Vacation rentals in McGregor Point

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Top-rated vacation rentals in McGregor Point

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Top guest favorite
The kitchen area features warm wooden cabinetry and sleek granite countertops, accented by pendant lighting. A spacious island with two high stools invites casual dining. Stainless steel appliances are visible, and the open layout allows for a seamless flow into the adjoining living area.
Condo in Maalaea
4.95 out of 5 average rating, 108 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.

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Guest favorite
Home in Wailuku
4.95 out of 5 average rating, 246 reviews

The Blue Door on Church Street | Spacious Two Bedr

Enjoy Haleakalā views from this spacious two-bedroom upstairs retreat at The Blue Door on Church Street, a restored 1930s plantation home in historic Wailuku. Features include a king Helix bed, queen Helix bed, full-size memory foam sleeper sofa, full kitchen, rainfall shower, AC, fast WiFi, Smart TV, parking for two vehicles, and a large private deck with outdoor dining and lounge seating. Walk to local cafés and restaurants, or drive minutes to ʻĪao Valley, beaches, hikes, and Maui attractions

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Top guest favorite
A picturesque view captures a beach at sunset with vibrant orange and purple hues in the sky. Swaying palm trees line the shoreline, where beachgoers can be seen enjoying the golden sand and gently lapping waves. The grassy area near the beach is dotted with lounge chairs.
Condo in Wailea
4.97 out of 5 average rating, 105 reviews

Mana Kai Palms Oceanfront Condo: Keawakapu Beach

Welcome to Mana Kai Palms Our luxurious, newly renovated condominium is located on Keawakapu Beach, named Maui's best for its pristine sand, clear waters, and abundant marine life. The Mana Kai Resort offers a wide range of amenities and with only 100 units, provides a warm, family feel. We are conveniently located minutes from all South Maui has to offer. Hosted by Tracy O'Reilly, a Superhost and #1 rated rental agent on Maui. Do as much as you want or as little as you desire at Mana Kai Palms

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Top guest favorite
The modern kitchen features dark cabinetry and a large marble island with seating. Stainless steel appliances, including a refrigerator and microwave, are visible. A bowl of fresh fruit sits on the island, while natural light illuminates the space through ample windows and overhead pendant lighting.
Condo in Maalaea
4.98 out of 5 average rating, 191 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.

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Top guest favorite
A spacious living area features a light grey sofa and a wooden coffee table positioned on a natural fiber rug. Large glass doors open to a patio with ocean views, while a flat-screen TV sits atop a console. Neutral curtains frame the windows, creating an airy atmosphere.
Condo in Maalaea
4.98 out of 5 average rating, 124 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.

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Top guest favorite
An expansive covered lanai features comfortable seating with plush cushions, accented by a decorative table. String lights adorn the ceiling, and panoramic ocean views showcase a vibrant sunset over palm trees and neighboring properties.
Guest suite in Wailea
4.99 out of 5 average rating, 143 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.

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Guest favorite
Apartment in Maalaea
4.94 out of 5 average rating, 107 reviews

Maalaea Beachfront Resort

Fully renovated 1st level beach front resort steps from the sand. The most centrally located beach front resort on Maui located in peaceful and quiet Maalaea. Wake up and walk miles of uninterrupted, pristine beaches along a national wildlife preserve. The secluded beaches bring peace to anyone looking for a little solitude, and for those looking to have a little fun, you can walk right down the street to Maui's only aquarium, along with a shopping center, funplex, bars and restaurants.

ValueFamilyGetting around

Top guest favorite
A modern kitchen features sleek white cabinetry and a spacious island, with a view of the ocean visible through large glass sliding doors. Natural light fills the room, and tropical décor adds a welcoming touch, enhancing the seamless transition to the outdoor space.
Condo in Maalaea
4.95 out of 5 average rating, 115 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

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Superhost
A lanai with a direct ocean view features four wicker chairs and a small ottoman, arranged around a square table. The railing offers an unobstructed sight of the calm waters and distant shores, with sunlight casting soft shadows on the tiled floor.
Condo in Maalaea
4.86 out of 5 average rating, 323 reviews

Direct Ocean View!

Direct ocean front view of ocean and harbor. On the 3rd floor with spacious lanai. Beautifully remodeled with tile through out, granite counter tops, full size washer and dryer, custom lighting, walk in shower and AC. There is a queen size Murphy bed in living room. And a full size Murphy bed in bedroom. Walk to shops, restaurants, activities, and Maui Ocean Center. Centrally located with easy access to Kihei, Lahaina and 20 minutes from airport. You can’t get closer to the ocean.

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Guest favorite
Apartment in Maalaea
5.0 out of 5 average rating, 8 reviews

Breathtaking Oceanfront Escape Unforgettable Views

Additional Images Coming Soon! Soak in sweeping panoramas of the ever-changing blues of the Pacific, where ocean and sky meet in a breathtaking display. This beautifully refreshed oceanfront hideaway blends modern style with island charm, creating the perfect setting for truly memorable moments. Located in the charming harbor community of Maʻalaea, this premier vacation condo offers a central island location, just a quick 20-minute drive from Kahului Airport.

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Guest favorite
A clear view of a swimming pool is presented, surrounded by lounge chairs and tropical greenery. Palm trees frame the scene, with the ocean visible in the background under a bright blue sky dotted with clouds.
Condo in Kihei
4.92 out of 5 average rating, 195 reviews

3BR spacious Condo with Ocean View in top location

Enjoy ocean views and island living from this spacious 1,400 sq ft 3-bed/2-bath condo in the heart of Kihei. Located directly across the street from the beach, you can watch whales from the lanai or relax by the pool and BBQ area. Shores of Maui offers easy access to Kihei’s best beaches, shops, and restaurants, all within minutes. A perfect home base for families and groups looking for comfort, convenience, and the South Maui lifestyle.

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Guest favorite
Condo in Maalaea
4.9 out of 5 average rating, 82 reviews

Ocean Front Property King bed, AC, pool, hot tub

Kick back and relax in this calm, stylish space. Incredible ocean front property with breathtaking views from the lanai. Beautifully remodeled condo that is centrally located, yet off the beaten path. Beautiful landscaping, pool, hot tub and grills steps from the ocean. Easily walk to nearby restaurants and shops at Maalaea Village or take a stroll down the 3+ mile long undeveloped part of Sugar Beach.

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Popular amenities for McGregor Point vacation rentals