Kahoolawe Vacations from ￥245,238

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    Save up to ￥109,000 when you book a flight and hotel together*

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The Latest Kahoolawe Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Wailea Ekahi - CoralTree Residence Collection

Wailea Ekahi - CoralTree Residence Collection

Wailea
￥245,238
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Kahului (OGG)
9.2/10 Wonderful! (629 reviews)
Very nice condo and conveniently located to beach and dining options.

Reviewed on Aug 15, 2026

Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

￥311,108
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
No reviews
Everything we needed for our stay in Maui! Spectacular on the beach location and views. The unit had all the big and little things we needed. Look forward to returning.

Reviewed on Aug 31, 2026

Find the Best Kahoolawe Vacation Packages

Kahoolawe Hotel Deals

Maui Coast Hotel

Maui Coast Hotel

2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
￥28,930
￥41,741 total
Sep 20 - Sep 21
includes taxes & fees
Maui Coast Hotel
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI
￥116,877
￥149,113 total
Sep 14 - Sep 15
includes taxes & fees
Grand Wailea Maui, A Waldorf Astoria Resort
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr Kihei HI
￥116,953
￥148,285 total
Oct 3 - Oct 4
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"This, our second time staying at this resort, was even better than the first, mostly due to the outstanding hospitality across every staff person we encountered during our stay. Exceptional service consistently, from the valet team to the breakfast servers and beach shack attendants etc. The food, ..."

Reviewed on Aug 29, 2026

Andaz Maui at Wailea Resort - a concept by Hyatt
See all 5,813 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 vacation package cost?
From as low as ￥245,238. 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 vacation 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 vacation?
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 vacation 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 vacation package?
Yes, the choice is all yours. We have access to over 550 partner airlines globally, so you can design your Kahoolawe vacation according to your budget and style.
If I'm not able to travel, can I cancel my Kahoolawe vacation package?
Whether it's your hotel or flight, you can cancel and rebook it. Booked your Kahoolawe vacation 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.