Kahoolawe Vacation Packages

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Top Kahoolawe Vacation Deals

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

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was CA $2,221, price is now CA $1,602 per person
CA $1,602
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
8/10 Very Good! (371 reviews)
Room is clean with full kitchen, nice beaches just across the road

Reviewed on May 28, 2026

Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Price was CA $4,058, price is now CA $2,792 per person
CA $2,792
per person
Aug 21 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very Good! (540 reviews)
Was great, very spacious and a great stay

Reviewed on May 25, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Price was CA $6,276, price is now CA $4,327 per person
CA $4,327
per person
Aug 21 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
My husband and I had the most incredible babymoon at Hotel Wailea! From the moment we checked in we were greeted with leis and champagne/alcohol free champagne for me! We stayed 5 glorious nights and every day we raved about the amenities, hospitality, location, and we never wanted to leave!! The valet service was incredible, the front desk staff were so accommodating, and everyone you passed by on property gave a welcoming “aloha!” Despite the hotel not being beachfront, the views of the ocean were surrounding the property and it was a quick drive to so many different beaches! The hotel even packed us chairs, umbrellas, towels, and water bottles for our beach day everyday! The hotel is conveniently located around many restaurants, shopping, beaches, and surrounding towns to sightsee! We’ve already started planning our trip back! Thank you Hotel Wailea for an unforgettable trip!

Reviewed on Jun 9, 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was CA $3,872, price is now CA $2,712 per person
CA $2,712
per person
Jul 23 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very Good! (878 reviews)
No AC, but large quiet fans in every room sufficed during the June heat.

Reviewed on Jun 13, 2026

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Wailea
Price was CA $5,491, price is now CA $4,196 per person
CA $4,196
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.8/10 Excellent! (1,006 reviews)
Great hotel. Had an awesome stay and staff was very friendly. Beautiful property and love that you could walk right onto the beach from the resort.

Reviewed on Jun 10, 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 $1,069 per night from Jun 27 to Jun 28
CA $1,069
CA $1,359 total
Jun 27 - Jun 28
includes taxes & fees
8.8/10 Excellent! (1,016 reviews)
"Great hotel. Had an awesome stay and staff was very friendly. Beautiful property and love that you could walk right onto the beach from the resort."

Reviewed on Jun 10, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
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 CA $1,322 per night from Jul 8 to Jul 9
CA $1,322
CA $1,661 total
Jul 8 - Jul 9
includes taxes & fees
9.6/10 Exceptional! (1,001 reviews)
"Absolutely beautiful! Staff were all friendly and attentive. We really appreciated the cleanliness, amenities, and high level of service."

Reviewed on May 25, 2026

Four Seasons Resort Maui at Wailea
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 $346 per night from Jun 30 to Jul 1
CA $346
CA $476 total
Jun 30 - Jul 1
includes taxes & fees
9.6/10 Exceptional! (2,630 reviews)
"We would definitely stay here again and highly recommend it to our fellow Maui families. We stayed in the new Kai Tower, which was spacious, clean, and comfortable. Everything felt brand new and well maintained. We had a wonderful experience and look forward to returning soon!"

Reviewed on Jun 12, 2026

Maui Coast Hotel
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Frequently asked questions

Can I cancel my flight booking to Kahoolawe due to COVID-19?
Our Customer Service Portal is where you can get information about canceling your Kahoolawe flight due to COVID-19. Before you reserve a seat, it's a good idea to check the terms and conditions of your preferred airline too.
What's the best way to find cheap flights to Kahoolawe that have flexible change policies?
We get that travel schedules can change in the blink of an eye, so choosing a flexible ticket with Expedia makes sense. Just tick the "No change fee" box under the "Flexible change policies" filter. Your low-cost, flexible flight to Kahoolawe is only a few clicks away.
What are some of the general tips for travelers to Kahoolawe during the COVID-19 outbreak?
The COVID-19 pandemic may have changed how we travel, but it hasn't stifled our appetite for exploring. Here are a few tips on how to handle travel's new challenges:
  • Find out what, if any, rules or restrictions apply to both your destination and origin. You may not be able to travel depending on local circumstances, so remember to check in advance.
  • You're required to wear a face mask at the airport, even at screening checkpoints. You should be prepared to lower your mask for identification purposes when asked.
  • To minimize the risk of cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA agent.
  • TSA now allows passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on bags. This will have to be removed from your bag for X-ray scanning.
  • Put any personal items (e.g, keys, phone and wallet) in your carry-on instead of a bin to minimize handling during the screening process.
  • Separate any food you're carrying for X-ray scanning. Food items often set off the alarm. Placing them in a clear plastic bag and into a bin reduces the need for a TSA officer to touch and inspect your belongings.

Which airlines fly to Kahoolawe?
Let Hawaiian Airlines take you there. This widely known carrier provides 1202 services each month to Kahului Airport (OGG), a Kahoolawe gateway.
How can I find cheap tickets to Kahoolawe?
One of the best ways to find cheap tickets to Kahoolawe is to be flexible with your dates. Search for your flights, then click "flexible dates" above the results. You'll see the cheapest prices for nearby days. The lowest price for a flight to Kahoolawe in the last seven days was . Booking in advance will generally help you pick up an even bigger bargain.
How much is a flight to Kahoolawe?
There were lots of budget-friendly fares up for grabs in the last seven days, with the price of a return ticket to Kahoolawe ranging between and . Many lucky vacationers nabbed one-way seats from () for as low as .
What are the most popular airports to fly into in Kahoolawe?
Kahoolawe's main entry point is Kahului Airport (OGG). Get your awesome adventure underway by booking a fare on one of the 3826 flights a month to this destination.
When is the cheapest time to fly to Kahoolawe?
Take off to Kahoolawe early in the week and you'll usually be rewarded with lower-priced fares. Tuesday is generally the cheapest day to hop on a plane, closely followed by Monday. If you're hoping to avoid the costliest flights, give Saturdays a wide berth.
How much is a plane ticket to Kahoolawe?
In the last seven days, airfares to Kahoolawe ranged between and . Prices rise as your travel date nears, so snap up a bargain today.
Which airlines with flights to Kahoolawe employ COVID-19 cleanliness policies?
As travel bans start to lift, most airlines are back in action with new strategies including physical distancing and enhanced disinfection measures. Here's what multiple carriers are doing to help combat COVID-19:
  • Hawaiian Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.