
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.

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.

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 The new owners have invested a great amount of money into replacing outdated linens and fixtures with high end items not reflected in photos.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.

Massive November Flash Sale, Book Now!
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.

Maui Beachfront Oceanfront Sands of Kahana withA/C
🌺 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.

Top 5% Home with King Bed + Steps to Beach & Shops
Exquisitely remodeled top floor condo in one of the most desirable condo complexes in South Maui. Enjoy sunsets and peekaboo ocean views from your private lanai, walk to some of the finest beaches, shops & restaurants and lounge in the multiple pools & hot tubs on property with this perfect Hawaiian oasis! Everything (and we mean everything) is fully remodeled. From a peaceful island getaway to your next Hawaiian adventure, Makana Condo is ready for your enjoyment!

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 #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.

Luana 3C:Private Villa w/ BBQ & Lanai at Honua Kai
Experience the ultimate island living at Luana Garden Villa 3C, located in Enclave One at the Honua Kai Resort & Spa. This elegant 2,047 sq ft villa is situated on the upper floor of building 3, and comes with a massive 521 sq ft lanai with a private outdoor kitchen overlooking the Enclave One secluded pool area. Featuring a private garage, plus additional parking for a second vehicle & a free EV charger in the garage.

Majestic Views from our little home under the sun!
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 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 vacation rentals with a kayak

Renovated 2BD/2BA | 3 Min Walk to Beach | A/C

Konea 314~Luxuriously Upgraded Furniture & Floors

The Whaler Resort 359 ~ Upgraded With Ocean Views

Stall #1 Safe place to sleep in your vehicle

The Westin Ka’anapali 1 bedroom with full kitchen

Hokulani 612 at Honua Ka ~Upgraded with Ocean View

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 | 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.ﺇ1,135 | ﺩ.ﺇ1,282 | ﺩ.ﺇ1,598 |
| 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 140 vacation rentals in Kaanapali

Nightly prices starting at
Kaanapali vacation rentals start at ﺩ.ﺇ588 per night before taxes and fees

Verified guest reviews
Over 1,620 verified reviews to help you choose

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

Vacation rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
140 of Kaanapali vacation rentals include wi-fi access

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

4.8 Average rating
Kaanapali stays are highly rated by guests—averaging 4.8 out of 5!
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- Maui
- Kaanapali Beach
- Kahului Beach
- Kepuhi Beach
- Lahaina Beach
- Laie
- Honolua Bay
- Sandy Beach
- Spreckelsville Beach
- Kapalua Bay Beach
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