Holiday rentals with a kayak in Maui County

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.

Molokai Shores Beachfront Beauty

The "Friendly Isle" of Molokai is a hidden gem and a nature-lover's paradise. This condo is located alongside Hawaii’s only barrier reef, and it offers a serene escape. Settle into a Polynesian life-style and experience the birthplace of the Hula. Explore outdoor adventures, from lush hiking trails to majestic waterfalls. At sunset time, meet new friends, BBQ, "talk story" and listen to Hawaiian music. It feels like being on a cruise, with a stop on a forgotten island, where time stood still.

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 The new owners have invested a great amount of money into replacing outdated linens and fixtures with high end items not reflected in photos.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

Check In, Chill Out - Annie’s Surf Shack Awaits!

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.

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!

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

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.

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.

Steps to the Beach! 3 Bedroom!

Bring the whole family to this great place with lots of room for fun. This gorgeous property boasts the largest pool in Kihei! Lots of room to spread out and within walking distance to beaches, parks, shops and restaurants. Everything you need for a memorable experience on Maui!