Kahoolawe Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 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

Find the Best Kahoolawe Vacation Packages

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 ₩1,318,287 per night from Aug 17 to Aug 18
₩1,318,287
₩1,660,850 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Property and pool is why you come. Room was large but dated. Staff is the worst part of the experience. Less than helpful. Not very friendly, specially front desk and pool staff. Make you pay to use beach chairs and umbrellas! Make you pay to use Teen Club ( The Cave). What the heck is my resort ..."

Reviewed on Jul 23, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is ₩1,343,411 per night from Aug 22 to Aug 23
₩1,343,411
₩1,698,303 total
Aug 22 - Aug 23
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
"We had a nice time and the hotel was nice. It’s definitely fairly lively with kiddos. The adult pool is close to a main restaurant so not a lot of true quiet time anywhere on property. Rooms are spacious, clean and nice verandas. All the restaurants were tasty. The kids slide for those coming with ..."

Reviewed on Jul 19, 2026

Fairmont Kea Lani Maui
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
3550 Wailea Alanui Dr Kihei HI
The price is ₩1,417,306 per night from Aug 23 to Aug 24
₩1,417,306
₩1,769,680 total
Aug 23 - Aug 24
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"This hotel is stunning! lt was an oasis and isn’t extremely crowded."

Reviewed on Jul 20, 2026

Andaz Maui at Wailea Resort - a concept by Hyatt
See all 5,766 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 . 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.