
Holiday houses in Maui County
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Top-rated holiday rentals in Maui County
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Hana Nautilus- Ocean view 3 bed 2 bath family home
SUP 2019/0006 STHA20200001 Hawaii TA Tax:TA-081-974-0672-01 Hawaii GE Tax:GE-081-974-0672-01R Located in Hana, Maui this custom built 3 bedroom 2 bathroom ocean view house is situated on 2.8 acres of agricultural land. The land is abundant with seasonal fruit trees the guests may enjoy when available. The owners are delighted to offer helpful information so you can have a safe and enjoyable experience. Hana offers amazing adventures such as hiking, diving, swimming, surfing and stunning beaches
LocationFamilyBackyard
4.92 out of 5 average rating, 210 reviews
Private Luxurious Cottage
This marvelous accommodation is for the nature-lover who enjoys luxury. It boasts a lovely deck which looks out onto majestic tall trees and lush green foliage with a romantic soaking tub for two. Centered in the room is a custom-made king-size bed fashioned from cherry wood and adorned with luxurious bedding. There is full kitchen and dining area with views for a tranquil place to share a meal. This is true Hawaiian style where you can enjoy comfortable, elegant and laid-back island living.
LocationFamilyBeach
4.99 out of 5 average rating, 169 reviews
Oceanside 2-Bedroom 2-Bath Cottage, Stunning Views
Relax & enjoy stunning ocean & sunset views, Kepuhi Beach, and Kaiaka Rock from this private two-bedroom, two-bathroom, two-story oceanfront cottage with a large covered lanai. This no-smoking cottage is located at the Kepuhi Beach Resort, close to pristine beaches, trails, and an oceanfront pool. The cottage is a peaceful place to work online, explore, or unplug & relax. You will enjoy blue ocean & beach views, colorful sunsets, breezes, tropical birds, waves, and whales in the winter.
FamilyLocationSleep quality
4.95 out of 5 average rating, 128 reviews
Coastal Dream Oceanfront Condo!
Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.
ValueLocationParking
4.98 out of 5 average rating, 125 reviews
Kula Jewel - Pool, Hot Tub & Awesome Views!
Pamela has been hosting two fully permitted listings for the last 12 years with over 1,500 five star reviews. BUT Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "The Jewel is extraordinary! The views are stunning! I’ve stayed in many Air B&Bs. I give her place my highest rating!" Btw, we have not raised our prices. The service fee now shows.
LocationValueWi-Fi
4.93 out of 5 average rating, 422 reviews
Solar Cottage With Privacy & Panoramic Ocean Views
Entabeni Cottage sits above the Road to Hana overlooking the Pacific Ocean on the north shore of Maui, Hawaii. Entabeni Cottage is a fully-equipped, 830 square foot home, powered by the sun and beautifully situated on a gorgeous 6.25 acre tropical flower farm. Enjoy ocean views from your bed, kitchen, lanai (covered deck), & private yard. The Kristiansen's offer guests fresh eggs and vegetables from the garden when ready for harvest. License & Permit: BBHA 2013/0006 and SUP2 2012/0011
FamilyValueBathroom
4.95 out of 5 average rating, 190 reviews
Hana Maui Luxury Elua Cottage
OCEANFRONT SPLENDOUR IN PERFECT HARMONY WITH NATURE This beautiful cottage is set directly on the bluffs of Hana Bay surrounded by beaches and black-lava landscapes. Hana Maui Luxe Elua Cottage is perfectly situated for all kinds of island adventures on the Eastern tip of Maui. The spirit of Old Hawaii lives on in Hana from its long-held traditions to the inspired natural beauty of this idyllic retreat. This cottage has been extensively renovated with updated finishes and furnishings.
FamilyLocationPets
4.95 out of 5 average rating, 130 reviews
Maui Full Oceanfront Paradise
Indulge in the ultimate Maui getaway at our full oceanfront condo. The cozy balcony beckons you to unwind and marvel at the mesmerizing sea life. Sip on your morning coffee, or relish a sunset cocktail while you watch the ocean's playful inhabitants. For those warm tropical nights, rest easy knowing that the condo is equipped with air conditioning to ensure a comfortable night's sleep. The fully stocked kitchen provides all the essentials for cooking up a delightful island feast.
FamilyLocationWalkability
4.97 out of 5 average rating, 107 reviews
Hana Ocean Palms Bungalow STHA2009-003
Hawaii Tax of 18.42% is included in the price. Our beautiful Island Style home in Heavenly Hana Hawaii is three hundred yards to a magical ocean pool and a one mile coastal walk to a magnificent beach. The house is open to nature, is fully screened, has hammocks and an ocean view. It sleeps six comfortably, is equipped with a full kitchen, and has an outdoor shower as well as a nice indoor shower and tub. The property is full of tropical fruits, flowers, bamboo, and palms
ValueFamilyAccuracy
4.81 out of 5 average rating, 246 reviews
Kihei Condo: Steps from Beach & Yummy Eats!
✨ Your Maui Escape Awaits! 🌺 Nestled in the heart of Kihei, our condo is just steps from Kamaole Beach Park—famous for golden sands, calm waters, and stunning sunsets. Stroll to local shops, food trucks, and restaurants, or unwind on your private lanai in true island comfort. With a central location near Haleakalā, the Road to Hana, and Twin Falls (waterfalls), this tranquil retreat is the perfect home base to savor all of Maui’s beauty, flavor, and adventure. 🌴☀️
LocationFamilyWalkability
4.85 out of 5 average rating, 153 reviews
Kalani at Haiku Garden Cottages Farm Sanctuary
Welcome to Haiku Garden Cottages, 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.
ValueLocationAmenities
4.94 out of 5 average rating, 456 reviews
Peaceful and Spacious; North Shore Maui
New, spacious two-bedroom home in Ha'iku, Maui (Permit STPH20200003). With beautiful ocean views and peaceful surroundings, located on the Northshore of Maui, this is the perfect place to stay to explore the Road to Hana, the Northshore, and upcountry Maui. Perfect for two couples or a family, you'll have everything you need to explore the island and a peaceful living area to relax following a day of adventuring.
FamilyValueAccess
4.98 out of 5 average rating, 163 reviewsPopular amenities for Maui County holiday rentals
Other great holiday rentals in Maui County

The Blue Door on Church Street | Vintage One Bedro
ValueFamilyOutdoor spaces
4.92 out of 5 average rating, 292 reviews
Maliko Retreat
FamilyLocationWalkability
4.99 out of 5 average rating, 387 reviews
3BR spacious Condo with Ocean View in top location
FamilyLocationHot tub
4.92 out of 5 average rating, 197 reviews
Romantic Hamoa Bay Bungalow
FamilyLocationQuiet
4.94 out of 5 average rating, 213 reviews
Across Beach! Ground Floor 2 bed 2 bath, sleeps 6
ValueFamilyQuiet
4.89 out of 5 average rating, 285 reviews
Groovy bright condo 2 bed / 2 bath South Kihei
LocationFamilyBathroom
4.93 out of 5 average rating, 206 reviews
Oceanview Cottage away from heat! w/ County Permit
LocationValueCheck-in
4.95 out of 5 average rating, 462 reviews
Sweeping Panoramic Ocean Views - Private Ohana
FamilyValueParking
4.99 out of 5 average rating, 143 reviewsDestinations to explore
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