Family-friendly vacation rentals in Waihee-Waiehu

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.

2B/2B Cottage/Cozy/Central/Private/Historic town

2B/2B cottage, in the heart of Maui, in historic Wailuku town... home of the famous Iao theater and minutes from Iao Valley National Park & the famed "Needle Mountain". Private, fully furnished, and equipped with all amenities needed for a comfortable short-term stay. Easy access to Beaches,Airport & all parts of the island within a 10–30 minute drive. It's great for business travelers doing business in Wailuku, Hikers, Bikers, & true Hawaiiana- seeking tourists. Check out Wailuku First Friday!

Lahaina Studio: Beachfront, Mountain View, Hot Tub

Pineapple Lahaina Studio invites you to experience a tranquil Maui retreat in the heart of Lahaina. Nestled within a quiet rebuilding enclave, our bright, fully‑equipped studio offers modern comforts: king bed, kitchen, AC, and our resort pool and hot tub. Step outside to abundant nature: native trees, flowers, birds, and gentle ocean breezes. A quick drive brings you to vibrant dining, shopping, and the historic Old Lahaina Luau. Ideal for travelers craving peace and access to Maui’s culture.

Oceanfront Kihei Condo Free SUP & Resort Pools!

This beautifully appointed 800 sq ft ground-floor condo features free paddleboard (a $50/day value) just 200 steps from sand. Enjoy resort-style amenities including a sparkling pool, soothing hot tub, kiddie pool, and pickleball courts nearby. Marvel at whale sightings (Dec-Apr) from your lanai or kitesurfing from shore. Stay productive with blazing 500 Mbps fiber WiFi and unlimited AC. We provide beach gear, parking, aon-site laundry. Our prime Kihei location offers the ultimate Maui escape

Makani A Kai A7 modern beachfront, pool, a/c, w/d

Halerentals MAK A7 is a romantic, brand new beachfront condo with huge patio, lawn, and incredible views of the beach, bay, & Haleakala volcano-- centrally located for day trips around the island, and off the beaten tourist path. Cool a/c in every room -- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 2bed/2bath condo- w/ fully stocked kitchen & beach gear. Ideal for swimming, paddle boarding, snorkeling, and surfing-- amazing value for families and couples.

Kula Treat - Upcountry Maui with Hot Tub!

Private, gracious apartment in desirable Upcountry Maui. Great home base for exploring, and a quiet country retreat for relaxing. Restaurants, food trucks and farmers’ markets nearby. Beaches, hiking and zipline within an easy drive. Perfectly located for Haleakalā Natʻl Park and day trips to Hana. A wonderful personal chef lives very close by. Dedicated to reducing single use plastics, we provide reusable water bottles for our guests! Fully permitted: BBMP 2015/0003 E komo mai! (Welcome)

Boutique Suite/Banana Bread, Hot Tub and Sauna

Guest Favorite with singles/ couples/ newlyweds, work stays. Bold color, moody/ tropical vibe- Trade winds invite indoor-outdoor living. Awaken to Sunrise with homemade banana bread, local coffee, and sounds of surf & birds. Check beach conditions from the secluded back yard. Relax in the hot tub and sauna. Close to OGG, Iao Valley, MACC, shopping. Rent a car/ Uber to most attractions - Wailuku town 1 mile. Host on-site allow guests to enjoy their peace and privacy. FAST Internet

Stall #4 Safe place to sleep in your vehicle

Discover the perfect haven for budget travelers looking for a secure and comfortable place to rest! Our offering is ideal for those parking and sleeping in their cars or RV rentals, and it comes without the extra cost of a room. Enjoy the convenience of an outhouse and hot showers available during business hours, ensuring you feel refreshed and rejuvenated. Experience peace of mind with our fully fenced yard, designed for your privacy and security.

Locally-Owned Eco-Friendly Condo on Road to Hāna

Kūʻau on Maui's north shore offers uncrowded access to unique beaches and the best proximity to Mama's Fish House, Pāʻia town, Road to Hāna, Haleakalā National Park, and Kahului airport. Designed with environmentalist principles, every detail has been mindfully chosen. This local family-owned small business proudly supports other local businesses. I welcome people of all backgrounds to connect with the natural environment and cultures of Maui.

Private Napili Nest Near Beach

Tucked away, yet within minutes of Napili Bay, Kapalua resorts, golf, hiking and restaurants, Napili Nest is a private, remodeled and well-appointed end-unit studio with an A/C, balcony, peek-a-boo ocean/garden view and thoughtful guest amenities. Located in a quiet, low-density complex, this place is ideal for up to two guests seeking a peaceful getaway, living among locals. Busy nightlife fans would be happier in other parts of Maui.

1929 Restored 1BR Plantation Home | Walk to Town

Experience authentic Maui at The Blue Door on Church Street, a renovated 1930s plantation home in historic Wailuku. This one-bedroom villa features a King-sized Nectar bed, memory foam sleeper sofa, spa-like bath, and a fully equipped bar area. Enjoy the on-site infrared sauna and walk to cafés, restaurants, and shops. Centrally located near ʻĪao Valley, beaches, and top Maui attractions—your perfect base for adventure and relaxation.

Unit 17 Maui Ohana Modern Studio

Enjoy a cozy stay at this 324 sq ft modern Ohana studio apartment in Maui, featuring a small kitchenette and private bathroom. Large windows offer beautiful views of the West Maui Volcano and the warm Hawaiian breeze. With amenities such as A/C, Wi-Fi, smart TV, and free parking, it's centrally located where the west and east sides of Maui meet, providing easy access to stunning beaches and the airport within a 10-15 minute drive.