Kahakuloa Vacations from $1,056
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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.
Hotel Wailea Maui
Wailea
$2,467
per person
Jan 5 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!
Reviewed on Oct 19, 2026
The Residences at Kamaole Sands Resort
South Kihei
$2,376
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
10/10 Exceptional! (5 reviews)
Bonus was there were beach chairs, towels and an umbrella. We only used two chairs as our family were busy snorkeling or boarding away while 1-2 sat out and rested. Clean, right down from beach park 3...stocked pantry got some add-ons and pots and pans enough to allow us making most of our meals. Great times and great communication from host. Thanks! Lucas
Reviewed on Aug 30, 2026
Stay near popular Kahakuloa attractions
Kahakuloa Beach
Why not spend a lazy afternoon at Kahakuloa Beach during your trip to Kahakuloa? While you're in the area, stroll along the beaches.
What to do in Kahakuloa
Myths of Maui Luau at the Royal Lahaina Resort
$169
per adult
86% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
$104
per adult
96% of travellers recommend
Road to Hana Maui Tour: Self-Guided Audio Drive
$17
per traveler
84% of travellers recommend
Kahakuloa Hotel Deals
Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
$240 nightly
$285 total
Oct 28 - Oct 29
Total with taxes and fees
Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
$266 nightly
$315 total
Nov 1 - Nov 2
Total with taxes and fees
8.6/10 Excellent! (1,926 reviews)
"Staff"
Reviewed on Oct 19, 2026
The Westin Maui Resort & Spa, Ka'anapali
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
$450 nightly
$534 total
Oct 30 - Oct 31
Total with taxes and fees
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.
Find the Best Kahakuloa Vacation Packages
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.
Kahakuloa Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Kahului Airport (OGG) |
Max Temp Winter | 75ºF |
Max Temp Summer | 80ºF |
Top Sights | Iao Valley State Park, Waihee Beach and Coral Beach |
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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 $1,056 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?
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
