
Vacation rentals in Maalaea Bay
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Top-rated vacation 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 !
LocationValueCheckout
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.
FamilyLocationQuiet
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.
ValueFamilyHeating
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.
LocationValueGetting around
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
LocationValueHospitality
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.
FamilyValueCheckout
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.
FamilyLocationQuiet
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
ValueLocationAccuracy
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
ValueFamilyGetting around
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.
ValueFamilyTV
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.
LocationValueCheckout
4.92 out of 5 average rating, 293 reviews
Ocean Front With Ocean View! AC, King Bed, 2 Bath!
E Komo Mai to our remodeled oceanfront unit with stunning ocean view at the Nani Kai Hale. Feel the ocean breeze, listen to the waves, and watch the whales and sunsets from our tranquil, oceanfront condo. From our comfortable lanai seating you have view of the Islands of Molokini, Kahoolawe and Haleakala while enjoying your morning coffee, evening cocktail, or anytime meal. Walk along the beach and experience beautiful sunsets framed by swaying coconut palms.
ValueFamilyCheck-in
4.93 out of 5 average rating, 163 reviewsPopular amenities for Maalaea Bay vacation rentals
Maalaea Bay oceanfront vacation rentals

*Amazing Last Minute Deal* BEACHFRONT*Oceanfront!
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4.88 out of 5 average rating, 198 reviews
Escape to Sugar Beach / Ocean Views
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4.99 out of 5 average rating, 122 reviews
Sugar Beach Renovated 10% Discnt on 7 days Booking
ValueFamilyBathroom
4.9 out of 5 average rating, 125 reviews
Oceanfront Getaway, Brand New, Steps To Beach
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4.93 out of 5 average rating, 167 reviews
Direct Ocean View!
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4.86 out of 5 average rating, 323 reviews
Cozy Beach Condo Ocean & Mountain View’s
ValueFamilyQuiet
4.99 out of 5 average rating, 224 reviews
Oceanfront Maui - 2 King Suites, AC & Lanai
LocationValueAir conditioning
4.99 out of 5 average rating, 110 reviews
Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
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4.99 out of 5 average rating, 233 reviewsMaalaea Bay condo rentals

Cozy Retreat With Ocean Views & Luxury Amenities!
LocationFamilyAccess
4.95 out of 5 average rating, 181 reviews
2BR 2Bath - Oceanfront Remodeled Condo!
ValueLocationParks
4.96 out of 5 average rating, 129 reviews
All New Beachy Chic Remodel, Ocean front with AC
LocationFamilyKitchen
4.95 out of 5 average rating, 134 reviews
Ma'alaea Ocean Front • Whales, Pool & Hot Tub
ValueLocationIndoor spaces
4.95 out of 5 average rating, 203 reviews
Oceanfront Condo on magic Sugar Beach - Ocean View
FamilyLocationView
4.93 out of 5 average rating, 222 reviews
Sugar Beach Resort Beach / Ocean Front Unit 426
FamilyLocationWalkability
5.0 out of 5 average rating, 196 reviews
Oceanfront Mana Kai Penthouse..Heaven meets Earth!
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4.96 out of 5 average rating, 143 reviews
NEW Ocean View 1 Bedroom Condo with Common Hot Tub
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4.95 out of 5 average rating, 155 reviewsOceanfront condo rentals in Maalaea Bay

3BR spacious Condo with Ocean View in top location
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4.92 out of 5 average rating, 197 reviews
Amazing views at Oceanfront Studio
ValueFamilyOutdoor spaces
4.85 out of 5 average rating, 572 reviews
Luxury condo • 180° Ocean Views • Steps to Beach
LocationValueCleanliness
4.99 out of 5 average rating, 280 reviews
“Paradise Views” Menehune Shores, Kihei, Maui
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4.99 out of 5 average rating, 241 reviews
Direct access - Ocean View Sugar Beach Condo
LocationFamilyCheck-in
4.93 out of 5 average rating, 187 reviews
*** Beautiful Oceanfront Maui Condo ***
ValueFamilyLong stay
4.9 out of 5 average rating, 184 reviews
Beach/Oceanfront Property, Sleeps 5, Kihei Maui
ValueFamilyAmenities
4.99 out of 5 average rating, 156 reviews
Across Beach! Ground Floor 2 bed 2 bath, sleeps 6
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4.89 out of 5 average rating, 285 reviewsDestinations to explore
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