Kahoolawe Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Kahoolawe Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Kihei Kai Nani

Kihei Kai Nani

3.5 out of 5
South Kihei
Price was CA $2,091, price is now CA $1,486 per person
CA $1,486
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
10/10 Exceptional! (1 review)
Great communication with owner. The bedroom has a queen bed and there is a queen size sofa bed. Air conditioner unit in the living room only. The plenty of dish and cook wear. Washer and dryer in unit. Beach is literally across the street and 2 others on both sides. Kamaole I beach has best water clarity for snorkeling. Building 10 is super quiet.

Reviewed on May 16, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Price was CA $10,346, price is now CA $6,102 per person
CA $6,102
per person
Sep 2 - Sep 9
found 2 days ago
Roundtrip non-stop flight included
Edmonton (YEA) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend.

Reviewed on Jul 25, 2026

Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

3 out of 5
Price was CA $3,397, price is now CA $2,283 per person
CA $2,283
per person
Oct 11 - Oct 17
found 24 hours ago
Roundtrip flight included
Edmonton (YEA) to Kahului (OGG)
No reviews

Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was CA $3,692, price is now CA $2,583 per person
CA $2,583
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Edmonton (YEA) to Kahului (OGG)
8.4/10 Very good! (916 reviews)

Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
South Kihei
Price was CA $5,543, price is now CA $3,979 per person
CA $3,979
per person
Sep 2 - Sep 9
found 2 days ago
Roundtrip non-stop flight included
Edmonton (YEA) to Kahului (OGG)
9/10 Wonderful! (1,005 reviews)
Good place to stay, right on the beach.

Reviewed on Jul 30, 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 $1,026 per night from Aug 31 to Sep 1
CA $1,026
CA $1,308 total
Aug 31 - Sep 1
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"The property was great, awesome pools , beautiful beach ."

Reviewed on Jul 31, 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 CA $1,331 per night from Aug 31 to Sep 1
CA $1,331
CA $1,678 total
Aug 31 - Sep 1
includes taxes & fees
Fairmont Kea Lani Maui
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 $333 per night from Aug 22 to Aug 23
CA $333
CA $460 total
Aug 22 - Aug 23
includes taxes & fees
Maui Coast Hotel
See all 5,761 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 $1,486. 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.