Kaunakakai Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Kaunakakai Beach Holiday

There's nothing better than a Kaunakakai holiday. Whether you're treating yourself to delicious cocktails at a local bar or flipping through a book by the water's edge, your trip to Kaunakakai is the time to live out those beachy daydreams. Many travellers like to stay close to Kapuaiwa Coconut Grove, situated just 2 kilometres from downtown. However, you'll also find a terrific range of Kaunakakai holiday deals around Kumimi Beach and Halawa Bay Beach, two other well-liked nearby options.

Top hotels in Kaunakakai

Hotel Moloka'i

Hotel Moloka'i

3 out of 5
1300 Kamehameha V Hwy Kaunakakai HI
Fully refundableReserve now, pay when you stay
The price is S$310 per night from 1 Aug to 2 Aug
S$310
1 Aug - 2 Aug
includes taxes & fees
8.2/10 Very good! (686 reviews)
"Wonderful oceanfront room. Picture perfect. Bed was so comfortable! . Advertising said bar and restaurant. Perhaps should adjust that so guests are informed no bar or restaurant."

Reviewed on 6 Jul, 2026

Hotel Moloka'i
Castle at Moloka'i Shores

Castle at Moloka'i Shores

3 out of 5
109 Ala Malama St Kaunakakai HI
7.2/10 Good! (183 reviews)
"Shower was Moldy!! Lots and Lots of Carpenter Ants!!!! Spiders Everywhere that my kids couldn’t sleep at night!!!!"

Reviewed on 30 Jun, 2026

Get rates
Castle at Moloka'i Shores
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
The price is S$809 per night from 19 Jul to 20 Jul
S$809
19 Jul - 20 Jul
includes taxes & fees
9.2/10 Wonderful! (1,103 reviews)
"The property is beautiful and it is in a great location. The shopping center and plenty of restaurants were in walking distance. We did not like the fact that you needed to rent beach chairs at $176 a day. We are use to resorts supplying them for their guests. I would expect that for the price we ..."

Reviewed on 6 Jul, 2026

The Westin Maui Resort & Spa, Ka'anapali
See all 7,364 properties in Kaunakakai
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.

Stay near popular Kaunakakai attractions

Halawa Bay Beach

9.2/10 (53 reviews)
Why not spend a care-free afternoon at Halawa Bay Beach during your travels in Kaunakakai? Stroll along this relaxing area's seaside or simply enjoy its bars.
See properties

What to do in Kaunakakai

Road to Hana Premium Picnic via Luxury Limo-Van

Road to Hana Premium Picnic via Luxury Limo-Van

S$528
per traveller
90% of travellers recommend
Road to Hana Premium Picnic via Luxury Limo-Van
Stargazing Tour in Kapalua

Stargazing Tour in West Maui

S$124
per adult
100% of travellers recommend
Stargazing Tour in West Maui
6 Dual-Zipline Mountain Adventure in Maui

6 Dual-Zipline Mountain Adventure in Maui

S$336
per adult
100% of travellers recommend
6 Dual-Zipline Mountain Adventure in Maui
See all activities in Kaunakakai

Frequently asked questions

How much does a Kaunakakai holiday package cost?
You can pick up a holiday package to this destination on Expedia. However, how much your holiday to Kaunakakai costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Kaunakakai?
May, June and August are great times to search for cheap Kaunakakai holiday packages. Opting to travel in less busy periods means you'll typically find reduced prices on accommodation and flights.
How many days is enough for Kaunakakai?
With a well-planned schedule, you can easily hit the most popular Kaunakakai sights in a handful of days. But if you want to venture off the beaten track or go on day tours, think about booking your Kaunakakai holiday for longer.
Is it worth booking a holiday package to Kaunakakai?
It's no wonder a Kaunakakai holiday is on the to-do list of many travellers. Major attractions like Molokai Harbour are just the beginning of things to keep you busy here.
How to find the best Kaunakakai package deals?
Use Expedia's filter tool to find some tempting Kaunakakai package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Kaunakakai package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your holiday package as soon as possible.
Is it cheaper to book a Kaunakakai holiday as a package?
You can enjoy significant savings on your next Kaunakakai escape by booking a tailored holiday package. Check the "Package" heading, then select your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Kaunakakai?
If you're considering a spur-of-the-moment Kaunakakai getaway, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Kaunakakai?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Kaunakakai.
  2. Set a budget: Factor in costs such as flights, transportation and food when calculating how much to set aside for your trip to Kaunakakai. Then, pick a hotel that matches your budget, whether that's a low-cost option or a deluxe retreat.
  3. Set the duration of your trip: Start by making a list of all the activities and attractions you'd like to experience in Kaunakakai. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customised Kaunakakai holiday package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.