Hoolehua Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Hoolehua

Castle at Moloka'i Shores

Castle at Moloka'i Shores

3 out of 5
109 Ala Malama St, Building D, Unit A, Kaunakakai, HI
7/10 Good! (166 reviews)
"Lovely oceanfront condo with beautiful clean pool. Cant remember the security guards name but she was so nice and friendly to talk story with."

Reviewed on 15 Aug 2025

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Castle at Moloka'i Shores
Hotel Moloka'i

Hotel Moloka'i

3 out of 5
1300 Kamehameha V Hwy, Kaunakakai, HI
Fully refundableReserve now, pay when you stay
8.2/10 Very Good! (623 reviews)
"Excellent staff and location. Beautiful grounds complete with Molokai chickens and cats. Excellent parking. . Effective air conditioning.. Quiet and peaceful on the ocean."

Reviewed on 18 Aug 2025

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Hotel Moloka'i
Wavecrest

Wavecrest

3 out of 5
7142 Kamehameha V Hwy, Kaunakakai, HI
8.6/10 Excellent! (4 reviews)
"I didn’t like 3 flights of stairs when I I’m han"

Reviewed on 30 Jan 2025

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Wavecrest
See all 193 properties in Hoolehua
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Coffees of Hawaii Plantation Store

Enjoy an outing to Coffees of Hawaii Plantation Store during your stay in Hoolehua. Stroll along the seaside or experience the live music in this relaxing area.

Coffees of Hawaii Plantation Store

Frequently asked questions

How much does a Hoolehua holiday package cost?
You'll find cheap prices on Expedia for your Hoolehua break. However, a range of factors like the hotel choice, length of stay and season will influence how much your holiday to Hoolehua costs.
What are the cheapest months to go to Hoolehua?
January, February and September are great times to look for cheap Hoolehua holiday packages. Choosing to travel in quieter months means you can usually find lower prices on flights and accommodation.
How many days is enough for Hoolehua?
The ideal duration of your Hoolehua holiday depends on what you'd like to see. Generally, a few days to a week will give you time to tick off all the major attractions and explore some hidden treasures along the way.
How to find the best Hoolehua package deals?
Start your search for a Hoolehua package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Hoolehua package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Hoolehua escape underway.
Is it cheaper to book a Hoolehua holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking flights and stays separately. Better still, you can personalise your Hoolehua getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Hoolehua?
Enjoy incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Hoolehua getaway.
How to plan a trip to Hoolehua?

  1. Choose your travel dates: What you plan to do in Hoolehua and your preferred season can help you decide when to get away.
  2. Set a budget: Factor in costs such as flights, transportation and food when working out how much to save for your trip to Hoolehua. Then, choose a property that suits your budget, whether that's a wallet-friendly option or a more luxurious getaway.
  3. Decide how many days away: Start by listing all the sights and activities you want to get to in Hoolehua. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Hoolehua holiday package that brings all your bookings together.