Haiku Winter Rentals & Holiday Homes

There are a lot of options in Haiku. If you plan on staying in the Haiku area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Haiku:

• HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku
• Private, Luxurious Dream Home with Swimming Pool, Permitted
• Gather with Family or Friends at a Gorgeous Estate. Pool, Views - Permitted
• Your Private Resort-4 Acres, Fruit Trees, Pool, Tennis, Hot-Tub, Sauna-Permitted
• Bamboo Valley Inn Haleakala Suite
• Bamboo View Suite 2bd 1bth At Bamboo Valley Inn
• Maui Tropical Paradise - Vacation Home In Haiku - Pool/Spa
• Featured on Staycation TV Stunning Modern Home Surrounded by Nature
• Escape from Reality.180 Degree View, Pool, Hot-Tub, Privacy. Permitted
• Tropical Bamboo Retreat in Upcountry Maui!nBamboo Heaven Maui LLCnBBPH 2012/0003

The average cost for winter rentals in Haiku is $489 per night. Travelthehorizon has a wide list of great winter places to stay near Haiku that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.

Yes, here are the top cottage/chalet rentals in Haiku that allow you to bring your pet or dog:

• Mountain to Ocean Views Pole House @ Maui Adventure Villa
• Plumeria Room on a Lush Farm on Maui's North Shore
• Bamboo Valley Inn
• Cute, Private & Tranquil Hideaway, Ocean Views. Near Hana Hwy. A/C.

See all pet-friendly vacation rentals in Haiku on Travelthehorizon

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Haiku to find what works for you.

As of 2026, the data from Travelthehorizon shows that there are over 65 private swimming pools or indoor pools accommodations near Haiku along with other great amenities.