Kahoolawe Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 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.
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was CA $2,932, price is now CA $1,801 per person
CA $1,801
per person
May 18 - May 25
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very Good! (854 reviews)
The bad (and most important): Guests need to be warned about the insane woman who lives in this building. There should be a disclaimer on all booking sites and the resorts website . It is INSANE what goes on here . When I read reviews about her, I thought maybe she was just having a bad day or week. I was wrong. This goes on all day every day and has been happening for years. She screams at and harasses guest over a loud speaker , insults people , records everyone , particularly children. Plays piano , blows a whistle , conch sings , mocks guests , all over the speaker from 7am-10pm. she has a huge dog that barks all day and she walks around to intimidate people at the pool. Look at her you tube channel Aloha See Maui before considering staying here . While the hotel management hands are somewhat tied , they need to do more . It’s been going on for years, this isn’t new. When she’s not making noise and harassing people, which wasn’t often , it’s all the guests talk about . The negativity and noise consumed our vacation. There was no peace , no way to sleep in or relax , or chill at the pool , when we paid big money to visit here . Our sofa bed was broken , which my son slept on all week , and the bedroom mattress was like sleeping on springs . The good : the view is spectacular, location is great , pool , hot tub and BBQ area was awesome . I would come back but only if this crazy lady was gone .

Reviewed on Apr 13, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Price was CA $8,290, price is now CA $4,906 per person
CA $4,906
per person
May 23 - May 30
found 12 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
A peaceful oasis nestled high in the hills.

Reviewed on Apr 16, 2026

Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was CA $2,979, price is now CA $1,832 per person
CA $1,832
per person
May 18 - May 25
found 22 hours 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

Hyatt Vacation Club at Ka'anapali Beach, Maui

Hyatt Vacation Club at Ka'anapali Beach, Maui

3.5 out of 5
Price was CA $5,032, price is now CA $3,220 per person
CA $3,220
per person
May 17 - May 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.2/10 Wonderful! (96 reviews)
We had a beach view balcony and the room was very clean. We stayed a week and the great staff cleaned daily. Every one was very friendly and helpful. The parking is valet and your car is always ready when you need it.

Reviewed on Apr 12, 2026

Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Price was CA $5,322, price is now CA $3,500 per person
CA $3,500
per person
May 23 - May 30
found 12 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very Good! (530 reviews)
Excellent renovated space. Could be better stocked like the other rental companies, but overall a great stay and unit well located in the complex.

Reviewed on Apr 14, 2026

Ready to book your vacation to Kahoolawe?

 

Choose your dates

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 $921 per night from Apr 30 to May 1
CA $921
CA $1,182 total
Apr 30 - May 1
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Perfect location for day drinking

Reviewed on Apr 14, 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 $1,637 per night from May 13 to May 14
CA $1,637
CA $1,944 total
May 13 - May 14
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
If you are coming to Wailea region of Maui this is the hotel be. The hotel gorgeous, the rooms are spacious, the views are phenomenal, there is a coral reef right by the beach and the adult pool service is fantastic.

Reviewed on Apr 16, 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 $302 per night from May 5 to May 6
CA $302
CA $421 total
May 5 - May 6
includes taxes & fees
9.6/10 Exceptional! (2,573 reviews)
The room was immaculate. I stayed in the tower, looking over the pool and have an ocean view which was definitely worth the upgraded price. The staff is so incredibly kind and genuine. I was overly impressed when I come back. I’m only staying here from now on.

Reviewed on Apr 16, 2026

Maui Coast Hotel
See all 5,814 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.