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.
Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

CA $1,688
per person
Nov 13 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
No reviews
Not close to the beach!! It's a far walk n that beach has lil to no coastline =(

Reviewed on Aug 27, 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
CA $2,043
per person
Nov 13 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very good! (933 reviews)
Maui Banyan Vacation Club

Maui Banyan Vacation Club

South Kihei
CA $1,760
per person
Nov 13 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8/10 Very good! (387 reviews)
Na

Reviewed on Aug 30, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $3,737
per person
Nov 11 - Nov 16
found 16 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,006 reviews)
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea
CA $20,793
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
8.6/10 Excellent! (1,005 reviews)
Amazing Resort!

Reviewed on Aug 30, 2026

Ready to book your vacation to Kahoolawe?

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Kahoolawe Hotel Deals

Maui Coast Hotel

Maui Coast Hotel

2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
CA $252
CA $363 total
Sep 20 - Sep 21
includes taxes & fees
9.6/10 Exceptional! (2,665 reviews)
"Kai rooms are wonderful. Amenities are great. Next door is Kihei Cafe and Miso Phat Sushi. Can't beat that!"

Reviewed on Aug 31, 2026

Maui Coast Hotel
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI
CA $1,017
CA $1,298 total
Sep 14 - Sep 15
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"Amazing Resort!"

Reviewed on Aug 30, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr Kihei HI
CA $803
CA $1,050 total
Sep 7 - Sep 8
includes taxes & fees
Wailea Beach Resort - Marriott, Maui
See all 5,723 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 $1,688. 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.