Kahoolawe All inclusive Vacations

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Flight and All inclusive hotel deals in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
Maui Vista – Maui Condo & Home

Maui Vista – Maui Condo & Home

South Kihei
CA $1,891
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
8.6/10 Excellent! (54 reviews)
Everything was great

Reviewed on Feb 1, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $4,519
per person
Nov 7 - Nov 14
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

CA $1,950
per person
Oct 23 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
8.2/10 Very good! (24 reviews)
**ONE OF THE WORST HOTEL MANAGEMENT EXPERIENCES WE'VE HAD** We gave Royal Lahaina every opportunity to address our experience privately and even escalated it to their management company, with no response. We stayed for a week in June 2026 with two rooms. Three days before check-in, the hotel couldn't locate our confirmed reservation. After more than TWO HOURS on the phone, manager Gretchen told me they couldn't accommodate our requests, suggested we "book a better hotel like the Montage or the Ritz," said she was canceling our reservations, and hung up. I had to repeatedly call back to ensure our family still had rooms. Management later told me Gretchen received disciplinary action. We tried contacting Hotel Manager Yvette three times during our stay and left two voicemails. She never contacted us until two days after we left. A brief call with my wife was later characterized as accepting their "final resolution": a $75 beach-chair credit. Even after I emailed a detailed complaint, Yvette never personally responded. The resort itself fell short: housekeeping every other day despite a $45/night resort fee; two beach chairs cost another $75/day and were collected at 5 PM sharp; rude beach staff; and large gaps around our renovated room door that let in light, noise and bugs. After spending thousands on two rooms, fees, food and services, management's lack of ownership was the worst part. Ironically, their original advice was best: **Next time, we'll stay somewhere better.

Reviewed on Aug 21, 2026

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

South Kihei
CA $3,464
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
10/10 Exceptional! (3 reviews)
We had a wonderful stay! The unit was exactly what we were looking for - spacious, comfortable, and in a great location close to the beach. The agent was extremely responsive and helpful throughout our stay, always quick to answer any questions. We really appreciated the excellent communication and would happily stay here again!

Reviewed on Aug 23, 2026

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

Wailea
CA $8,045
per person
Oct 2 - Oct 7
just found
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.6/10 Exceptional! (50 reviews)
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5* All inclusive holidays in Kahoolawe

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

Royal Lahaina Bungalows & Spa

CA $1,950
per person
Oct 23 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
8.2/10 Very good! (24 reviews)
**ONE OF THE WORST HOTEL MANAGEMENT EXPERIENCES WE'VE HAD** We gave Royal Lahaina every opportunity to address our experience privately and even escalated it to their management company, with no response. We stayed for a week in June 2026 with two rooms. Three days before check-in, the hotel couldn't locate our confirmed reservation. After more than TWO HOURS on the phone, manager Gretchen told me they couldn't accommodate our requests, suggested we "book a better hotel like the Montage or the Ritz," said she was canceling our reservations, and hung up. I had to repeatedly call back to ensure our family still had rooms. Management later told me Gretchen received disciplinary action. We tried contacting Hotel Manager Yvette three times during our stay and left two voicemails. She never contacted us until two days after we left. A brief call with my wife was later characterized as accepting their "final resolution": a $75 beach-chair credit. Even after I emailed a detailed complaint, Yvette never personally responded. The resort itself fell short: housekeeping every other day despite a $45/night resort fee; two beach chairs cost another $75/day and were collected at 5 PM sharp; rude beach staff; and large gaps around our renovated room door that let in light, noise and bugs. After spending thousands on two rooms, fees, food and services, management's lack of ownership was the worst part. Ironically, their original advice was best: **Next time, we'll stay somewhere better.

Reviewed on Aug 21, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $4,519
per person
Nov 7 - Nov 14
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

Wailea
CA $8,045
per person
Oct 2 - Oct 7
just found
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.6/10 Exceptional! (50 reviews)
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3 Night All inclusive holidays in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
CA $2,611
per person
Oct 25 - Oct 28
found 14 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,006 reviews)
I booked this for my son and daughter in-laws honeymoon. They had a great time and loved this resort. While it was on the reservation and I called the day before to tell them the couple was on their honeymoon, it was only recognized as they were settling up their fees at the end of the visit. The breakfast buffet was reportedly superb. They were able to rent a jeep very easily at the nearby Avis and enjoyed touring the island.

Reviewed on Aug 23, 2026

Wailea Beach Villas

Wailea Beach Villas

Wailea
CA $3,471
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Kahului (OGG)
9.8/10 Exceptional! (199 reviews)
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $3,511
per person
Oct 25 - Oct 28
found 14 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Kahoolawe
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4 Night All inclusive holidays in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

South Kihei
CA $1,386
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
8/10 Very good! (385 reviews)
Check in was smooth, Rooms were a lot smaller then when looking to book. Air conditioning did not see to work right. Room fan also did not work right, bed was not as comfortable

Reviewed on Aug 22, 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
CA $1,556
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
8.4/10 Very good! (926 reviews)
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $2,960
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Kahoolawe
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Embark on an unforgettable all-inclusive trip to Kahoolawe including airfare with Expedia

What are some benefits of booking an all-inclusive vacation?

When you opt for an all-inclusive vacation to Kahoolawe, you can have everything you want to do planned out in advance. That means you get to simply coast through your vacation knowing exactly what's coming next. Plus, this helps you get a final tally on the costs beforehand, so it's much easier on your budget.

Can I book all-inclusive packages with airfare and meals?

Yes, all-inclusive vacation packages are readily available for Kahoolawe, and you can search for them simply by using the search filter for all-inclusivity. When you book your flight along with your accommodations, you may even find some savings, with the potential to save up to 14.

Why should I book Kahoolawe vacations that are all inclusive and adults only?

Adults-only stays in Kahoolawe are good for travellers who are looking to relax in laid-back and easygoing surroundings. Everyone in the area will be looking to do much of the same without any kids to worry about, so you can truly take in some time for yourself in pampered bliss. Plus, you can filter for adults-only stays specifically in your search, so they're easy to find.

Can I book all-inclusive packages?

Yes, all-inclusive packages are fairly standard in Kahoolawe. You can easily find all-inclusive options by using the search filters, but that's just the beginning. If you're booking at the last minute, you may even find additional discounts as properties try to fill their last remaining spots for cheap vacations that are all inclusive.

Can I book cheap all-inclusive trips to Kahoolawe?

If you're looking to save, you'll find a wide range of prices available, ranging from CA $1,386. By booking your accommodations and flight together, you may be able to enjoy savings of up to 14. Be sure to sort your search results by price to list the cheapest options first.

What should I look for when booking a 5-star all-inclusive vacation in Kahoolawe?

If you've implemented the 5-star filter when searching for your all-inclusive vacation in Kahoolawe, there are a few factors to keep an eye out for. Spa access is particularly popular, as it's one of the best features you'll find in luxury accommodation options. Additionally, you should consider opting for an infinity pool and a luxury suite, especially if you're travelling with a relatively large group.

What should I consider when booking Kahoolawe vacation packages that are all inclusive for the family?

The most important thing to consider for all-inclusive family vacations to Kahoolawe is what your family is interested in. If your kids need access to a pool, you'll want to implement the search filter for that amenity. Kids' clubs can also be perfect for your family, as can babysitting services if the adults in your group plan on enjoying Kahoolawe's nightlife.

How can I find the best deals on all-inclusive vacations in Kahoolawe?

You can always sort your search results by price to automatically put the cheapest options at the top of your search while still considering all your implemented search filters.

Can I book an all-inclusive package that is fully refundable?

Yes, reservations that are fully refundable are available on some all-inclusive packages in . You can explore each package's cancellation policy in the policy section of their page, where you'll learn exactly how you can qualify. Sometimes, nothing is required to qualify.

Why should I book an all-inclusive vacation with Expedia?

Booking with Expedia makes it easy to find the ultimate all-inclusive vacation package. By offering accommodations and flights together, all-inclusive packages are easy for us to create and for you to enjoy. With benefits like being fully refundable and flexible dates on some packages, you can enjoy a more stree-free booking process. Expedia Rewards members can take that even further with the possibility of additional discounts.

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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.