Holiday rentals with breakfast in Kaanapali

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.

Relaxing Upcountry Base for Haleakalā & Beyond

Unlike any other stay! The Romantic Rose Room of our historic Inn is a cozy retreat beneath Maui’s largest Norfolk pine. Guests come here to exhale, reconnect and feel the quiet healing of the land. Enjoy the gardens then head out for adventures to beaches, Haleakala or Hana-creating lasting memories along the way. Beach gear & stadium blankets (for Haleakala) are provided along with"brekky baskets" to start your day. I look forward to sharing this special soulful space with you. BBMPT20200001.

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.

Luxury condo 20 steps from beach/pool/hot tub #103

Aloha, and welcome to Sugar Beach Resort, Unit 103! This fully renovated (2023) ground-floor condo offers a high-end, fully stocked kitchen, easy walk-out access, and is just steps from Sugar Beach. Enjoy a heated pool, jacuzzi, and dry sauna after a day in the sun. Beach chairs and towels are provided for easy, stress-free beach days. Sugar Beach Resort is centrally located — just 15 minutes to OGG, Costco, Target, Whole Foods, and Walmart, and 30 minutes to Lahaina, Paia, or upcountry.

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

Maui's Best Rental Condo! See whales and turtles!

Aloha and Mahalo for visiting our condo. The Maalaea community is Maui's best kept secret AND features the ONLY boat harbor on Maui. Our 2nd floor oceanfront condo has been completely updated and modernized for your enjoyment. Right on Maalaea Bay, where whales entertain you (in season) and turtles frolic in the water and visit the beach, our condo will not disappoint you! Upon opening the door you will be greeted with an amazing view of the ocean and beautiful airy tradewinds.

Premium Ocean View Studio - 418

Aloha! Enjoy beautiful views of the Pacific Ocean from this studio. Unit is one large space and features a fully equipped kitchen. Located on the beautiful Kaanapali Beach, steps away from 3 first class restaurants and the Whaler's Village Shopping Center. Centrally located, you can traverse the entire Kaanapali Beach on the paved beach walk, or spend a relaxing afternoon by our Koi Pond. We look forward to sharing our home with you. Welina Mai I Ka Paradaiso! (Welcome to Paradise)

The Westin Kā‘anapali Ocean Resort North-Studio

Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour operators on the island. All tickets for activities arranged through the Concierge will be available at the Concierge desk when you arrive. Step outside your villa retreat and embrace a welcoming abundance of amenities at every turn.

Kalani at Haiku Garden Cottages Farm Sanctuary

Welcome to Haiku Garden Cottages Farm Sanctuary, a licensed Farmstay and B&B on Maui’s North Shore (Permit #BBPH2017/0002). Kalani is a charming cottage where you can sip coffee on the lanai, wander garden paths, harvest seasonal fruit, and settle into island rhythms. Enjoy ocean and garden views, a private outdoor shower, and relaxed indoor-outdoor living—just minutes from Haleakalā, the Road to Hāna, beaches, hiking trails, restaurants, and farmers markets.

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.

Hawaiian owned Mystical Studio

Older plantation style setting home offered as part of our fitness package . You will have the use of this unit for FREE. However, you DO NOT have to workout if you choose not too. Make some memories ! That's is all we want for our guest whom has an option to be at this unique and family-friendly place...

Mahana 507 OceanFront Condo-1 BR,1 Bath,Central AC

YOU WILL BE STUNNED BY THE VIEW WHEN YOU WALK INTO THIS OCEANFRONT AND BEACHFRONT CONDO. This condo is located on Kaanapali Beach. We are on the 5th floor (Mahana 507), which we consider the perfect height for watching whales and experiencing the stunning year round sunsets.