Kahakuloa Vacations from $684

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Your Kahakuloa Vacation

Book a tailored Kahakuloa vacation package that includes everything you need and no unnecessary extras. Good for walking, coastal beaches and hiking, think about basing yourself in the neighborhood of Napili. If a sightseeing tour is on the to-do list during your trip to Kahakuloa, visit popular attractions like Kapalua Golf Club Plantation Course, D.T. Fleming Beach Park and Honolua Bay. Don't put off exploring this city any longer. Your perfect Kahakuloa vacation is just a few clicks away with Expedia.

The Latest Kahakuloa vacation packages

Price found within the past 48 hours. Click for updated prices.
The Gardens at West Maui
Royal Lahaina Resort & Bungalows
Napili Kai Beach Resort
Napili Shores Maui by OUTRIGGER
Kahana Beach Vacation Club
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Discover the most popular places to visit in Kahakuloa

What to do in Kahakuloa

Kahakuloa Hotel Deals

Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
$171 nightly
The price is $202 total per night from Sep 15 to Sep 16
$202 total
Sep 15 - Sep 16
Total with taxes and fees
8.6/10 Excellent! (3,672 reviews)
"Had an amazing experience, pools were beautiful, restaurant on site had delicious food, coffee stand was good, lots of shops on site, food trucks in the parking lot next door, were delicious, we stayed in the pent house over looking the ocean, it was magical, will definitely be going back."

Reviewed on Aug 23, 2025

Aston Kaanapali Shores
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive, Kapalua, HI
$854 nightly
The price is $1,007 total per night from Sep 5 to Sep 6
$1,007 total
Sep 5 - Sep 6
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Great Stay.
"It was an awesome experience. The service was exceptional."

Reviewed on Aug 18, 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
$471 nightly
The price is $556 total per night from Sep 17 to Sep 18
$556 total
Sep 17 - Sep 18
Total with taxes and fees
9/10 Wonderful! (932 reviews)
"A plus for the staff. The resort amenities and activities made the stay worthwhile. After a long day we just sank in the comfortable bed and pillows. We stayed at the Hokupa’a tower which included access to the Lanai. The view from the terrace is magnificent and the access to the Lanai includes breakfast ..."

Reviewed on Aug 19, 2025

The Westin Maui Resort & Spa, Ka'anapali
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.

Kahakuloa Beach Vacation

Listen to the sound of waves lapping at the shore and stroll by the glistening waters during your Kahakuloa vacation. If you need a break from everyday life, a trip to Kahakuloa will work wonders. We have a great range of Kahakuloa vacation packages to pick from. Snap one up close to Kahakuloa Beach, just 0.5 miles from the city center, and live out your vacation fantasies without hurting your budget.

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Frequently asked questions

How much does a Kahakuloa vacation package cost?
You can snap up a vacation package to this top destination from $684 on Expedia. However, how much your vacation 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'd like to book a cheap Kahakuloa vacation package, consider planning a trip in October, November and December. You'll generally find better prices on airfares and hotels during these months — perfect for budget-conscious travelers.
How many days is enough for Kahakuloa?
Typically, a handful of days is enough to see the major attractions during your Kahakuloa vacation. But if you want to have some time to relax or take day trips, consider extending your itinerary.
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 traveling on a weekday, when prices are often lower.
Is it cheaper to book a Kahakuloa vacation as a package?
You can enjoy significant savings on your Kahakuloa getaway by booking a customized vacation 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 vacation 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. Choose the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to travel to Kahakuloa.
  2. Figure out your budget: Ensure you have enough money to cover everything from dining out and transportation to activities and airfares. Your hotel will probably be the biggest expense during your trip to Kahakuloa.
  3. Organize your Kahakuloa escape with our trip planning tool: Look for and book stays and activities all in one place. You can also collaborate with your group to plan an unforgettable trip to Kahakuloa together.
  4. Determine how many days away: Start by compiling a list of the attractions you want to get to in Kahakuloa. Then, estimate how long you'll need for each, including any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customized Kahakuloa vacation package.
  6. Book any activities or day trips: Now to the fun part — locking in everything you want to do and see. Check out some of the top things to do in Kahakuloa in Kahakuloa and book your tickets early to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Kahakuloa vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Kahakuloa break over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.