Holiday rentals with a kayak in Wailea

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Top-rated rentals with kayak in Wailea

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

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Superhost

Home in Kihei

5 out of 5 average rating, 3 reviews

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

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

Apartment in Kihei

4.98 out of 5 average rating, 127 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

Apartment in Kihei

4.96 out of 5 average rating, 162 reviews

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.

Top guest favourite

Home in Paia

4.88 out of 5 average rating, 48 reviews

Beach house for wind-sports in Pa’ia-North Shore

Fast wi-fi, private beach. A 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 enthusiasts!

Apartment in Kihei

4.82 out of 5 average rating, 38 reviews

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!! :-)

Guest favourite

Home in Kihei

4.87 out of 5 average rating, 157 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.

Apartment in Wailea

4.85 out of 5 average rating, 26 reviews

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 guest favourite

Apartment in Wailea

4.96 out of 5 average rating, 202 reviews

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!

Superhost

Flat in Wailea

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.

Superhost

Campsite in Wailuku

4.91 out of 5 average rating, 126 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