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Houses in Anahola and Cottages – Holiday Lettings - Holiday Rentals Anahola

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15 Holiday homes

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Holiday home in Anahola

Anahola house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £1,986 / night

£13,903 / week

1 / 30

Anahola holiday cottage rental

Anahola cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £245 / night

£1,714 / week

1 / 11

Holiday home in Anahola

Anahola house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £292 / night

£2,044 / week

1 / 18

Ski home to rent in Anahola

Anahola house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 25

from £2,857 / night

£19,995 / week

1 / 30

Holiday home in Anahola

Anahola house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from £1,103 / night

£7,716 / week

1 / 25

Holiday home rental

Anahola house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £987 / night

£6,910 / week

1 / 30

Holiday home in Anahola

Anahola house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £2,246 / night

£15,717 / week

1 / 30

Home rental in Anahola

Anahola house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £1,390 / night

£9,726 / week

1 / 30

Holiday home in Anahola

Anahola house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from £331 / night

£2,313 / week

1 / 30

Holiday home in Anahola

Anahola house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 10

from £736 / night

£5,152 / week

1 / 19

Holiday home in Anahola

Anahola house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £1,427 / night

£9,989 / week

1 / 30

Anahola holiday cottage rental

Anahola cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £318 / night

£2,223 / week

1 / 30

Holiday home in Anahola

Anahola house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £397 / night

£2,778 / week

1 / 26

Holiday home in Anahola

Anahola house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £824 / night

£5,767 / week

1 / 30

Ski home to rent in Anahola

Anahola house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £935 / night

£6,546 / week

1 / 30

Great rentals within 20 miles that match your search

Ski condo to rent in Princeville

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £284 / night

£1,988 / week

1 / 16

Home rental in Wailua

Wailua house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £552 / night

£3,864 / week

1 / 18

Holiday condo in Princeville

Princeville condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £434 / night

£3,035 / week

1 / 6

Holiday condo in Princeville

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £582 / night

£4,071 / week

1 / 30

Holiday cottage in Wailua

Wailua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £269 / night

£1,882 / week

1 / 18

Holiday condo in Kapaa

Kapaa condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £580 / night

£4,054 / week

1 / 27

Holiday home letting

Wailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £327 / night

£2,285 / week

1 / 30

Holiday home rental

Princeville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £454 / night

£3,175 / week

1 / 30

Holiday home in Princeville

Princeville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £403 / night

£2,817 / week

1 / 30

Kapaa holiday condo rental

Kapaa condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £427 / night

£2,985 / week

1 / 30

Holiday home rental

Wailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £307 / night

£2,145 / week

1 / 30

Kapaa holiday condo rental

Kapaa condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £498 / night

£3,483 / week

1 / 30

Kapaa holiday condo rental

Kapaa condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £580 / night

£4,054 / week

1 / 30

Holiday home in Princeville

Princeville house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £297 / night

£2,078 / week

1 / 30

Holiday home rental

Princeville house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £424 / night

£2,962 / week

1 / 30

Condo rental in Princeville

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £329 / night

£2,302 / week

1 / 30

Holiday condo in Princeville

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £417 / night

£2,918 / week

1 / 26

Princeville holiday condo rental

Princeville condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £391 / night

£2,733 / week

1 / 30

Holiday condo rental

Princeville condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £388 / night

£2,710 / week

1 / 24

Princeville holiday condo rental

Princeville condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £392 / night

£2,744 / week

1 / 26

Holiday condo in Princeville

Princeville condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £397 / night

£2,778 / week

1 / 30

Holiday condo in Princeville

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £545 / night

£3,813 / week

1 / 30

Princeville holiday condo rental

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £465 / night

£3,253 / week

1 / 30

Holiday condo in Princeville

Princeville condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £731 / night

£5,118 / week

1 / 30

Holiday condo in Princeville

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £508 / night

£3,550 / week

1 / 30

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Anahola holidays

With beautiful beaches, friendly locals, and a wide range of sporting and cultural activities, the charming Hawaiian town of Anahola has it all! You can find unique art galleries and some of the best authentic Hawaiian cuisine on the island on Main Street, while outdoor activities and nightlife options are spread across town.

There's more than enough to do here to fill a holiday itinerary, but here are just a few of the must-see destinations in the area:

  • Go Snuba Diving: Try out this sport that is similar to scuba diving, except that the tank floats above you instead of on your back.
  • Kauai International Theatre: Enjoy the wide range of live musical and theatrical performances featuring some of the best actors and performers on the island.
  • Anahola Beach: Go swimming in the crystal blue waters, or rent a board and take a lesson with one of the local surfing pros.
  • Davison Arts: This charming gallery features pieces from up-and-coming artists throughout the state.
  • Mountain Tubing Adventure: Head to this local theme park just outside of Anahola.
  • Waimea Canyon: Referred to as the "Grand Canyon of the Pacific," there's no shortage of hiking trails and scenic views here.

No matter when you decide to visit Anahola, there will likely be events and festivals to take part in both in and around the area. Cheer on the hundreds of racers competing in the international competition known as the Kauai World Challenge in May, watch the top Hawaiian slack key guitar artists perform during the Hawaiian Slack Key Festival in November, or sample the handcrafted goods from top Hawaiian designers during the Garden Isle Artisan Fair in March.

Rather than stay in a hotel, consider booking one of the many holiday rentals available in the Anahola area. Rent a high-end condo with luxury amenities that's just steps from the beach, or opt for a property that puts you closer to the cultural attractions and authentic local cuisine that can be found in town.

The island of Kauai is small enough that you can reach anywhere on the island within 90 minutes by car. If you have some extra time to explore the area, be sure to visit the array of art galleries in Hanapepe, the quaint village of Kilauea, or the secluded Lumahai Beach.

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