Holiday rentals with a kayak near Maui

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.

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 The new owners have invested a great amount of money into replacing outdated linens and fixtures with high end items not reflected in photos.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

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.

Majestic Ocean Front Views! (HOTEL ZONED Resort)

Our beautiful ocean front one bedroom condo with direct ocean views is the perfect place to relax and enjoy an amazing Hawaiian experience! NOTE: The total amount quoted on the airbnb app includes: the nightly rate, our local housekeepers fee, Hawaii tax, and the airbnb fee. We are literally just a few steps from our beautiful sandy beach, where you can snorkel, swim, or rent a standup board or kayak. Our lanai is perfect for whale watching and relaxing on our comfortable lounges.

Papakea Penthouse K-401 2 Bed 2 Bath with A/C

We invite you to experience one of Papakea's finest top floor, end units K-401. (Fun Fact: Papakea means crest of the wave in Hawaiian) This 2 BD 2 BA penthouse unit underwent a complete renovation in 2022. The Papakea facility fee is $25 per day paid by the guest upon check in and a $50 incidental hold that would be released to their card when you check out. The tax is a 17.97% on your nightly room rate and is something the state of Hawaii requires us to collect.

Maui Beachfront Oceanfront Sands of Kahana withA/C

🌺 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 Captain Jack's Restaurant. Amenities 2 pools, 2 gyms, and Pickleball.

Luana 3C:Private Villa w/ BBQ & Lanai at Honua Kai

Experience the ultimate island living at Luana Garden Villa 3C, located in Enclave One at the Honua Kai Resort & Spa. This elegant 2,047 sq ft villa is situated on the upper floor of building 3, and comes with a massive 521 sq ft lanai with a private outdoor kitchen overlooking the Enclave One secluded pool area. Featuring a private garage, plus additional parking for a second vehicle & a free EV charger in the garage.

Top 5% Home with King Bed + Steps to Beach & Shops

Top-floor condo just a 5-minute walk from South Maui’s best beaches, restaurants, and shops! Fully remodeled with modern island style, this bright unit features a private lanai with peekaboo ocean views, a king bed, fast Wi-Fi, Smart TV, and all the beach gear you need. With pools, hot tubs, and tennis courts on site, this is your dream Kihei escape - perfect for couples or small families..

Maui May Flash Sell, Stay for $189/Night!

Welcome to Annie’s Surf Shack Maui—your oceanfront escape just 30 feet from the Pacific! Enjoy A/C, stunning sunsets, fast WiFi, free parking, and no resort fees. Relax on your lanai, walk to beaches, shops, and dining, or explore West Maui with ease. Super clean, fully legal, and packed with aloha. No check-ins on Thanksgiving, Christmas, or New Year’s Day—please plan ahead!