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

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is S$259 per night from 15 Sept to 16 Sept
S$259
15 Sept - 16 Sept
includes taxes & fees
8.6/10 Excellent! (3,665 reviews)
"This property only has one restaurant which could be a downside. There is some food across the street you could walk to, otherwise, you will need to shop for food to cook in your unit. The food at the restaurant was amazing there. The units are a bit older and could use some updating, especially ..."

Reviewed on 17 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 S$1,386 per night from 29 Aug to 30 Aug
S$1,386
29 Aug - 30 Aug
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
Great Stay.
"It was an awesome experience. The service was exceptional."

Reviewed on 18 Aug, 2025

The Ritz-Carlton Maui, Kapalua
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is S$371 per night from 3 Sept to 4 Sept
S$371
3 Sept - 4 Sept
includes taxes & fees
8.2/10 Very Good! (1,410 reviews)
"What a wonderfully clean and safe resort! The most helpful and friendly staff without being over attentive. Great mix of private and convenient"

Reviewed on 18 Aug, 2025

Royal Lahaina Resort & Bungalows
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

Bailey House Museum featuring a house

Bailey House Museum

Visit this former mission post to learn about the culture and artistic legacy of Hawai‘i through paintings and music, plants, clothing and furnishings.

Bailey House Museum

Kahili Golf Course

Enjoy a round of golf in Wailuku at Kahili Golf Course. In the area, take in the great live music and beautiful sunsets.

Kahili Golf Course

What to do in Kahakuloa

Molokini Island

Molokini and Turtle Town Snorkeling Adventure Aboard the Malolo

S$205
per adult
88% of travellers recommend
Molokini and Turtle Town Snorkeling Adventure Aboard the Malolo
Sail Maui 'Alihilani Sunset Sail

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

S$126
per adult
96% of travellers recommend
Alihilani Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
Calypso Sunset Dinner Cruise

Sunset Dinner Cruise From Ma'alaea - Prime Rib, Mahi Mahi, Chicken or Pasta

S$193
per adult
92% of travellers recommend
Sunset Dinner Cruise From Ma'alaea - Prime Rib, Mahi Mahi, Chicken or Pasta
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.