Cottages in Maui, HI at the best prices

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Maui, HI cottages
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95 Best cottages in Maui, HI

Best family friendly Maui, HI cottage rentals

Among the 95 accommodations in Maui, HI, here are the 4 best family friendly cottage rentals

Maui Beach House - Maui, HI
10 228 reviews

Maui Beach House

bungalow, Waihee-Waiehu
This bungalow is located in Waihee-Waiehu, just a short walk from a surfing beach and a golf course, making it ideal for those seeking a peaceful and active getaway. The property consistently receives excellent ratings for its location, cleanliness, and user experience.
The self-catering accommodation spans 46 square metres and comfortably sleeps 3 guests. The bungalow is equipped with a range of amenities for a comfortable stay, including a kitchen, air conditioning, a garden, a spa, and parking, plus beach gear and a surfboard for exploring the nearby coastline.
Private 2 Bedroom Cottage With Pool - Maui, HI
10 182 reviews

Private 2 Bedroom Cottage With Pool

apartment, Wailea
This charming cottage is located just over a mile from Keawakapu Beach North and two miles from Wailea Beach, offering easy access to the beautiful coastline and the vibrant atmosphere of Wailea. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The cottage spans 67 square metres and comfortably accommodates up to four guests in its two bedrooms. Guests can enjoy a range of amenities, including a fully equipped kitchen, a private garden, a swimming pool, and concierge services.
Kihei - Tropical Cottage Across From The Beach - Permit # Stkm 2015/0003 - Maui, HI
10 55 reviews

Kihei - Tropical Cottage Across From The Beach - Permit # Stkm 2015/0003

cottage, Kihei
This charming two-bedroom cottage is located in Kihei, just a 15-minute walk from Maalaea Bay Beaches and Kealia Pond National Wildlife Refuge, offering a tranquil escape for families seeking a relaxing beach holiday. The cottage has consistently received excellent guest reviews, highlighting its comfortable and welcoming atmosphere.
The 65 square metre property comfortably accommodates up to four guests and features a fully equipped kitchen, a patio for outdoor dining, and a DVD player for entertainment. The cottage also benefits from air conditioning, a garden, and parking, ensuring a comfortable and convenient stay.
Paradise Found:  Spacious, Comfortable, Private Hawaiian Cottage - Maui, HI
10 150 reviews

Paradise Found: Spacious, Comfortable, Private Hawaiian Cottage

cottage, Kaanapali
This Kaanapali holiday home is conveniently located a 1.6km walk from Kahekili Beach Park and a 3.2km stroll from Kaanapali Beach, offering easy access to snorkeling and other beach activities.
The 158 square metre property boasts a spacious layout with two bedrooms (king and twin), two bathrooms, a private heated pool, and a well-equipped kitchen, comfortably accommodating up to four guests.

Best Maui, HI cottages with a garden

Beach Bungalow W/ Cruiser Bikes & Pickleball! - Maui, HI
9.6 19 reviews

Beach Bungalow W/ Cruiser Bikes & Pickleball!

cottage, Kaanapali
This charming three-bedroom bungalow is located just across the street from Kaanapali Beach, one of Maui's most beautiful stretches of sand and waves, and within walking distance of popular restaurants. It has consistently received excellent reviews from previous guests.
The cottage can accommodate up to nine guests and features a sleeping loft for kids and a trundle bed. It offers a range of amenities including a fully equipped kitchen, a private pool, a jacuzzi, and a classic beach cruiser for exploring the area.
Pono Plantation Maui-3 Bedroom Cottage - Maui, HI
9.5 90 reviews

Pono Plantation Maui-3 Bedroom Cottage

apartment, Kaanapali
This charming cottage is located in the International Colony Club, a short walk from Kahikili Beach and the Ka'anapali Ocean Resort, offering a peaceful retreat in a beautiful setting. The property has excellent user, location and cleanliness ratings.
The cottage has three bedrooms and three bathrooms, comfortably accommodating up to seven guests. It features a fully equipped kitchen, a spacious living area, a private garden with a terrace, a swimming pool, and parking for two cars.
Cute Kihei Cottage - Large Outdoor Deck - Maui, HI
10 3 reviews

Cute Kihei Cottage - Large Outdoor Deck

cottage, Kihei
This Kihei cottage, situated in a peaceful Maui south side neighbourhood, offers proximity to Kihei's beaches and renowned shave ice stands, the precise distances of which are unstated in the original description.
The self-contained unit sleeps two, features a private deck with firepit and BBQ, a recently renovated ensuite bathroom, split air conditioning, and shared parking; the property includes a fridge and microwave.
Renovated Plantation Home; Walk Into Wailuku Town! - Maui, HI
9.2 273 reviews

Renovated Plantation Home; Walk Into Wailuku Town!

apartment, Wailuku
This charming cottage is conveniently located in Wailuku, within a short walk of Iao Theater and Kaʻahumanu Church, offering easy access to the town's historical attractions. The property boasts excellent ratings for location, cleanliness, and overall experience.
The self-catering accommodation is ideal for a small group of up to three guests, featuring a comfortable bedroom and bathroom. The cottage comes equipped with a kitchen, air conditioning, a balcony, a garden, and a spa, providing a relaxing and enjoyable stay.

Frequently Asked Questions about cottages in Maui, HI

  • What are the top must-see attractions in Maui, Hawaii?

    Maui offers a plethora of incredible sights. Road to Hana is a classic, winding through lush rainforests and past stunning waterfalls like Waimoku Falls in Haleakala National Park. Haleakala itself is a must-see, for either sunrise or sunset views from its volcanic crater. Then there's the beaches; Kaanapali Beach is known for its calm waters and sunsets, while Wailea Beach boasts luxurious resorts and soft sand. For something different, explore the underwater world at Molokini Crater, a partially submerged volcanic crater teeming with marine life.
  • What are the best cottage rentals in Maui, HI?

  • How to spend a 5-day holiday in Maui, Hawaii?

    A five-day trip allows for a good balance. Day 1: Arrive and relax on Kaanapali Beach, enjoying the sunset. Day 2: Drive the Road to Hana, stopping at waterfalls and scenic overlooks. Day 3: Explore Haleakala National Park, perhaps hiking to Waimoku Falls or enjoying a sunrise/sunset from the crater. Day 4: Snorkel or scuba dive at Molokini Crater. Day 5: Relax on another beach like Wailea or explore Lahaina town, browsing its shops and art galleries.
  • What are the best cottage rentals with a pool in Maui, HI?

  • Is Maui, Hawaii a good destination to rent a cottage?

    Yes, Maui offers many vacation rental cottages, especially in areas like West Maui and Upcountry Maui. These provide a more homey and private experience compared to hotels. Many are located near beaches or offer stunning views. However, availability and prices vary depending on the season and location, so booking in advance is recommended.
  • What are the best cottage rentals with a jacuzzi in Maui, HI?

  • What weather, wildlife, or natural hazards might affect travelers in Maui, Hawaii?

    Maui's weather is generally tropical, with warm temperatures year-round. However, be prepared for rain showers, especially in the Upcountry and Hana areas. Wildlife encounters are mostly limited to birds and marine life. Natural hazards include strong sun, so sunscreen and hats are essential. Also, be aware of ocean currents and riptides when swimming, and heed any warnings posted by lifeguards. Haleakala National Park can experience significant temperature changes, so pack layers.
  • What are the best cottage rentals for families and kids in Maui, HI?

  • Is Maui, Hawaii pedestrian and cyclist-friendly?

    Maui is more car-dependent than some other islands. While some areas, particularly resort areas, have sidewalks and bike paths, many roads lack pedestrian infrastructure, especially along the Road to Hana. Cycling can be challenging due to the hilly terrain and narrow roads, especially outside of dedicated bike paths. Always exercise caution when walking or cycling.
  • What are the best pet friendly cottage rentals in Maui, HI?

  • Are there any unusual or hidden places to explore in Maui, Hawaii?

    Beyond the well-known spots, explore the Pools of Ohe'o (Seven Sacred Pools) in Haleakala National Park (though access can be limited), or hike the Waihee Ridge Trail for panoramic views. The Nakalele Blowhole on the west side is a powerful natural wonder. These spots offer a different side of Maui, but remember to prioritize safety and respect the environment.
  • What are the best cottage rentals with parking in Maui, HI?

  • What are some of the best cultural experiences that allow you to meet locals in Maui, Hawaii?

    Attending a luau offers a taste of Hawaiian music, dance, and food, often with opportunities to interact with performers. Farmers' markets, like the Kula Country Farms, allow for interactions with local farmers and producers. Consider taking a lei-making workshop or a traditional Hawaiian cooking class for a more immersive cultural experience. These activities offer chances to connect with the local community.
  • What are the best authentic dishes to taste in Maui, Hawaii?

    Try poke (marinated raw fish), kalua pig (slow-cooked pork), laulau (meat and vegetables wrapped in taro leaves), and haupia (coconut pudding). Many restaurants offer fresh seafood dishes showcasing local catches. Exploring local eateries and food trucks provides a chance to taste diverse flavors and support local businesses.
  • Are there any recommended items to pack for a stay in Maui, Hawaii?

    Pack light clothing, swimwear, sunscreen, a hat, sunglasses, and insect repellent. Bring comfortable walking shoes for hiking and exploring. If you plan on hiking in Haleakala National Park, pack layers as temperatures can drop significantly. A reusable water bottle is essential to stay hydrated, especially during outdoor activities. Don't forget a waterproof bag for electronics and valuables.

Nearby regions

Best Maui, HI cottage rentals with jacuzzi

Among the 95 accommodations in Maui, HI, here are the 1 best cottage rentals with a jacuzzi

Hawaiian Cottage And Personal Paradise /Bbkm 2013/0004 - Maui, HI
10 206 reviews

Hawaiian Cottage And Personal Paradise /Bbkm 2013/0004

cottage, Wailea
This Hawaiian plantation-style cottage is located in Wailea, just minutes from the luxury resorts of The Four Seasons, Maui Wailea, and The Grand Wailea on Maui's South Shore. It is rated as excellent by previous guests and offers a tranquil setting for a relaxing getaway.
The property spans 65 square metres and comfortably accommodates four guests in two bedrooms and three bathrooms. It features a private pool lagoon, hot tub, Tiki bar, expansive tropical gardens, and a range of amenities including air conditioning, a fully equipped kitchen, a washer/dryer, and complimentary WiFi and cable TV.

Best pet friendly Maui, HI cottage rentals

Among the 95 accommodations in Maui, HI, here are the 1 best pet friendly cottage rentals

Remodeled 2br Cottage W Ac Pool Near Beach- Icc 20 - Maui, HI
9.6 238 reviews

Remodeled 2br Cottage W Ac Pool Near Beach- Icc 20

apartment, Kaanapali
This apartment is situated in Kaanapali, less than 2 kilometres from Kahekili Beach and Kaanapali Beach, and 2.4 kilometres from Whalers Village. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This two-bedroom dwelling provides spacious accommodation for families or groups of friends. Guests can enjoy a range of amenities, including a swimming pool, spa, restaurant, bar, and a garden with barbecue facilities.
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