Kaanapali Holiday Rentals

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Holiday Rentals in Kaanapali

KS 826 Enjoy Ocean and Neighbor Island Views from this 1BD Kaanapali Shores Condo

The price is HK$1,060
HK$5,506 total
includes taxes & fees
3 Aug - 4 Aug
KS 826 Enjoy Ocean and Neighbor Island Views from this 1BD Kaanapali Shores Condo

Oceanfront - 2 Bedroom - Westin Kaanapali Ocean Resort Villas - Full Resort Access

9.6 out of 10, Exceptional, (23)
"This resort is highly recommended, perfect location, perfect facilities for family with small kids and grandparents."
The price is HK$45,405
HK$59,879 total
includes taxes & fees
27 Jul - 28 Jul
Oceanfront - 2 Bedroom - Westin Kaanapali Ocean Resort Villas - Full Resort Access

EL A107 Remodeled Studio on the Golf Course at Maui Eldorado Kaanapali Beach!

The price is HK$1,366
HK$5,670 total
includes taxes & fees
11 Aug - 12 Aug
EL A107 Remodeled Studio on the Golf Course at Maui Eldorado Kaanapali Beach!

Ocean View steps from beach, dining, shopping 908

The price is HK$5,016
HK$11,321 total
includes taxes & fees
16 Jul - 17 Jul
Ocean View steps from beach, dining, shopping 908

Maui Ka’anapali Villas #137: Studio garden view condo at Beach Front Resort on N

The price is HK$2,732
HK$3,633 total
includes taxes & fees
16 Jul - 17 Jul
Maui Ka’anapali Villas #137: Studio garden view condo at Beach Front Resort on N

Honua Kai Konea 342 Partial Ocean View 2 BD 2BA

The price is HK$5,958
HK$13,073 total
includes taxes & fees
9 Aug - 10 Aug
Honua Kai Konea 342 Partial Ocean View 2 BD 2BA

KS 529 Oceanview 2BD Condo at Kaanapali Shores Steps to the Pools and Hot Tub!

The price is HK$1,562
HK$6,916 total
includes taxes & fees
4 Aug - 5 Aug
KS 529 Oceanview 2BD Condo at Kaanapali Shores Steps to the Pools and Hot Tub!

Maui Ka’anapali Villas #C261: Studio garden view condo at Beach Front Resort on

The price is HK$3,077
HK$4,082 total
includes taxes & fees
15 Aug - 16 Aug
Maui Ka’anapali Villas #C261: Studio garden view condo at Beach Front Resort on

Aston Maui Kaanapali Villas #260 - 2 Sleeping Areas, 2 Bathrooms, 4 Guests

The price is HK$3,328
HK$4,362 total
includes taxes & fees
15 Aug - 16 Aug
Aston Maui Kaanapali Villas #260 - 2 Sleeping Areas, 2 Bathrooms, 4 Guests

Maui Kā’anapali Villas 291: 1-bedroom condo located ocean side

Maui Kā’anapali Villas 291: 1-bedroom condo located ocean side

Maui Ka’anapali Villas #273: One bedroom ocean vie

The price is HK$4,868
HK$6,400 total
includes taxes & fees
15 Aug - 16 Aug
Maui Ka’anapali Villas #273: One bedroom ocean vie

Charming Direct Oceanfront North Shore Beach House

9.0 out of 10, Wonderful, (32)
"We had a great time at this VRBO! It was so clean and was the perfect lay out for our family. The beds were comfortable and the views were gorgeous! We will definitely be staying again. "
The price is HK$5,187
HK$6,274 total
includes taxes & fees
28 Jul - 29 Jul
Charming Direct Oceanfront North Shore Beach House

Historical lodge at Pu'u O Hoku Ranch! Outdoor pool and farm-to-table meals!

10.0 out of 10, Exceptional, (2)
"We had a dreamy stay at Pu'u O Hoku Ranch! We really enjoyed slowing down and enjoying each other's company in a beautiful setting. Coming from the hustle and bustle of Oahu, it was exactly what we were looking for. We spent countless hours hanging out by the lodge pool and soaking up the old Hawai'i vibe. The convenience of farm-to-table meals prepared by the ranch team was ideal. The local venison, beef, and veggies were delicious. Our kids loved having breakfast together then heading out to...
The price is HK$37,444
HK$63,024 total
includes taxes & fees
16 Jul - 17 Jul
Historical lodge at Pu'u O Hoku Ranch! Outdoor pool and farm-to-table meals!

Beautiful 3-bedroom townhome in Kihei

9.6 out of 10, Exceptional, (4)
"We loved our stay! The place had everything the family needed for visiting the beach and the place was clean and comfortable. Would stay again! "
The price is HK$1,342
HK$3,615 total
includes taxes & fees
2 Aug - 3 Aug
Beautiful 3-bedroom townhome in Kihei

Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach

10.0 out of 10, Exceptional, (6)
"Clean, cozy and nicely designed. This condo has an amazing view and access to the beach and pool. Kitchen is well equipped, even has a milk warmer/frother which I appreciate so much as a lover of lattes. We'll happily stay here again on our next trip to Maui. "
The price is HK$2,410
HK$5,704 total
includes taxes & fees
27 Jul - 28 Jul
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach

Sugar Beach 417 Direct Row Beach Views in Beautifully Upgraded Ocean front Condo Home

The price is HK$1,766
HK$4,497 total
includes taxes & fees
3 Aug - 4 Aug
Sugar Beach 417 Direct Row Beach Views in Beautifully Upgraded Ocean front Condo Home

Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

10.0 out of 10, Exceptional, (1)
"Place was great and would definitely stay again! There was a nice yard and a closet full of beach gear, chairs and coolers we made use of. Only thing that would have been better was if the hot tub was not on a timer that shuts off later at night. Great spot!!"
The price is HK$6,217
HK$14,931 total
includes taxes & fees
16 Jul - 17 Jul
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

9.8 out of 10, Exceptional, (109)
"Quiet neighborhood setting. Nice backyard for relaxing. Well equipped with beach accessories including snorkel gear. Large whirlpool tub and comfortable bed. Be prepared for carrying luggage to second floor."
The price is HK$1,688
HK$5,055 total
includes taxes & fees
30 Jul - 31 Jul
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

9.6 out of 10, Exceptional, (106)
"Nice property with plenty of space, great location on the island, super communicative and polite host, and such a great backyard/outdoor area. Would highly recommend!"
The price is HK$5,475
HK$12,346 total
includes taxes & fees
25 Jul - 26 Jul
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
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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Frequently asked questions

Are there holiday rentals in Kaanapali?

Yes, there are holiday rentals close to the most popular sights in Kaanapali, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Kaanapali speak highly of the array of shops and relaxing spas. Make sure to also enjoy the popular beaches and top-notch restaurants during your holiday.

What are some of the best holiday rentals that Kaanapali has to offer?

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool: This highly rated holiday home rental in Kaanapali is located on the beach, and has an outdoor pool, a fireplace 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. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. Our travellers also rate Remodeled, Ground floor studio at The Mahana #102 as a favourite home for rent in Kaanapali.

How many holiday rentals are there in Kaanapali?

With 197 Expedia holiday rentals, you're guaranteed to find just the right place for your Kaanapali stay.

What can I see and do in Kaanapali?

Kaanapali Beach and Black Rock are a couple of great spots to enjoy nature, whereas other top attractions include Whalers Village. Kaanapali Kai Course at Kaanapali Golf Resort and Kaanapali Golf Courses are other places to visit while you're in town.

What are holiday rentals like in Kaanapali?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kaanapali. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.