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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 23 - Aug 24
Tomorrow
Aug 24 - Aug 25
Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7

Vacation Rentals in Kahakuloa

Our top choices for Kahakuloa vacation rentals

Aston Kaanapali Shores
Exterior

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3679)
"Staff very friendly and helpful throughout our stay. "
The price is ￥23,491
￥32,044 total
includes taxes & fees
Aug 24 - Aug 25
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2445)
"Nice beach and great restaurant"
The price is ￥21,267
￥38,085 total
includes taxes & fees
Sep 21 - Sep 22
Aston Maui Kaanapali Villas
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
On the beach, sun loungers, beach towels

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 ￥58,041
￥118,755 total
includes taxes & fees
Sep 17 - Sep 18
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.6 out of 10, Exceptional, (221)
"Location was excellent "
The price is ￥40,639
￥104,183 total
includes taxes & fees
Sep 23 - Sep 24
The Whaler Resort Kaanapali Beach
Napili Shores Maui by OUTRIGGER
On the beach

Napili Shores Maui by OUTRIGGER

3.0 star property
9.0 out of 10, Wonderful, (1652)
"Check-in was easy, the staff were very friendly and helpful. The room was clean and comfortable. Great place to stay."
The price is ￥35,574
￥41,964 total
includes taxes & fees
Aug 24 - Aug 25
Napili Shores Maui by OUTRIGGER
Maui Beach Vacation Club
Suite, 2 Bedrooms | Living area | TV

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very Good, (790)
"Just a great stay! "
Maui Beach Vacation Club
OUTRIGGER Honua Kai Resort & Spa
4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2822)
"Beautiful resort! "
The price is ￥45,728
￥131,768 total
includes taxes & fees
Sep 23 - Sep 24
OUTRIGGER Honua Kai Resort & Spa
AEI at Kaanapali Shores
Exterior

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (415)
"Was an absolute beautiful place! "
AEI at Kaanapali Shores
Aston at Papakea Resort
Surfing/boogie boarding

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
Kahana Falls Maui by VRI Americas
Studio Suite | Living area | 45-inch TV with cable channels, DVD player

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very Good, (909)
"Great Aloha spirit and a great location and pool."
Kahana Falls Maui by VRI Americas
Aston at The Whaler on Kaanapali Beach
View from room

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1482)
"It was a nice place to stay"
Aston at The Whaler on Kaanapali Beach
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
Outdoor pool

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

2.0 star property
10.0 out of 10, Exceptional, (10)
"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
2 outdoor pools, cabanas (surcharge), pool umbrellas

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 ￥65,682
￥77,480 total
includes taxes & fees
Aug 29 - Aug 30
The Westin Ka'anapali Ocean Resort Villas
Aston Mahana at Kaanapali
Outdoor pool

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1643)
"Beautiful location "
Aston Mahana at Kaanapali
Kapalua Villas Maui
Villa, 1 Bedroom, Oceanfront (Bay 36B3 Gold ,1Bath) | 1 bedroom, in-room safe, individually decorated, individually furnished

Kapalua Villas Maui

4.0 star property
8.8 out of 10, Excellent, (951)
"It was wonderful property with ocean views. Had a great time "
The price is ￥35,897
￥120,263 total
includes taxes & fees
Sep 21 - Sep 22
Kapalua Villas Maui
The Westin Nanea Ocean Villas, Ka'anapali
2 outdoor pools, cabanas (surcharge), pool umbrellas

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (465)
"Very nice place to stay"
The price is ￥70,414
￥83,060 total
includes taxes & fees
Sep 5 - Sep 6
The Westin Nanea Ocean Villas, Ka'anapali
Maui Sunset
Premium Condo, 2 Bedrooms, Kitchen, Ocean View | Terrace/patio

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (463)
"Located on the beach with beautiful sunsets and large pool and hot tub."
Maui Sunset
Kaanapali Alii
3 outdoor pools, sun loungers

Kaanapali Alii

4.0 star property
9.4 out of 10, Exceptional, (933)
"Great place"
Kaanapali Alii
Kahana Beach Vacation Club
Standard Room, 1 Bedroom | Living area | 55-inch flat-screen TV with cable channels

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very Good, (703)
"Great price and beautiful views from room"
Kahana Beach Vacation Club
Marriott's Maui Ocean Club - Lahaina & Napili Towers
3 outdoor pools, cabanas (surcharge), sun loungers

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4.0 star property
8.8 out of 10, Excellent, (191)
"It was a great place to spend a vacation for the whole family. "
The price is ￥65,682
￥77,480 total
includes taxes & fees
Sep 5 - Sep 6
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
Sign in
Sign up, it's free

Top Kahakuloa Hotel Reviews

Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent
"Had an amazing experience, pools were beautiful, restaurant on site had delicious food, coffee stand was good, lots of shops on site, food trucks in the parking lot next door, were delicious, we stayed in the pent house over looking the ocean, it was magical, will definitely be going back."
Christine 5-night trip
Posted 17 hours ago
Aston Kaanapali Shores

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. In the larger area, you’ll find Kaanapali Beach and Kapalua Golf Club Plantation Course.

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.