
Holiday rentals in Maalaea Bay
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Top-rated holiday rentals in Maalaea Bay
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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.

Makani A Kai A5 beachfront, pool, a/c, w/d, 2 sups
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.

Romantic, Luxury Retreat w/Ocean View-Couples Only
Luxury 1 bedroom 2 bath condo which has been fully renovated. Our condo has lovely ocean views as well as views of the lush tropical gardens and the pool. It has a fully stocked gourmet kitchen with high end appliances, assorted spices, coffee and tea. Sunset views from the lanai are stunning. If our condo is not available during the days of your travel, please check availability at our other Wailea Palms condo at https://www.airbnb.com/rooms/1728525 Not suitable for children or infants.

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.

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.

"Dancing Turtle's "Guest Suite"
CHECK-IN WINDOW IS: 3-8PM. GIVE US AN HOUR WINDOW FOR CHECK-IN TIME AT LEAST 1 DAY BEFORE ARRIVAL; we need to adjust our schedule to make sure we can welcome you. We will try to accommodate your arrival time (e.g. later flight) as much as possible. NO EARLY CHECK IN or BAG DROP OFF. You will be in our private. Guest Apt. with fully equipped kitchen. We live upstairs. We are a licensed "B&B" , which is the Maui County destination to operate legally in an “owner occupied residence”.

Sugar Beach Resort Beach / Ocean Front Unit 426
SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom have maple cabinets and elegant granite counter tops. There is a comfortable king size bed, a well-stocked kitchen, central AC, with all new bamboo floors throughout, and a new washer / dryer. The Condo is owned and maintained by Maui residents.

Oceanfront Getaway, Brand New, Steps To Beach
Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.

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.

Adorable Gingerbread House Farm Stay, Makawao
Romantic hideaway! This LEGALLY PERMITTED Farm Stay has the lush beauty and privacy of Hana, without the drive! 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! Comes with a FREE FARM TOUR and/or LABYRINTH WALK with every booking! Permit Number STMP 2015 / 0001 SUP2 2013 / 0013

Stunning ocean view, heated pool at home by Wailea
Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

Lokahi at Haiku Garden Sanctuary
Lokahi is a charming North Shore farm cottage at Haiku Garden Sanctuary. Enjoy coffee on the screened-in lanai, pick seasonal fruit, and settle into the rhythms of island life. The lounge opens to the lanai, leading to a deck with ocean and garden views and an outdoor shower—perfect for relaxing before exploring Haleakalā, the Road to Hana, North Shore beaches, hiking trails, local restaurants, and farmers markets.
Popular amenities for Maalaea Bay holiday rentals
Other great holiday rentals in Maalaea Bay

Oceanfront Ground Floor w/Stunning Sunset Views

*Nani Kai Hale 409* Maui Beachfront with Split A/C

Oceanview: Whales Included! Luxury unit, Beach, AC

Ma'alaea Surf Oceanfront 2 Bedroom Condo on 2nd Fr

Gorgeous Condo in Wailea Ekahi Village!

Luxury condo 20 steps from beach/pool/hot tub #103

Relaxing Upcountry Base for Haleakalā & Beyond

Romantic and Private Cottage and Gazebo for two!
Destinations to explore
- Rentals with a washing machine and dryer Maalaea Bay
- Family-friendly rentals Maalaea Bay
- Rentals with pools Maalaea Bay
- Waterfront rentals Maalaea Bay
- Rentals with a hot tub Maalaea Bay
- Beachfront rentals Maalaea Bay
- Apartment rentals Maalaea Bay
- Rentals with a patio Maalaea Bay
- Rentals with beach access Maalaea Bay
- Rentals with an accessible-height bed Maalaea Bay
- Rentals with a sauna Maalaea Bay
- Flat rentals Maalaea Bay
- Rentals with outdoor seating Maalaea Bay
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Palauea Beach
- Puu Olai Beach
- Changs Beach
- Kaipukaihina
- Polo Beach
- Maui Golf & Sports Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- Kapua
- Wailau Valley
- Mokulau Beach




