
Holiday rentals with a kayak in Wailea
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Wailea
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Oceanfront Dream 2Bed/2Bath-Mana Kai Maui Resort
Incredible location on Keawakapu Beach, the condo views beach & outer islands & has serene villa-like aesthetic with efficient design combining function and comfort! Enjoy dining on the private lanai or in the well-equipped kitchen w/island! Fine finishes, towels, linens, tasteful furnishings and decor make this the perfect choice! King Bed suite is OPEN to living space. WiFi. Smart tv. FREE Parking, Lounges, BBQs, pool, deli+store, fitness gym office, activity desk, 4 beach chairs+bch towels.

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

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.

Beach house for wind-sports in Pa’ia-North Shore
Fast wi-fi, AC, spacious, charming, Hawaiian beach house, built in 1952. Private beach steps away. A great spot for kite surfing, windsurfing, wing foiling, SUP, or swimming! We are just between Kanaha Beach Park and Camp One/Sprecks. The house has 3 bedrooms with 2 bathrooms all on ground level. This property is organic, free of pesticides & chemicals, with many local fruit trees and a spacious lawn complimenting a private Hawaiian spot by the water. A dream for water sports enthusiast!

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.

Best Beaches! Remodeled End Unit for Luxury and Pr
Relax your days away at a safe, lifeguarded, sandy beach with gentle surf, waters teeming with tropical fish and turtles--where is this slice of paradise? Right across the street from your stylish and spacious 2-bedroom/2-bath condo! No need to load the family in the car: just grab the cooler, beach chairs, umbrella and beach towels (all provided in your unit) and walk to some of the best swimming and snorkeling on Maui! We hope you find our Aloha Kahakai elsewhere for a better ra te!! :-)

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.

Luxury Oceanfront Mana Kai Resort Condo
Plan your ideal Hawaiian escape and book a stay at this 2-bedroom, 2-bath vacation rental located in Mana Kai Maui Resort. Nestled on the shores of Keawakapu Beach, this ocean-front condo provides luxury furnishings, panoramic ocean and pool views throughout it’s interior space, and everything you’ll need for an unforgettable getaway. Spend your days lounging by the pool, snorkeling in the crystal blue waters, teeing off at local golf courses, or perusing The Shops at Wailea!

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!

Paradise at its Best KS5310
Beautiful condo overlooking pool, tropical gardens and ocean! You can’t find a better location! Across the street from one of the most popular beaches on the south side, where whales breach (in whale season) and sea turtles swim along with you. There is a hot tub, large pool, tennis court, on property. Restaurants, golf courses and shopping all surround this great location! Book your reservation! You won’t be disappointed! Sofa bed, makes a group of 3 possible.

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.

Wailea Hoolei 93-3 Luxe Villa w/ Pool & Lanai
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays. Welcome to Ho‘olei 93-3, a lavish 3-bedroom, 3.5-bath villa nestled in the private, gated enclave of Ho‘olei, just a short stroll from world-famous Wailea Beach and the iconic Grand Wailea Resort.
Popular amenities for kayak rentals in Wailea
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 holiday rentals with a kayak

Stall #6 Safe place to sleep in your vehicle

Room 1

Hawaiian owned fully furnished TENT #1

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Stall #5 Safe place to sleep in your vehicle
Quick stats about holiday rentals with a kayak in Wailea
 - Total holiday rentals- Explore 20 holiday rentals in Wailea 
 - Nightly prices starting at- Wailea holiday rentals start at £91 per night before taxes and fees 
 - Verified guest reviews- Over 180 verified reviews to help you choose 
 - Family-friendly holiday rentals- 10 properties offer extra space & child-friendly amenities 
 - Holiday rentals with a pool- 20 properties feature pools 
 - Rentals with dedicated workspaces- 10 properties have a dedicated workspace 
 - Wifi availability- 20 of Wailea holiday rentals include wifi access 
 - Popular amenities for guests- Guests love Kitchen, Wifi and Pool across Wailea rentals 
 - 4.9 Average rating- Wailea stays are highly rated by guests – averaging 4.9 out of 5! 
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Laie
- Honolua Bay
- Sandy Beach
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Hāmoa Beach
- Maui Ocean Center
- Wailea Beach
- Oneloa Beach
- Kaipukaihina
- Puu Olai Beach
- Kapua
- Palauea Beach
- Changs Beach
- Old Lahaina Luau
- Wailau Valley
- Maui Golf & Sports Park
