Holiday rentals with breakfast in Kaanapali

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Top-rated Holiday Accommodation with Breakfast in Kaanapali

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Top Guest favourite

Guesthouse in Kula

4.98 out of 5 average rating, 222 reviews

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.

Guest favourite

Guesthouse in Makawao

4.98 out of 5 average rating, 48 reviews

Peaceful Hideaway to Begin All Your Maui Journeys

Hibiscus Hideaway is a private guest room with its own entrance and private lanai, part of the soulful Makawao Inn. This serene space offers calm elegance. Guests come to slow down, savor the healing garden and begin their Maui journeys. A soulful starting point for coast-to-crater discovery and making meaningful memories. Beach gear, stadium blankets (for Haleakala) are provided and a "brekky basket" to start your day. A special place to offer exactly what your heart needs most. BBMPT20200001.

Guest favourite

Condo in Lahaina

4.93 out of 5 average rating, 67 reviews

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!

Apartment in Lahaina

5 out of 5 average rating, 3 reviews

Westin Ka'anapali Nanea, 2 bdrm Villa Avail 2025

For 2025, we have 2 Beautiful 2 bedroom Villas available for 1 week each. One at the Westin Ka'anapali North, an Ocean Front unit, and also the new neighboring Westin Nanea just next door. These amazing resorts are located right on the beach. These dates can be changed but are subject to the resorts availability, which, since this is a timeshare is difficult to find in short notice. Best odds are to reserve 8-12 months in advance. For more details, please go to the resort websites directly.

Guest favourite

Home in Wailuku

4.93 out of 5 average rating, 150 reviews

Gratitude Bed and Breakfast BBWK2022/0001

This is a Bed and BREAKFAST, I provide you with Local fruits for breakfast! We are within walking distance to Wailuku town which has coffee shops, restaurants, boutiques, antique shops and Local Acting Theater. You’ll love my place because of the coziness, the vaulted ceilings, the Trade Winds that blow through the unit. This is a private dwelling. My Gratitude Bed and Breakfast is perfect for couples, solo adventurers, and business travelers. This is a smoke free space.

Superhost

Condo in Lahaina

4.75 out of 5 average rating, 4 reviews

Xmas Wk 2025 Marriott Maui Ocean Club At Kaanapali

🌴 DEC 20-27, 2025—7 NIGHTS 🌴 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. Two full baths; kitchenette & two private lanais. Slps 4 Molokai Tower; High Floor 3 pools/4 hot tubs Fitness center Full resort service Guaranteed dates 12/20 to 12/27/2025

Guest suite in Makawao

4.86 out of 5 average rating, 95 reviews

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.

Top Guest favourite

Guest suite in Kula

5 out of 5 average rating, 48 reviews

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.

Guest favourite

Bungalow in Wailuku

4.97 out of 5 average rating, 76 reviews

Maui Beach House now with optional car add-on

Price includes all taxes and fees. No add-ons except the Airbnb fee. Enjoy peace, quiet & privacy and a big deck and yard. Coded gate and door so no-contact entry. Surfing beach in front, golf course down the road for evening walks. Everything nearby or in easy reach. Stocked with more than you will ever need, right down to a sewing kit! 420 Friendly.

Guest favourite

Farm stay in Haiku-Pauwela

4.95 out of 5 average rating, 406 reviews

Kalani at Haiku Garden Cottages

Welcome to Haiku Garden Cottages, a permitted BnB (Permit#BBPH 2017/0002 SUP2 2016/0011) located in the lush countryside of Maui's North Shore. Surrounded by beautiful beaches, amazing waterfalls, great hikes, and starlit nights, you'll feel like you're staying in a private paradise, while still being able to enjoy the convenience of being close to everything.

Superhost

Condo in Kihei

4.8 out of 5 average rating, 10 reviews

Worldmark Kihei, Maui - 2 BR Condo Near Beach

A family friendly resort, WorldMark Kihei is directly across from lovely Kameole beach and located in south Maui. King in Master, 2 Twin Beds or Queen in second bedroom, and Queen Murphy Bed in living area. Condos have full kitchens and two full bathrooms The resort fee for WiFi is $9.95 per day or $49.95 for 10 days for 3 devices (rates subject to change)

Condo in Lahaina

5 out of 5 average rating, 7 reviews

Romantic Penthouse Condo at Honua Kai Resort & Spa

You've just found your next stay in a private Penthouse level condo at Honua Kai Resort and Spa! Located in the Hokulani tower, Condo #1026 resides on the 10th (top most) floor with majestic mountain views. The vistas in my home are unobstructed and guest see a view of Kaanapali that cannot be seen in other units.