Holiday Rentals Kaanapali Hillside from ₹20,447: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Kaanapali Hillside holiday rentals

A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

1. Aston Maui Kaanapali Villas

Kannapali Beach Area

Sabrina

₹34,384 total

includes taxes & fees

10 Oct - 11 Oct

A resort with a pool, palm trees, a waterfall, and a view of the ocean.

2. The Westin Ka'anapali Ocean Resort Villas

Kannapali Beach Area

Brenda

₹56,173 total

includes taxes & fees

30 Sept - 1 Oct

A tropical garden with a waterfall, lush greenery, and a gazebo.

3. Aston Kaanapali Shores

Lahaina

Roopa Rani

₹23,155 total

includes taxes & fees

24 Sept - 25 Sept

A resort pool with red umbrellas, palm trees, and a view of the ocean.

4. OUTRIGGER Honua Kai Resort & Spa

Lahaina

Diana

₹90,778 total

includes taxes & fees

22 Oct - 23 Oct

A view of a beach with palm trees and a sailboat on the water.

5. The Whaler Resort Kaanapali Beach

Kannapali Beach Area

Sam

₹62,776 total

includes taxes & fees

5 Oct - 6 Oct

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

6. Napili Shores Maui by OUTRIGGER

Lahaina

Diana

₹33,500 total

includes taxes & fees

24 Sept - 25 Sept

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.

7. Honua Kai Konea Resort by KBM

Kaanapali

Gerald

₹87,554 total

includes taxes & fees

28 Sept - 29 Sept

A resort with a pool, palm trees, and a night scene with fire torches.

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

Kannapali Beach Area

Carroll M

₹57,989 total

includes taxes & fees

6 Oct - 7 Oct

A beach with clear blue water, palm trees, and a resort in the background.

9. Napili Village Hotel

Lahaina

Alysson E

₹20,447 total

includes taxes & fees

28 Sept - 29 Sept

A beach view with lounge chairs and a clear sky.

10. Napili Sunset on the Beach

Lahaina

Beverly

₹31,908 total

includes taxes & fees

24 Sept - 25 Sept

A patio with a round table and two chairs, overlooking a grassy area with a view of the ocean and a clear sky.

11. Kuleana Club - 608

Lahaina

₹41,271 total

includes taxes & fees

2 Oct - 3 Oct

A resort with a pool, palm trees, and a view of the ocean.

12. The Westin Nanea Ocean Villas, Ka'anapali

Lahaina

Maria

₹63,459 total

includes taxes & fees

6 Oct - 7 Oct

13. Aston at The Whaler on Kaanapali Beach

Kannapali Beach Area

Stewart

₹53,246 total

includes taxes & fees

29 Sept - 30 Sept

A view of the ocean from a balcony with a railing, palm trees, and a clear sky.

14. Kuleana Club - 410

Lahaina

₹39,128 total

includes taxes & fees

24 Sept - 25 Sept

A balcony with wicker furniture, a table with fruit, and a view of the ocean and palm trees.

15. Papakea K406 OceanView 2 Bedroom/2 bath 2 Condo by RedAwning

Lahaina

₹150,485 total

includes taxes & fees

24 Sept - 25 Sept

A covered outdoor area with a table and chairs, a view of the ocean, and a well-maintained lawn.

16. Kuleana Club - 108

Lahaina

₹68,771 total

includes taxes & fees

1 Oct - 2 Oct

A covered outdoor dining area with wicker chairs and a table, overlooking a lush landscape with palm trees and a view of the ocean.

17. Kaanapali Plantation Resort by KBM

Kannapali Beach Area

Gabriela

₹171,353 total

includes taxes & fees

30 Sept - 1 Oct

A resort pool area with palm trees, a pool, and a tiki torch.

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

Kannapali Beach Area

Jacob

₹56,173 total

includes taxes & fees

6 Oct - 7 Oct

A resort with multiple bungalow-style buildings, a swimming pool, and a beach.

19. Royal Lahaina Bungalows & Spa

Lahaina

AURA MARINA

₹47,662 total

includes taxes & fees

19 Oct - 20 Oct

A poolside view overlooking a beach with palm trees and a clear blue sky.

20. Hale Mahina B304

Lahaina

₹113,368 total

includes taxes & fees

26 Sept - 27 Sept

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Top Kaanapali Hillside Hotel Reviews

Aston Maui Kaanapali Villas

10/10 Excellent

"Great location. Beach access was great!"

Sheraton Maui Resort & Spa

10/10 Excellent

"Beautiful well maintained property on the best part of Kanapali beach. Very nice pool and beach. Very friendly staff. Would highly recommend an ocean front room. It is worth the extra money. Very close to Whalers Village with shops and some great dining options. There is a free shuttle from the hotel. Car rental available at the hotel. Dining options are good but pricy. Try other options for breakfast as it was good but not worth $100.00 for 2. Would recommend this hotel while in Maui"

Hilton Vacation Club Ka'anapali Beach Maui

8/10 Good

"I asked for late check out on 16 Sep but was told they could not because they already had the maids scheduled. The day before I was in the lobby and I heard the person at the front desk asking if they wanted a late checkout. We just wanted to checkout by noon since our flight was at 5pm. That is a long time to wait at the airport. Also, I think it would be a plus to offer breakfast. Thank you"

Hyatt Regency Maui Resort & Spa

10/10 Excellent

"We had an amazing stay at the Hyatt in Maui and would absolutely come back. The hotel is beautiful, modern, very clean, and surrounded by gorgeous tropical gardens. The lobby is stunning, and the staff was extremely kind and welcoming from the moment we arrived. We were even greeted with a Hawaiian kukui nut necklace. We traveled with our 1-year-old and found the resort very family-friendly. We used the kids’ pools constantly, and there are also several other pools and a lazy river. We added the breakfast buffet to our stay, which was worth it because we did not have to pay separately every morning. There was a great variety, everything was clean and fresh, and our baby ate so well because there were many options. A few things to know: self-parking is about $50 per day and valet is about $55. Cocktails and drinks are around $20 each, so be prepared for a larger resort bill at the end of your stay. The location is beautiful, but many attractions are far away. Most places required at least 30 minutes of driving, the airport was around 50 minutes away, and Road to Hana took us close to 3 hours each way. A rental car is definitely necessary. Overall, we loved the hotel, the staff, the amenities, and how family-friendly it was. We would absolutely stay here again."

The Whaler Resort Kaanapali Beach

8/10 Good

"Good condo but refrigerator and faucet maintenance issues. Property misrepresented housekeeping. No bedding change in 12 days. Was told they would give us extra sheets for a cost but would not make the bed. (We washed and remade the bed ourselves). Also was told on site that “housekeeping” every fourth day to change towels, sweep and run dishwasher but they only came in once in 12 day stay. Luckily we requested extra towels and the condo had a washer/dryer. Our idea of “housekeeping” certainly differed from that of the property. Great location. I just wish they had been true to their word and their Expedia posting."

OUTRIGGER Honua Kai Resort & Spa

10/10 Excellent

"Beautiful property with multiple pools and gorgeous views. The staff was helpful and the room was well appointed with everything we needed. It was a nice plus to have Dukes on site and we enjoyed poolside access to food and beverage. We can't say enough about this property and will be back on our next Maui vacation. It exceeded our expectations in all areas!"

Find out more about Kaanapali Hillside

Holiday Rentals in Kaanapali Hillside

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Frequently asked questions

Can I find a holiday rental in Kaanapali Hillside?

Yes, there are holiday rentals close to the most popular sights in Kaanapali Hillside, or you can select a more secluded option if you're looking for a relaxing stay.

What’s there to see and do in Kaanapali Hillside?

Explore the area and family-friendly sights such as Hawaii Nature Center of Iao Valley, or get out into nature at a spot like Kaanapali Beach. Whalers Village and Napili Bay are other popular places to visit in the area.

What’s a holiday rental in Kaanapali Hillside like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kaanapali Hillside. Holiday rentals feature amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family gatherings.

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Check prices for these dates

Our top choices for Kaanapali Hillside holiday rentals

1. Aston Maui Kaanapali Villas

2. The Westin Ka'anapali Ocean Resort Villas

3. Aston Kaanapali Shores

4. OUTRIGGER Honua Kai Resort & Spa

5. The Whaler Resort Kaanapali Beach

6. Napili Shores Maui by OUTRIGGER

7. Honua Kai Konea Resort by KBM

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

9. Napili Village Hotel

10. Napili Sunset on the Beach

11. Kuleana Club - 608

12. The Westin Nanea Ocean Villas, Ka'anapali

13. Aston at The Whaler on Kaanapali Beach

14. Kuleana Club - 410

15. Papakea K406 OceanView 2 Bedroom/2 bath 2 Condo by RedAwning

16. Kuleana Club - 108

17. Kaanapali Plantation Resort by KBM

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

19. Royal Lahaina Bungalows & Spa

20. Hale Mahina B304

Find holiday rentals that suit your style

Top Kaanapali Hillside Hotel Reviews

Aston Maui Kaanapali Villas

Find out more about Kaanapali Hillside

Holiday Rentals in Kaanapali Hillside

Frequently asked questions

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