Photo by Mike Gauthier

Kahakuloa 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

Next weekend
In two weeks

Vacation Rentals in Kahakuloa

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (350)
"Great location , amazing views to the sunset , great staff , cute small bar at the second pool with stunning view to the sunset. Perfect beach access."
AEI at Kaanapali Shores

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (189)
"What i liked is everything was very close and easy access plus shopping, eating beach very Enjoyable trip "
The price is P15,642
P40,100 total
includes taxes & fees
Jul 28 - Jul 29
The Whaler Resort Kaanapali Beach

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2419)
"Awesome stay, would definitely stay again "
The price is P11,085
P18,080 total
includes taxes & fees
Jun 30 - Jul 1
Aston Maui Kaanapali Villas

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3613)
"Great place. "
The price is P9,805
P13,234 total
includes taxes & fees
Jul 2 - Jul 3
Aston Kaanapali Shores

Napili Shores Maui by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (1619)
"Lovely, older quiet place to stay."
The price is P18,607
P21,949 total
includes taxes & fees
Jun 29 - Jun 30
Napili Shores Maui by OUTRIGGER

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very Good, (757)
"Great place to stay!!"
Maui Beach Vacation Club

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (459)
"Very welcoming and friendly, room was absolutely amazing. Resort was beautiful and clean. Staff was also a delight, I had forgotten my sweater and they emailed me within days to let me know I had forgotten it and that they could ship it out to me. Definitely recommend! :)"
The price is P37,509
P44,246 total
includes taxes & fees
Jul 18 - Jul 19
The Westin Nanea Ocean Villas, Ka'anapali

AEI at The Mahana Kaanapali Resort

4.0 star property
8.8 out of 10, Excellent, (256)
"The property is situated nicely between high-end resorts. A lengthy boardwalk is available for miles."
AEI at The Mahana Kaanapali Resort

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1109)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is P33,878
P39,963 total
includes taxes & fees
Jun 29 - Jun 30
The Westin Ka'anapali Ocean Resort Villas

Napili Village Hotel

3.0 star property
8.8 out of 10, Excellent, (102)
"Ok, good location, close to beach"
The price is P12,513
P14,761 total
includes taxes & fees
Jul 12 - Jul 13
Napili Village Hotel

Honua Kai Konea Resort by KBM

4.0 star property
9.6 out of 10, Exceptional, (50)
"Property is amazing, very close to the beach. Everything is clean and convenient to everywhere."
The price is P27,026
P63,036 total
includes taxes & fees
Jul 10 - Jul 11
Honua Kai Konea Resort by KBM

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very Good, (682)
"Love that it’s only a step away from the beach."
Kahana Beach Vacation Club

Kaanapali Alii

4.0 star property
9.4 out of 10, Exceptional, (910)
"The property was beautiful, staff was nice, and the resort is family friendly."
Kaanapali Alii

Castle Napili Surf Beach Resort

3.5 star property
10.0 out of 10, Exceptional, (124)
"Loved our stay and loved the yoga and breakfast etc "
Castle Napili Surf Beach Resort

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2787)
"Nice property, super helpful staff"
The price is P18,452
P47,718 total
includes taxes & fees
Jul 28 - Jul 29
OUTRIGGER Honua Kai Resort & Spa

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1631)
"Spectacular view!!!! Loved it!"
Aston Mahana at Kaanapali

AEI at Papakea Resort Maui

3.5 star property
8.6 out of 10, Excellent, (83)
"Best view ever! Loved to be as close to the water as possible and 40 feet is great. The carpet needs replacing and the unit is old. But I was fine with that. Was out walking and snorkeling most of the time. "
AEI at Papakea Resort Maui

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1070)
"Loved the fully stocked kitchen and amenities available. It was a delightful stay! We would stay here again."
Sugar Beach Resort

Royal Kahana Maui by OUTRIGGER

3.0 star property
8.0 out of 10, Very Good, (1373)
"My family and friend really like the hotel. It's clean, staff are friendly, polite and we felt welcome."
Royal Kahana Maui by OUTRIGGER

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4.0 star property
8.8 out of 10, Excellent, (187)
"Clean rooms, coffee available, nice bar, 3 terrific pool areas and exquisitely manicured grounds."
The price is P33,878
P39,963 total
includes taxes & fees
Jun 29 - Jun 30
Marriott's Maui Ocean Club - Lahaina & Napili Towers
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

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?

Kaiholo Hale: This vacation home rental outside of Kahakuloa is by the ocean and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

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.