Holiday rentals with breakfast near Kaanapali Beach

Top guest favourite

Guest favourite

Upcountry Alpaca, Llama, and Rabbit working farm

Experience Maui's first working fiber farm, home to Alpacas, Llamas, and Angora rabbits. Sitting at 3300 ft above sea level, Cottontail Farm enjoys perfect weather days and crisp, cool nights. The cooler temperatures are perfect for our wool producing animals that graze just outside your cottage in the back yard. Our alpacas and llamas are quiet observers but also provide plenty of entertainment of their own. Our group of Angora rabbits can be seen out the window hopping around their enclosures.

Top guest favourite

Guest favourite

Snorkel with sea turtles! Ocean Front & Pool!

We invite you to relax in the private and peaceful Honokeana Cove with breathtaking views of the Pacific Ocean. You will be very impressed with this direct oceanfront, luxury, vaulted-ceiling townhome with gorgeous views of the ocean and the island of Molokai featuring two master suites (1 lofted on the mezzanine level)! You will feel right at home with everything you need or want with this superior, fully loaded townhome with two very large luxury bedrooms each offering a comfortable king-si

Top guest favourite

Guest favourite

Ke Kīhāpai Bed and Breakfast

Ke Kīhāpai translates to "small farm" and sits on the slopes of Haleakalā mountain. Panoramic views of the West Maui Mountains below and the top of Haleakalā, a 25 minute drive to the entrance of Haleakalā National Park. At night, witness a galaxy of stars. Ke Kīhāpai is listed as a permitted B & B. Breakfast foods will be provided by the host. We are a local Hawaiian family, born and raised in the islands and steeped in the knowledge of our culture. We love to share what makes Maui so special.

Perfect affordable vacation condo with ocean front

Please come to Maui! The tragic losses in Lahaina left the community devastated and forever changed. Despite the tragic loss, the locals on Maui still need your support. Local restaurants and business are open. Please come support the local community Your tropical oasis awaits! Beautiful views, centrally located. Within minutes from incredible beaches, world class golf courses, unique shopping and restaurants. Or just relax on your private lanai, or go to the pool or the beach! Come and enjoy!

Stylish New South Kihei Beach Side Vistas

Upscale remodeled 1BR retreat with designer furnishings, located directly across from Kamaole Beach. Relax on the spacious lanai with your morning coffee. Enjoy resort amenities including tennis courts, pool, hot tub, and BBQ grills. We provide everything you need for the perfect beach day, including towels, chairs, umbrellas, and a cooler. A fully equipped kitchen, ensuite washer and dryer, and thoughtful luxury touches await. Complimentary coffee, laundry detergent, and signature pillow bar

Kaanapali 2Bdr OceanFrt Resort! Christmas/NewYear

2Bdr 2Bth Sleep 6 Ocean Front Resort. This is a Timeshare Resort! Short term Rental Fully Approved! Full Equipped Kitchen Oven microwave W/D in unit Sleeps 6 littles are not counted;) Amazing Views of the Beach! Famous Capt Jacks is our on site Restaurant/Bar! We Love our pickleball court /Tennis and Basketball too! Small Putt Putt for littles Planned activities, Great pool /hot tub Oceanfront with a Separate kiddie pool too;) Grab your Snorkel and see some Turtles and lots of Coral!

Kahana Manor 4BR/4BA-KM305/408

Gather with family and friends and unwind in this beautifully renovated Kahana Manor retreat. Two separate condos—each with 2 bedrooms, 2 bathrooms, and a queen sofa sleeper—offer the ideal mix of space and privacy. Located across from the ocean, near shops and dining, and minutes from Kaʻanapali’s luxury shopping, golf, and island adventures. Each bright, breezy condo features ~1,000 sq ft, assigned parking, and elevator access to the 3rd and 4th floors. Hosted by an experienced Superhost.

Xmas 2026 Marriott Maui Ocean Club For 4 Kaanapali

🌴 DEC 20-27, 2026—7 NIGHTS 🌴 Sleeps 4. One bdrm; two beds. Two baths. Enjoy the holidays at the popular Marriott Maui Ocean Club resort on sandy Ka'anapali Beach with golden sunsets. Seven nights in an oceanview suite: spacious master bedroom with a king bed; living room has a queen sofabed; twin rollaway bed available. Kitchenette & two private lanais. Molokai Tower; High Floor requested 3 pools/4 hot tubs Fitness center Full resort service Guaranteed dates 12/20 to 12/27/2026

50% Off! 3BR Bed & Breakfast Steps from Beach w AC

Surf Shack Properties welcomes you to <b>Maui Beach House Bed & Breakfast<b> where you can enjoy <b>All 3 Private Ensuite Bedrooms<b> each with access through the shared public lobby-lounge, located at a private estate directly across from the beach on Lower Honoapi’ilani Road in the <b>Kahana/Napili area of West Maui!</b> ✔ Ocean Views & Gorgeous Sunsets ✔ <b>FREE Breakfast</b> ✔ <b>Beach Access</b> ✔ Solar Powered, Green, Eco-friendly Property ✔ <b>Free</b> Parking ✔ No Resort Fees

Westin Ka'anapali Nanea, 2 bdrm Villa Avail 2025

We have 2 - 2 bedroom Villas available for 1 week each; The Westin Ka'anapali North, an Ocean Front unit, and also the new neighboring Westin Nanea. These amazing resorts are located right on the beach. The units are NOT fixed and vary per resort availability. Requests can be made for view/floor preference. Short notice booking (< 8 months) can be challenging. Best odds are to reserve 8-12 months out. For more resort specific details, please go to the resort websites directly.

Hale Aku Bed and Breakfast

Special seasonal rate. Nice, clean and cozy 1 bedroom, 1 bathroom 500 sq. ft. o`hana in a golf course community in the beautiful upcountry area of Maui. It is close to shopping, a country club with dining, and a community center with a swimming pool. You can visit many of Maui`s beautiful beaches with a 15 to 30 minute drive. The o`hana has a fully equipped kitchen for you to prepare your meals. The Maui county bed and breakfast permit # is BBMP20180001.

Grdn View steps from beach, dining, shopping 314

Garden View Studio featuring a king size bed, fully equipped kitchen, dining area and private balcony. The unit is over 500 square feet and has all the amenities needed for your vacation in paradise. The spacious unit is conveniently located steps from Ka'anapali Beach and steps from Whaler's Village, featuring dining, shopping and entertainment. Enjoy the cliff jumping at Black Rock, which is just a five minute stroll along the beach.