Vacation rentals with a kayak in Maui

4.95 out of 5 average rating, 130 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.

4.87 out of 5 average rating, 46 reviews

Home in Paia

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!

4.88 out of 5 average rating, 17 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 The new owners have invested a great amount of money into replacing outdated linens and fixtures with high end items not reflected in photos.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.

5 out of 5 average rating, 126 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.

4.88 out of 5 average rating, 146 reviews

Home in Kihei

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.

4.96 out of 5 average rating, 105 reviews

Maui Beachfront Oceanfront Sands of Kahana withA/C

🌺 Ocean/ Beachfront views at Sands of Kahana w/ Air Conditioning! 🏖️ Hurry 7/24-8/20 now available! 🌴 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 Captain Jack's Restaurant. Amenities 2 pools, 2 gyms, and Pickleball.

4.96 out of 5 average rating, 180 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

5 out of 5 average rating, 4 reviews

Whaler 420: Upgraded 1 Bed/1 Bath With Ocean Views

• Stunning 1BR/1BA renovated condo with breathtaking ocean views • Renovated with upgraded kitchen and luxury shower • Cal King bed in the primary bedroom, Queen-size sleeper sofa in the living room • Full-size washer and dryer in the unit for longer stays or active families (rare find!) • Private lanai to enjoy morning coffee and watch whales in the winter • Access to Whaler Resort amenities including fitness center, beachside gas grills, pools, hot tub, and more

Superhost

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.