Imagine a vacation getaway in sunny, scenic Hawai’i. Doesn’t that just sound lovely?

Owning to the hectic pace of modern life and the stresses that come along with it, we all certainly need to get away from it all once in a while. It’s been a challenging couple of years, to put it mildly, and most of the world is looking to do some serious relaxing in a warm, tropical paradise.

Sounds pretty good, right?

But not so fast. The vacation rental scene these days is sadly rife with bad-faith actors trying to pass off their dilapidated, unkempt properties as a tropical getaway in paradise—and with so many different listings to comb through, it’s difficult to know where even to get started.

But who can you truly trust with your all-important island getaway? Say aloha to your new favorite vacation rental company—Midway Vacations of Hawai’i!

We bring to you some of Hawaii’s best vacation rentals for your comfortable stay! The average price for a condo rental in Hawaii is around $200 per night, while house rentals can average $350 per night, with fluctuations throughout the year.

Why Midway?

Midway Vacations is a fully licensed, insured property management company that specializes in professional property management and vacation rental services.

With over twenty years of experience in traveler accommodations, we’ve made it our mission to maximize customer satisfaction from our owners and our guests alike. We set a new standard of excellence for each of our clients as they enjoy all that Hawai’i has to offer.

Our fully transparent pricing system offers you and yours the fairest pricing anywhere, with real-time updates and live booking info. All our units are fully furnished, excellently maintained, and always cleaned from top to bottom by our in-house cleaning team.

With property management teams on O’ahu and Maui attending to any emergent needs, Midway guarantees the absolute best in vacation rental services. We give you our unwavering commitment to an unforgettable travel experience with great service, including helpful and responsive staff, robust security measures, and overall professionalism.

List of Best Hawaii Vacation Rentals

What’s the use of traveling to Hawaii when you can’t really find the perfect place to stay? Don’t worry! With so many options available on the island, we’ve made things easier for you.

Here’s a list of the best places you can rent while you spend your vacation in Hawaii. Vacation homes are available with various amenities and cater to different needs.

Makaha Beach

Direct Oceanfront Near Makaha Beach

As the name suggests, this rental directly faces the ocean, so you’ll have a great view while you stay here. The tranquility and seclusion offered by this private oceanfront property are unparalleled, making it the best oceanfront value you could get.

Located near Makaha Surfing Beach, the house provides breathtaking views of the deep-blue ocean and stunning sunsets from the lanai and large grass lawn. The property fronts coral reefs and is just a short walk to a sandy cove where green turtles bask in the sun—a magical experience.

During the whale season, guests can enjoy whale watching from the property’s lanai, making it a unique and memorable experience.

The 1400 sq. ft. vacation rental is perfect for families. It features three spacious bedrooms with king-size beds and two full baths. The living areas are well-furnished and comfortable, accommodating up to ten guests.

The kitchen is well-stocked, and the new porcelain tile floors add a touch of elegance. High-speed internet and good cell phone reception are additional perks.

The neighborhood is quiet and secure, with an automatic gate and ample parking. While the house is secluded, it is conveniently close to restaurants and shopping in Waianae.

Mansion Near Honokowai Beach

A Luxury Oceanfront Mansion Near Honokowai Beach

If you are visiting Hawaii, Maui is a great location! A luxurious mansion nestled on the shores of Lahaina, this sprawling vacation home offers an unparalleled retreat experience in Maui. Another recommended vacation destination is the Big Island, known for its active volcanoes and breathtaking natural scenery.

This is one of Hawaii’s largest vacation rentals. It exudes luxury and comfort, making it ideal for multi-generational family reunions, corporate retreats, or any large gathering.

The proximity to the ocean is a defining feature; with just a few steps, guests can dip into the warm waters of Maui or bask in the world-renowned sunsets from the balcony. The ambiance is serene and rejuvenating, enhanced by gentle Maui breezes.

The layout of the vacation rental ensures ample space for both private and communal activities. Outdoor amenities are equally impressive, featuring a full kitchen, BBQ area, and recreational options like ping pong and corn hole. It’s a private resort experience tailored to every guest’s desire for relaxation and entertainment.

Managed by a local team just minutes away, the hotel offers attentive service that ensures a seamless stay. The recent renovation ensures a fresh, modern feel that’s rare in Maui.

Waikiki Banyan

Waikiki Banyan

If you are looking for Hawaii vacation rentals in Hawaii, head to Waikiki Banyan. Waikiki is among the most sought-after vacation destinations. When you’re all tired after the fun activities, you sure will need a place to rest.

Waikiki Banyan offers one of the most affordable and cleanest vacation rentals. This rental offers an array of top-notch amenities to ensure a comfortable and enjoyable stay. The home is equipped with air conditioning, high-speed internet, and cable/satellite TV for modern convenience.

Practical features include a washer, dryer, elevator, linens, towels, hair dryer, iron, and shampoo. For added security and ease, the property boasts a private entrance, self-check-in with a keypad, and free parking, including an EV car charger.

The outdoor space is equally impressive, with a pool, hot tub, heated pool, jacuzzi, sauna, grill, and balcony for relaxation. The home’s location offers near-ocean views and mountain vistas, enhancing the overall ambiance.

Cleanliness is prioritized with self-check-in/check-out options, and the property is designed for suitability with single-level accessibility. Nearby attractions include Waikiki Beach and a number of restaurants. Every aspect of guest needs is covered here.

Waikiki Sunset

Waikiki Sunset

Next, we have the Waikiki Sunset vacation rental, which offers a perfect blend of comfort and convenience, ideal for a memorable stay in Honolulu.

Located just a short walk from the iconic Waikiki Beach, this rental provides stunning views of the Pacific Ocean and Diamond Head from its private balcony. It is perfect for four members to stay in a room.

The interior is well-appointed with modern amenities, including air conditioning, high-speed internet, and cable TV, ensuring a comfortable retreat after a day of exploration.

As guests, you will enjoy a fully equipped kitchen, which allows for easy meal preparation, as well as on-site laundry facilities for added convenience.

The property features a variety of recreational facilities, making it an excellent choice for relaxation and entertainment.

With its prime location, the Waikiki Sunset vacation rental offers easy access to shopping, dining, and local attractions, providing the perfect base for an unforgettable Hawaiian vacation.

Kihei Ali’i Kai D

Kihei Ali’i Kai D

Located between Kamaole Beach Park I & II, the apartments at Kihei Ali’i Kai D is a great place to stay for travelers who want to have a great experience on the island.

Kihei Ali’i Kai D offers an idyllic escape in the heart of Maui’s stunning South Shore. This vacation rental provides a tranquil retreat with modern comforts.

We saw guests appreciating the spacious and well-furnished interiors, complete with air conditioning, high-speed internet, and cable TV for a seamless stay.

The fully equipped kitchen makes meal preparation a breeze, and the private lanai offers a perfect spot to unwind and take in the beautiful island views. The property features excellent amenities, including a swimming pool, hot tub, sauna, and barbecue area, which are ideal for relaxing and socializing.

Conveniently situated near local shops, restaurants, and attractions, Kihei Ali’i Kai D ensures that guests can easily explore the best of Maui while enjoying the comforts of a home away from home.

Charley Young Beach is just a short walk from the stay, making it easier for you to sit with your friends and sunbathe or engage in water activities.



If you’re looking for the ultimate Hawaiian escape, Papakea Resort K-301 is the perfect choice. This one-bedroom, one-bathroom ocean-view haven offers a serene and luxurious retreat, ideally located in the heart of paradise.

You’ll be welcomed by the soothing sounds of ocean waves and swaying palm trees. The bedroom features a plush King-sized bed for restful nights, while the Queen-size sleeper sofa in the living room provides additional sleeping space for guests.

The fully equipped kitchen and walk-in shower add to the comfort and convenience, while an in-unit washer and dryer, fast internet, and free parking enhance the overall experience.

Something you’ll love about this rental vacation is its breathtaking oceanfront location. From this location, you can enjoy stunning views of the Pacific Ocean, with the islands of Lanai and Molokai in the distance.

The private lanai is the perfect spot to have your morning coffee as the sun rises or enjoy the spectacular sunsets that paint the sky in vibrant hues, sitting by the two swimming pools. You’ll also find two hot tubs, two cabanas, two putting greens, and a shuffleboard court, ensuring there’s something for everyone.

Kamaole Sands Condos

Kamaole Sands Condos

If you’re dreaming of a perfect Maui getaway, Kamaole Sands in Kihei is where it’s at! This cozy, family-friendly 1-bedroom, 2-bathroom condo is just suitable for up to 4 guests. It’s on the ground floor, and the garden view from the private lanai is seriously charming.

The place is super welcoming and comfy. The kitchen is fully equipped so that you can whip up meals with fresh local goodies. The living room has everything that a perfect home would have, from a plush sofa to board games.

Location-wise, it’s perfect. Kamaole Sands is right across the street from the wonderful Kamaole III Beach Park. The beach is gorgeous, with soft sands, clear waters, awesome snorkeling, and stunning sunsets. The property’s tropical landscaping makes it feel like a peaceful oasis.

The amenities here are fantastic! There’s a big pool, a little wading pool for kids, hot tubs for both adults and families, tennis courts, BBQ facilities, picnic spots, and a great fitness center.

You’ll surely have a wonderful time here. When recent guests were asked about their views, they were all ready for their second visit to the condos.

It’s Time to Raise the Standards Of Your Next Island Getaway

And if you’re looking for the perfect Maui getaway, then check this out! Midway Vacations has two outstanding units on the Valley Isle waiting to receive you and your ‘ohana for the getaway of a lifetime:


What types of vacation rentals do you offer?

We offer a variety of vacation rentals, including beachfront villas, ocean-view condos, cozy cottages, and luxury estates across different Hawaiian islands.

How can I make a reservation?

You can make a reservation directly through our website or by calling our customer service team.

Are your properties pet-friendly?

Most of our vacation rentals are not pet-friendly. Please check the individual property listing for pet policies.

Pack Your Bags to the Popular Destinations in Hawaii!

Midway Vacations has been offering the very best in hospitality and traveler accommodations the world over since 2015, helping our guests relax, rejuvenate, and refresh in Hawaii Nei (beautiful Hawaii). It’s our mission to give you the absolute best.

A vacation to Hawai’i is truly something special – and you deserve only the best in your choice of accommodations. Midway Vacations loves helping all our guests discover the Aloha State in all its beauty, and we can’t wait to help you book a vacation for the trip of a lifetime!

Aloha, mahalo, and we can’t wait to see you soon 🤙🌸