Vacation rentals in McGregor Point

An outdoor dining area features several metal tables and chairs arranged on a grassy lawn, with views of the ocean. Two barbecue grills are positioned nearby, with waves gently lapping at the shore under a clear blue sky.

4.8 out of 5 average rating, 429 reviews

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 !

4.98 out of 5 average rating, 146 reviews

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.

A spacious oceanfront lawn is highlighted, featuring palm trees swaying gently in the breeze. Lounge chairs provide a relaxing space under the sun, with panoramic views of the ocean and distant shores. The inviting blue water reflects the clear sky.

4.86 out of 5 average rating, 292 reviews

Oceanfront Condo. Pool & Spa, 1 Br.

MAALAEA OCEANFRONT. Oceanfront lawn, panoramic views, full kitchen, washer/dryer, granite counters, oceanfront lanai, all supplies, beach gear, quiet... with pool, jacuzzi/spa, BBQ, TempurPedic queen bed, desk, free wi-fi & parking. Nearby uninhabited 5 mile long beach walk & swim, Rooms have fans and windows /screens that allow cooling breezes along with one A/C unit Peaceful Maalaea neighborhood. Centrally located to explore Maui, 15 minutes to airport. Adults(2) only. No smoking.

A comfortable living area is presented with a plush sofa adorned with decorative pillows. Large glass doors open to reveal an outdoor lanai overlooking the ocean, with glimpses of palm trees and calm waters in the background.

4.94 out of 5 average rating, 153 reviews

Cozy Retreat With Ocean Views & Luxury Amenities!

Welcome to a convenient Maui adventure base that is cozy, comfortable and modern! This Premier Vacation Condo in the harbor town known as Maalaea Village and located just 20 minutes from Kahului airport. Island Sands, a resort where you can enjoy a refreshing pool and barbecue grilling while overlooking stunning ocean and mountain viewing. Your tropical paradise includes opportunities to view turtles on a small beach, steps from the condo! This escape truly provides an unforgettable stay!

An outdoor dining area is surrounded by lush palm trees and tropical plants. Soft lighting provided by string lights creates a relaxed atmosphere. A large umbrella shades a table where guests are seated, enjoying their meals together. A pathway leads toward the gathering spot.

4.92 out of 5 average rating, 118 reviews

40% off ! Oceanfront Views in the heart of Kihei

40% off nightly rates during construction. Are you the kind of travelers who get up early and get going? This can be a great opportunity for you. Construction hours 8am-4pm. No construction on weekends or holidays. Noise ranges from spotty to very loud. Pano ocean views from this beautifully updated, fully air-conditioned condo. A guest favorite, it's a 2-minute walk to Kalama Beach Park and Cove Beach. Easy self-checkin, then a 2-3 minute walk to food trucks, bars, restaurants and shopping.

A spacious pool area is equipped with lounge chairs and a hot tub, framed by vibrant palm trees. The ocean is visible in the background, with gentle waves lapping at the shore. Guests can be seen enjoying leisure activities around the pool.

5 out of 5 average rating, 171 reviews

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 are newly remodeled with maple cabinets and elegant granite counter tops. There is a very comfortable king size bed, a well-stocked kitchen, central AC, bamboo floors throughout, and a washer / dryer. The Condo is owned and maintained by Maui residents.

4.99 out of 5 average rating, 112 reviews

The spacious Ocean Blue Ohana is showcased against a vibrant sunset, surrounded by lush tropical landscaping. Multiple covered balconies provide comfortable seating, illuminated by soft outdoor lighting, inviting guests to enjoy the serene atmosphere and ocean views from a stunning elevation.

Guest suite in Kihei

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.

4.97 out of 5 average rating, 150 reviews

'E Komo Mai' ! 1 Bed/1 Bath in Tropical Gardens

Across the street from Kalepolepo Beach this 621 sqf. condo is nestled in the tropical Zen gardens of Kihei Resort and features a spacious lanai. The one-bedroom unit was completely renovated and has all amenities including a Queen bed in the bedroom and a futon sleeper in the living room, fully equipped kitchen, WiFi, Samsung Smart TV, keyless entry, indoor laundry, designated parking, beach equipment (chairs, towels, toys, Snorkel gear) Pool and Hot Tub. 10% DISCOUNT for stays 7+ days.

A serene beach scene features traditional canoes resting on sandy shores, surrounded by lush greenery. Palm trees gently sway, and in the background, the tranquil ocean extends towards distant mountains, creating a picturesque coastal environment.

4.8 out of 5 average rating, 169 reviews

Charming Maui Beach Condo Steps from the Shore!

Live like a local during your stay at Kihei Bay Vista unit C105. This ground floor unit features a large lanai overlooking the pool deck and tropical landscape mere steps away from the beach! Our private oasis provides you a home away from home with a king bed, full bathroom, full kitchen, full size in-unit washer & dryer with a living area that includes a queen size pull out couch for up to 2 extra guests. Prime location near the best beaches and for easily exploring other parts of Maui!

Superhost

A sandy beach stretches along the shoreline under a clear blue sky. Gentle waves lap at the shore, while palm trees are visible in the background. The landscape showcases a peaceful environment, inviting relaxation and enjoyment of the coastal scenery.

4.85 out of 5 average rating, 222 reviews

WALK to beach & shops! Updated w/ AC

Yup, the blue dot is where we're at! In downtown Kihei AND across the street from the sand, the world famous Kihei beaches are literally at your backyard! Everything is literally within walking distance! 1 min walking distance to beach, supermarkets, restaurants, bars, post office and also night market (last Friday night every month). Entire place with free parking! 30 min to Lahaina, 15 min to Wailea, and 15 min to Kahului where the airport, Costco, Target and Walmart are at.

A serene beach scene features several sea turtles resting on the sand, with lush greenery lining the shore. Gentle waves lap at the edge of the beach, and a line of palm trees stands in the background, creating a tranquil coastal atmosphere.

4.96 out of 5 average rating, 108 reviews

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.

4.92 out of 5 average rating, 124 reviews

The living area features a comfortable sofa adorned with decorative pillows, a glass coffee table, and a dining area with bar stools. Large windows provide a clear view of the ocean and sunset, while palm trees frame the scene, inviting a serene atmosphere.

Apartment in Kihei

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.

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Other great vacation rentals in McGregor Point

An inviting outdoor lanai features a dining table surrounded by wicker chairs and a shaded seating area. The view overlooks the ocean, with soft evening light reflecting on the water. A side bar is visible, along with a large flat-screen TV, enhancing the space for relaxation.

4.98 out of 5 average rating, 93 reviews

Dolphin Penthouse at Milowai

AshishRating, 5 stars1 month ago

We had a wonderful time staying here. The location is perfect if you plan on exploring the island. It's centrally located with easy access to the main road to other parts of the island. The location is beautiful with great views of the ocean and harbor. It is windier in that harbor so hold on to your hats. The unit was easy to access, thanks to a dedicated elevator, clean, had lots of towels, and full of useful beach items (i.e. coolers, chairs, ice packs in the freezer, etc.) Our family would definitely stay here again!

4.95 out of 5 average rating, 44 reviews

Condo in Lahaina

Napili Bay Oceanview Hideaway

MadisonRating, 5 stars6 days ago

This place is perfect! Small but clean and has everything you need. It has a beautiful ocean view and is a perfect location. 6 minute walk to a lovely little beach and about 6 min drive to another very popular and fun beach for swimming and snorkeling. We loved our stay. Gabe is very reachable, responsive and accommodating host! Would recommend to anyone staying in Maui!

4.98 out of 5 average rating, 43 reviews

A sandy path leads from a wooded area to a beach with gentle waves lapping at the shore. The horizon features hints of distant islands under a partly cloudy sky, while beachgoers can be seen enjoying the water.

Apartment in Kihei

New Listing!

JakeiaRating, 5 stars3 weeks ago

Marie was fantastic! Her place was spotless, and I felt right at home. I’ve traveled all over and stayed in several Airbnbs, but Marie’s place has everything one could think of. Like ziplock bags and laundry baskets. It is the little things that makes this spot worth it. It was also very clean and located near some great food spots. A bonus was having a sauna to use at our disposal. I would definitely book this Airbnb again.

A spacious living area is observed with a view of the ocean, featuring floor-to-ceiling sliding glass doors. Comfortable seating arrangements are positioned on a covered balcony, with a television mounted on the wall. Natural light filters in, creating a serene atmosphere.

4.96 out of 5 average rating, 45 reviews

Spectacular ocean view Maui

BridgetteRating, 5 stars1 week ago

Stunning location! 4 adults stayed here (2 min the bedroom, 2 in the living room pull out couch) and only having 1 bedroom was well worth the view and location. Loved being able to walk to the beach right off the property! Very nice washer and dryer too.

The spacious kitchen features a large island with light countertops and ample cabinetry. A spiral staircase leads to the upper level, while a seating area with a wooden table and chairs overlooks a large window showcasing ocean views. Soft lighting is provided by a woven pendant lamp.

5 out of 5 average rating, 58 reviews

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

TeresaRating, 5 stars1 month ago

Loved everything about the condo. The private/quiet location and the beautiful view. We walked on the beach every day. The condo is updated, nicely decorated and accommodating for 2 couples. Allison was very thoughtful and had some extra amenities in the condo like cooler, flashlights, dish soap, coffee filters, etc. Appliances worked good and the air conditioners worked great! Definitely a great place to stay!

4.97 out of 5 average rating, 65 reviews

Hot Deals! Limited Availability- Maui Getaway

AndreaRating, 5 stars1 day ago

Kalea’s was alway available to answer questions very quickly. The condo was very well taken care of and had everything we needed. Loved the location and area much different than Kanapali as it’s much closer to other areas of the Island to explore. The lights and fan can be tricky at times but remember your own Hawaiian time. Mahalo

Superhost

A grassy area meets the tranquil ocean, featuring clear blue waters extending to the horizon. A well-maintained shoreline borders the lawn, with distant views of a dock and boats. The sky is bright, enhancing the serene atmosphere of the outdoor space.

4.65 out of 5 average rating, 229 reviews

Maalaea 5star Oceanfront Milowai- just remodeled

IsaacRating, 5 stars1 month ago

Great place to stay, beautiful view of the ocean and the heated pool is a great amenity. Had everything we needed to be able to cook breakfast. One small improvement could be the size of the hot water heater, because the hot water ran low after about 12 minutes. Other than that we loved the place and would definitely stay here next time we are in Maui. Highly recommended!!

Superhost