Vacation rentals with a kayak in Maui

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Top-rated kayak rentals in Maui

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Guest favorite

Condo in Kihei

4.95 out of 5 average rating, 115 reviews

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

Come unwind in this newly remodeled 2BD/2BA condo across from the Charley Young/ Kamaole I beaches. Walking into this soothing space you will be greeted with a gorgeous garden view. Master bedroom has a queen size bed, TV, its own AC unit & en-suite bathroom. 2nd bedroom has large closet & its own AC. Spacious living room, with large screen TV & AC, is suited with a comfortable couch that also turns into a full-size sleeper sofa. Cozy kitchen is equipped with everything you need to cook & enjoy.

Campsite in Wailuku

4.91 out of 5 average rating, 121 reviews

#1 Safe place to sleep in your C-Van or car

We have incorporated our fitness business into our listings. Upon purchasing a personal training package, you will have a free Safe place to park and sleep in your own camper van or car. NO room included in this package! Along with the security of a fully fenced-in yard/ gardenwe offer : Outside Hot Water Shower Outside potty Lounge furniture Wi-Fi in designated area Phone/ Lap Top only charging station AND the use of the swimming pool. Use of kayaks and beach items to 2 or more night stays.

Guest favorite

Condo in Lahaina

4.96 out of 5 average rating, 101 reviews

Beachfront Sands of Kahana Oceanfront withA/C

🌺 Your Hawaiian Paradise Retreat Awaits! Ocean/ Beachfront views at Sands of Kahana w/ Air Conditioning! 🏖️ Escape to NW Maui Ocean/Beachfront Resort with onsite dining. Enjoy spacious 2 bed 2 bath accommodations w/ breathtaking views, stunning sunsets over Molokai & Lanai. Enjoy whale and turtle watching, surfing, and strolls along the sandy beach. Unwind with tropical breezes and libations at the onsite BeachHouse restaurant. Amenities of 2 pools, 2 gyms, Pickleball courts. Book your stay!

Guest favorite

Home in Paia

4.87 out of 5 average rating, 45 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!

Guest favorite

Condo in Kihei

4.93 out of 5 average rating, 14 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 favorite

Condo in Lahaina

5 out of 5 average rating, 124 reviews

Panoramic Views right on a Sandy Swimmable Beach

Zoned "Hotel/Resort" so no need to worry about our zoning. 4th Floor Corner unit on a sandy swimmable beach with A/C. The secondary bedroom also has huge windows, en-suite bath and its own (2nd) lanai. 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.

Guest favorite

Home in Kihei

4.88 out of 5 average rating, 142 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

Condo in Lahaina

4.9 out of 5 average rating, 176 reviews

Book Your Maui Whale-Season Deal!

☆Annie's Surf Shack is NOT in the Lahaina Fire Area. ☆We were not affected by the fire. ☆For savings of up to 25% and no booking fees, along with other great discounts, search for "Annie's Surf Shack Maui" on your web browser. ☆Right on the ocean! Super Clean! Great Location! High-speed WiFi, Free Parking, NO RESORT FEES! ☆ Sorry, no check-in on Thanksgiving Day, Christmas Day, or New Year's Day. You'll have to book and check in on the day before or after the Holiday.

Superhost

Condo in Kaanapali

5 out of 5 average rating, 7 reviews

Konea 501 ~ Rare Direct Ocean Views & Private BBQ

Welcome to Konea 501, where large and luxurious interiors await you alongside breathtaking frontline ocean views! As the top unit of only five 2-bedroom suites at the Honua Kai Resort with direct ocean views and private outdoor kitchens, Konea 501 boasts a premier vantage point in the most sought-after column of two bedroom suites at the entire resort. From the moment you walk through the door, you'll feel like you've stepped into paradise with the stunning panoramic ocean views.

Guest favorite

Condo in Kihei

4.95 out of 5 average rating, 169 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

Condo in Kihei

5 out of 5 average rating, 3 reviews

Maui Sunset Resort B102 - Aloha Tai, Ground floor,

Explore paradise in this oceanfront resort's ground floor 1-bed/2-bath condo, beautifully updated with new furniture. Sleeps 5 with a king bed, queen sleeper, and twin Murphy bed. Family-friendly, full kitchen, AC, in-suite washer/dryer, free WIFI, parking, and flat-screen TV. Enjoy a private covered lanai, pool, tennis, and BBQs. Easy self-check-in, centrally located near shopping and restaurants, with a lovely beach right outside the complex.

Rental unit in Kihei

4.75 out of 5 average rating, 32 reviews

Hale Hai Hai Maui Beach House

Beach house with great 3 island ocean and mountain views. Middle level is for guests with its own entrance, 3 BRs, one with an ensuite bath, a 2nd bathroom, a very well equipped wet bar, laundry and a small living room. There is also an 4th BR suite that can be added at an additional cost: needed for more than 10 guests. My wife and I live on the top level. Daily rate includes all taxes.