Kahoolawe Adventure Vacations

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Flight and Adventure hotel deals in Kahoolawe

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

Royal Lahaina Bungalows & Spa

CA $2,544
per person
Oct 30 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Kahului (OGG)
8/10 Very good! (22 reviews)
The moment we checked in the staff was attentive and gracious. Very accommodating, making our Hawaiian vacation a dream.

Reviewed on Aug 13, 2026

Wailea Beach Villas

Wailea Beach Villas

Wailea
CA $2,887
per person
Oct 22 - Oct 25
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Kahului (OGG)
9.8/10 Exceptional! (197 reviews)
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $2,815
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Great atmosphere relaxing,.quiet & beautiful!

Reviewed on Aug 16, 2026

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea
CA $3,221
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.2/10 Wonderful! (1,006 reviews)
The property was amazing for kids with multiple water slides, arcade room, and many different pool and beach options. The hotel location was great and grounds are beautiful. The big building where our room was located is older and less upkept - the AC couldn’t cool the room and we saw a cockroach. Strongly suggest to splurge for the more modern rooms in the two story buildings. The beach chair process is lengthy: waited in line from 7:40 to 8am and was the last to get an umbrella; then another 45 min in next line for umbrella to be set up. Even though there were 4 of us, you only get 1 umbrella and two chairs per room. Ulua beach was great (no chair setup available) and we ended up snorkeling the reef on the right side of it seeing lots of fish and a turtle. The food around was commercial and overpriced. Humble kitchen dinner was just average and not worth the price. But then again everything in that area is super pricy and average. Overall, would choose this location again for its location, and grounds, and kids activities but would splurge for better room in newer buildings and would go for food into the plazas 15 min drive away

Reviewed on Aug 16, 2026

Makena Surf - CoralTree Residence Collection

Makena Surf - CoralTree Residence Collection

Wailea
CA $3,645
per person
Oct 28 - Nov 3
found 21 hours ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (116 reviews)
Stunning views! Steps from the beach. Well appointed kitchen with lots of gear to cook at home. Close to Wailea and Kihei. Management was friendly and responsive.

Reviewed on Aug 5, 2026

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5* Adventure holidays in Kahoolawe

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

Royal Lahaina Bungalows & Spa

CA $2,544
per person
Oct 30 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Kahului (OGG)
8/10 Very good! (22 reviews)
The moment we checked in the staff was attentive and gracious. Very accommodating, making our Hawaiian vacation a dream.

Reviewed on Aug 13, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $2,815
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Great atmosphere relaxing,.quiet & beautiful!

Reviewed on Aug 16, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
CA $6,169
per person
Oct 3 - Oct 10
found 7 hours ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,006 reviews)
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3 Night Adventure holidays in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $2,815
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Great atmosphere relaxing,.quiet & beautiful!

Reviewed on Aug 16, 2026

Wailea Beach Villas

Wailea Beach Villas

Wailea
CA $2,887
per person
Oct 22 - Oct 25
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Kahului (OGG)
9.8/10 Exceptional! (197 reviews)
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea
CA $3,221
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.2/10 Wonderful! (1,006 reviews)
The property was amazing for kids with multiple water slides, arcade room, and many different pool and beach options. The hotel location was great and grounds are beautiful. The big building where our room was located is older and less upkept - the AC couldn’t cool the room and we saw a cockroach. Strongly suggest to splurge for the more modern rooms in the two story buildings. The beach chair process is lengthy: waited in line from 7:40 to 8am and was the last to get an umbrella; then another 45 min in next line for umbrella to be set up. Even though there were 4 of us, you only get 1 umbrella and two chairs per room. Ulua beach was great (no chair setup available) and we ended up snorkeling the reef on the right side of it seeing lots of fish and a turtle. The food around was commercial and overpriced. Humble kitchen dinner was just average and not worth the price. But then again everything in that area is super pricy and average. Overall, would choose this location again for its location, and grounds, and kids activities but would splurge for better room in newer buildings and would go for food into the plazas 15 min drive away

Reviewed on Aug 16, 2026

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4 Night Adventure holidays in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

CA $1,208
per person
Nov 11 - Nov 15
found 20 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
No reviews
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $3,582
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Great atmosphere relaxing,.quiet & beautiful!

Reviewed on Aug 16, 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
CA $1,743
per person
Sep 28 - Oct 2
just found
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very good! (926 reviews)
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More vacations you might like

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