Kahakuloa Holiday Rentals from €257: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Kahakuloa has to offer?

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32 : This holiday home rental outside of Kahakuloa is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

Check Kahakuloa holiday rental availability

Holiday Rentals in Kahakuloa

"We had an excellent time staying three nights at the Aston! We ate at the restaurant and it was great. The amenities are great and the staff went above and beyond our expectations. We used the concierge for booking a luau and it was fantastic. Five stars all around! "

includes taxes & fees

27 Nov - 28 Nov

4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

"Some things were not working in our room, e.g. master bedroom balcony door would not open, table in the balcony was very wobbly, dryer was not operating properly. All these issues were resolved by the staff when I called them, but they seem to be basic checks that property management should have checked before giving us keys and not have me call about them. "

includes taxes & fees

8 Dec - 9 Dec

"Great property in perfect location adjacent to walking path & snorkeling beach. We loved our one-bedroom unit and enjoyed the resorts amenities including pools and restaurants. Well maintained, very clean, friendly staff, wish we could have extended our stay, but not easy to do at a timeshare property like you can at a hotel. That said, we wouldn't hesitate to return, next time for a longer visit. Mahalo!"

includes taxes & fees

29 Nov - 30 Nov

"The Exterior property was A little dated. But the interior rooms were Updated and very clean. The garden area with plants and adorable little cats running around, making sure there were no “pests” around was beautifully manicured. We had a wonderful time. Would visit and stay there again."

includes taxes & fees

1 Dec - 2 Dec

"It needs a bar"

"We love this place. We stay here to relax and enjoy the view. Also the staff is wonderful!"

"Amazing! Right on the beach. Staff was friendly and incredible. Had the best experience! Can’t wait to be back. "

"The beach was in your backyard. I’ve seen multiple turtles. There’s a cute delicious deli on the property. Away from the busy areas but close enough for a short drive. Just a perfect getaway "

"Can’t say enough good things about Napili Shores to stay will definitely be back"

"Great!"

"We had a great stay at the Napili Surf Resort. We travel with seniors and kid. The staff are helping and welcolmeing. Everybody is happy. The full kitchen gave us additional option for food. There are 2 restaurants on the beach and Napili market is around the corner. And the resort was very quiet after 8 or 9pm. There are not so many people crowed down on the beach so we enjoyed a calm and relaxed time on the beach either. We will definitely come back. "

Outdoor pool, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

"We loved our time at the Whaler however our room needed an upgrade as it looked like it was from the 80’s. Everything else perfect. Staff wonderful!!"

includes taxes & fees

29 Nov - 30 Nov

"Very Nice Soot! Cozy!"

includes taxes & fees

27 Nov - 28 Nov

"Originally we were checked into a smaller 3rd story room when we believed we were supposed to have a different ground floor. We advised them at check in, and though we would have still had a great vacation in this room, the management quickly remedied the situation and made our stay so much more pleasant. Everyone was so kind and gracious. The property and stay were perfect!"

"The pool and the location of the proximity to the rims was very good also the proximity to Beach and the view of the ocean was very nice and the proximity to shopping and dining was very good also the only thing we did not really like is the size of the restrooms and the updating of the restrooms were not very good and they should be renovated "

Villa, 1 Bedroom, Oceanfront (Bay 36B3 Gold ,1Bath)

"Loved the property and location. Only issue is that eating establishments are somewhat limited in variety and price and most require advance reservations. I found I would drive to kanapali for more options"

includes taxes & fees

12 Dec - 13 Dec

"Lisa at the front desk was so friendly, helpful and a delight, really enjoyed this property. Would recommend it too others."

2 outdoor pools, pool cabanas (surcharge), pool umbrellas

"Absolutely loved this property. Stayed with my family of 4 in a 2 bed 2 bath and it was fabulous. The pools were great for families. Rooms were spacious and well appointed. We would stay here again! "

includes taxes & fees

6 Dec - 7 Dec

Condo, 2 Bedroom, Oceanfront (Unit 410, 2Bath) | Terrace/patio

"Great property"

includes taxes & fees

20 Dec - 21 Dec

"Fantastic, updated room with all necessities."

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Other types of properties in Kahakuloa you may be interested in

"We had an excellent time staying three nights at the Aston! We ate at the restaurant and it was great. The amenities are great and the staff went above and beyond our expectations. We used the concierge for booking a luau and it was fantastic. Five stars all around! "

includes taxes & fees

27 Nov - 28 Nov

"Excellent Resort. Staff is very welcoming and friendly. Rooms are nice and clean. 1 minute walk to the beach. 10/10 !"

includes taxes & fees

22 Dec - 23 Dec

"More restaurants in the area are needed. "

includes taxes & fees

14 Dec - 15 Dec

Find out more about Kahakuloa

Everything you need to know about Kahakuloa holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kahakuloa holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kahakuloa holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kahakuloa holiday rentals we have selected for you start as low as €257 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 holiday 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 holiday.

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.

Recent reviews of Kahakuloa properties

5/5 Excellent

Excellent

"Great little hotel, would return"

A verified traveller stayed at Maui Seaside Hotel

Posted 19 hours ago

The Westin Ka'anapali Ocean Resort Villas

5/5 Excellent

"Great property in perfect location adjacent to walking path & snorkeling beach. We loved our one-bedroom unit and enjoyed the resorts amenities including pools and restaurants. Well maintained, very clean, friendly staff, wish we could have extended our stay, but not easy to do at a timeshare property like you can at a hotel. That said, we wouldn't hesitate to return, next time for a longer visit. Mahalo!"

A verified traveller from Los Angeles stayed at The Westin Ka'anapali Ocean Resort Villas

Posted 2 days ago

5/5 Excellent

"Some things were not working in our room, e.g. master bedroom balcony door would not open, table in the balcony was very wobbly, dryer was not operating properly. All these issues were resolved by the staff when I called them, but they seem to be basic checks that property management should have checked before giving us keys and not have me call about them. "

A verified traveller stayed at OUTRIGGER Honua Kai Resort & Spa

Posted 2 days ago

Frequently asked questions

Can I find a holiday rental in Kahakuloa?

Yes, there are holiday rentals close to the most popular sights in Kahakuloa, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Kahakuloa has to offer?

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32: This holiday home rental outside of Kahakuloa is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

What’s there to see and do in Kahakuloa?

West Maui Mountains and Kahakuloa Beach are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Kaanapali Beach and Kapalua Golf Club Plantation Course.

What’s a holiday rental in Kahakuloa like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kahakuloa. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a family getaway.

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Holiday Rentals in Kahakuloa

Check Kahakuloa holiday rental availability

Holiday Rentals in Kahakuloa

Aston Kaanapali Shores

Aston Kaanapali Shores

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

Kaanapali Alii

Kaanapali Alii

Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

Sugar Beach Resort

Sugar Beach Resort

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

Maui Beach Vacation Club

Maui Beach Vacation Club

Castle Napili Surf Beach Resort

Castle Napili Surf Beach Resort

Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach

Napili Sunset on the Beach

Napili Sunset on the Beach

Aston at Papakea Resort

Aston at Papakea Resort

Maui Sunset

Maui Sunset

Kapalua Villas Maui

Kapalua Villas Maui

The Gardens at West Maui

The Gardens at West Maui

The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali

Royal Kahana Maui by OUTRIGGER

Royal Kahana Maui by OUTRIGGER

Kahana Beach Vacation Club

Kahana Beach Vacation Club

Other types of properties in Kahakuloa you may be interested in

Aston Kaanapali Shores

Aston Kaanapali Shores

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

Find out more about Kahakuloa

Find out more about Kahakuloa

Recent reviews of Kahakuloa properties

Recent reviews of Kahakuloa properties

Maui Seaside Hotel

Frequently asked questions

Expedia's Latest Trends