Updating

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Holiday rentals in Paia and Cottages - Holiday Lettings - Holiday Rentals Paia

All filters

Filters

7 Holiday homes

Holiday apartment in Paia

Paia apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £408 / night

£2,851 / week

1 / 17

Cottage rental in Paia

Paia cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“A very relaxing, get away from it all, week.” My wife and I were looking to relax and enjoy some peaceful time on Maui this was a very good spot. The Cottage was lovely and well equipped including most cooking supplies. There is a nice porch with a view to the Ocean and Valerie was very gracious in offering us to sit and relax in her backyard directly on the Bluff. Good parking and a place for washing up Kite/Surf gear underneath. Almost walking distance to Paia - the only drawback I can think of is that the property is on the main road. It is quiet at night but morning 'rush' hour traffic will be heard if you leave the windows open in back.

from £291 / night

£2,033 / week

1 / 60

Cottage rental in Paia

Paia cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £431 / night

£2,541 - £4,288 / week

1 / 7

Holiday home with swimming pool in Paia

Paia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

from £1,357 / night

£9,497 / week

1 / 27

Paia holiday home rental

Paia house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

from £772 / night

£3,653 - £7,306 / week

1 / 12

Holiday home in Paia

Paia house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £480 / night

£3,361 / week

1 / 37

Holiday home in Paia

Paia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £241 / night

£1,684 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday condo rental

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £153 / night

£1,066 / week

1 / 14

Holiday apartment with shared pool in Lahaina

Lahaina apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £153 / night

£1,066 / week

1 / 33

Holiday cottage in Makawao

Makawao cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £203 / night

£1,419 / week

1 / 25

Apartment rental in Kapalua with golf nearby

Kapalua apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £234 / night

£1,634 / week

1 / 49

Holiday camper van in Wailea

Wailea camper van

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £99 / night

£694 / week

1 / 43

Holiday home with swimming pool in Haiku

Haiku house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from £631 / night

£4,414 / week

1 / 27

Holiday home in Haiku

Haiku house

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 20

from £5,946 / night

£41,618 / week

1 / 10

Holiday condo in Wailea

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £541 / night

£3,784 / week

1 / 44

Holiday studio rental

Kihei studio

  • Studio
  • 1 bathroom
  • sleeps 4

from £441 / night

£3,084 / week

1 / 9

Wailea holiday condo rental

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £536 / night

£3,752 / week

1 / 36

Apartment rental in Kapalua with shared pool, golf nearby

Kapalua apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £234 / night

£1,634 / week

1 / 26

Wailea holiday condo rental

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £541 / night

£3,784 / week

1 / 40

Holiday condo in Wailea

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £541 / night

£3,784 / week

1 / 35

Holiday condo in Wailea

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £541 / night

£3,784 / week

1 / 37

Holiday apartment with shared pool in Wailea

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £1,117 / night

£7,813 / week

1 / 19

Studio rental in Lahaina with shared pool

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £171 / night

£1,192 / week

1 / 26

Lahaina holiday apartment accommodation

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £180 / night

£1,255 / week

1 / 25

Holiday condo in Wailea

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £225 / night

£1,571 / week

1 / 71

Makawao holiday apartment rental

Makawao apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £271 / night

£1,442 / week

1 / 5

Holiday apartment letting

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £207 / night

£1,444 / week

1 / 21

Holiday condo with shared pool in Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £153 / night

£1,066 / week

1 / 12

Holiday condo in Lahaina

Lahaina condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £268 / night

£1,873 / week

1 / 40

Condo rental in Wailea

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £385 / night

£2,692 / week

1 / 12

Holiday apartment in Wailea

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £180 / night

£1,261 / week

1 / 21

Holiday apartment in Wailea

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £226 / night

£1,577 / week

1 / 39

Lahaina holiday condo rental

Lahaina condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £837 / night

£5,859 / week

1 / 5

Kihei holiday condo rental

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £226 / night

£1,447 - £1,719 / week

1 / 20

Holiday condo in Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £349 / night

£2,244 - £2,477 / week

1 / 31

Holiday condo in Wailea

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £177 / night

£1,199 - £1,534 / week

1 / 16

Condo rental in Kihei

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £193 / night

£1,349 / week

1 / 17

Condo rental in Lahaina with swimming pool

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £386 / night

£2,699 / week

1 / 31

Condo rental in Kihei

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £385 / night

£2,477 - £3,060 / week

1 / 34

Kihei holiday condo rental

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £180 / night

£1,261 / week

1 / 33

×

Paia holidays

Paia is known for its beautiful beaches, large arts community, scenic attractions, and culinary delights! Luckily, Paia is small enough that just about anything you want to reach in town can be accessed by walking or biking. If you are looking for trendy shops and charming restaurants serving up traditional Hawaiian fare be sure to explore the options along Main Street.

Here are a few additional suggestions of things to do in Paia:

  • Hana Highway: For an unforgettable afternoon drive, head down this scenic highway to get a closer look at the beautiful beaches and lush green scenery in the area.
  • Maui Crafts Guild: Set in a two-story wooden building, this crafts shop features the work of the best artists in the area.
  • Go to the Beach: Baldwin Beach Park is one of the many beaches in the area where the locals spend their days off soaking up the rays.
  • Maui Tropical Plantation: Located just outside of Paia in neighbouring Wailuku, this plantation has the West Maui Mountains as a backdrop, and the guided tours provide insight into Maui's booming agriculture industry.

Don't let the small size of Paia fool you. There a number of major events and festivals held here throughout the year that appeal to all ages and interests. Listen to local bands playing traditional Hawaiian music during the annual town celebration known as Paia Fest in June, or enjoy a festive night of shopping and giving to local charities during Paia Gives every December.

A holiday rental is the preferred option for those staying in Paia. Book a spacious home within walking distance of the many attractions Paia has to offer, or rent a lavish condo with ocean views from right out your bedroom window. No matter what you're looking for in your holiday, there's a property available in town that will meet all of your needs.

If you have some extra time to explore the surrounding area, visit the major city of Kahului, or the beautiful beaches of Lahaina.

Also consider