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@Wailea - 4 Bedroom - bunk room w/office sleeps 8!

1400 sq ft² first-floor condo w/ garden view from private lanai 4th bedroom is a bunk room for kids / teenagers only • Fully equipped/stocked kitchen • 2 hot tubs & 2 pools • Very safe neighborhood • Keyless entry • Onsite, secured parking for 2 cars • Onsite washer + dryer • 4 A/C units • 10 min walk to Shops of Wailea Wailea is an upscale area in Maui with better landscaping and less of that busy tourist feel. It's where we prefer to be while on Maui. You can feel the difference in Wailea.

40% off monthly stay! 4 Bed Family Home (Kihei)

4 BEDROOMS, 2 FULL BATHROOMS - FULLY REMODELED HOME Located in central Kihei just two blocks from the beach, Starbucks, golf courses, Kalama park, restaurants, movie theater, food trucks, entertainment, Foodland, etc. This property is secured and fully fenced. The common area consists of a driveway, garden and 2 outdoor showers. A/C in all rooms + private outdoor BBQ and laundry. You will be staying in the main house of the property and will have your private parking spot with EV charger.

Private 4BR – Family Comfort & Local Aloha Vibes

Your Maui Getaway Awaits! Stay in Our Exclusive Maui Retreat — just minutes from beaches, dining, and shops. - Sleep On Maui House – 3 Bed/2 Bath - Sleep On Maui Cottage – 1 Bed/1 Bath Honeymoon Suite with private Jacuzzi Plenty of room for everyone — bring the kids, grandparents, or friends! Enjoy our outdoor hot tub, BBQ area, and tropical garden space. Only 15 minutes from the airport and Wailea! Message us with any questions or book your Maui family escape today — paradise is waiting.

Newly Remodeled Cottage

Welcome to our newly remodeled Plantation stand-alone Cottage! This home is just a short 5-minute walk to Kahekili beach and park. Surrounded by lush and tropical landscapes, our 1764 sq ft vacation home (International Colony Club) offers 4 bedrooms and 2 bathrooms of comfortable accommodations with 2 King size beds, and 2 Queen size beds. The fully equipped kitchen, spacious dining area and living room are open plan with a comfortable split air conditioner. Place with lots of room for fun.

Luxury Ocean View 4 Bedroom Penthouse

This corner penthouse has views of Molokini, Haleakala, and Lanai. Watch the sunset or moon rise from the 3rd story lanai. 1550 sq feet provides room to spread out or come together at the table which seats 8. A five-minute walk to Kam One or Secret Beach. Watch the surfers from your bedroom. Quiet, residential, but still very close to all the action of Kihei's Triangle District and Cove Park. Stunning hardwood floors, custom upholstery, and quality furnishings throughout.

Quaint 4-bedroom in Ha'iku, Maui

Bring the whole family to the north shore of Maui and stay in our quaint, plantation-era home! At Kihau Gardens (Maui County STRH Permit #2019/0001 and Hawai'i State TAT #T-036-968-8576) we offer a unique home. On each side of a carport, there are two bedrooms, a living area, a small office space, and one and a half baths. Our home in Ha'iku is the perfect stay for two small families who want to explore the north shore, upcountry, Haleakala crater, and the epic drive to Hana.

Hibiscus Hideaway: 4 bedroom 3 bath condo on Maui

This gorgeous 4 bed 3 bath condo is located at Koa Resort, featuring South Maui's largest pool. There are 3 king beds, and 2 twin beds with a/c throughout. Enjoy cool evening breezes and dining on the 2 lanais in this beautiful tropical retreat. Please be advised that the State GET of 4.16%, TAT of 10.25%, and Maui County TAT of 3% are assessed. These taxes are collected directly through AirBnB and are included in the total amount seen but itemized separately.

Charming Direct Oceanfront North Shore Beach House

This direct oceanfront north shore beach house is hosted by VacaMaui. The home is directly off Sand Piles surf break. It sits on the edge of Waiehu Beach and is the last oceanfront home before Waiehu golf course. It is perfect for a laid back local Maui experience away from the crowds. Go for morning beach walks or sit and watch the surfers. Enjoy the evenings listening to the waves crash against the shoreline. Comprehensive remodel completed in February 2024.

Majestic Villa with Ocean and Sunset Views

Welcome to our 3 bedroom plus loft Kapalua resort Villa. This stunning 2,800 sq ft attached villa has amazing ocean views: watch the sunset from your private lanai every evening! The Villa offers room for a large group or the entire family. Downstairs you’ll find a master bedroom with a King bed and bathroom. Upstairs you’ll find two small guest rooms each with a Queen bed. There is also a large loft with one King and two Queen beds and a bathroom.

4 bed 4 bth Napili Beach House 5 min walk to beach

Napili Hale — A True Kamaʻāina Retreat Shaded by century-old monkey pod trees and held by the same family for five generations, Napili Hale offers a rare glimpse of old Hawaiʻi—easygoing, grounded, and deeply connected to place. Set on a generous 16,000 sq. ft. lot in the heart of Napili, this four-bedroom, four-bath home is just a five-minute walk to the white sands of Napili Bay and its unforgettable sunsets over Lānaʻi and Molokaʻi.

Milo Surf Cottage

4 bedroom, two bathroom, oceanfront cottage, sleeps 7, one rental group at a time. Relax in this charming 2 story house or under the palm trees. Enjoy the surf or nearby swimming beach. Minutes away from world famous Ho'okipa Beach Park. The property has the perfect blend of privacy and seclusion yet within easy walking distance to shops and restaurants in quaint downtown Paia.

2 x 2BR Apts near Kam 1 Beach, Pool, Hot Tub, BBQ

Think booking a single space for your group is the smartest move? Think again. What if the real win is booking two? These two 2-bedroom condos, give your group the best of both worlds: time together and time apart. Why cram into one big unit when two homes under one booking make for a smoother, saner stay?