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.

Serene Starting Point for Roaming Island Wide

Serene Orchid Wing of this historic Inn is ideal for close friends or family ready to reconnect and roam. With 2 cozy bedrooms and Maui’s largest Norfolk pine, it offers charm, comfort and the character of old Hawai‘i. No interior common area. See floor plan in photo gallery. A perfect base for many island adventures. Provided are: beach gear, stadium blankets (for Haleakala) and a brekky basket, to start your day. May this be a place where connection, joy & island memories unfold. BBMPT20200001

Luxury POOL & OCEAN VIEW Snorkel With Sea Turtles!

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-size

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.

Ocean View Condo w. 2 Lanais & Loft | AC & Pool

Welcome to your island escape at <b>Kaanapali Plantation 18</b>, a peaceful hillside retreat offering sweeping ocean views, tropical breezes, and modern comfort in the heart of West Maui. ✔ Ocean views ✔ Two ocean-facing furnished lanais ✔ Air Conditioning (central AC) ✔ Pool, tennis (also striped for pickleball), & shuffleboard ✔ Spacious 2-bedroom, 2.5-bath home ✔ Two separate TV areas Designed for relaxation, this two-story condo blends open living spaces with island-inspired décor.

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

Westin Kā‘anapali Ocean Resort North - 1 BR

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.

Bright & Breezy Top-floor Corner Condo

This bright top-floor corner condo is filled with natural sunlight and refreshing tropical breezes, creating the ideal setting for a relaxing vacation. Just a few minutes’ walk from the beach, you’ll have your toes in the sand in no time. Unwind by the large sparkling pool, perfect for a lazy afternoon dip or lounging with a good book. Inside, enjoy an airy, open layout designed for comfort. Wake up to warm sunshine, and enjoy meals on your private lanai.

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.

Enjoy Keokea on the slopes of Haleakala

WELCOME TO JEWEL OF KEOKEA MAUI Enjoy bed and breakfast in a tranquil setting on the slopes of Haleakala in upcountry Kula on Maui. Jewel of Keokea is a private contemporary guest-suite on the mountain where a unique experience awaits you. Within walking distance of a sleepy rural outpost, Keokea town is located at an elevation of 2,860 feet above sea level. A perfect place to plan your island adventures.

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.