterfront
    • tennis court
    Rates (shown in USD)
    $1050 - $1645 per property per week

Refine Your Search

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