Kahakuloa Holidays

Photo by Ed Mayfield
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Kahakuloa Beach Holiday

Listen to the sound of waves lapping at the shore and stroll by the glistening waters during your Kahakuloa holiday. If you need a break from everyday life, a trip to Kahakuloa will work wonders. We have a great range of Kahakuloa holiday packages to pick from. Snap one up close to Kahakuloa Beach, just 0.80 kilometres from the city centre, and live out your holiday fantasies without hurting your budget.

Top hotels in Kahakuloa

Aston Kaanapali Shores

Aston Kaanapali Shores

3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
S$402
12 Oct - 13 Oct
includes taxes & fees
8.8/10 Excellent! (4,368 reviews)
"The staff at the front desk really seem to dislike tourists. No matter how polite, they just dismiss you and wave you off like a bug on the windshield."

Reviewed on 9 Oct, 2026

Aston Kaanapali Shores
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
S$411
1 Nov - 2 Nov
includes taxes & fees
8.6/10 Excellent! (1,902 reviews)
"We had a wonderful stay at Royal Lahaina! The staff was extremely friendly, welcoming, and always smiling, making us feel the Hawaiian atmosphere from the moment we arrived. The hotel was clean, beautifully renovated, and offered amazing ocean views. We loved the peaceful atmosphere and the location, ..."

Reviewed on 9 Oct, 2026

Royal Lahaina Resort & Bungalows
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
S$684
30 Oct - 31 Oct
includes taxes & fees
9.2/10 Wonderful! (1,307 reviews)
"Beautiful"

Reviewed on 9 Oct, 2026

The Westin Maui Resort & Spa, Ka'anapali
See all 9,507 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.

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.
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What to do in Kahakuloa

Te Au Moana Luau at the Wailea Beach Marriott Resort

Te Au Moana Luau at the Wailea Beach Marriott Resort

S$258
per adult
92% of travellers recommend
Te Au Moana Luau at the Wailea Beach Marriott Resort
Sail Maui 'Alihilani Sunset Sail

Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea

S$133
per adult
96% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
Wailele Luau Including Fire and Knife Performance Plus Dinner

Maui: Wailele Luau with Fire and Knife Performance and Dinner

S$279
per adult
90% of travellers recommend
Maui: Wailele Luau with Fire and Knife Performance and Dinner
See all activities in Kahakuloa

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.

* 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.