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

Kahakuloa Vacation Rentals

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Our top choices for Kahakuloa vacation rentals

1. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,856 reviews)
"Wonderful Beach and right next door to kapalua!"
United States
joe
The price is NT$9,775
NT$11,604 total
includes taxes & fees
Aug 22 - Aug 23
Napili Shores Maui by OUTRIGGER

2. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (219 reviews)
"Great stay, thank you"
United States
Elizabeth
The price is NT$10,669
NT$12,665 total
includes taxes & fees
Sep 2 - Sep 3
Napili Village Hotel

3. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (657 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is NT$9,007
NT$10,693 total
includes taxes & fees
Aug 18 - Aug 19
Napili Sunset on the Beach

4. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (450 reviews)
"We love The Whaler!"
United States
Jacob
The price is NT$7,285
NT$20,352 total
includes taxes & fees
Aug 18 - Aug 19
The Whaler Resort Kaanapali Beach

5. 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$5,218
NT$18,418 total
includes taxes & fees
Aug 22 - Aug 23
Kuleana Club - 320

6. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,554 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
The price is NT$5,792
NT$19,121 total
includes taxes & fees
Aug 31 - Sep 1
Aston at The Whaler on Kaanapali Beach

7. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,615 reviews)
"Great place"
United States
Luis MANUEL
The price is NT$7,450
NT$11,696 total
includes taxes & fees
Sep 1 - Sep 2
Aston Maui Kaanapali Villas

8. Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (36 reviews)
"Large room and bathroom. Nice little kitchen area. We had a room with two balconies so great air flow through to cool the room. Beautiful area of Hawaii to explore"
Canada
Amanda
The price is NT$4,052
NT$9,615 total
includes taxes & fees
Aug 23 - Aug 24
Yonegan Maui Getaways - Haiku

9. Royal Kahana 217 Condo

Royal Kahana 217 Condo
3.0 star property
Lahaina
The price is NT$5,301
NT$24,051 total
includes taxes & fees
Aug 18 - Aug 19
Royal Kahana 217 Condo

10. Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.2 out of 10, Very Good, (24 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is NT$11,692
NT$15,581 total
includes taxes & fees
Sep 1 - Sep 2
Royal Lahaina Bungalows & Spa

11. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,022 reviews)
"We found this resort clean, family friendly,"
United States
Amanda
The price is NT$11,250
NT$28,139 total
includes taxes & fees
Sep 17 - Sep 18
OUTRIGGER Honua Kai Resort & Spa

12. Kuleana Club - 108

Kuleana Club - 108
4.0 star property
Lahaina
The price is NT$8,649
NT$25,431 total
includes taxes & fees
Sep 9 - Sep 10
Kuleana Club - 108

13. 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, (522 reviews)
"Clean, comfortable property with lots of amenities on the water! Helpful concierge to book excursions. I would stay again!"
United States
Kathryn
The price is NT$19,033
NT$22,594 total
includes taxes & fees
Aug 22 - Aug 23
The Westin Nanea Ocean Villas, Ka'anapali

14. Hale Ona Loa HOL-102 by KBM

Hale Ona Loa HOL-102 by KBM
5.0 star property
Kaanapali
The price is NT$11,055
NT$28,829 total
includes taxes & fees
Aug 30 - Aug 31
Hale Ona Loa HOL-102 by KBM

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

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Lahaina
8.4 out of 10, Very Good, (252 reviews)
"Was beautiful, pool was the best out of all the resorts on Ka’anapali"
United States
Donald
The price is NT$16,369
NT$19,432 total
includes taxes & fees
Aug 30 - Aug 31
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

16. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,262 reviews)
"Great location, clean rooms and great service!"
Mexico
Monique Nicole
The price is NT$6,929
NT$9,176 total
includes taxes & fees
Aug 18 - Aug 19
Aston Kaanapali Shores

17. Waiohuli Beach Hale Ocean View Condos with Parking

Waiohuli Beach Hale Ocean View Condos with Parking
3.0 star property
Central Kihei
9.8 out of 10, Exceptional, (6 reviews)
"Easy access to the beach, nice kitchen, view of the water"
United States
Phillip J
The price is NT$8,009
NT$19,356 total
includes taxes & fees
Aug 26 - Aug 27
Waiohuli Beach Hale Ocean View Condos with Parking

18. Lanai & Steps to Beach! Stunning South Maui Condo

Lanai & Steps to Beach! Stunning South Maui Condo
3.5 star property
North Kihei
The price is NT$4,677
NT$12,530 total
includes taxes & fees
Aug 18 - Aug 19
Lanai & Steps to Beach! Stunning South Maui Condo

19. Napili Shores G258 Studio Condo Condo

Napili Shores G258 Studio Condo Condo
3.0 star property
lahaina
The price is NT$8,079
NT$37,209 total
includes taxes & fees
Aug 24 - Aug 25
Napili Shores G258 Studio Condo Condo

20. Hale Mahina B304

Hale Mahina B304
3.0 star property
Lahaina
The price is NT$32,002
NT$37,990 total
includes taxes & fees
Aug 18 - Aug 19
Hale Mahina B304
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

Find out more about Kahakuloa

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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, kitchenware, and a coffee maker.

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 Napili Bay 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.