
Vacation rentals with a kayak in Kaanapali
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Top-rated kayak rentals in Kaanapali
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Aloha Aku Bamboo Suite – Discover Beachfront Seren
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. But is still centrally placed in Kihei nearly all of the amenities you might desire. BBKM 2013/0002

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.

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 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.

Stall #1 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.

Konea 642~Upgraded Honua Kai Ocean View 2 Bedroom
Discover your perfect Maui retreat at Konea 642, a beautifully remodeled two-bedroom, two-bathroom condo on the sixth floor of Honua Kai Resort. This luxurious unit offers complete privacy, stunning ocean views, and all the upgrades to make your stay comfortable and memorable. The condo features brand-new window coverings, upgraded living room furniture, and fresh paint, creating a bright and welcoming space to relax after a day of exploring Maui.

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 stunning sunsets and peekaboo ocean views from your private lanai. Stroll to beautiful beaches, shops, and restaurants, then unwind in the resort-style pools and hot tubs. Every detail has been thoughtfully updated for comfort and style. Whether you're here to relax, explore Maui, or do a bit of both, Makana Condo is the 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.

Beautiful Views~
Hale Aloha is located in The Maui Kaanapali Villas located on the 5th floor unit 507. Hale Aloha boost beautiful Ocean/Molokai views blended with the West Maui Mountains. Our beach is a true "Hidden Gem" for swimming, snorkeling or relaxing on a sandy beach. Enjoy 2 swimming pools , on site restaurant and close to local shopping and activities. We welcome You!
Popular amenities for Kaanapali kayak rentals
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 vacation rentals with a kayak

Hokulani 306 at Honua Kai ~ Upgraded & Ocean Views

Eldorado B200~Large Corner Unit With Ocean Views

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

Konea 312~Highly Upgraded, Light & Bright Condo

The Whaler Resort 359 ~ Upgraded With Ocean Views

Kaanapali Shores 259~Ocean Views & Hear the Waves

Maui Eldorado B206~Big Corner Unit & Large Lanai

Maui Eldorado J207: Frontline Ocean View 2 Bedrooms
When is the best time to visit Kaanapali?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ2,494 | ﺩ.ﺇ2,497 | ﺩ.ﺇ1,965 | ﺩ.ﺇ1,300 | ﺩ.ﺇ1,245 | ﺩ.ﺇ1,502 | ﺩ.ﺇ1,638 | ﺩ.ﺇ1,183 | ﺩ.ﺇ1,351 | ﺩ.ﺇ1,344 | ﺩ.ﺇ1,741 | ﺩ.ﺇ2,104 |
| 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 vacation rentals with a kayak in Kaanapali

Total vacation rentals
Explore 280 vacation rentals in Kaanapali

Nightly prices starting at
Kaanapali vacation rentals start at ﺩ.ﺇ624 per night before taxes and fees

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

Family-friendly vacation rentals
200 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
280 properties feature pools

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wi-Fi availability
280 of Kaanapali vacation 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
- Polo Beach
- Kapalua Bay Beach
- Wailea Beach
- Maui Ocean Center
- Ka'anapali Golf Courses
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- Ulua Beach
- Black Rock Beach
- Big Beach
- Maui Vista Condominium
- Whalers Village
- Peahi
- Haleakala National Park
- Maui Arts & Cultural Center
- Black Sand Beach
- Maui Sunset
- Kihei Kai Nani




