Kahoolawe Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Kahoolawe Holiday

Our pick of the best Kahoolawe Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
The price is NZ$1,781 per night from 25 July to 26 July
NZ$1,781
25 July - 26 July
includes taxes & fees
8.8/10 Excellent! (1,014 reviews)
"Amazing location in the very friendly stuff"

Reviewed on 12 July 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
The price is NZ$2,884 per night from 1 Aug to 2 Aug
NZ$2,884
1 Aug - 2 Aug
includes taxes & fees
9.6/10 Exceptional! (1,005 reviews)
"Excellent staff and service!"

Reviewed on 8 July 2026

Four Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is NZ$2,181 per night from 2 Aug to 3 Aug
NZ$2,181
2 Aug - 3 Aug
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"Y"

Reviewed on 7 July 2026

Fairmont Kea Lani Maui
See all 5,756 properties in Kahoolawe
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.

Frequently asked questions

How much does a Kahoolawe holiday package cost?
From as low as . Yes, you read that correctly. Our Kahoolawe packages are the best way to make your budget last longer. Bundle your flights, hotels and rental car and discover this vibrant destination.
How do I get a cheap travel package to Kahoolawe?
Combine your hotel and flight bookings, throw in extras such as tours, and save with a Kahoolawe holiday package. You won't just pick up awesome discounts on your getaway — you'll have a world of choice too. When you book through Expedia, you'll have your pick of over 550 airlines and 1 000 000 hotels all over the world. Your next big adventure begins right here, right now!
How far in advance should I book my Kahoolawe holiday?
It's always wise to book early. Air carriers usually advertise flight tickets up to 12 months in advance, and this is a great opportunity to pick up some of the cheapest prices. Just been told you need to take some holiday time next month? That's alright! Expedia are never short on fantastic deals to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Kahoolawe travel package include?
Rental cars, hotels and flights — we've got them covered. With Expedia, you can create your Kahoolawe package just the way you want. All you have to do is decide just what you need. Once you've made your booking, you can add on extras like tours and activities. The more you bundle, the bigger your savings!
What should I know before booking a Kahoolawe travel package?
Our prices are already low. However, you'll pick up even better deals if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll get transparent pricing and a terrific range of choice.
Can I choose my airline with a Kahoolawe Expedia holiday package?
Yes, the choice is all yours. We have access to over 550 partner airlines globally, so you can design your Kahoolawe holiday according to your budget and style.
If I'm not able to travel, can I cancel my Kahoolawe holiday package?
Whether it's your hotel or flight, you can cancel and rebook it. Booked your Kahoolawe holiday package in the last 24 hours? You may be able to make changes for free. If it's been longer than that, you may be charged a fee by your airline, hotel or car rental company. For further information, take a look at our Customer Service Portal. We'll help you each step of the way.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.