
Cottage vacation rentals in Kaanapali
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Top-rated cottage rentals in Kaanapali
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Popular amenities for Kaanapali cottage rentals
Cottage rentals with a hot tub

Privacy, Luxury, Ocean View Cottage, HotTub, K-Bed
we enjoyed our week long stay at Hank's place. the area is beautiful and there is a lot to do. Hank had a number of useful kitchen amenities and was very friendly and accommodating! thank you!

Romantic and Private Cottage and Gazebo for two!
We LOVED everything about this location. Iao Valley is so special and the location of the AirBNB itself was perfect for getting all around the island. We visited at the end of March and never ran the AC once. It was hot during the afternoon but the morning/late afternoon/evening cool off, with the winds blowing into the valley were so perfect. AND the birdsong in the morning was so beautiful that I recorded it and sent it to my family (minus the rooster song- but that's just Maui living for ya). If you want a good cocktail check out Ester's Fair Prospect, they have a nice selection of liquor and a fun vibe, located in the city of Wailuku right next door to this place. Also we loved the goodies that were left in the fridge. The pineapple on the island is SOOO good. Sooooooo good. Forget the banana bread hype... just eat the pineapples and bananas fresh! Mahalo!

Leilani's "Leimomi" Cottage - County Licensed
Margit's listening showed an availability for the time we would be traveling. Airbnb noted this fact as "a rare find", which turned out to be totally true! The home was spotless, well appointed, and welcoming. It was easy to get settled in with our luggage and groceries. The yard was beautifully landscaped and peaceful. The rental fee is very competitive. Margit replied to messages in a quick and friendly manner. We couldn't have been happier with our choice in lodging.

Hawaiian DreamTemple- Tropical Oasis BBPH20120004
The house itself is beautiful and unique. The location is great. It is somewhat remote and generally with easy access to small towns and beaches within 10 to 15 minutes. The host was helpful and responsive. Hot tub was great and access to the pool was easy.

Luxury Cottage,Saltwater Spa-Close to Beach,Dining
This place was 5 stars all-around! Jenni provided everything we could think of - and more! This was the perfect stay for my partner and I, having that romantic Maui vacation feel. We hope to be back!! Mahalo!!

Romantic Suite | Tropical Escape | BBQ & Hot Tub
We stayed here for 10 days on our honeymoon. This was the perfect spot! Had a private backyard, a hot tub and it was so cozy for the 2 of us. It was close to all the food and all the beaches as well.

Luxury Upcountry retreat with breathtaking views!
My wife and started our honeymoon at this AirBnB. We spent three amazing days at the "Jungalow" house. We woke up every morning to a breathtaking view of the ocean from the cool and breezy mountainside of Haleakala, where the AirBnB is located. We just spent our time soaking in the surroundings each morning, and enjoying the French press coffee that was provided. We fell asleep each night to the sounds of wind and birds in the trees, and I even refilled the bird feeder near the downstairs window with host-provided bird seed. If you want a place to reset and be at peace with life, then this is the place that you need to go. My wife and I also found plenty of shopping just down the mountain in the nearby town of Makawao, and we explored many other parts of the island, too. Nothing is very far away from anything else in Maui. If you want an adventure, then you should go to the top of Haleakala like we did, or just stay at pool/sauna at the AirBnB :) This place is the real deal.

★Haleakala Cottage - PRIVATE HOT TUB, POOL ACCESS
What a lovely place! Soooo little bugs in a forest environment. Very clean! Sharyn is very responsive, always so welcoming and friendly! She made the place extra special for me and my wife. Will totally recommend her👍👍👍
Private cottage rentals

Luxury Cottage,Saltwater Spa-Close to Beach,Dining
This place was 5 stars all-around! Jenni provided everything we could think of - and more! This was the perfect stay for my partner and I, having that romantic Maui vacation feel. We hope to be back!! Mahalo!!

HALEKALANI - Paradise in Upcountry
We had a wonderful stay! The house was beautiful, with a lovely garden and a stunning view. Everything was clean, comfortable, and exactly as described. The host was very responsive and helpful throughout our stay. We enjoyed our time here and would definitely stay again. Highly recommend!

North Shore Ocean View Cottage
We had the pleasure of staying at Dave and Bridgett’s home for two weeks while visiting family. This was one of the best stays ever! The home was spacious, immaculately clean, very well equipped for preparing meals and the hosts were so kind and welcoming. We would not hesitate to stay again. Mahalo for making this such an amazing experience.

Luxury Upcountry retreat with breathtaking views!
My wife and started our honeymoon at this AirBnB. We spent three amazing days at the "Jungalow" house. We woke up every morning to a breathtaking view of the ocean from the cool and breezy mountainside of Haleakala, where the AirBnB is located. We just spent our time soaking in the surroundings each morning, and enjoying the French press coffee that was provided. We fell asleep each night to the sounds of wind and birds in the trees, and I even refilled the bird feeder near the downstairs window with host-provided bird seed. If you want a place to reset and be at peace with life, then this is the place that you need to go. My wife and I also found plenty of shopping just down the mountain in the nearby town of Makawao, and we explored many other parts of the island, too. Nothing is very far away from anything else in Maui. If you want an adventure, then you should go to the top of Haleakala like we did, or just stay at pool/sauna at the AirBnB :) This place is the real deal.

Ualani Retreat. Private Ocean View Cottage.
Absolutely beautiful property. It was perfectly away from the hussle and bussle, but close enough to cute little towns, resturants, beaches, Hana HWY, the National Park. It was also nice to have some great amenities and extras for activities while we stayed. Having our own 'home' while on vacation without breaking the bank. We ran into John while he was outside with Grace (their adorable fur baby) and she was the sweetest as he was as well as my boyfriend asked questions and complimented on the property. They were respectful to not barge in on our time or hover. They gave great insturctions/recommendations posted on the fridge for pur stay as well. Would definitely stay here again if when i visit maui in the future.

Private Country Cottage, Ocean View, A/C, Hana Hwy
Very beautiful and peaceful cottage. Great location close to the Road to Hana and northern beaches. Easy to park vehicle in the carport and excellent from a logistics perspective during the week stay. Neighborhood was very quiet and good for relaxation. Owners great to work with and keep the place well managed. Thank you!

Great Location, 1 BR Beachy, VERY CLEAN Cottage
Great little cottage, perfect for our stay and exploration of nearby Paia and Haleakala! Very clean with lots of nice touches, and Ally was super communicative and a wonderful host.

Oceanview Cottage away from heat! w/ County Permit
Mei & Iris’s Oceanview Cottage worked out great for us! We were in town from Oahu and were looking for a quiet place to relax and enjoy nature. The cottage was very peaceful with amazing views! Our hosts were responsive to messages and provided a lot of local recommendations! We enjoyed our stay and wouldn’t hesitate to book again in the future!
Luxury cottage rentals

Honeymoon Haven: Ocean Vista & Bamboo Temple Bliss
Maui Eco Retreat was nothing short of magical. The energy on the grounds was something I never expected—calming, vibrant, and deeply rejuvenating. From the moment we booked, the pre-arrival communication made us feel completely at ease, setting the tone for an unforgettable stay.We arrived at 10 PM and were greeted by William, who welcomed us with such warmth and enthusiasm. His passion for the retreat was evident, making us feel instantly at home. We stayed for four nights in the Bamboo Temple, a serene sanctuary with the most breathtaking ocean and sunrise views. Waking up at 6 AM was effortless when rewarded with the golden light streaming through the massive bay window—an experience in itself. Our mornings started with a quick 10-minute drive to grab coffee before returning to our beautifully equipped room to prepare breakfast. The retreat had everything we needed, including a fully equipt kitchen. After breakfast, I would head to the yoga studio for a 60-minute flow, followed by

Ho'okipa Rose - Peace and Serenity
Rosa and Carl are wonderful hosts. They were very kind and helpful providing lots of tips for trips. Accomodation was perfect, refreshments waiting for us after long fly from Europe. Fully recommended. Mahalo!

Charming Cottage in Kuau near Mama’s Beach
Had the best time! Thank you for a wonderful stay!! Such a bonus to meet the owners and feel so welcomed into their cozy space. We will come back if we can!!!

Thai Hale: Eco Retreat with OCEAN VIEW & Waterfall
Such a lovely and magical place to stay! So peaceful and quiet. William was the best. Extremely helpful and responsive! Will be back next year!

Private 2 bedroom cottage with pool
My family enjoyed staying in the cottage while on vacation. It has everything you need. The pool was perfect. My 12 year old son used the pool every day. The cottage is close to the beach, too. Best vacation so far!

Lani Paradise Oceanfront Cottage
What can I say - this Airbnb is a 10/10! The hosts were super friendly and gave fantastic recommendations (as well as an amazing welcome basket!) They were also each to reach in case we had questions. The place is fully stocked with everything you could need for the beach and/or pool. The view alone was worth every penny. I hope one day to be back in this amazing place! What a beautiful and relaxing retreat.

Kaanapali Spacious Cottage Walk to the Beach ICC30
The area was great and quiet.

Pono Plantation Maui-3 Bedroom Cottage
Katherine was very helpful with recommendations of activities! She followed up to see if we made it safely to her home. Katherine’s home had all the amenities and more, including beach chairs, boogie boards and more things to take to the beach. She also checked up on us to see if we needed anything. Thank you!
Quick stats about cottage rentals in Kaanapali
Total rentals
10 properties
Nightly prices starting at
G$43,936 GYD before taxes and fees
Total number of reviews
670 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Wifi availability
10 properties include access to wifi
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- Maui
- Kaanapali Beach
- Kahului Beach
- Kepuhi Beach
- Lahaina Beach
- Sandy Beach
- Kaipukaihina
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Kaupoa Beach
- Wailea Beach
- Manele Golf Course
- Hāmoa Beach
- Oneloa Beach
- Kalani Beach
- Maui Ocean Center
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Papaloa Beach
- Kāhili