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.
Castle at Maui Banyan

Castle at Maui Banyan

3.5 out of 5
South Kihei
Price was CA $2,459, price is now CA $1,000 per person
CA $1,000
per person
Dec 11 - Dec 13
found 2 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
7.8/10 Good! (307 reviews)
Staff was very helpful and accommodating. Thoroughly enjoyed our stay.

Reviewed on Jul 13, 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Save 100% on your flight
Price was CA $3,730, price is now CA $2,440 per person
CA $2,440
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very good! (970 reviews)
In an expensive market this was a reasonable option. The property was very well kept, clean, thoughtfully supplied, instructions were clear, and we were satisfied with everything about our stay.

Reviewed on Oct 30, 2026

Grand Champions

Grand Champions

2.5 out of 5
Wailea
Price was CA $4,272, price is now CA $2,905 per person
CA $2,905
per person
Jan 15 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Kahului (OGG)
9.2/10 Wonderful! (9 reviews)
Nothing

Reviewed on Sep 30, 2026

Maui Schooner Resort

Maui Schooner Resort

3.5 out of 5
Central Kihei
Price was CA $2,399, price is now CA $1,676 per person
CA $1,676
per person
Nov 30 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Kelowna (YLW) to Kahului (OGG)
9.4/10 Exceptional! (586 reviews)

Kihei Akahi - Maui Condo & Home

Kihei Akahi - Maui Condo & Home

2.5 out of 5
South Kihei
Save 100% on your flight
Price was CA $4,236, price is now CA $3,044 per person
CA $3,044
per person
Jan 17 - Jan 24
found 3 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
7.8/10 Good! (232 reviews)
AC did not work.

Reviewed on Sep 26, 2026

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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 CA $961 per night from Nov 20 to Nov 21
CA $961
CA $1,232 total
Nov 20 - Nov 21
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"The Hotel was always so clean also the room… All employees were very friendly, kind and respectful….. the Spa was fantastic experience."

Reviewed on Oct 30, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
The price is CA $313 per night from Nov 1 to Nov 2
CA $313
CA $436 total
Nov 1 - Nov 2
includes taxes & fees
9.6/10 Exceptional! (2,723 reviews)
"Alfter many wonderful stays at the Maui Coast... it was surprising to have a noisy room. It was close to the pool entrance, parking lot entrance, dinging elevator and water machine. It was hard to enjoy Maui after so little sleep. No other room was available on any of the 3 nights I was there."

Reviewed on Oct 31, 2026

Maui Coast Hotel
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is CA $1,368 per night from Nov 28 to Nov 29
CA $1,368
CA $1,722 total
Nov 28 - Nov 29
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
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Reviewed on Oct 30, 2026

Fairmont Kea Lani Maui
See all 5,888 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.
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Frequently asked questions

How much does a Kahoolawe vacation package cost?
From as low as CA $1,000. 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.

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