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

Kahakuloa Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Kahakuloa vacation rentals

A beach with clear turquoise water, sandy shore, palm trees, and a resort building in the background.

1. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,888 reviews)
"Love this place!"
United States
Diana
The price is NT$8,338
NT$9,899 total
includes taxes & fees
Oct 2 - Oct 3
Napili Shores Maui by OUTRIGGER
A tropical garden with a waterfall, lush greenery, and a gazebo.

2. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,346 reviews)
"Great Stay"
United States
Roopa Rani
The price is NT$7,620
NT$9,991 total
includes taxes & fees
Oct 5 - Oct 6
Aston Kaanapali Shores
A table with two drinks and a flower on a balcony overlooking the ocean.

3. Kapalua Ridge Villas Resort by KBM

Kapalua Ridge Villas Resort by KBM
4.5 star property
Lahaina
9.6 out of 10, Exceptional, (18 reviews)
"Todo excelente!"
Mexico
Lizbeth
The price is NT$7,581
NT$24,618 total
includes taxes & fees
Oct 2 - Oct 3
Kapalua Ridge Villas Resort by KBM
A spacious living room with a large window overlooking the ocean, furnished with wicker chairs, a sofa, and a glass coffee table.

4. Aston Mahana at Kaanapali

Aston Mahana at Kaanapali
3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (1,832 reviews)
"Clean nice resort,with beautiful views and reasonable pricing!"
United States
Amit
The price is NT$7,875
NT$10,294 total
includes taxes & fees
Oct 6 - Oct 7
Aston Mahana at Kaanapali
A resort pool with red umbrellas, palm trees, and a view of the ocean.

5. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,058 reviews)
"We had a great stay at the"
United States
Aprille A
The price is NT$12,013
NT$31,231 total
includes taxes & fees
Oct 2 - Oct 3
OUTRIGGER Honua Kai Resort & Spa
A beach view with lounge chairs and a clear sky.

6. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (656 reviews)
"Nice and clean stay! "
United States
Beverly
The price is NT$8,957
NT$10,633 total
includes taxes & fees
Oct 2 - Oct 3
Napili Sunset on the Beach
A beach with clear blue water, palm trees, and a resort in the background.

7. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (240 reviews)
"thank you for the best stay! perfect location, stunning beach with walking distance to beach, cafe, and rentals. room had everything we needed, recommend upgrading to ocean view it was a treat!"
United States
ASHLEY
The price is NT$6,303
NT$7,483 total
includes taxes & fees
Nov 1 - Nov 2
Napili Village Hotel
A resort with a pool, palm trees, and a view of the ocean.

8. 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, (533 reviews)
"It was beautiful hotel and we love to walk to the beach."
United States
Maria
The price is NT$17,814
NT$21,147 total
includes taxes & fees
Oct 19 - Oct 20
The Westin Nanea Ocean Villas, Ka'anapali
A resort with a pool, palm trees, and a night scene with fire torches.

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

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Kannapali Beach Area
8.6 out of 10, Excellent, (254 reviews)
"Great property very close to everything"
United States
Carroll M
The price is NT$16,278
NT$19,324 total
includes taxes & fees
Oct 17 - Oct 18
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
A view of a beach with palm trees and a sailboat on the water.

10. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (482 reviews)
"Great place"
United States
Alessio
The price is NT$7,817
NT$20,920 total
includes taxes & fees
Oct 7 - Oct 8
The Whaler Resort Kaanapali Beach
A room with a large glass door leading to a balcony with a view of the ocean and palm trees.

11. Kapalua Bay Villas Resort by KBM

Kapalua Bay Villas Resort by KBM
5.0 star property
Kapalua
10.0 out of 10, Exceptional, (1 review)
"Service was impeccable, they took care of our every need promptly and gracefully. Beautiful setting."
United States
Mariana
The price is NT$9,133
NT$26,460 total
includes taxes & fees
Oct 2 - Oct 3
Kapalua Bay Villas Resort by KBM
A resort with multiple bungalow-style buildings, a swimming pool, and a beach.

12. Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
7.8 out of 10, Good, (27 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is NT$10,672
NT$14,370 total
includes taxes & fees
Oct 5 - Oct 6
Royal Lahaina Bungalows & Spa
A patio with two barbecue grills, a pathway, and a view of the sea and mountains.

13. Kuleana Club - 320

Kuleana Club - 320
2.5 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"Quiet and clean! Spent the week with my daughter and had such a wonderful vacation. Located on the west side of Maui, near so many sandy beaches and restaurants. Snorkeled at Black Rock beach and swam with the sea turtles and fish only found in Hawaii . The condo had a full kitchen that we used through-out the stay. We never ran out of things to do. There were sea turtles on the beach on the condo property. Spotted whales and dolphins off the coast from our balcony. We looked forward to...
United States
Scott
The price is NT$5,352
NT$18,508 total
includes taxes & fees
Oct 3 - Oct 4
Kuleana Club - 320
A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

14. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,639 reviews)
"The property was a fantastic place to stay. The beach that is in front of the property is excellent for swimming and snorkeling."
United States
Marie
The price is NT$7,024
NT$11,174 total
includes taxes & fees
Nov 1 - Nov 2
Aston Maui Kaanapali Villas
A tropical garden with a pool, palm trees, and a view of the ocean.

15. Royal Kahana 119 Studio Studio Bedroom Condo by RedAwning

Royal Kahana 119 Studio Studio Bedroom Condo by RedAwning
4.0 star property
Lahaina
8.0 out of 10, Very good, (4 reviews)
"Location was great. Condo was a little dated. Toaster was broken and fridge was on its’ last leg but when we needed anything we called Epic Realty and they got right on it. They were very good. "
United States
Malachy
The price is NT$4,609
NT$32,936 total
includes taxes & fees
Oct 3 - Oct 4
Royal Kahana 119 Studio Studio Bedroom Condo by RedAwning
A coastal residential area with houses, a road, and a view of the ocean.

16. Kapalua Bay Villa 32g4 1 Bedroom Villa by RedAwning

Kapalua Bay Villa 32g4 1 Bedroom Villa by RedAwning
3.5 star property
Lahaina
8.0 out of 10, Very good, (1 review)
The price is NT$12,335
NT$43,929 total
includes taxes & fees
Oct 2 - Oct 3
Kapalua Bay Villa 32g4 1 Bedroom Villa by RedAwning
A bathroom with a bathtub and a view of the beach and ocean through a large window.

17. 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 NT$17,984
NT$60,060 total
includes taxes & fees
Nov 1 - Nov 2
Sands Of Kahana 315 2bd/2ba Oceanfront 2 Bedroom Condo by RedAwning
A resort with a pool, palm trees, a waterfall, and a view of the ocean.

18. The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Kannapali Beach Area
8.6 out of 10, Excellent, (1,167 reviews)
"The facilities were exactly as described. Our ocean front room and the hotel amenities were wonderful."
Canada
James
The price is NT$15,769
NT$18,719 total
includes taxes & fees
Oct 8 - Oct 9
The Westin Ka'anapali Ocean Resort Villas
A resort pool area with palm trees, a pool, and a tiki torch.

19. Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (228 reviews)
"Resort has everything you need!"
United States
Jacob
The price is NT$15,769
NT$18,719 total
includes taxes & fees
Oct 20 - Oct 21
Marriott's Maui Ocean Club - Lahaina & Napili Towers
A resort with multiple-story buildings, a swimming pool, palm trees, and a view of the ocean.

20. Papakea H404 3 Bedroom Condo by RedAwning

Papakea H404 3 Bedroom Condo by RedAwning
4.0 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"We had a great stay with two other couples. The unit is well kept as are the grounds. Some good places to eat without having to drive. My only criticism is that none of the lights are very bright except those in the kitchen. We could not play cards at the dinning table because of this. We had to arrange chairs around the kitchen counter."
United States
Ronald
The price is NT$13,072
NT$64,587 total
includes taxes & fees
Oct 3 - Oct 4
Papakea H404 3 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.
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Top Kahakuloa Hotel Reviews

Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"The staff could not have been better. Fe was particularly helpful and I don't think the staff could have been any better 10 stars for sure. I loved the updated room."
Danielle 2-night trip
Posted 13 hours ago
Maui Seaside Hotel

Find out more about Kahakuloa

Search for holiday rentals in Kahakuloa on Expedia! You can easily find your home rentals, villas, holiday apartments in Kahakuloa using one of the methods below:

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Look no further and take a look at our great range of rental properties in Kahakuloa!

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.