Kahoolawe Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top Kahoolawe Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
Save 100% on your flight
CA $2,597
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very good! (961 reviews)
Hotel Wailea Maui

Hotel Wailea Maui

Wailea
CA $5,424
per person
Dec 22 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Spacious and updates rooms with everything you need. The service is simply outstanding. The pool was never crowded. The food at the restaurants was so good!

Reviewed on Oct 15, 2026

Maui Banyan Vacation Club

Maui Banyan Vacation Club

South Kihei
Save 100% on your flight
CA $3,181
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8/10 Very good! (395 reviews)
Good. Well equipped, microwave and kitchen. Standing shower. Clise to kamaole beaches

Reviewed on Oct 12, 2026

Grand Champions

Grand Champions

Wailea
Save 100% on your flight
CA $3,875
per person
Dec 20 - Dec 26
found 5 hours ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
9/10 Wonderful! (8 reviews)
Nothing

Reviewed on Sep 30, 2026

Maui Banyan - Maui Condo & Home

Maui Banyan - Maui Condo & Home

South Kihei
Save 100% on your flight
CA $3,227
per person
Dec 30 - Jan 6
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
7.8/10 Good! (63 reviews)

Ready to book your vacation to Kahoolawe?

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Kahoolawe Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI
CA $1,076
CA $1,369 total
Oct 29 - Oct 30
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
"Best hotel of my life"

Reviewed on Oct 15, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Maui Coast Hotel

Maui Coast Hotel

2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
CA $282
CA $400 total
Oct 16 - Oct 17
includes taxes & fees
9.6/10 Exceptional! (2,705 reviews)
"old tower not renovated, poor condition, pool area very nice, staff at front desk not helpful"

Reviewed on Oct 15, 2026

Maui Coast Hotel
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI
CA $1,517
CA $1,900 total
Oct 25 - Oct 26
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
"Perfect stay for our honeymoon and babymoon. Absolute paradise, great location and beautiful hotel."

Reviewed on Oct 14, 2026

Fairmont Kea Lani Maui
See all 5,816 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 CA $2,597. 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.