
Holiday rentals with a kayak in Kaanapali
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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

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.

Renovated 2BD/2BA | 3 Min Walk to Beach | A/C
Come unwind in this newly remodeled 2BD/2BA condo next to the world famous Charley Young/ Kamaole beaches. Gorgeous tropical garden view! Master bedroom has a queen size bed, TV, AC & en-suite bathroom. 2nd bedroom has large closet & its own AC. Spacious living room, with large screen TV & AC, comes with a comfortable couch that also turns into a full-size sleeper sofa. Cozy kitchen is equipped with everything you need to cook & enjoy. The complex features a swimming pool, jacuzzi & BBQ grills.

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.

Makena Surf: Maui on the Beach
Welcome to Unit 303 in Building G at the Makena Surf Resort! You will be staying on the third floor in a 2-bedroom, 2-bathroom condo with 1,038 SF of living space overlooking your own resort-private snorkel & swim beach (Chang's & Turtle Town). You simply cannot get closer, or have better access, to private amazing beaches in Maui without staying on a boat.
Popular amenities for Kaanapali kayak rentals
Holiday House Rentals with a Kayak

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

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

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

Konea 312~Highly Upgraded, Light & Bright Condo

Maui Eldorado J207: Frontline Ocean View 2 Bedrooms

Light & Bright with Views: Honua Kai Hokulani 414

Hokulani 509 at Honua Kai ~ Indoor Ocean Views

Maui Eldorado D206~Renovated & Spacious 1Bed/2Bath
When is the best time to visit Kaanapali?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $962 AUD | $963 AUD | $758 AUD | $501 AUD | $480 AUD | $579 AUD | $632 AUD | $456 AUD | $521 AUD | $518 AUD | $671 AUD | $812 AUD |
| 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 $241 AUD 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!
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Kepuhi Beach
- Honolua Bay
- Kapalua Bay Beach
- Wailea Beach
- Polo Beach
- Maui Ocean Center
- Hāmoa Beach
- Ka'anapali Golf Courses
- Old Lahaina Luau
- Ulua Beach
- Black Rock Beach
- Big Beach
- Whalers Village
- Haleakala National Park
- Maui Vista Condominium
- Kahana Beach
- Maui Arts & Cultural Center
- Maui Sunset
- Kihei Kai Nani
- Peahi




