Kahoolawe Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Kahoolawe

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 19.253.695 ₫ per night from 28 Aug to 29 Aug
19.253.695 ₫
24.564.282 ₫ total
28 Aug - 29 Aug
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Wonderful place to stay in Maui."

Reviewed on 31 Jul 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 24.676.920 ₫ per night from 31 Aug to 1 Sept
24.676.920 ₫
31.135.117 ₫ total
31 Aug - 1 Sept
includes taxes & fees
9.4/10 Exceptional! (1,010 reviews)
"Great relaxed resorts pool food is ok not great but the restaurants on property are superb"

Reviewed on 29 Jul 2026

Fairmont Kea Lani Maui
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 21.681.000 ₫ per night from 26 Aug to 27 Aug
21.681.000 ₫
27.453.770 ₫ total
26 Aug - 27 Aug
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
"Our stay was amazing. The staff and service were absolutely off the charts. The newly opened spa was the nicest I have ever been in. The food at the adult pool and service by the bar staff was impeccable. The main thing that stuck out to me was the genuine kindness and pride that the staff puts into ..."

Reviewed on 22 Jul 2026

Four Seasons Resort Maui at Wailea
See all 5,748 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 1null000null000 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.

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