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.
Maui Vista – Maui Condo & Home

Maui Vista – Maui Condo & Home

South Kihei
CA $1,728
per person
Nov 16 - Nov 23
found 18 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.6/10 Excellent! (54 reviews)
Everything was great

Reviewed on Feb 1, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
CA $6,037
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.6/10 Exceptional! (1,003 reviews)
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $3,753
per person
Nov 9 - Nov 13
found 7 hours ago
Roundtrip flight included
Toronto (YTO) 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 $3,101
per person
Nov 7 - Nov 14
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

Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

Hana Town Center
CA $2,568
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
9.2/10 Wonderful! (1,004 reviews)
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5* Beach holidays in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
Aloha Chic Penthouse Vistas

Aloha Chic Penthouse Vistas

Central Kihei
CA $2,396
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
10/10 Exceptional! (5 reviews)
The place was beautiful, clean, and well equipped with supplies. The location was perfect for us with amazing views and sunsets.

Reviewed on Jul 3, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
CA $6,037
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.6/10 Exceptional! (1,003 reviews)
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $3,753
per person
Nov 9 - Nov 13
found 7 hours ago
Roundtrip flight included
Toronto (YTO) 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

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3 Night Beach holidays in Kahoolawe

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Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport

CA $1,177
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.2/10 Wonderful! (1,002 reviews)
They charged my overnight parking 2 times. At check-in on 9/1 $40 for 2-nights parking. And again they charged me $20 each night on the 9/1 & 9/2. Around 8:30pm there was a humming sound for about an hour. It was coming from the wall between 224 & 226 by the corner along the exterior wall. The loud humming sound was too much I couldn't sleep. They transferred me to 206 for that first night. Thank you. The second night there was there was the same loud humming sound, this time it was around 5:30am and it was coming from the wall by corner ceiling between 206 & 208. I think the humming sound is the pipes between the walls. The room was comfortable, the breakfast omelette was delicious and the neighborhood was quiet.

Reviewed on Sep 7, 2026

AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

Wailea
CA $1,284
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.2/10 Wonderful! (277 reviews)
Would choose ac by Marriott again

Reviewed on Sep 3, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $4,020
per person
Oct 9 - Oct 12
found 1 day 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

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4 Night Beach holidays in Kahoolawe

Price found within the past 48 hours. Click for updated prices.
Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

CA $1,264
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
9/10 Wonderful! (2 reviews)
Everything we needed for our stay in Maui! Spectacular on the beach location and views. The unit had all the big and little things we needed. Look forward to returning.

Reviewed on Aug 31, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
CA $3,753
per person
Nov 9 - Nov 13
found 7 hours ago
Roundtrip flight included
Toronto (YTO) 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 Schooner Resort

Maui Schooner Resort

Central Kihei
CA $1,493
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Kahului (OGG)
9.4/10 Exceptional! (563 reviews)
Good location

Reviewed on Sep 7, 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 $1,177, 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 23.

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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.