Kahoolawe Vacation Packages 2026 from $1,286

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The Latest Kahoolawe vacation packages

Price found within the past 48 hours. Click for updated prices.

Maui Beach Vacation Club

North Kihei

Save 100% on your flight

$1,286

per person

Aug 26 - Aug 31

found 22 hours ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8.4/10 Very Good! (899 reviews)

Was a great place to stay!

Reviewed on Jul 4, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

Save 100% on your flight

$3,284

per person

Aug 24 - Aug 31

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Kahului (OGG)

9.4/10 Exceptional! (1,002 reviews)

If there isn’t a wedding going on watch the sunset from the front lawn area by the old ice cream truck. Better view than from the birdcage. More open and less blockage. Great high end vibe.

Reviewed on Jun 22, 2026

Mana Kai Maui- Official Onsite Rental

South Kihei

Save 100% on your flight

$1,810

per person

Sep 12 - Sep 18

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9/10 Wonderful! (1,007 reviews)

Great view and great beach

Reviewed on Jul 4, 2026

Palms at Wailea Maui

Wailea

Save 100% on your flight

$1,695

per person

Sep 12 - Sep 18

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8.4/10 Very Good! (543 reviews)

Our condo was beautiful the pool was great and the views were lovely. Exceeded all expectations, Would stay again.

Reviewed on Jun 27, 2026

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea

Save 100% on your flight

$2,290

per person

Sep 12 - Sep 18

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8.8/10 Excellent! (1,006 reviews)

The seating at the pool is a huge problem. They do not have enough seats and will remove your items if you do not go back to your seat once every hour. One employee actually admitted to throwing our items away, instead of holding them as they’re supposed too. This is hard considering there are many different pools and the expansive size of the pool and beach area. You have to wait in a long line for pool towels. My room did not get cleaned the first day so I reached out and it was then clean every other day. They would restock the coffee pods but not the creamers so I had to ask for that. Honestly very let down considering the price.

Reviewed on Jul 4, 2026

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Kahoolawe Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

$865 nightly

$1,027 total

Jul 23 - Jul 24

Total with taxes and fees

8.8/10 Excellent! (1,002 reviews)

"The seating at the pool is a huge problem. They do not have enough seats and will remove your items if you do not go back to your seat once every hour. One employee actually admitted to throwing our items away, instead of holding them as they’re supposed too. This is hard considering there are many ..."

Reviewed on Jul 4, 2026

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI

$1,099 nightly

$1,305 total

Jul 30 - Jul 31

Total with taxes and fees

9.4/10 Exceptional! (1,000 reviews)

"Breathtaking place!"

Reviewed on Jul 2, 2026

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

$1,000 nightly

$1,187 total

Jul 10 - Jul 11

Total with taxes and fees

9.6/10 Exceptional! (1,003 reviews)

"My kids loved the kids club great stuff"

Reviewed on Jul 3, 2026

See all 5,623 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.