
Holiday houses in Maalaea Bay
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Top-rated holiday rentals in Maalaea Bay
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Romantic Beachfront Getaway
Your beachfront escape awaits... This is the perfect spot for your romantic getaway! Right on the beach, you'll enjoy days in the sun, romantic meals dining on the private garden lanai with views of the azure Pacific and nights falling asleep in the luxurious canopy bed listening to the ocean waves lapping at the shore. Just 30 steps to the white sand beach and warm Pacific from both the private garden lania and front door! This truly is a magical spot. Newly remodeled and updated with all the amenities (everything is brand new). You'll enjoy luxury accommodations at a fraction of what you would pay elsewhere. Maalaea Bay is perfectly located and central to the entire island so it's easy to get out and explore... Watch the sunrise from high atop the clouds at the 10,000 ft. summit of Haleakala Volcano (about 45 minutes to the summit). Shop the luxury stores of Wailea (about 20 minutes away). If it is snorkeling, fishing or whale watching that interests you, just walk 5 minutes to Maalaea Harbor and jump on one the many different boat tours leaving throughout the day. Craving a little nightlife? Lahaina is only about a 20 minute drive away. I hope you can come and stay to enjoy what I believe to be one of the best spots in Maui. See you soon !
4.81 out of 5 average rating, 460 reviews
Grnd Floor Oceanfront Condo- Great View, A/C,Wi-Fi
The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui destinations. An open layout consisting of 1 bedroom and 1 bath gives an expansive feel to this exquisite unit. Split A/C. Upgrades include: travertine flooring, custom kitchen and bathroom cabinetry, granite counter-tops, new stainless appliances, and stone/glass shower. Meticulously maintained grounds along with a refreshing swimming pool and grilling area from this ground floor unit.
4.95 out of 5 average rating, 108 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.
4.98 out of 5 average rating, 262 reviews
Makani A Kai A5 beachfront, pool, a/c, w/d
Halerentals MAK A5 is a completely renovated beachfront condo, with high end materials throughout. RH furniture, cotton sheets, marble shower, gourmet kitchen, & a/c in every room-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo with fully stocked kitchen, and views of the beach, bay, & Haleakala volcano. King RH sofa bed in living room for up to 4 guests. Ideal for swimming, SUP, snorkeling, and surfing-- amazing value for families and couples.
4.98 out of 5 average rating, 192 reviews
Charming Art Studio on a Scenic Mountain Slope
Kula Jasmine studio is reached by a bridge pathway. The shared barbecue area just steps from your studio offers a place to prep your own meals. We provide reverse osmosis filtered water in the outdoor kitchen sink, so there is no need to buy bottled water. We also provide coffee, tea, oil, vinegar, salt, and pepper. You can either dine on the waterfall deck or the barbecue area while you watch the sunset. With years as AirBnb super hosts, we've got everything you need. Permit # BBMP20160004
4.99 out of 5 average rating, 604 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.
4.98 out of 5 average rating, 126 reviews
Sweeping Panoramic Ocean Views - Private Ohana
Live like a local at the Ocean Blue Ohana - the private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500 feet above sea level, looking at the most glorious views of the neighboring islands, mountains, coastline, and Maui's amazing skyline. To top it off, you are 5 minutes from the Wailea Resorts and beautiful golden sand, crystal clear beaches.
4.99 out of 5 average rating, 143 reviews
Oceanfront Maui Escape for Two | Private Lanai
THERES NO PLACE LIKE MAUI! OCEANFRONT condo greets you with endless ocean views, open floor plan and the feeling you have just arrived in Heaven! Step out onto the private lanai and you are captivated by the soothing sound of the waves, warm sunny breezes and turtles everywhere! You deserve the BEST and this home offers it! Located in a perfect location far from the maddening crowd yet walking distance to restaurants, shopping, nightlife, and sightseeing tours. APN2380140110057000
4.95 out of 5 average rating, 116 reviews
Adorable Gingerbread House Farm Stay, Makawao
This LEGALLY PERMITTED Farm Stay has the lush beauty and privacy,, without the drive to Hana! Only 15-20 minutes to the airport, 10 minutes to beaches, 2 minutes to restaurants and shops...on a private gated property with organic nursery. Seasonal stream in the back yard. Simply BEAUTIFUL! We gave 8.5 acres of diversified farm-fruit, water lilies, 10,000 sq ft greenhouse) Comes with a FREE FARM TOUR and/or LABYRINTH WALK with every booking! Permit Number STMP 2015 / 0001 SUP2 2013 / 0013
4.94 out of 5 average rating, 688 reviews
Maliko Retreat
NOTE: This farm stay is not being phased out by County regulations. Many oceanfront condominiums are currently under threat of a phase-out. Farm stays are a "Permissible Use" on agricultural bona fide farms by State of Hawai'i law. Be assured your reservation here will be safe from government interference. This eclectic antique Hawaiian cottage is perched atop a scenic jungle gorge with breathtaking views in every direction. Open and breezy; attention to detail shines from every facet.
4.99 out of 5 average rating, 387 reviews
The Blue Door on Church Street | Vintage One Bedro
Stay in a restored 1929 plantation-style retreat at The Blue Door on Church Street in historic Wailuku. This private one-bedroom space features a king Helix bed, queen memory foam sleeper sofa, high ceilings, original wood details, kitchenette, rainfall shower, soaking tub, AC, fast WiFi, Smart TV, parking, and access to a shared infrared sauna. Walk to cafés, restaurants, shops, yoga, and the ʻĪao Theater, or drive minutes to ʻĪao Valley, beaches, hikes, and Maui adventures.
4.92 out of 5 average rating, 293 reviews
The Beach Hale
We are new to the vacation rentals and we are excited to host you at our 1 bedroom, 1 bath newly remodeled ocean front condo with spectacular panoramic ocean views. Enjoy your morning coffee with sunrise over Haleakala Crater. Green sea turtles rest almost every night on the beach in front of the condo. In winter months enjoy the breaching of the whales right in front of your eyes while enjoying your favorite beverage from the lanai (balcony).
4.95 out of 5 average rating, 110 reviewsPopular amenities for Maalaea Bay holiday rentals
Other great holiday rentals in Maalaea Bay

Oceanfront Getaway, Brand New, Steps To Beach
4.93 out of 5 average rating, 167 reviews
Ocean Front With Ocean View! AC, King Bed, 2 Bath!
4.93 out of 5 average rating, 163 reviews
*Amazing Last Minute Deal* BEACHFRONT*Oceanfront!
4.88 out of 5 average rating, 198 reviews
Oceanfront Condo on magic Sugar Beach - Ocean View
4.93 out of 5 average rating, 222 reviews
Ocean Front Property King bed, AC, pool, hot tub
4.9 out of 5 average rating, 82 reviews
Direct Oceanfront Condo Sugar Beach Resort Kihei
5.0 out of 5 average rating, 23 reviews
Serene and Peaceful with Heated Pool
4.88 out of 5 average rating, 42 reviews
Chasing Life On Maui - AC, Pool, Hot Tub
4.96 out of 5 average rating, 24 reviewsDestinations to explore
- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Maui Vista Condominium
- Wailea Beach
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Black Rock Beach
- Big Beach
- Black Sand Beach
- Haleakala National Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- KOA Resort
- Kihei Kai Nani
- Aston Mahana at Kaanapali
- Kamaole Beach Park II
- Maui Ocean Center
- Maui Arts & Cultural Center
- PacWhale Eco-Adventures
- Hāmoa Beach
- Kahana Beach





