Kahoolawe Cheap Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Flight and Cheap hotel deals in Kahoolawe

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

Royal Lahaina Bungalows & Spa

CA $1,775
per person
Nov 20 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8/10 Very good! (26 reviews)
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $3,487
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) 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

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

South Kihei
CA $2,005
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
10/10 Exceptional! (5 reviews)
Bonus was there were beach chairs, towels and an umbrella. We only used two chairs as our family were busy snorkeling or boarding away while 1-2 sat out and rested. Clean, right down from beach park 3...stocked pantry got some add-ons and pots and pans enough to allow us making most of our meals. Great times and great communication from host. Thanks! Lucas

Reviewed on Aug 30, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
CA $4,645
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.6/10 Exceptional! (1,003 reviews)
Stunning. Classy. Classic.

Reviewed on Sep 14, 2026

AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

Wailea
CA $2,156
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.2/10 Wonderful! (283 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Kahoolawe
View all trips

5* Cheap holidays in Kahoolawe

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

Royal Lahaina Bungalows & Spa

CA $1,775
per person
Nov 20 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8/10 Very good! (26 reviews)
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $3,487
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) 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

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
CA $4,645
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.6/10 Exceptional! (1,003 reviews)
Stunning. Classy. Classic.

Reviewed on Sep 14, 2026

Don't see what you're looking for?
See all available trips from Columbus to Kahoolawe
View all trips

3 Night Cheap holidays in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport

CA $1,287
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Kahului (OGG)
9.2/10 Wonderful! (1,000 reviews)
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
CA $2,422
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Kahului (OGG)
9.6/10 Exceptional! (1,003 reviews)
Stunning. Classy. Classic.

Reviewed on Sep 14, 2026

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea
CA $1,754
per person
Nov 12 - Nov 15
found 8 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.2/10 Wonderful! (1,008 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Kahoolawe
View all trips

4 Night Cheap holidays in Kahoolawe

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

Maui Beach Vacation Club

North Kihei
CA $1,329
per person
Nov 30 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Kahului (OGG)
8.4/10 Very good! (937 reviews)
Maui Banyan Vacation Club

Maui Banyan Vacation Club

South Kihei
CA $1,402
per person
Nov 11 - Nov 15
found 20 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
8/10 Very good! (388 reviews)
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $3,246
per person
Oct 28 - Nov 1
found 24 hours ago
Roundtrip flight included
Vancouver (YVR) 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

Don't see what you're looking for?
See all available trips from Columbus to Kahoolawe
View all trips

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.