
Holiday rentals with a kayak in Kaanapali
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Kaanapali
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Oceanfront Dream 2Bed/2Bath-Mana Kai Maui Resort
Incredible location on Keawakapu Beach, the condo views beach & outer islands & has serene villa-like aesthetic with efficient design combining function and comfort! Enjoy dining on the private lanai or in the well-equipped kitchen w/island! Fine finishes, towels, linens, tasteful furnishings and decor make this the perfect choice! King Bed suite is OPEN to living space. WiFi. Smart tv. FREE Parking, Lounges, BBQs, pool, deli+store, fitness gym office, activity desk, 4 beach chairs+bch towels.

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu
Tranquil Beachfront Estate w/ 5 Luxurious Private Full Suites & Exotic Fruit Grove. Full amenities. Our luxury Beachfront estate has 4 beachfront one-bedroom suites and a garden view two-bedroom Ohana. Each suite has a private entrance, separate living room, full kitchen and is like having your own condo at the beach in Maui. This special place is hidden behind a private, double gated entrance, lined with 700 ft of lighted coconut palms that lure you into the feeling of leaving the world behind.

Maui Beachfront Oceanfront Sands of Kahana withA/C
Mar 10 -Mar 14 OPEN! 🌺 Ocean and Beachfront views at Sands of Kahana with ❄️Air Conditioning! 🏖️ Escape to Maui, Hawaii! Ocean/Beachfront Resort with onsite dining at Captain Jacks. This 5-star spacious 2 bed 2 bath condo offers breathtaking views, stunning sunsets over Molokai & Lanai. Enjoy whale 🐋 and turtle 🐢 watching, surfing 🏄♂️, and strolls along the sandy beach. Unwind with warm tropical breezes and libations 🥂 on the lanai. Enjoy the amenities 2 pools, 2 gyms, and Pickleball.

Gorgeous 2BR Westin Nanea Villa in Ka’anapali
Enjoy nature at its best in this upscale Maui beachside setting built in 2016. Managed by elegant Westin Hotels, Nanea is the newest and most ecological (LEED certified) villa development on the Ka’anapali coast. There is abundant snorkeling and whale watching right outside your door. Many restaurants and grocery stores are a short walk away… and charming Lahaina is only 10 minutes down the road via free shuttle or your car. Come relax in paradise! Enjoy the glamour of this elegant resort.

Hokulani 108 at Honua Kai ~ Upgraded Ground Floor
You'll love this ground floor, updated one bedroom condo with full access to all Honua Kai Resort amenities. A spacious syn-grass lawn gives the kids plenty of room to play while you relax and enjoy the fresh ocean air. A short stroll takes you to one of Maui's best beaches, swimming pools, Duke's restaurant, or the 24-hour gym. This resort has all the amenities you need for a dream Maui vacation: 7 pools, a waterslide, hot tubs, BBQs & more! Enjoy the good life & book with Maui Westside today

Cajudoy's Hale - STKM 2O13-OO18 / TA-081-709-8752-01
WONDERFUL! Three bedroom hale (home) in the Central Kihei area of Maui. Wood floors, lots of space, kitchen fully stocked, BBQ and so much more. Great for kids, elderly, and young at heart. This house is your home away from home. We have all of the necessary items for a home. If we do not have something please let us know and we will try our best to accommodated. Walking distance to the beach, shopping, park, public transportation, etc... You will not find a better place in Kihei.

Direct Oceanfront View at Mahana Studio, King Bed
Welcome to my hotel-zoned oceanfront, direct ocean view studio condo Enjoy stunning floor-to-ceiling ocean views and breathtaking sunsets over the neighboring islands. See and hear the ocean from your bed and your private lanai. Featuring a comfy king bed, central AC, smart TV, fast Wi-Fi, fully equipped kitchen, and in-unit laundry. Free on-site parking, 1 space No resort fees, no other additional fees Oceanfront, direct ocean view on the 4th floor of the Mahana at Ka'anapali

Endless Ocean Views - 1bd/2 bath
Experience island living at its finest in this beautiful 1-bedroom, 2-bathroom condo located in the heart of Wailea/Kihei, Hawaii. This serene retreat offers breathtaking ocean views and a peaceful atmosphere, perfect for unwinding after a day of exploring. Just a short stroll from world-renowned beaches and minutes from top-rated shopping, dining, and entertainment, the location couldn’t be more ideal. This well-appointed space is designed for comfort and relaxation.

Panoramic Views right on a Sandy Swimmable Beach
Spacious 4th-floor corner condo on a sandy swimmable beach! Air conditioning in every room, 2 lanais (one off of each room), and stunning ocean views—ideal for turtle watching, whale watching (December - April) and sunsets. Family-ready with 4 chairs, beach gear, boogie boards, towels and cooler. Resort offers pools (including kiddie pool), pickleball, tennis, game room and more. Hotel Zoned and cancel for any reason insurance offered after signing contract.

Tropical Retreat • King • Beach • Pool/Hot Tub
Newly remodeled Maui retreat with a plush king bed, designer finishes, and a fully updated kitchen with stainless steel appliances. Bright, open layout with AC and a queen sleeper for added space. Step onto your private lanai overlooking lush tropical gardens, or unwind at the resort’s heated saltwater pool and jacuzzi. Professionally cleaned and thoughtfully stocked - perfect for relaxing, easy island living just moments from the beach.

Maui Banyan Top-Floor Ocean View Sanctuary
This exquisitely remodeled top-floor sanctuary is located in the highly coveted Maui Banyan, offering the perfect blend of luxury and island charm. 🌴✨ Enjoy stunning sunsets and peekaboo ocean views from your private lanai, then stroll across the street to some of South Maui’s finest beaches. Makana Condo has been completely renovated from top to bottom, serving as your ultimate Hawaiian oasis for relaxation or adventure! 🌊☀️

Amazing Summer Discounts and Fantastic Ocean Views
Welcome to our ocean front dream retreat in Maui, where your senses are filled with the sights and sounds of azure waves and gentle breezes whispering through the palm trees. As soon as you enter through the door of our tropical abode, you'll be greeted by a symphony of light and space, where every corner radiates a welcoming coziness, and beautiful views of the ocean, marine wildlife, and the neighboring islands.
Popular amenities for Kaanapali kayak rentals
Holiday House Rentals with a Kayak

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

Serene Blue Retreat•Queen Bed•Smart TV•MiniFridge

Aloha Aku CoCoPalm2 Suite – Cozy Beachfront Escape

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

Aloha Aku Hula2 Suite – Beachfront Bliss

Aloha Aku Ohana2 Suite – Relaxing Garden Views Awa

Maui Sunset A102 - Aloha Mai 2, Beachfront Resort

Aloha Aku Honu Suite – Experience the Spirit of Al
Other holiday rentals with a kayak

Papakea K303 ~Highly Upgraded w/ Ocean Views

Eldorado B200~Large Corner Unit With Ocean Views

Whaler 420: Upgraded 1 Bed/1 Bath With Ocean Views

The Whaler Resort 359 ~ Upgraded With Ocean Views

Maui Eldorado B206 ~ Big Corner Unit & Large Lanai

Maui Sunset B102 - Aloha Tai 2, Beachfront Resort

Maui Eldorado J207: Frontline Ocean View 2 Bedrooms

Light & Bright with Views: Honua Kai Hokulani 414
When is the best time to visit Kaanapali?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,157 NZD | $983 NZD | $1,146 NZD | $601 NZD | $575 NZD | $694 NZD | $757 NZD | $546 NZD | $625 NZD | $621 NZD | $804 NZD | $972 NZD |
| Avg. temp | 23°C | 23°C | 23°C | 24°C | 25°C | 26°C | 27°C | 27°C | 27°C | 26°C | 25°C | 24°C |
Quick stats about holiday rentals with a kayak in Kaanapali

Total holiday rentals
Explore 160 holiday rentals in Kaanapali

Nightly prices starting at
Kaanapali holiday rentals start at $289 NZD per night before taxes and fees

Verified guest reviews
Over 1,710 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
160 of Kaanapali holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kaanapali rentals

4.8 Average rating
Kaanapali stays are highly rated by guests—averaging 4.8 out of 5!
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