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.

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Guest favourite

Home in Kihei

4.86 out of 5 average rating, 14 reviews

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.

Guest favourite

Condo in Kihei

4.98 out of 5 average rating, 120 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.

Guest favourite

Condo in Lahaina

4.9 out of 5 average rating, 181 reviews

Fall Flash Sale – $159/Night in Maui!

Welcome to Annie’s Surf Shack Maui, an oceanfront escape just 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, so you can book your stay with confidence. Annie’s Surf Shack remains fully licensed, compliant, and ready to share the aloha. Super clean, ideally located. No check-ins on major holidays.

Top Guest favourite

Condo in Kaanapali

4.82 out of 5 average rating, 17 reviews

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

Guest favourite

Condo in Kihei

4.89 out of 5 average rating, 19 reviews

Makena Surf: Maui on the Beach

Welcome to Unit 303 in Building G at the Makena Surf Resort! NEW LISTING due to new ownership (Jan 24). The new owners have invested a great amount of money into replacing outdated linens and fixtures with high end items not reflected in photos. You will be staying on the third floor in a 2-bedroom, 2-bathroom condo with 1,038 SF of living space overlooking an incredible hidden snorkel & swim beach (Chang's). You simply cannot get closer, or have better access, to better beaches in Maui.

Guest favourite

Home in Kihei

4.87 out of 5 average rating, 155 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 favourite

Condo in Lahaina

4.94 out of 5 average rating, 103 reviews

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.

Guest favourite

Condo in Lahaina

4.95 out of 5 average rating, 120 reviews

Majestic Ocean Front Views! (HOTEL ZONED Resort)

Our beautiful ocean front one bedroom condo with direct ocean views is the perfect place to relax and enjoy an amazing Hawaiian experience! NOTE: The total amount quoted on the airbnb app includes: the nightly rate, our local housekeepers fee, Hawaii tax, and the airbnb fee. We are literally just a few steps from our beautiful sandy beach, where you can snorkel, swim, or rent a standup board or kayak. Our lanai is perfect for whale watching and relaxing on our comfortable lounges.

Guest favourite

Condo in Lahaina

5 out of 5 average rating, 36 reviews

Papakea Penthouse K-401 2 Bed 2 Bath with A/C

We invite you to experience one of Papakea's finest top floor, end units K-401. (Fun Fact: Papakea means crest of the wave in Hawaiian) This 2 BD 2 BA penthouse unit underwent a complete renovation in 2022. The Papakea facility fee is $25 per day paid by the guest upon check in and a $50 incidental hold that would be released to their card when you check out. The tax is a 17.97% on your nightly room rate and is something the state of Hawaii requires us to collect.

Superhost

Place to stay in Wailuku

4.85 out of 5 average rating, 155 reviews

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 Guest favourite

Condo in Kihei

4.96 out of 5 average rating, 200 reviews

Top 5% Home with King Bed + Steps to Beach & Shops

Wake up in paradise at this fully remodeled top-floor condo just a 5-minute stroll from South Maui’s best beaches, dining, and shops. Designed with modern island style, it offers a bright open layout, a private lanai with peekaboo ocean views, and all the comforts of home — plus pools, hot tubs, and tennis courts right on site. Perfect for couples, solo travelers, or small families looking for the ultimate Kihei escape.

Superhost

Condo in Lahaina

4.87 out of 5 average rating, 135 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!