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Family Friendly Holidays in Maui - Holiday Lettings

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1,255 family friendly properties

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Holiday apartment rental

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Very good place” Convenient position. Clean room. There is everything you need on the beach. Some clean supplies, might be remains from previous renter.

from £102 / night

£712 / week

1 / 10

Maalaea holiday condo rental

Maalaea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £231 / night

£1,617 / week

1 / 19

Holiday apartment with shared pool in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £208 / night

£1,455 / week

1 / 15

Holiday condo with shared pool in Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £166 / night

£1,158 / week

1 / 6

Holiday condo with shared pool in Kihei

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £185 / night

£1,293 / week

1 / 19

Haiku holiday home rental

Haiku house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £370 / night

£2,586 / week

1 / 35

Condo rental in Kihei with shared pool

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £277 / night

£1,940 / week

1 / 18

Holiday apartment in Kihei

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £267 / night

£1,869 / week

1 / 18

Holiday home with swimming pool in Kihei

Kihei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £1,469 / night

£10,280 / week

1 / 45

Holiday apartment with shared pool in Maalaea

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £305 / night

£2,134 / week

1 / 23

Holiday apartment letting

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £202 / night

£1,409 / week

1 / 19

Wailuku holiday condo rental

Wailuku condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £225 / night

£1,571 / week

1 / 27

Holiday cottage in Makawao

Makawao cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £208 / night

£1,455 / week

1 / 25

Ka'anapali holiday villa rental

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £449 / night

£3,141 / week

1 / 12

Holiday apartment in Maalaea

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“May never stay in a hotel again” Excellent ocean view. Good location, midway between major towns and popular beaches. Nothing is far away. No hassle rental process. Condo was full of amenities you would never have guessed a vacation rental would have. Very nice modern bathroom and kitchen. They thought of everything! Was literally like home away from home. Was quiet a peaceful everyday and night. Excellent beach short walk away. Watched small fish floating in the reef everyday. Restaurants/bars/shops within walking distant with great views. I am BBQ critic, and Beachbums restaurant had some of the best BBQ ribs I've ever tasted, and portions are huge. Because it was breezy everyday, we didn't have to use the air conditioner. We opened the front door and let the breeze blow through screen door. Free parking space is underground and out of the sun. Excellent rental. Hope to return soon.

from £185 / night

£1,293 / week

1 / 18

Kihei holiday condo rental

Kihei condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £277 / night

£1,933 / week

1 / 19

Holiday condo with shared pool, golf nearby in Ka'anapali

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £380 / night

£2,658 / week

1 / 24

Holiday home with swimming pool in Haiku

Haiku house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“We found Paradise!” Hale Mauka Makai was everything my family and I hoped it would be and more. My husband, two daughters (ages 9 and 12) and I are from Rhode Island and have never been off the East Coast. We were very excited to be spending 10 days in Maui! It has always been our dream vacation and Hale Mauka Makai lived up to every expectation we had (and then some!). Claudia and Kevin were the perfect hosts. They gave us a detailed tour of the house and the grounds so that we were completely comfortable with everything that the property had to offer us. After the tour we did not see them for the rest of our time there...they understood that we would want our privacy during our stay in this amazing home. The house was pristine and beautifully decorated. The pool was amazing!!! We made time to swim and lounge by the pool every single day that we were there (sometimes during the day to soak up the sun and other times at night swimming under the stars). 5 stars doesn't seem like enough when rating Hale Mauka Makai... It is perfection and I can't think of one thing I would have changed about it.

from £832 / night

£5,819 / week

1 / 26

Holiday villa rental

Kapalua villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £258 / night

£1,739 - £2,063 / week

1 / 37

Holiday home rental

Kapalua house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £230 / night

£1,610 - £1,933 / week

1 / 28

Holiday home with swimming pool in Haiku

Haiku house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from £647 / night

£4,526 / week

1 / 27

Home rental in Lahaina

Lahaina house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £186 / night

£1,011 / week

1 / 15

Holiday apartment in Paia

Paia apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £416 / night

£2,910 / week

1 / 17

Holiday home rental

Kapalua house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £230 / night

£1,481 - £1,610 / week

1 / 23

Holiday home rental

Kapalua house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £212 / night

£1,416 - £2,063 / week

1 / 28

Holiday condo in Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £93 / night

£647 / week

1 / 14

Holiday apartment with shared pool in Maalaea

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £444 / night

£3,104 / week

1 / 31

Holiday condo in Wailea

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £277 / night

£1,940 / week

1 / 11

Camper van rental in Kihei

Kihei camper van

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £184 / night

£1,287 / week

1 / 5

Holiday condo with swimming pool in Lahaina

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £186 / night

£1,300 / week

1 / 19

Holiday condo with shared pool in Ka'anapali

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £319 / night

£2,078 / week

1 / 12

Lahaina holiday condo rental

Lahaina condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £855 / night

£5,980 / week

1 / 5

Holiday condo in Kihei

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £185 / night

£1,293 / week

1 / 22

Kihei holiday condo rental

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £148 / night

£1,035 / week

1 / 17

Holiday condo in Wailea

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £230 / night

£1,610 / week

1 / 71

Holiday condo rental

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £107 / night

£744 / week

1 / 15

Kihei holiday condo rental

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £123 / night

£860 / week

1 / 10

Kihei holiday condo rental

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £102 / night

£712 / week

1 / 11

Condo rental in Wailea

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £393 / night

£2,748 / week

1 / 12

Holiday apartment in Kihei

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £254 / night

£1,778 / week

1 / 32

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