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 $2,363, price is now CA $1,662 per person
CA $1,662
per person
Jul 20 - Jul 27
found 15 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8/10 Very Good! (368 reviews)
Nice property next to the beach

Reviewed on May 6, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Price was CA $7,427, price is now CA $4,628 per person
CA $4,628
per person
Jun 19 - Jun 26
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Everything was Amazing!! Will be coming back

Reviewed on Apr 18, 2026

Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore

3 out of 5
Price was CA $3,615, price is now CA $2,407 per person
CA $2,407
per person
Jul 31 - Aug 7
found 10 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.2/10 Wonderful! (233 reviews)
The staff was very friendly, the rooms were clean with gorgeous views! The connected beach was nice to stroll down as well

Reviewed on May 12, 2026

Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Price was CA $4,171, price is now CA $2,829 per person
CA $2,829
per person
Jul 31 - Aug 7
found 10 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very Good! (539 reviews)
Twin room had dirty sheets and place was swarmed with mosquitos.

Reviewed on May 2, 2026

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Wailea
Price was CA $72,130, price is now CA $50,377 per person
CA $50,377
per person
Jul 31 - Aug 7
found 10 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.8/10 Excellent! (1,004 reviews)
We were upgraded to a deluxe ocean view room. The room and premises were gorgeous. Staff including the cultural activities were top notch we took full advantage of the pool area and water slides. The biggest inconvenience was trying to find a couple of chairs to relax and to keep our stuff while enjoying the pool. So many people reserve seats and don’t use the chairs. It was incredibly frustrating. I knew this from reading the reviews ahead of time and it was still frustrating as we tried to get an early start our second day and were still late to grab chairs. The adult pool is less crowded.

Reviewed on May 12, 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 $1,401 per night from May 27 to May 28
CA $1,401
CA $1,752 total
May 27 - May 28
includes taxes & fees
8.8/10 Excellent! (1,012 reviews)
We were upgraded to a deluxe ocean view room. The room and premises were gorgeous. Staff including the cultural activities were top notch we took full advantage of the pool area and water slides. The biggest inconvenience was trying to find a couple of chairs to relax and to keep our stuff while ...

Reviewed on May 12, 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 $332 per night from May 25 to May 26
CA $332
CA $457 total
May 25 - May 26
includes taxes & fees
9.6/10 Exceptional! (2,584 reviews)
As soon as you enter the property you noticed how well maintained it is and how wonderful the staff is, welcoming and informative! I loved the thoughtful bowl of orchids with bobby pins for your hair! We had a suite for the three of us and it was very spacious, clean and had all the amenities we ...

Reviewed on May 14, 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 $1,534 per night from Jun 6 to Jun 7
CA $1,534
CA $1,902 total
Jun 6 - Jun 7
includes taxes & fees
9.6/10 Exceptional! (1,007 reviews)
What a fantastic hotel! I travelled to Maui with my husband and two children aged 5 & 8. Upton arrival the valet helped with our bags, gave the children and us gorgeous necklaces and check-in was quick! I didn’t like that the room we received was such a stretch to walk to so came back and the really ...

Reviewed on May 11, 2026

Fairmont Kea Lani Maui
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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.