Kahoolawe Vacations from $874

Book a Hotel + Flight or Car together to unlock savings

The Latest Kahoolawe vacation packages

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

Maui Banyan Vacation Club

South Kihei
$874
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8/10 Very Good! (388 reviews)
Very nice room. Amazing stay!

Reviewed on Sep 9, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
$2,198
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
My husband and I had an incredible honeymoon stay. We couldn't recommend Hotel Wailea enough!! The team are all so lovely and attentive and all went out their way to give us the best experience. Shannon was an absolute star organising an itinerary prior to arrival so everything was so smooth and easy. Would definitely recommend the in-room Lomi Lomi couples massage and hiring e-bikes with Bear. Shoutout to Sunny also for her help on the front desk and assistance with our postcards! Our hotel room was spacious, comfortable and had a breathtaking ocean view and sofa balcony loungers. We were also very grateful to the valet team for all their assistance chauffeuring us around Wailea and the beaches. The food was utterly divine, in particular the Bird Cage was a highlight, superb menu and sake. The breakfasts also were so fresh! Not to mention the moreish cocktail menu and bites by the pool! The ariel and flow yoga with Andrea and outrigger canoe experience were also fantastic. We couldn't fault it and was the most perfect honeymoon. Thank you all so so much again. We look forward to returning one day X

Reviewed on Sep 6, 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
$958
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.4/10 Very Good! (937 reviews)
The building was right at the street. Too much driving car noise. There was no house keeping available. Across street was the beach but not appropriate for swimming

Reviewed on Sep 11, 2026

The Kalama Residence

The Kalama Residence

South Kihei
$5,181
per person
Nov 12 - Nov 17
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) 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

The Ocean View Residence

The Ocean View Residence

South Kihei
$1,286
per person
Nov 12 - Nov 17
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
9/10 Wonderful! (2 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Kahoolawe
View all trips

Kahoolawe Hotel Deals

Maui Coast Hotel

Maui Coast Hotel

2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$300 total
per night
Sep 21 - Sep 22
9.6/10 Exceptional! (2,679 reviews)
"The grounds and staff are amazing. The hotel...not so much. We paid for a suite and it was mediocre at best. The room smelled like urine and the wallpaper was peeling from the walls. The shower head was coming off of the wall also. A bit of a disappointment, but we only spent one night there so we ..."

Reviewed on Sep 12, 2026

Maui Coast Hotel
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI
$809 total
per night
Sep 29 - Sep 30
Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI
$1,045 total
per night
Sep 13 - Sep 14
9.6/10 Exceptional! (1,000 reviews)
"Loved every moment we spent there! Best decision to stay at Four Seasons for our honeymoon trip :)"

Reviewed on Aug 25, 2026

Four Seasons Resort Maui at Wailea
See all 5,820 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.

Find the Best Kahoolawe Vacation Packages

Kahoolawe Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Kahului Airport (OGG)

More vacations you might like

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.