Kahoolawe Vacations from ￥684,415

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The Latest Kahoolawe Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Save 100% on your flight
Price was ￥1,137,204, price is now ￥684,415 per person
￥684,415
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
16.8/10 Exceptional! (1,548 reviews)
The desk clerk was rude when we asked for late check out

Reviewed on Nov 25, 2025

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

5 out of 5
Wailea
Save 100% on your flight
Price was ￥4,059,356, price is now ￥2,669,272 per person
￥2,669,272
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
19.2/10 Exceptional! (44 reviews)
We stayed in Villa 99-5. . To sum it up quickly, the price to experience was in our opinion way too high. Also as a member an elite member, I did not get the discounts on the Cabana rentals and beach chair. The restaurant staff and food was very good. For the price we believe that there should be more comps than provided. Also on checking out the elevator was not working to allow the upstairs to bring their luggage down conveniently. The other complaint which was an ongoing complaint was the TVs not that you need to watch him when you're on such a beautiful island but if kids were staying they would need some entertainment at the evening I would believe. Again the cost to the experience was too expensive. For what you got. I would look at other opportunities or options for lodging where there was more bang for the buck.

Reviewed on Oct 22, 2025

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Price was ￥1,170,628, price is now ￥789,398 per person
￥789,398
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
19.2/10 Exceptional! (292 reviews)
Extremely clean with a fantastic location!

Reviewed on Nov 25, 2025

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Price was ￥1,005,076, price is now ￥694,236 per person
￥694,236
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
18/10 Exceptional! (1,465 reviews)
Beautiful location. Staff was fantastic. View was stunning. Breakfast was good. Housekeeping was fabulous.

Reviewed on Nov 25, 2025

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4 out of 5
Price was ￥1,237,592, price is now ￥901,533 per person
￥901,533
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
17.6/10 Exceptional! (2,864 reviews)
Loved it. Great for families

Reviewed on Nov 19, 2025

Find the Best Kahoolawe Vacation Packages

Kahoolawe Hotel Deals

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 ￥32,331 per night from Dec 1 to Dec 2
￥32,331
￥45,354 total
Dec 1 - Dec 2
includes taxes & fees
9.4/10 Exceptional! (2,275 reviews)
Beautifully renovated rooms, modern, clean, and well-appointed with a mini fridge, microwave, keurig, and free laundry room! The kids loved the multiple pools, hot tubs, poolside dining and live music, too.

Reviewed on Nov 21, 2025

Maui Coast Hotel
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 ￥92,592 per night from Dec 11 to Dec 12
￥92,592
￥119,372 total
Dec 11 - Dec 12
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Great hotel

Reviewed on Nov 9, 2025

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 ￥122,539 per night from Dec 13 to Dec 14
￥122,539
￥153,802 total
Dec 13 - Dec 14
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
Amazing room, restaurants and staff. One of the best places we’ve been to for a vacation.

Reviewed on Nov 22, 2025

Fairmont Kea Lani Maui
See all 5,641 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.

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.

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