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 $3,070, price is now CA $1,978 per person
CA $1,978
per person
May 14 - May 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8/10 Very Good! (365 reviews)
We had a great time. The room was very spacious and had everything we needed. Would stay here again

Reviewed on Feb 28, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Price was CA $4,953, price is now CA $3,043 per person
CA $3,043
per person
May 14 - May 18
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Beautiful hotel, very unique experience. Everyone was very nice and helpful. We enjoyed our stay

Reviewed on Apr 8, 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was CA $3,445, price is now CA $2,163 per person
CA $2,163
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very Good! (854 reviews)
Slightly wear down property, especially bathroom Rooms were fine Also not much insulation between the rooms so it can get noisy

Reviewed on Apr 9, 2026

Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Price was CA $3,959, price is now CA $2,540 per person
CA $2,540
per person
May 14 - May 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very Good! (530 reviews)
Very clean and modern condo. Very well maintained. Check in was a breeze and we loved the patio. Great location on the property.

Reviewed on Mar 12, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
Wailea
Price was CA $7,989, price is now CA $5,217 per person
CA $5,217
per person
May 14 - May 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Very beautiful property overall and great location! The one bedroom suite was perfect for our family of 4 with two teens. Really loved the restroom in our suite. Huge and had some nice upgrades like motion censored lights when you entered. The outside walking path was wonderful along the coast, and we took advantage of that. Staff was extremely helpful and I left a ballcap one day at the beach and one of the beach staff members kept it safe for me. Our 16 year old also lost her AirPod case which thankfully was personalized and the hotel found that for us as well. The free shuttle service to other nearby resorts and dinner spots was great. The staff at Pilina was terrific. The Pizza in the market was a hit and our teens enjoyed it multiple times. The server at Ko was great and high energy and helped customize our meal choices. Some areas for improvement- the hotel did not offer any fresh green juices. We like to have those in the morning at breakfast and there wasn’t any on the entire premises. Also, the cabanas were all in loud areas around the main pools with kids screaming in the pool and throwing balls that were hitting our chairs. We reserved 4 days of cabanas and finally cancelled day 4 because they just weren’t relaxing in the locations they were placed in. We have a 16 and 17 year old and when we booked the 4 cabanas we asked to book them at the adult pool but were told no since our kids aren’t 18. Terrible. Our kids are quiet so this was a miss. Great trip otherwise!

Reviewed on Apr 11, 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 $915 per night from May 10 to May 11
CA $915
CA $1,176 total
May 10 - May 11
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
Absolutely terrible. I had to wake up every morning and line up at 6:15 am to get pool chairs. The hotel charges for beach chairs which I never encountered with other hotels. The staff is not so friendly, especially the concierge named "Sharp" (?) that she should not be in this business. The restaurants ...

Reviewed on Apr 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 $1,059 per night from Apr 30 to May 1
CA $1,059
CA $1,257 total
Apr 30 - May 1
includes taxes & fees
9.6/10 Exceptional! (1,001 reviews)
Last night on an extended trip to Asia, stopped over in Maui. A perfect end to our trip (despite the inclement weather). We have always stayed in the Ka'anapali area of Maui, but due to weather Wailea was better option for this trip and The Four Seasons didn't disappoint. Would definitely consider ...

Reviewed on Mar 28, 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 $305 per night from May 5 to May 6
CA $305
CA $426 total
May 5 - May 6
includes taxes & fees
9.6/10 Exceptional! (2,574 reviews)
This resort is a hidden gem. The staff are fantastic. The rooms are very clean and updated. The location is great. There is live music every night. I can't think of a single complaint. I would absolutely return to this hotel.

Reviewed on Apr 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.