Kahoolawe Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 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 hotels in Kahoolawe

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 S$1,150 per night from 22 Feb to 23 Feb
S$1,150
22 Feb - 23 Feb
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Everything was amazing and still is, we extended our stay. I have to say, Susie at the front desk was amazing. Always helpful, smiling and happy to help. That’s an amazing employee, hang on to that one

Reviewed on 31 Jan, 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 S$461 per night from 8 Mar to 9 Mar
S$461
8 Mar - 9 Mar
includes taxes & fees
9.4/10 Exceptional! (2,452 reviews)
Loved this hotel and all the amenities it offers

Reviewed on 3 Feb, 2026

Maui Coast Hotel
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
3550 Wailea Alanui Dr Kihei HI
The price is S$1,430 per night from 1 Mar to 2 Mar
S$1,430
1 Mar - 2 Mar
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
Just a great all-round vacation

Reviewed on 31 Jan, 2026

Andaz Maui at Wailea Resort - a concept by Hyatt
See all 5,761 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 cancelling 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 travellers 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 holiday makers 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.