Kahoolawe Beach Vacations

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Flight and Beach hotel deals in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

South Kihei
Save 100% on your flight
CA $3,100
per person
Jan 4 - Jan 11
found 1 day ago
Roundtrip non-stop 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

Hotel Wailea Maui

Hotel Wailea Maui

Wailea
Save 100% on your flight
CA $4,303
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!

Reviewed on Oct 19, 2026

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

CA $5,157
per person
Dec 26 - Jan 2
found 14 hours ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
7.8/10 Good! (27 reviews)
Awesome Maui Vista Beach Suite

Awesome Maui Vista Beach Suite

South Kihei
CA $4,373
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
8.6/10 Excellent! (27 reviews)
Absolutely perfect!!! Flavor of Hawaii!!

Reviewed on Aug 26, 2026

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

Wailea
Save 100% on your flight
CA $8,172
per person
Jan 5 - Jan 12
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.6/10 Exceptional! (1,001 reviews)
The Four Seasons Wailea is a truly exceptional property. The Amenities were all first class and service was in a class of its own. Our experience met and exceeded all expectations on all measures.

Reviewed on Oct 16, 2026

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5* Beach holidays in Kahoolawe

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

Hotel Wailea Maui

Wailea
Save 100% on your flight
CA $4,303
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!

Reviewed on Oct 19, 2026

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

CA $5,157
per person
Dec 26 - Jan 2
found 14 hours ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
7.8/10 Good! (27 reviews)
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

Wailea
Save 100% on your flight
CA $8,172
per person
Jan 5 - Jan 12
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.6/10 Exceptional! (1,001 reviews)
The Four Seasons Wailea is a truly exceptional property. The Amenities were all first class and service was in a class of its own. Our experience met and exceeded all expectations on all measures.

Reviewed on Oct 16, 2026

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3 Night Beach holidays in Kahoolawe

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

Royal Lahaina Bungalows & Spa

CA $1,557
per person
Dec 8 - Dec 11
found 15 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
7.8/10 Good! (27 reviews)
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
CA $3,702
per person
Nov 26 - Nov 29
found 19 hours ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
9.6/10 Exceptional! (1,006 reviews)
AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

Wailea
CA $1,915
per person
Nov 26 - Nov 29
found 17 hours ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
9.2/10 Wonderful! (293 reviews)
Almost a bare bones hotel. Not worth the price.

Reviewed on Oct 25, 2026

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4 Night Beach holidays in Kahoolawe

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

Maui Banyan Vacation Club

South Kihei
CA $1,756
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8/10 Very good! (399 reviews)
Good. Well equipped, microwave and kitchen. Standing shower. Clise to kamaole beaches

Reviewed on Oct 12, 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
CA $2,026
per person
Dec 7 - Dec 11
found 8 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very good! (961 reviews)
Hotel Wailea Maui

Hotel Wailea Maui

Wailea
Save 100% on your flight
CA $3,625
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!

Reviewed on Oct 19, 2026

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Find the best beach vacations in Kahoolawe

What are some benefits when booking beach vacations in Kahoolawe?

When you travel to the beach in Kahoolawe, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.

How can I book the best beach vacations in Kahoolawe?

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Kahoolawe trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in Kahoolawe?

There are quite a few things you can do to get cheap beach vacations in Kahoolawe. Prices range from CA $1,557, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in Kahoolawe. These package deals let you save by booking your accommodation and your flight together with savings of up to 27.

Why should I book family beach vacations?

When you're travelling with the family to Kahoolawe, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in Kahoolawe?

It's easy to find a beachfront vacation accommodation in Kahoolawe using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Kahoolawe as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in Kahoolawe is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Hawaii. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent 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.