Kahoolawe Vacations from $891

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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

$891

per person

Oct 25 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8.4/10 Very Good! (926 reviews)

The Residences at Kamaole Sands Resort

South Kihei

Save 100% on your flight

$1,988

per person

Nov 11 - Nov 18

found 4 hours ago

Roundtrip non-stop flight included

Portland (PDX) to Kahului (OGG)

10/10 Exceptional! (3 reviews)

The Kalama Residence

South Kihei

Save 100% on your flight

$4,163

per person

Nov 11 - Nov 18

found 4 hours ago

Roundtrip flight included

Portland (PDX) to Kahului (OGG)

8/10 Very Good! (3 reviews)

The property was clean and nice. It did need some maintenance, but it was in good condition for its age. We liked how it was stocked to make our stay more comfortable.

Reviewed on Jan 4, 2026

Fairmont Kea Lani Maui

Wailea

Save 100% on your flight

$1,879

per person

Oct 25 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.4/10 Exceptional! (1,006 reviews)

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

$2,669

per person

Oct 25 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.4/10 Exceptional! (1,000 reviews)

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Kahoolawe Hotel Deals

Maui Coast Hotel

2259 S Kihei Rd Kihei HI

Fully refundableReserve now, pay when you stay

$222 nightly

$263 total

Sep 20 - Sep 21

Total with taxes and fees

9.6/10 Exceptional! (2,657 reviews)

"Other than dealing with Tropical storm Lala while there, Everything was great, the staff was excellent & helpful. The amenities are great as well, like 3 hot tubs, 2 pools, complimentary bikes, a drinking water refill machine, great air-conditioning, and excellent location."

Reviewed on Aug 21, 2026

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

$786 nightly

$933 total

Sep 4 - Sep 5

Total with taxes and fees

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI

$1,178 nightly

$1,398 total

Aug 22 - Aug 23

Total with taxes and fees

See all 5,754 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.