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House holiday rentals in Kaanapali

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Popular amenities for Kaanapali house rentals

House rentals with a pool

Superhost
Home in Maui County
4.84 out of 5 average rating, 75 reviews

Cliff House with Ocean Views in Haiku, Maui jungle

IanRating, 5 stars1 month ago
This place is gorgeous! I am so glad we chose to stay here. The views were perfect. The property was amazing. The place was very comfortable and so peaceful. I would love to come back here some day.
Guest favourite
Home in Lahaina
4.97 out of 5 average rating, 37 reviews

Mahalo Pono @ Ka'anapali Royal

CarlosRating, 5 stars1 week ago
We had an amazing time. Amy & Jay were extremely responsive and the property was immaculate. Our family of 5 had everything we needed to be comfortable, enjoy the beach and be within 15 minutes of anything on the west side of Maui. We plan on returning soon!
Top Guest favourite
Home in Lahaina
5 out of 5 average rating, 27 reviews

Newly Remodeled Cottage

AlisonRating, 5 stars2 weeks ago
A wonderfully comfortable Hawaiian cottage with plenty of room to spread out. It’s fully equipped with beach chairs, snorkel gear, pickle ball paddles and even a cooler. Van was so helpful and accommodating during our stay. Easy 10 minute walk down to the main beach access with a great boardwalk. Highly recommend this great little spot.
Superhost
Home in Lahaina
4.9 out of 5 average rating, 10 reviews

3BR/3BA Pualei Beach House

CourtneyRating, 5 stars1 month ago
Ryan's place was exactly as pictured. The neighborhood and townhouse was very quiet and family friendly. Ryan was very responsive to the small things that can sometimes come up when traveling. Lahaina is still in process of rebuilding but even so there was more than enough to stay busy. Would highly recommend.
Guest favourite
Home in Lahaina
5 out of 5 average rating, 6 reviews

Luxury Panoramic Ocean Views!

ShrijitRating, 5 stars7 months ago
Kapalua Ridge is an incredible development and Kevin’s place was absolutely stunning. The entire setup gives all the resorts in the area a run for their money. The place itself was clean, well equipped, massive and luxurious. The views of the coast and islands was beautiful and we enjoyed stunning views everyday. It’s a short walk to the beach and few steps past the nearby beach gets you to Kapalua bay which is where the restaurants are. The bathrooms were very large and luxurious - which we loved. Our host Kevin was super responsive and was very helpful with recommendations and helping us find things in the airbnb. Will come back here if in Maui - amazing place.
Superhost
Home in Lahaina
4.8 out of 5 average rating, 20 reviews

ICC 13 Beautifully Furnish Kaanapali Cottage

TiffanyRating, 5 stars2 months ago
We had a wonderful stay at Maui Paradise Properties! The location is unbeatable and the space is well-lit, roomy, and well-decorated. I loved the open space kitchen and patio. We will definitely come back to Maui Paradise Properties on our next visit!
Guest favourite
Home in Lahaina
5 out of 5 average rating, 12 reviews

Kapalua Ridge 622 Luxe Ocean and Coastal Views

AdilbekRating, 5 stars7 months ago
Perfect location with beautiful beaches nearby. Not a lot of restaurants around but if you have a car - it’s easy to navigate. The view from the bedroom and living room is brilliant 😍 We really enjoyed the stay. Definitely recommend 🙌🏻
Guest favourite
Home in Lahaina
5 out of 5 average rating, 5 reviews

Best Studio Ocean Views at Honua Kai -Hokulani 719

TomRating, 5 stars4 weeks ago
We, a small family, recently stayed in Kaanapali Maui and couldn’t have been happier with the experience. From the moment we arrived, everything exceeded our expectations. The unit was spotless, beautifully decorated, and fully stocked with all the essentials — from kitchenware including a blender and all of the beach necessities. After going around the island and picking up some fresh fruit, it was a nice afternoon treat to be able to make our own smoothies! Highly recommend it. The view from the lanai (balcony) was absolutely stunning. Every morning we enjoyed our coffee while watching the sunrise over the ocean, and in the evenings we were treated to the most spectacular sunsets. The sound of the waves crashing was the perfect background to a truly relaxing vacation. The location was ideal just a short walk to the beach, shops, and great local restaurants. We loved being close to snorkeling spots and whale watching opportunities. The complex also had a pool, hot tub, and BBQ grill

Weekly house rentals

Superhost
Home in Paia
4.89 out of 5 average rating, 62 reviews

Paia Family Cottage

KenRating, 5 stars1 month ago
We loved Maria’s place! Open plan with lots of space to relax and socialize. We loved having a washer and dryer! The beach chairs were an added bonus. The lanai was my favorite place. It faces due east so we were able to watch the sunrise every day while listening to the birds and drinking our coffee. The beds were very comfortable. A lovely neighborhood within walking distance to town, which we did every day. I highly recommend this lovely home!
Top Guest favourite
Home in Kihei
4.98 out of 5 average rating, 57 reviews

Centrally located and steps to the beach!

DonnyRating, 5 stars5 days ago
Mike and Ashley were incredibly amazing and helpful. They really went above and beyond for us. Really appreciated the special touch they left us for our anniversary and will recommend them to and friends and family that visit Maui. Their place is beautiful and it looks even better in pictures. It is perfectly homey, private, and quiet, which was very nice but also close to the beach with a three minute walk couldn’t recommend staying with Mike and Ashley more. Thanks for helping make our anniversary trip special!
Superhost
Home in Lahaina
4.89 out of 5 average rating, 89 reviews

Napili Hale, Hawaiian Kama'aina Style Home

ValentinRating, 5 stars18 months ago
Amazing place, perfect for a (large) family like ours. Quiet neighborhood and proximity to multiple family friendly beaches are perfect for families with (small) children. Napili beach, practically across the street, is one of the best on the island. The home has all the amenities that make a comfortable stay and more. Loved that there was plenty of beach toys as well as chairs, umbrella and snorkel gear! Would definitely stay again!
Superhost
Home in Wailuku
4.9 out of 5 average rating, 31 reviews

Vineyard Village Maui House of Aloha

StephanieRating, 5 stars4 months ago
Todd's place was clean and cozy. The town is a local's town, not touristy & fancy. The kitchen was well stocked with utensils etc. It was nice to have the use of folding chairs & umbrella to take to the beach. The Four Sister's bakery one block away is a must try! Get the butter rolls for sure! There are also some food trucks a couple of blocks away.
Top Guest favourite
Home in Haiku
4.9 out of 5 average rating, 83 reviews

The Art Estate, Haiku Maui Hawaii

TinaRating, 5 stars2 months ago
We are so grateful to have found Mana House! This place is truly magical. We loved the peaceful beauty of the house and surrounding area. It’s very private and there was always a nice breeze that kept things cool. The sound of the birds and the laughing goats added an extra “mood elevator” as Tom puts it! Highly, highly recommend staying here!
Superhost
Home in Kihei
4.82 out of 5 average rating, 98 reviews

Modern Family Kihei Home by the Beach

RoyceRating, 5 stars1 month ago
Had a great time at Laura’s place during our stay on Maui! The home was clean, very comfortable, and conveniently located near beautiful beaches! We especially appreciated the many amenities Laura provided, like beach gear, washer/dryer, and a bbq. It’s a great place for a family or group of friends. Would definitely stay here again!
Guest favourite
Home in Haiku
4.98 out of 5 average rating, 97 reviews

Pineapple Cottage Haiku Maui Lic#BBPH2015/0011

SuzanneRating, 5 stars3 months ago
We love Maui and visit the island frequently. Each time we try to stay in a new location to get a feel for that area. We chose Haiku this year and were lucky enough to hit on the Pineapple Cottage. It was easy to find, yet tucked down an access road so that it felt very private. What can I say that others have not mentioned? The house and location were great and the hosts were extremely nice and helpful. We could not have asked for a better experience. Now that we are back home, we will surely miss the oranges, grapefruit and avocados that were supplied to us from Steve and Ivy’s garden. Oh, and don’t let me forget the homemade banana bread that Ivy left for us in the frig. We stayed for three weeks and would definitely return again and again.
Superhost
Home in Paia
4.96 out of 5 average rating, 67 reviews

Hale Ho'okipa Kai Cottage, County Licensed

DanielleRating, 5 stars2 months ago
We loved our stay at Magrit’s place on Maui! The place was comfortable (including the beds!), private, and had spectacular views. There was not direct beach access, but we knew that going in and we spent lots of time exploring the island and other beaches. Having our own yard overlooking the waves (and surfers) was just right for us while we sipped our morning coffee or unwound from a busy day. While the north shore is a bit more humid and the beaches are less calm, we much preferred this area to the other parts of the island where all the resorts are located. Paia is very cute with some great restaurants and shops and it’s centrally located for exploring the north country or the road to Hāna. If it didn’t take 12+ hrs to fly there we would be back there again soon!

Private house rentals

Home in Kihei
4.6 out of 5 average rating, 15 reviews

Ocean View Condo 533- A/C, Free Parking, and WiFi

AndreaRating, 5 stars1 month ago
Had a great time. Home had everything needed.
Guest favourite
Home in Lahaina
4.85 out of 5 average rating, 93 reviews

Clean, Ocean Front, Big 1 Bd, 1st Fl, Royal Kahana

AylaRating, 5 stars1 month ago
Hello! My husband and I recently stayed at Chuck and Roberta’s for our baby moon 🥰 The listing was exactly what I was expecting, very accessible first floor condo with a view of the ocean right off the lanai. The central AC was a lifesaver for us as we’re not used to heat quite yet, and the layout was cozy and perfectly sized for two. My favorite part about our stay I didn’t discover until the last evening we were there. They keep a notebook for guests to share their experiences, and it was endearing to read the cute notes and recommendations from others. Be sure to check it out when you stay! Thank you Chuck and Roberta for giving us a nice place to stay on an awesome trip ❤️
Guest favourite
Home in Lahaina
5 out of 5 average rating, 6 reviews

Relaxation in Kapalua-Specials!

DoinaRating, 5 stars1 month ago
First, we want to thank Brent for his efforts to check us in earlier and for being a great host!
Home in Napili
5 out of 5 average rating, 4 reviews

Stunning Ocean View Napili Bay!

KellyRating, 5 stars19 months ago
Kris & Kirk were fantastic from the start with their communication. We had a little hiccup with the door code BUT I still gave them 5 stars because it was not their fault by any means. The entire property just happened to change their door code system that day. Even on an airplane, they communicated through text and they had maintenance there within an hour or two to open it up, PLUS their renters left earlier in the morning so they let us check-in early anyway. The place was so cute and perfect for our family. It was clean and gave the Hawaiian condo vibe I love. Location was great and so close to Napili Bay with gorgeous views less than 500 feet (give or take) from their sliding back door and the Gazebo restaurant about the same distance. The grounds were clean and absolutely gorgeous plumeria trees everywhere! The bed was comfy and my girls loved having a “sleepover” on the pull out couch and loveseat. I would definitely stay there again and recommend it to my friends and family.
Guest favourite
Home in Wailea
4.89 out of 5 average rating, 44 reviews

3 Bedroom Private House Kihei /Wailea Maui

AbhilashRating, 5 stars4 months ago
The coconut cottage is an ideal base for Maui adventures! Large, spacious property to easily accommodate up to 6-8 people - with a full functioning kitchen, 2.5 baths, large backyard and a lovely front-facing deck. We had the most luxurious and comfy stay, and lots of fun family memories in the main living area. The property is located in Kihei, with quick access to the beach, shopping and local markets. Marc is the most gracious host, and was incredibly accommodating, easily accessible and super kind. 10/10 recommend!!!! Would love to come back at some stage :)
Guest favourite
Home in Kihei
4.9 out of 5 average rating, 88 reviews

One Block to the Beach! Cozy Beach House in Kihei

VikRating, 5 stars1 month ago
Wonderful to stay at Leanne’s place! Great spot to work remotely while enjoying Maui. And such a responsive and helpful host! Strongly recommend!
Guest favourite
Home in Wailuku
4.93 out of 5 average rating, 150 reviews

Gratitude Bed and Breakfast BBWK2022/0001

CélineRating, 5 stars3 weeks ago
We loved staying at Rhonda’s cottage . The house is absolutely beautiful, a charming, traditional Hawaiian-style cottage with such a warm and inviting feel. The deco is adorable, full of thoughtful touches that make the space feel cozy and authentic. The kitchen is incredibly well-equipped, and there's even a dedicated closet for luggage. Rhonda goes above and beyond for her guests, We were greeted each day with delicious banana bread and fresh fruits. She also provides everything you need for a perfect beach day: beach chairs, sun umbrellas, snorkel gear, and more. Rhonda herself is simply lovely. She helped us with laundry, offered great recommendations for things to do in Maui, and restaurants. There's also a handmade booklet in the cottage full of helpful information about nearby activities and dining spots We truly felt like we were being welcomed by family like staying a kind aunt who wants you to feel completely at home during the holidays.
Home in Kihei
4.97 out of 5 average rating, 68 reviews

Exclusive Beachfront Cottage, Ocean Views, WiFi/AC

MariRating, 5 stars12 months ago
Absolutely perfect! Beautiful beach access with great walkability to local restaurants and shops. This place was peaceful and quiet! Great sunset view from the balcony. The space was clean and very easy to find. The beach made for great turtle watching.

Quick stats about house rentals in Kaanapali

  • Total rentals

    70 properties

  • Nightly prices starting at

    $230 AUD before taxes and fees

  • Total number of reviews

    940 reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Rentals with a pool

    70 properties have a pool

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore

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  2. United States
  3. Hawaii
  4. Maui County
  5. Kaanapali
  6. House rentals