
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.

WBH D227 Aloha Lai2 – Unwind by the Oceanfront
This family-friendly remodeled beachfront, second floor 1-bedroom/1-bath air-conditioned Condo Suite comes with a comfortable king-size bed and living room couch that pulls out to a queen size sofa-sleeper allowing the unit to sleep up to 4 people. Just steps from the beach, the awe-inspiring multi-island views from the shore are unlike any other. You can enjoy this gorgeous view from your covered lanai. Gorgeous granite counter tops in the kitchen and bathroom along with new appliances and fixt

Tropical Kihei Resort | 3 Min Walk to Beach | A/C
NEW kitchen remodel, new floors & paint! Professionally CLEANED. Plush King size Sealy bed, all new kitchen and bathroom cabinets, stainless steel appliances, full size washer dryer, tile & LV floors throughout. Beautiful furniture, artwork throughout, granite countertops, high end linens, Queen sofa sleeper with 5" FOAM mattress. After the beach relax and enjoy sipping a beverage and lounging on your private lanai overlooking the tropical grounds. A/C units in BOTH the living area & bedroom.

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.

Whale Season Is Here, Front-Row Ocean Views
Annie’s Surf Shack, an oceanfront escape 30 feet from the Pacific! A/C, stunning sunsets, fast Wi-Fi, free parking, and no resort fees. Relax on your lanai, walk to beaches, shops, and dining, or explore West Maui with ease. Short-term rentals are legal in Maui for the foreseeable future. Annie’s Surf Shack remains fully licensed, compliant, and ready to share the aloha. Super clean, ideally located. No check-ins on major holidays. To learn more about us, search for Annie’s Surf Shack Maui.

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 Beachfront A/C & on Sandy Swimmable Beach
Zoned "Hotel/Resort" so no need to worry about our zoning. 8th floor unit on a sandy swimmable beach with A/C. Perfect location for watching the beautiful sunsets, see our resident sea turtles and an excellent place for spotting whales during the whale migration season. Beach towels, boogie boards, 4 beach chairs, cooler and much more... Kiddie pool, family pool, pickle ball courts, tennis courts, 2 gyms. Washer/dryer inside the unit. Fully stocked kitchen. Pak n play & highchair.

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.

Hokulani 712 at Honua Kai ~Ocean View XL-1 Bedroom
Welcome to your dream Maui vacation rental condo! Hokulani 712 at Honua Kai Resort offers the perfect retreat for those seeking a relaxing and luxurious getaway. This oversized one-bedroom condo sleeps 2 adults and boasts gorgeous ocean views from the large lanai! Located on the top floor (7th floor) of the south side of the Hokulani tower, this unit features a large 235 sq ft lanai with spectacular views of the ocean and the island of Lana'i in the background.

Stall #4 Safe place to sleep in your vehicle
Discover the perfect haven for budget travelers looking for a secure and comfortable place to rest! Our offering is ideal for those parking and sleeping in their cars or RV rentals, and it comes without the extra cost of a room. Enjoy the convenience of an outhouse and hot showers available during business hours, ensuring you feel refreshed and rejuvenated. Experience peace of mind with our fully fenced yard, designed for your privacy and security.

Top 1% Home with King Bed + Steps to Beach & Shops
Fully remodeled top-floor condo in one of South Maui’s most loved complexes! Enjoy sunsets and peekaboo ocean views from your private lanai, stroll to beautiful beaches, shops, and restaurants, then relax in the pools and hot tubs. Every detail has been thoughtfully updated, and we mean everything. Whether you're here to unwind or explore, Makana Condo is your perfect island home away from home.

Whale Watching from our lanai season- Dec till May
Our beautiful ocean front one bedroom condo with direct ocean views is the perfect place to relax and enjoy an amazing Hawaiian experience! You'll be just steps away from our beautiful beach, where you can snorkel, swim, or rent a standup board or kayak. Our lanai is perfect for whale and turtle watching as well as relaxing and taking in the breathtaking beauty of Maui.
Popular amenities for Kaanapali kayak rentals
Holiday House Rentals with a Kayak

Aloha Aku Bamboo2 Suite – A Serene Sea Retreat

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

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 Honu2 Suite – Relax by the Sea in Tranqu
Other holiday rentals with a kayak

Konea 643: Upgraded 2 Bedroom Condo w/ Ocean View

Konea 642~Upgraded Honua Kai Ocean View 2 Bedroom

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

WBH D227 Aloha Lai – Breathtaking Ocean Views

The Whaler Resort 359 ~ Upgraded With Ocean Views

Kaanapali Shores 259~Ocean Views & Hear the Waves

Maui Eldorado B206 ~ Big Corner Unit & Large Lanai

Hokulani 612 at Honua Ka ~Upgraded with Ocean View
When is the best time to visit Kaanapali?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,136 NZD | $1,138 NZD | $895 NZD | $592 NZD | $567 NZD | $684 NZD | $746 NZD | $539 NZD | $616 NZD | $612 NZD | $793 NZD | $959 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 280 holiday rentals in Kaanapali

Nightly prices starting at
Kaanapali holiday rentals start at $284 NZD per night before taxes and fees

Verified guest reviews
Over 1,810 verified reviews to help you choose

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

Holiday rentals with a pool
280 properties feature pools

Rentals with dedicated workspaces
200 properties have a dedicated workspace

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

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

4.9 Average rating
Kaanapali stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Honolulu Holiday rentals
- Oahu Holiday rentals
- Kauai Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikīkī Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kona Holiday rentals
- Kihei Holiday rentals
- North Kona Holiday rentals
- Princeville Holiday rentals
- Hilo Holiday rentals
- Napili-Honokowai Holiday rentals
- Beach house rentals Kaanapali
- Waterfront rentals Kaanapali
- Rentals with an accessible height bed Kaanapali
- Apartment rentals Kaanapali
- Rentals with an EV charger Kaanapali
- Rentals with a patio Kaanapali
- Cottage rentals Kaanapali
- Rentals with a hot tub Kaanapali
- Beachfront rentals Kaanapali
- Serviced apartment rentals Kaanapali
- Rentals with beach access Kaanapali
- Fitness-friendly rentals Kaanapali
- Condo rentals Kaanapali
- Rentals with pools Kaanapali
- House rentals Kaanapali
- Rentals with a washing machine and dryer Kaanapali
- Rentals with a fire pit Kaanapali
- Holiday home rentals Kaanapali
- Luxury rentals Kaanapali
- Pet-friendly rentals Kaanapali
- Family-friendly rentals Kaanapali
- Villa rentals Kaanapali
- Beach condo rentals Kaanapali
- Rentals with a sauna Kaanapali
- Rentals with outdoor seating Kaanapali
- Hotel rooms Kaanapali
- Resort rentals Kaanapali
- Rentals with a kayak Maui County
- Rentals with a kayak Hawaii
- Rentals with a kayak United States
- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Kepuhi Beach
- Honolua Bay
- Kapalua Bay Beach
- Wailea Beach
- Polo Beach
- Hāmoa Beach
- Maui Ocean Center
- Ka'anapali Golf Courses
- Old Lahaina Luau
- Ulua Beach
- Whalers Village
- Big Beach
- Haleakala National Park
- Black Rock Beach
- Maui Vista Condominium
- Maui Sunset
- Peahi
- Kihei Kai Nani
- Kahana Beach
- Maui Arts & Cultural Center




