Kahakuloa Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Ed Mayfield

Top hotels in Kahakuloa

Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is 4.407.044 ₫ per night from 10 Sept to 11 Sept
4.407.044 ₫
5.974.619 ₫ total
10 Sept - 11 Sept
includes taxes & fees
8.6/10 Excellent! (3,673 reviews)
"Great area and great place to stay"

Reviewed on 23 Aug 2025

Aston Kaanapali Shores
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive, Kapalua, HI
The price is 21.018.494 ₫ per night from 5 Sept to 6 Sept
21.018.494 ₫
26.500.567 ₫ total
5 Sept - 6 Sept
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"The property is beautiful and well maintained. The location is great with lots of activities around. However we were not impressed with the quality of service we received. House keeping never showed up for room cleaning unless we called to ask for service. There was only one restaurant we enjoyed ..."

Reviewed on 25 Aug 2025

The Ritz-Carlton Maui, Kapalua
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 12.309.186 ₫ per night from 3 Sept to 4 Sept
12.309.186 ₫
16.043.587 ₫ total
3 Sept - 4 Sept
includes taxes & fees
9/10 Wonderful! (934 reviews)
"Such an unforgettable vacation with easily the nicest property on Kannapali Beach! Rooms were very clean and renovated, food/drinks were delicious, pools were top tier, and the staff was incredibly welcoming."

Reviewed on 22 Aug 2025

The Westin Maui Resort & Spa, Ka'anapali
See all 8,861 properties in Kahakuloa
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

Maui Tropical Plantation

Maui Tropical Plantation

Explore the lovely green spaces of Maui Tropical Plantation and enjoy the surfing in Waikapu. In the area, take in the great live music and beautiful sunsets.

Maui Tropical Plantation
Iao Valley State Park

Iao Valley State Park

Enjoy a trip to Iao Valley State Park and popular activities such as snorkelling in Wailuku. Discover the area's beautiful sunsets and top-notch restaurants.

Iao Valley State Park
King Kamehameha Golf Club

King Kamehameha Golf Club

Enjoy a round of golf in Wailuku at King Kamehameha Golf Club. Stroll along the beautiful beaches or discover the area's beautiful sunsets.

King Kamehameha Golf Club

Frequently asked questions

How much does a Kahakuloa holiday package cost?
You can snap up a holiday package to this top destination on Expedia. However, how much your holiday to Kahakuloa costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Kahakuloa?
If you're looking to score a cheap Kahakuloa holiday package, consider planning a trip in January, February and April. You're likely to find lower rates on accommodation and flights during these months — ideal for a budget-friendly break.
How many days is enough for Kahakuloa?
Typically, a handful of days is enough to see the major sights during your Kahakuloa holiday. However, if you prefer to have time to chill out or take day tours, consider extending your trip.
How to find the best Kahakuloa package deals?
Landing a cheap Kahakuloa package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most economical Kahakuloa package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Kahakuloa holiday as a package?
You can enjoy significant savings on your Kahakuloa getaway by booking a customised holiday package. Check the "Package" heading, then enter your destination and travel dates to browse some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Kahakuloa?
If you've got your Kahakuloa travel dates finalized, book as early as you can to score some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Kahakuloa?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Kahakuloa.
  2. Budget wisely: Besides the price of your accommodation, you'll need to factor in other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Kahakuloa.
  3. Decide your trip length: Consider how much time you'd like to spend exploring Kahakuloa. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Combine your airfare and accommodation: After you've settled on your travel dates and duration, book the ideal Kahakuloa holiday package for you.