A coastal landscape with a prominent green hill and a rocky shoreline.

Kahakuloa Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kahakuloa vacation rentals

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,151 reviews)
"Great Stay!!"
United States
Christopher
The price is CA $339
CA $445 total
includes taxes & fees
Jun 29 - Jun 30
Aston Kaanapali Shores

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,825 reviews)
"Beautiful property, beach access was terrific."
United States
Alison
The price is CA $377
CA $448 total
includes taxes & fees
Jul 1 - Jul 2
Napili Shores Maui by OUTRIGGER

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,582 reviews)
"The villa we stayed was new, beautiful and quiet. Perfect for a serene and private get away. Felt non touristy and accessible."
United States
Aylin
The price is CA $328
CA $516 total
includes taxes & fees
Jul 2 - Jul 3
Aston Maui Kaanapali Villas

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (424 reviews)
"The location is simply outstanding with easy access to public transit, shopping food, and it’s literally on the beach. The views from our balcony were fabulous."
United States
Mackenzie
The price is CA $433
CA $1,033 total
includes taxes & fees
Jun 28 - Jun 29
The Whaler Resort Kaanapali Beach

The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Lahaina
8.6 out of 10, Excellent, (1,141 reviews)
"Never a bad stay here!! "
United States
Michele
The price is CA $816
CA $969 total
includes taxes & fees
Jul 3 - Jul 4
The Westin Ka'anapali Ocean Resort Villas

Kapalua Golf Villas Resort by KBM

Kapalua Golf Villas Resort by KBM
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (15 reviews)
"The property was in exquisite shape and the unit was very well kept. Great location! Just a short walk down a hill to beach access. Many restaurants nearby. Easy to drive to the unit."
United States
Clark
The price is CA $3,927
CA $5,327 total
includes taxes & fees
Jul 4 - Jul 5
Kapalua Golf Villas Resort by KBM

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Lahaina
8.4 out of 10, Very good, (248 reviews)
"Great hotel and perfect location"
United States
Sevelina Georgieva
The price is CA $839
CA $996 total
includes taxes & fees
Jul 10 - Jul 11
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.0 out of 10, Very good, (17 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is CA $505
CA $675 total
includes taxes & fees
Jun 28 - Jun 29
Royal Lahaina Bungalows & Spa

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (192 reviews)
"Amazing location, great garden/ pool view. Comfortable and clean room, close to beach and snorkeling. Would definitely stay there again."
United States
Patrick James
The price is CA $316
CA $375 total
includes taxes & fees
Jul 3 - Jul 4
Napili Village Hotel

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (31 reviews)
"Good location for the Road to Hana and exploring Paia, hot tub was enjoyable."
United States
Matt
The price is CA $200
CA $451 total
includes taxes & fees
Jul 1 - Jul 2
Yonegan Maui Getaways - Haiku

Royal Kahana 217 Condo

Royal Kahana 217 Condo
3.0 star property
Lahaina
The price is CA $192
CA $1,169 total
includes taxes & fees
Jul 2 - Jul 3
Royal Kahana 217 Condo

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,984 reviews)
"Everything about this place was great!"
United States
Jag
The price is CA $667
CA $1,447 total
includes taxes & fees
Jun 29 - Jun 30
OUTRIGGER Honua Kai Resort & Spa

Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.6 out of 10, Exceptional, (91 reviews)
"Great deal, great stay, great place! We would definitely book again. The rental had everything we needed and were so accommodating when we needed assistance."
United States
Agnes
The price is CA $3,667
CA $5,049 total
includes taxes & fees
Jun 30 - Jul 1
Honua Kai Konea Resort by KBM

Hale Mahina B304

Hale Mahina B304
3.0 star property
Lahaina
The price is CA $1,374
CA $1,631 total
includes taxes & fees
Jul 3 - Jul 4
Hale Mahina B304

The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (509 reviews)
"It was amazing! Everything about the resort and rooms were wonderful! No complaints at all, would come back tomorrow!"
United States
Tiffanie
The price is CA $998
CA $1,185 total
includes taxes & fees
Jul 10 - Jul 11
The Westin Nanea Ocean Villas, Ka'anapali

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (656 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is CA $399
CA $474 total
includes taxes & fees
Jun 28 - Jun 29
Napili Sunset on the Beach

Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
Lahaina
8.8 out of 10, Excellent, (212 reviews)
"Marriott always offers top notch accommodations. Lahaina was on the beach, near shopping and restaurants."
United States
Mary S
The price is CA $816
CA $969 total
includes taxes & fees
Jul 9 - Jul 10
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Oceanfront Maui Condo

Oceanfront Maui Condo
2.0 star property
Lainaina
The price is CA $277
CA $818 total
includes taxes & fees
Jul 7 - Jul 8
Oceanfront Maui Condo

Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Kaanapali Shores #159 2 Bedroom Condo by RedAwning
3.5 star property
Lahaina
The price is CA $404
CA $1,521 total
includes taxes & fees
Jul 3 - Jul 4
Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Sands Of Kahana 315 2bd/2ba Oceanfront 2 Bedroom Condo by RedAwning

Sands Of Kahana 315 2bd/2ba Oceanfront 2 Bedroom Condo by RedAwning
3.5 star property
Lahaina
The price is CA $698
CA $3,035 total
includes taxes & fees
Jul 3 - Jul 4
Sands Of Kahana 315 2bd/2ba Oceanfront 2 Bedroom Condo by RedAwning
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kahakuloa Hotel Reviews

Find out more about Kahakuloa

Everything you need to know about Kahakuloa vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kahakuloa vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kahakuloa vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kahakuloa vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kahakuloa. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kahakuloa vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kahakuloa vacation rentals we have selected for you start as low as CA $375 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kahakuloa rentals

At Expedia, we put the best Kahakuloa vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kahakuloa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kahakuloa vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kahakuloa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a vacation rental in Kahakuloa?

Yes, you can find vacation rentals near well known local attractions in Kahakuloa, or you can choose a more secluded option if you'd like a relaxing place to stay. Kahakuloa is known for its beaches and restaurants. Make sure you have time to check out the sporting events while you're in the area.

What's the top vacation rental that Kahakuloa has to offer?

Yonegan Maui Getaways - Haiku : This vacation home rental outside of Kahakuloa is located near the beach and has a hot tub, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a microwave, a coffee maker, and kitchenware.

What’s there to see and do in Kahakuloa?

Explore the area and family-friendly sights such as Hawaii Nature Center of Iao Valley, or get out into nature at a spot like Kahakuloa Beach. You’ll find favorite places to visit like Kaanapali Beach and Whalers Village in the larger area.

What’s a vacation rental in Kahakuloa like?

A vacation rental is a private property where you can stay for a couple of days or more in Kahakuloa. Vacation rentals offer extras such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family getaway.