Photo by Ernesto Ribeiro

Waikapu Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Vacation Rentals in Waikapu

Our top choices for Waikapu vacation rentals

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3689)
"Great area and great place to stay"
The price is CA $228
CA $310 total
includes taxes & fees
Sep 3 - Sep 4
Aston Kaanapali Shores

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2448)
"Great place! Room was a good size, very clean spacious, full kitchen, nice staff. We enjoyed our stay! "
The price is CA $202
CA $360 total
includes taxes & fees
Sep 7 - Sep 8
Aston Maui Kaanapali Villas

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

10.0 out of 10, Exceptional, (263)
"Great location for whale watching, comfortable condo with well equipped kitchen, easy check in and check out"
The price is CA $489
CA $1,040 total
includes taxes & fees
Sep 1 - Sep 2
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

The Whaler Resort Kaanapali Beach

4.0 star property
9.6 out of 10, Exceptional, (223)
"Location was excellent "
The price is CA $307
CA $886 total
includes taxes & fees
Sep 2 - Sep 3
The Whaler Resort Kaanapali Beach

Napili Shores Maui by OUTRIGGER

3.0 star property
9.0 out of 10, Wonderful, (1653)
"Check-in was easy, the staff were very friendly and helpful. The room was clean and comfortable. Great place to stay."
The price is CA $331
CA $391 total
includes taxes & fees
Sep 13 - Sep 14
Napili Shores Maui by OUTRIGGER

Aston Maui Hill

3.0 star property
9.0 out of 10, Wonderful, (817)
"Condo was clean. Easy to check in and out. They have a shared grill that we used. All types of birds including chickens on property. "
Aston Maui Hill

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very good, (792)
"Just a great stay! "
Maui Beach Vacation Club

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2826)
"Beautiful resort! "
The price is CA $476
CA $1,193 total
includes taxes & fees
Sep 5 - Sep 6
OUTRIGGER Honua Kai Resort & Spa

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1483)
"It was a nice place to stay"
Aston at The Whaler on Kaanapali Beach

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very good, (1381)
"A208 was terrific. We loved the view and the sound of ocean and accessibility to the beach. Would love to see a few more hooks in place to hang towels and some written information about sites and where to go etc. - like a welcome notebook "
Aston at Papakea Resort

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (431)
"Was an absolute beautiful place! "
AEI at Kaanapali Shores

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very good, (912)
"Great Aloha spirit and a great location and pool."
Kahana Falls Maui by VRI Americas

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

2.0 star property
10.0 out of 10, Exceptional, (11)
"We had an amazing vacation with our kids and grandkids. We have already booked again for next year"
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1113)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is CA $615
CA $725 total
includes taxes & fees
Sep 4 - Sep 5
The Westin Ka'anapali Ocean Resort Villas

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1643)
"Beautiful location "
Aston Mahana at Kaanapali

Kapalua Villas Maui

4.0 star property
8.8 out of 10, Excellent, (952)
"The view of the ocean was great and I was happy just to be there. It was old and a little poorly built, windows or doors were hard to open, etc. Some renovated parts were comfortable. The dryer was broken, which was inconvenient, but housekeeping provided new towels daily and offered to do laundry for free. Cooking utensils were very well stocked"
The price is CA $336
CA $1,125 total
includes taxes & fees
Sep 27 - Sep 28
Kapalua Villas Maui

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (466)
"Very nice place to stay"
The price is CA $659
CA $777 total
includes taxes & fees
Sep 12 - Sep 13
The Westin Nanea Ocean Villas, Ka'anapali

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very good, (2254)
"Great location for beach with beautiful garden views and easy close parking."
Castle Kama'ole Sands

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (466)
"Located on the beach with beautiful sunsets and large pool and hot tub."
Maui Sunset

Kaanapali Alii

4.0 star property
9.6 out of 10, Exceptional, (934)
"Great place"
Kaanapali Alii
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 Waikapu Hotel Reviews

Find out more about Waikapu

Find out more about Waikapu

Everything you need to know about Waikapu 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 Waikapu 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 Waikapu vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Waikapu vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waikapu. 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 Waikapu 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 Waikapu vacation rentals we have selected for you start as low as CA $202 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Waikapu rentals

At Expedia, we put the best Waikapu 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 Waikapu 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 Waikapu 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 Waikapu. 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 Waikapu?

Yes, there are vacation rentals near popular attractions in Waikapu, or you can choose a more secluded option if you're looking for relaxation. Waikapu is known for its shopping and beaches. Make sure you have time to check out the restaurants while you're in the area.

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

Yonegan Maui Getaways - Haiku : This vacation home rental near Waikapu 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 Waikapu?

While exploring the area, visit family-friendly sights like Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters, or get outside and enjoy nature at Maui Tropical Plantation. Other popular places to visit in the area include Kaanapali Beach and Wailea Beach.

What’s a vacation rental in Waikapu like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Waikapu. Vacation rentals provide amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family trip.