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 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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, (1,901 reviews)
"Great trip!"
United States
Jennifer
The price is ￥35,496
￥42,140 total
includes taxes & fees
Nov 1 - Nov 2
Napili Shores Maui by OUTRIGGER
A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

2. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,646 reviews)
"Great place will stay again!"
United States
Joseph
The price is ￥34,385
￥54,941 total
includes taxes & fees
Nov 6 - Nov 7
Aston Maui Kaanapali Villas
A tropical garden with a waterfall, lush greenery, and a gazebo.

3. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,376 reviews)
"Great Stay"
United States
Roopa Rani
The price is ￥36,602
￥48,152 total
includes taxes & fees
Oct 28 - Oct 29
Aston Kaanapali Shores
A beach with clear blue water, palm trees, and a resort in the background.

4. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (247 reviews)
"We loved how quiet and relaxing the property was. The employees and atmosphere were amazing."
United States
Joshua
The price is ￥26,461
￥31,414 total
includes taxes & fees
Nov 2 - Nov 3
Napili Village Hotel
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, (3,066 reviews)
"Such a lovely stay. The hotel is in a great location, everyone was very kind. I would definitely stay here again!"
United States
Andrea
The price is ￥45,041
￥126,680 total
includes taxes & fees
Nov 13 - Nov 14
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 ￥47,480
￥56,364 total
includes taxes & fees
Nov 6 - Nov 7
Napili Sunset on the Beach
A view of a beach with palm trees and a sailboat on the water.

7. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (497 reviews)
"We loved everything and the location was perfect!!"
United States
Lenore
The price is ￥38,849
￥103,962 total
includes taxes & fees
Oct 30 - Oct 31
The Whaler Resort Kaanapali Beach
A resort with a pool, palm trees, a waterfall, and a view of the ocean.

8. 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, (1,168 reviews)
"The facilities were exactly as described. Our ocean front room and the hotel amenities were wonderful."
Canada
James
The price is ￥78,363
￥93,026 total
includes taxes & fees
Oct 21 - Oct 22
The Westin Ka'anapali Ocean Resort Villas
A tropical resort with palm trees, a pool, and a view of the ocean.

9. Papakea Resort by KBM

Papakea Resort by KBM
4.0 star property
Lahaina
10.0 out of 10, Exceptional, (5 reviews)
"Very nice property we enjoyed everything about it"
United States
Lorena
The price is ￥63,415
￥149,480 total
includes taxes & fees
Oct 25 - Oct 26
Papakea Resort by KBM
A beach with clear turquoise water, a sandy shore, and some greenery.

10. Unit 15 Waena Inn - Maui Private Suite

Unit 15 Waena Inn - Maui Private Suite
Wailuku
9.4 out of 10, Exceptional, (28 reviews)
"Good place to stay"
United States
Ram
The price is ￥29,450
￥49,768 total
includes taxes & fees
Oct 21 - Oct 22
Unit 15 Waena Inn - Maui Private Suite
A balcony table with a decorative centerpiece, overlooking a beach with palm trees and a clear sky.

11. Beautiful Ocean and Outer Island Views! See Whales in season!

Beautiful Ocean and Outer Island Views! See Whales in season!
Lahaina
9.4 out of 10, Exceptional, (92 reviews)
"The room was clean, the view from the balcony was awesome, and the overall experience was great. I'd recommend the place."
United States
Jasdeep Singh
The price is ￥13,112
￥59,370 total
includes taxes & fees
Oct 22 - Oct 23
Beautiful Ocean and Outer Island Views! See Whales in season!
A wooden deck with a chair, surrounded by lush tropical vegetation and a clear blue sky.

12. Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (38 reviews)
"Good location for the Road to Hana and exploring Paia, hot tub was enjoyable."
United States
Matt
The price is ￥20,065
￥47,615 total
includes taxes & fees
Oct 14 - Oct 15
Yonegan Maui Getaways - Haiku
Lobby

13. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.2 out of 10, Wonderful, (1,566 reviews)
The price is ￥55,714
￥98,908 total
includes taxes & fees
Oct 25 - Oct 26
Aston at The Whaler on Kaanapali Beach
A beach view with palm trees, a clear sky, and a distant mountain.

14. Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining

Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining
Kannapali Beach Area
9.6 out of 10, Exceptional, (80 reviews)
"Good view, good location!"
United States
Nate M.
The price is ￥31,820
￥142,816 total
includes taxes & fees
Oct 21 - Oct 22
Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining
A patio with two barbecue grills, a pathway, and a view of the sea and mountains.

15. Kuleana Club - 511

Kuleana Club - 511
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (2 reviews)
"Room was very clean and well equipped. Nice pool and helpful staff in premise. "
United States
Baron
The price is ￥24,748
￥62,335 total
includes taxes & fees
Oct 22 - Oct 23
Kuleana Club - 511
A tropical garden with a waterfall, a gazebo, and lush vegetation.

16. Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
Lahaina
8.6 out of 10, Excellent, (111 reviews)
"Everything was great !"
United States
Michael
The price is ￥14,090
￥118,120 total
includes taxes & fees
Nov 11 - Nov 12
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
A round table with two chairs on a balcony overlooking a clear blue sea and a distant mountain.

17. Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!

Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!
Lahaina
9.8 out of 10, Exceptional, (179 reviews)
"We truly enjoyed our stay in Maui. The room was perfect, and just as advertised. Seeing the sea turtles from the balcony and the amazing sunsets were some of our favorite parts of the trip. You literally cannot get any closer to the water, which was great at night, listening to the waves crash. Looking forward to our next trip!"
United States
Anthony P.
The price is ￥36,329
￥88,377 total
includes taxes & fees
Oct 29 - Oct 30
Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!
A resort with a pool, palm trees, and a view of the ocean.

18. 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, (534 reviews)
"It was beautiful hotel and we love to walk to the beach."
United States
Maria
The price is ￥88,527
￥105,092 total
includes taxes & fees
Nov 1 - Nov 2
The Westin Nanea Ocean Villas, Ka'anapali
A balcony with a table set for dining, overlooking a pool and palm trees, with a view of the ocean and mountains in the distance.

19. Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.4 out of 10, Exceptional, (103 reviews)
"Great staff, easy check in."
United States
Jane
The price is ￥55,380
￥143,521 total
includes taxes & fees
Oct 16 - Oct 17
Honua Kai Konea Resort by KBM
A beach with palm trees, clear blue water, and rocky shoreline.

20. Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi

Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
Paia
9.8 out of 10, Exceptional, (99 reviews)
"Close walk to a beach. Owner took care of maintenance problem quickly."
United States
David
The price is ￥26,929
￥67,452 total
includes taxes & fees
Oct 18 - Oct 19
Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
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

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent
"If you’re looking for a true “aloha” experience and getting yourself immersed in the culture as well as enjoying the beautiful ka’anapali beach..this is the resort for you! The staff was lovely, the on-site amenities and restaurants suited our needs and by the end of the stay we truly felt like “ohana”. Couldn’t have picked a better stay for our honeymoon."
Kayla 7-night trip
Posted 11 hours ago
OUTRIGGER Kaanapali Beach Resort

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.