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Vacation rentals with a kayak in Kaanapali

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Kaanapali

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Guest favorite
A private lanai features a round table surrounded by a light-colored chair. A bottle of champagne and two glasses rest on the table, with flower petals artistically arranged nearby. Lush green grass extends to the beach beyond, complemented by tropical decor in the background.
Home in Kihei
4.98 out of 5 average rating, 42 reviews

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

Top guest favorite
The bedroom features a plank headboard with a spacious bed dressed in soothing seafoam colors. Soft accent pillows adorn the bed, including one that reads 'aloha', while a bedside lamp provides gentle illumination.
Condo in Kihei
4.98 out of 5 average rating, 146 reviews

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.

A small table and two chairs are positioned on a balcony overlooking the ocean. The clear blue water stretches to the horizon, with shadows of clouds reflecting on the surface. Lush greenery and palm trees frame the scene.
Condo in Lahaina
4.89 out of 5 average rating, 183 reviews

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.

Guest favorite
A spacious single-story home is surrounded by lush palm trees and vibrant tropical plants. The well-maintained lawn features a mix of greenery, with the house's exterior displaying a neutral tone under a bright blue sky.
Home in Kihei
4.86 out of 5 average rating, 167 reviews

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.

Guest favorite
Apartment in Lahaina
5 out of 5 average rating, 5 reviews

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

Top guest favorite
Apartment in Wailea
5 out of 5 average rating, 10 reviews

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.

Top guest favorite
A covered outdoor dining area features a glass-top table surrounded by six cushioned chairs, overlooking the ocean. Bright blue plates and a vase with an orchid are set on the table, with expansive sea and sky views visible through large sliding doors.
Condo in Lahaina
5 out of 5 average rating, 139 reviews

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.

Superhost
A well-maintained swimming pool is surrounded by lush tropical landscaping, featuring palm trees and colorful plants. A water slide is visible beside the pool, and a stone pathway leads to a gated entrance, enhancing privacy and access.
Campsite in Wailuku
4.91 out of 5 average rating, 125 reviews

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.

Superhost
A panoramic view displays the tranquil ocean and lush greenery from the sixth floor's private lanai. Sunlight illuminates the vibrant blue water, while palm trees frame the scene, offering a glimpse of tropical beauty and serenity.
Condo in Kaanapali
4.85 out of 5 average rating, 13 reviews

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 guest favorite
A dining table set for four is positioned on the private lanai, surrounded by lush greenery. A bottle of wine sits center stage, accompanied by a plate of fresh fruit and pastries. Bright blue skies provide a serene backdrop.
Condo in Kihei
4.96 out of 5 average rating, 219 reviews

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. 🌴✨

Top guest favorite
A sweeping view of the coastline showcases gently curved sandy beach bordered by lush palms. The turquoise water sparkles under a bright blue sky, while distant mountains are visible along the horizon, creating a serene oceanfront scene.
Condo in Lahaina
4.95 out of 5 average rating, 129 reviews

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.

Guest favorite
A spacious bedroom features a large bed dressed in a light blue quilt, complemented by decorative pillows. Two bedside lamps illuminate the room, while sliding glass doors provide views of the surrounding lush greenery and mountains. A decorative tray with cups and flowers rests on the bed.
Condo in Lahaina
4.88 out of 5 average rating, 139 reviews

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

When is the best time to visit Kaanapali?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ2,494ﺩ.ﺇ2,497ﺩ.ﺇ1,965ﺩ.ﺇ1,300ﺩ.ﺇ1,245ﺩ.ﺇ1,502ﺩ.ﺇ1,638ﺩ.ﺇ1,183ﺩ.ﺇ1,351ﺩ.ﺇ1,344ﺩ.ﺇ1,741ﺩ.ﺇ2,104
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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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