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Houses in Kaunakakai and Condos – Holiday Lettings - Holiday Rentals Kaunakakai

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42 Holiday homes

Condo letting in Kaunakakai with swimming pool

Kaunakakai condo

2 bedrooms • 1 bathroom • sleeps 4

from £65 / night

£452 / week

1 / 30

Kaunakakai holiday condo rental

Kaunakakai condo

1 bedroom • 1 bathroom • sleeps 4

from £103 / night

£697 - £1,561 / week

1 / 85

Condo rental in Kaunakakai with shared pool

Kaunakakai condo

2 bedrooms • 1 bathroom • sleeps 4

from £98 / night

£687 / week

1 / 24

Kaunakakai holiday apartment rental

Kaunakakai apartment

2 bedrooms • 1 bathroom • sleeps 4

from £134 / night

£856 / week

1 / 8

Holiday home with shared pool in Kaunakakai

Kaunakakai house

1 bedroom • 1 bathroom • sleeps 4

from £137 / night

£958 - £1,380 / week

1 / 44

Kaunakakai holiday apartment rental

Kaunakakai apartment

1 bedroom • 1 bathroom • sleeps 2

from £258 / night

£1,290 / week

1 / 9

Holiday home with shared pool in Kaunakakai

Kaunakakai house

1 bedroom • 1 bathroom • sleeps 4

from £141 / night

£987 - £1,421 / week

1 / 20

Holiday home in Kaunakakai

Kaunakakai house

2 bedrooms • 2 bathrooms • sleeps 6

from £179 / night

£1,258 / week

1 / 24

Holiday home with shared pool in Kaunakakai

Kaunakakai house

1 bedroom • 1 bathroom • sleeps 4

from £113 / night

£792 / week

1 / 21

Kaunakakai holiday home rental

Kaunakakai house

1 bedroom • 1 bathroom • sleeps 2

from £113 / night

£792 / week

1 / 20

Holiday home with shared pool in Kaunakakai

Kaunakakai house

1 bedroom • 1 bathroom • sleeps 4

from £150 / night

£1,048 / week

1 / 29

Holiday condo with shared pool in Kaunakakai

Kaunakakai condo

1 bedroom • 1 bathroom • sleeps 2

from £129 / night

£817 / week

1 / 23

Holiday home with shared pool in Kaunakakai

Kaunakakai house

1 bedroom • 1 bathroom • sleeps 4

from £137 / night

£958 - £1,380 / week

1 / 22

Holiday home with shared pool in Kaunakakai

Kaunakakai house

1 bedroom • 1 bathroom • sleeps 2

from £114 / night

£800 / week

1 / 39

Holiday condo with shared pool in Kaunakakai

Kaunakakai condo

1 bedroom • 1 bathroom • sleeps 4

from £103 / night

£717 / week

1 / 26

Kaunakakai holiday condo let

Kaunakakai condo

2 bedrooms • 1 bathroom • sleeps 4

from £85 / night

£590 / week

1 / 34

Holiday home with shared pool in Kaunakakai

Kaunakakai house

1 bedroom • 1 bathroom • sleeps 4

from £159 / night

£1,110 - £1,545 / week

1 / 26

Kaunakakai holiday home rental

Kaunakakai house

1 bedroom • 1 bathroom • sleeps 3

from £166 / night

£1,165 - £1,620 / week

1 / 30

Holiday home rental

Kaunakakai house

1 bedroom • 1 bathroom • sleeps 4

from £131 / night

£915 - £1,160 / week

1 / 21

Holiday home with shared pool in Kaunakakai

Kaunakakai house

1 bedroom • 1 bathroom • sleeps 6

from £172 / night

£1,199 - £1,621 / week

1 / 17

Holiday home rental

Kaunakakai house

1 bedroom • 1 bathroom • sleeps 4

from £157 / night

£1,100 - £1,530 / week

1 / 17

Holiday home with shared pool in Kaunakakai

Kaunakakai house

1 bedroom • 1 bathroom • sleeps 4

from £157 / night

£1,100 - £1,530 / week

1 / 17

Holiday home in Kaunakakai

Kaunakakai house

1 bedroom • 2 bathrooms • sleeps 6

from £206 / night

£1,440 - £1,862 / week

1 / 30

Holiday home with shared pool in Kaunakakai

Kaunakakai house

1 bedroom • 1 bathroom • sleeps 6

from £148 / night

£1,037 / week

1 / 18

Holiday home with shared pool in Kaunakakai

Kaunakakai house

1 bedroom • 1 bathroom • sleeps 4

from £140 / night

£977 - £1,407 / week

1 / 26

Holiday condo in Kaunakakai

Kaunakakai condo

1 bedroom • 1 bathroom • sleeps 2

from £151 / night

£989 / week

1 / 21

Holiday condo with swimming pool in Kaunakakai

Kaunakakai condo

2 bedrooms • 2 bathrooms • sleeps 4

from £194 / night

£1,290 / week

1 / 22

Kaunakakai holiday apartment rental

Kaunakakai apartment

2 bedrooms • 1 bathroom • sleeps 4

“Rest, Relaxation, and an amazing Vacation” We had a wonderful vacation on Molokai. We truly had the opportunity to rest and relax. Everyone on the island was wonderful. We did just about everything one could. We sat at the pool for some time each day. We rented a jeep from National at the Hotel Molokai. This really came in handy when we went exploring the island on the dirt trails. We rode the mules down to Kalaupapa. What an experience that was. I'm glad you recommended it! We visited many of the restaurants. We really enjoyed listening to music at the Hotel Molokai while eating dinner and it was a beautiful place to eat breakfast. What an experience going to the bakery at night was but oh so good!! We got the bread with the works. My husband doesn't usually eat bread but this was absolutely delicious. We ate half the loaf that night and the other half for breakfast. I wish I would have brought an extra loaf to take home to Minnesota! Now for your amazing condo...Wow doesn't say it all. We loved being able to share your home. We sat out on the lanai every morning and evening. Everything we needed was there for us to use and more. You did a beautiful job remodeling it. We loved the bathroom with the double sinks, the fully stocked kitchen and the great living room to relax in. We didn't spend much time inside but when we did it was like being at home. Thanks again for sharing your Molokai home with us.

from £116 / night

£813 - £1,325 / week

1 / 16

Kaunakakai holiday apartment rental

Kaunakakai apartment

1 bedroom • 1 bathroom • sleeps 4

from £146 / night

£872 / week

1 / 19

Kaunakakai holiday apartment rental

Kaunakakai apartment

1 bedroom • 1 bathroom • sleeps 4

from £146 / night

£872 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Maunaloa

Maunaloa condo

2 bedrooms • 2 bathrooms • sleeps 4

from £138 / night

£964 - £1,108 / week

1 / 44

Holiday apartment with shared pool in Maunaloa

Maunaloa apartment

1 bedroom • 1 bathroom • sleeps 2

from £99 / night

£688 - £731 / week

1 / 74

Apartment rental in Maunaloa

Maunaloa apartment

1 bedroom • 1 bathroom • sleeps 3

from £104 / night

£620 - £800 / week

1 / 20

Holiday apartment rental

Maunaloa apartment

• 1 bathroom • sleeps 3

from £95 / night

£559 / week

1 / 19

Holiday condo with swimming pool in Maunaloa

Maunaloa condo

1 bedroom • 1 bathroom • sleeps 4

from £138 / night

£843 - £1,204 / week

1 / 45

Molokai holiday condo rental

Molokai condo

1 bedroom • 1 bathroom • sleeps 3

from £77 / night

£536 / week

1 / 3

Holiday condo in Maunaloa

Maunaloa condo

1 bedroom • 1 bathroom • sleeps 4

from £104 / night

£663 - £783 / week

1 / 37

Holiday condo with shared pool in Maunaloa

Maunaloa condo

2 bedrooms • 2 bathrooms • sleeps 4

from £116 / night

£813 / week

1 / 16

Maunaloa holiday apartment rental

Maunaloa apartment

1 bedroom • 1 bathroom • sleeps 2

from £80 / night

£554 / week

1 / 30

Holiday condo with shared pool in Maunaloa

Maunaloa condo

2 bedrooms • 2 bathrooms • sleeps 4

from £103 / night

£717 / week

1 / 28

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Kaunakakai holidays

With rows of historical homes, the longest pier in the state, and friendly locals, the charming town of Kaunakakai has everything you need for a relaxing Hawaiian getaway. Head down the main street in the town's business district, Ala Malama Avenue, for an amazing variety of shops and boutiques.

While you're in town, be sure to also make time for some of these must-see sites:

  • Ala Malama Avenue: Be sure to stop at Kanemitsu's Bakery for their world-famous bread that the locals go crazy over.
  • Church Row: Visit the site of seven small, missionary-style churches that have been serving the community since the 19th century.
  • Kapuaiwa Coconut Grove: Take a free guided tour of the area before resting underneath one of the vast palm trees in this Coconut grove.
  • Go to the Beach: Of course, no visit to Kaunakakai would be complete without soaking up the rays on one of the many white sand beaches in town.

In addition to all the sights that Kaunakakai has to offer, there are also a number of major events and festivals held throughout the year both in and around town. Watch traditional hula performances from local dancers during the Hula Piko Hula Festival in May, celebrate Hawaii's proud heritage during the Aloha Festivals in October, or watch movies from some of the top filmmakers on the island during the Hawaii International Film Festival in November.

Whether you're looking for a condo with beach views from your bedroom window, or a villa located near all the restaurants and shopping in town, there's a holiday rental available in Kaunakakai that's right for you.

Even though there's plenty to do just in Kaunakakai, the island of Molokai is small enough that you can reach anywhere on the island within two hours by car. If you have some extra time to explore, visit the green scenery of Halawa Bay Beach Park or the rural beach town of Mauna Loa.

Also consider