Where To Stay In Hawaii For The First Time: A Guide To Finding The Best Accommodation

Planning your very first trip to Hawaii? It’s an exciting adventure waiting to unfold!

With its stunning beaches, lush landscapes, and fascinating culture, Hawaii is a dream destination for many travelers. But before you get lost in the beauty of the islands, there’s an important task at hand: finding the perfect place to stay.

The right accommodation can make your experience even more incredible, allowing you to fully enjoy the wonders of Hawaii.

To help you out in finding the best accommodation, we’ll provide you with valuable tips and a guide to help you navigate through the many options and discover the ideal place to stay in Hawaii for the first time.

Let’s find the best place to stay in Hawaii!

Types Of Accommodations In Hawaii – Rental Properties

When it comes to finding the perfect place to stay in Hawaii, rental properties offer a fantastic option that allows you to enjoy the islands to the fullest.

With a variety of choices available, you can find accommodations that suit your preferences, whether you’re seeking the calming sound of crashing waves right outside your window or the convenience of a fully equipped kitchen.

Let’s explore some of the popular types of rental properties you can consider for your Hawaiian getaway: beachfront properties, condos, houses, and villas.

Beachfront Properties

Imagine waking up to the gentle sound of waves, stepping out onto your private lanai, and gazing at the breathtaking ocean views. Beachfront properties in Hawaii offer this. They provide an unparalleled experience, allowing you to immerse yourself in the beauty of the islands.

From cozy beachfront cottages to luxurious beach houses, these accommodations offer direct access to the sand, making it convenient to take strolls, go for a swim, or simply relax under the warm Hawaiian sun.


If you’re looking for a blend of comfort and convenience, condos in Hawaii are an excellent choice. These self-contained units offer a home away from home, often featuring separate bedrooms, a living area, a kitchen, and amenities like pools, fitness centers, and barbecue areas.
The best thing about condos is they are available in various sizes and locations, making them suitable for solo travelers, couples, families, or groups of friends. With many condos situated in resort communities, you can enjoy the benefits of shared facilities and easy access to nearby attractions.


Another great option is renting a house in Hawaii, which provides you with the opportunity to have your private retreat, giving you a sense of seclusion and a space to call your own. Whether you’re traveling with a large group or desire ample space for relaxation, houses offer a range of options, from cozy cottages to spacious estates.
The best thing about rental houses in Hawaii is they come fully equipped with amenities such as private pools, outdoor dining areas, lush gardens, or other amenities, allowing you to create unforgettable memories with loved ones in a comfortable and private setting.


For those seeking a touch of luxury and exclusivity, villas in Hawaii provide a high-end accommodation experience. These upscale properties often boast stunning architecture, expansive living spaces, and lavish amenities such as private pools, hot tubs, and dedicated staff. Villas offer a perfect balance of privacy and indulgence, making them ideal for honeymooners, special occasions, or anyone that’s seeking a truly extraordinary Hawaiian getaway.

When it comes to booking these rental properties, one convenient option is to use Hawaiian Beach Rentals (HBR). With us, you can easily browse through a wide selection of beachfront properties, condos, houses, and villas, and secure your dream accommodation for an unforgettable stay in Hawaii.

Best Islands to Stay in Hawaii

There are 7 inhabited islands in Hawaii, and each one of the islands offers a unique experience that will make your first trip to Hawaii unforgettable.

Here are the best islands to stay in when visiting Hawaii:


Oahu, which is also referred to as “The Gathering Place,” is a vibrant and dynamic island that offers a diverse range of experiences. It is home to the bustling city of Honolulu and the world-famous Waikiki Beach.

Oahu combines urban attractions with stunning natural beauty. While staying here, you have the option to visit historical sites like Pearl Harbor, hike up the iconic Diamond Head for panoramic views, or snorkel at Hanauma Bay’s marine sanctuary.

Oahu also offers an array of shopping, dining, and entertainment options, making it an ideal choice for those seeking a mix of city life and island paradise.


Also known as the “Valley Isle”, Maui is a picturesque island that’s famous for its breathtaking landscapes and laid-back atmosphere.

From the lush road to Hana, where you can discover cascading waterfalls and hidden beaches, to the summit of Haleakala, where you can witness a stunning sunrise above the clouds, Maui is a haven for nature lovers.
The island also boasts world-class resorts, such as Kaanapali and Wailea, where you can relax on pristine beaches and indulge in luxurious amenities.

And finally, Maui’s vibrant arts and culture scene, along with its warm hospitality, add to its allure.

Big Island (Hawaii Island)

The Big Island, which is famously known as the Hawaii Island, is the largest and most diverse island in the archipelago. It offers a captivating mix of natural wonders and cultural experiences.

While staying on this island, you can visit the Hawaii Volcanoes National Park to witness the power of active volcanoes, explore the lush valleys of Waipio and Pololu, or relax on the golden sands of Hapuna Beach. The Big Island also offers excellent snorkeling and diving opportunities, with vibrant coral reefs and marine life.


Known as the “Garden Isle,” Kauai captivates visitors with its lush landscapes, stunning coastlines, and tranquil ambiance.

One of the best ways to be in awe when staying in Kauai is by exploring the dramatic cliffs of the Napali Coast, either by hiking the challenging Kalalau Trail or taking a scenic boat tour. Not only that but you can also discover the enchanting Waimea Canyon, often referred to as the “Grand Canyon of the Pacific,” with its vibrant hues and panoramic vistas.

Kauai is also a paradise for outdoor enthusiasts, offering opportunities for hiking, kayaking, and zip-lining. The island’s slower pace and unspoiled beauty make it an ideal retreat for those seeking a peaceful and immersive nature experience.


If seclusion and luxury are what you seek, Lanai is the perfect island escape.

With its uncrowded beaches, rugged landscapes, and exclusive resorts like the Four Seasons Lanai, you can make it an idyllic retreat away from the hustle and bustle. One great way to enjoy what this island has to offer is by exploring the otherworldly landscapes of Keahiakawelo, also known as the “Garden of the Gods,” with its striking rock formations. You can also relax on pristine beaches, such as Shipwreck Beach, or embark on off-road adventures to discover hidden treasures.

Lanai’s intimate atmosphere and unspoiled natural beauty create a sense of serenity and exclusivity.

Note: Each of these islands in Hawaii presents a unique blend of attractions and experiences, catering to different interests and preferences. Before visiting any of them, make sure you take a close look at what they have to offer.

Best Cities or Places to Stay in Hawaii

When it comes to planning your first-time visit to Hawaii, selecting the perfect city or place to stay is crucial for immersing yourself in the unique wonders of each island.
From vibrant urban centers to serene coastal towns, Hawaii offers a diverse range of destinations that cater to different interests and preferences. Let’s explore some of the best cities or places to stay in Hawaii:

Honolulu, Oahu

As the capital city of Hawaii, Honolulu effortlessly combines metropolitan energy with breathtaking natural beauty. A top choice for many visitors, Waikiki is a famous neighborhood known for its stunning beachfront properties, upscale shopping, and lively nightlife.

By staying here, you can Indulge in a stroll along the iconic Waikiki Beach, pay homage to history at Pearl Harbor and the USS Arizona Memorial, or delve into the rich cultural offerings at the Bishop Museum.

The best part? Honolulu serves as a bustling hub, offering a blend of cultural experiences, shopping opportunities, and iconic landmarks.

Friendly tip: For a panoramic view of the city, go on a hike up to Diamond Head State Monument!

Lahaina, Maui

Nestled on Maui’s west coast, Lahaina exudes charm and boasts a fascinating historical past. The town’s main thoroughfare, Front Street, captivates visitors with its preserved historic buildings housing art galleries, boutiques, and enticing restaurants.

You can immerse yourself in history by exploring the Lahaina Historic Trail or stepping inside the Baldwin Home Museum. Not that but as a visitor, you can also enhance your experience with a captivating sunset cruise from Lahaina Harbor.

If adventure is what you seek, visit the nearby Kaanapali Beach, which presents pristine sandy shores, and the legendary Road to Hana offers a scenic drive through enchanting landscapes.

In short, Lahaina offers a captivating blend of culture, coastal beauty, and a vibrant atmosphere.

Kailua-Kona, Big Island

Located on the sunny west coast of the Big Island, Kailua-Kona is a town celebrated for its rich history and thrilling outdoor activities.

Here, you can take a leisurely stroll along Ali’i Drive, which offers a plethora of shops, restaurants, and oceanfront parks. You also get to delve into the past by visiting Hulihee Palace, which was once a favored vacation residence of Hawaiian royalty.

Just outside of Kailua-Kona, don’t miss the opportunity to witness the fiery spectacle of the Kilauea volcano in Hawaii Volcanoes National Park or embark on an exhilarating snorkeling experience with manta rays in Kealakekua Bay.

Poipu, Kauai

Poipu is situated on the sunny south side of Kauai and is a huge blip on the map thanks to its stunning beaches and untouched natural beauty.

Poipu Beach Park is a favorite spot for swimming, snorkeling, and basking in the sun, offering encounters with Hawaiian green sea turtles. While you’re here, you can discover the mesmerizing Spouting Horn blowhole, where the ocean sends water soaring into the air, or wander through the enchanting Allerton Garden, a tropical paradise.

If you’re an adventure enthusiast, you’re offered the choice to embark on a scenic hike along the legendary Na Pali Coast or witness awe-inspiring aerial views of the island on a helicopter tour.

Hana, Maui

The last one on our list is Hana.
For those in search of a serene and secluded escape, Hana on the eastern coast of Maui presents itself as a hidden gem.
Accessible via the iconic Road to Hana, this peaceful town is surrounded by lush rainforests and dramatic coastal landscapes. You can cool off in the refreshing freshwater pools of Ohe’o Gulch at Haleakala National Park or marvel at the striking black sand beach of Waianapanapa State Park. As a visitor, you also get to immerse yourself in the local heritage by visiting the Hana Cultural Center or embarking on a hike to discover the cascading waterfalls that dot the area.
In short, Hana offers a tranquil retreat away from the bustling tourist crowds, allowing you to connect with nature and enjoy a peaceful escape.
Just a reminder, these are just some of the best cities and places to stay in Hawaii, each offering its unique charm and a plethora of activities and attractions to explore.

Where To Find Affordable Accommodations?

Finding affordable accommodations in Hawaii is a priority for many travelers looking to make the most of their budget while enjoying a fantastic stay.

Fortunately, there are online resources available to help you discover great deals on rental properties without compromising on quality. One such resource is Hawaiian Beach Rentals (HBR), a platform that connects you with a wide range of condos, villas, homes, beachfront, and oceanfront properties at competitive rates.

Our website is a user-friendly platform where you can explore numerous options that are tailored to your budget and preferences. From cozy condos to spacious villas, you’ll find a variety of choices that suit your needs.

What sets us apart is our commitment to providing the lowest rates for our properties, ensuring that you can find affordable accommodations without compromising on your experience. By taking advantage of our platform’s convenient search and booking system, you can save time, money, and effort, allowing you to focus on planning your activities and enjoying your Hawaiian adventure.
In case you’re in doubt, you can always call us as our customer care representatives can help you find the perfect accommodation for an unforgettable and budget-friendly stay in the beautiful Hawaiian Islands!

When’s The Best Time to Visit Hawaii?

Determining the best time to visit Hawaii can be an enjoyable challenge, as the islands boast a tropical haven regardless of the season.

For pleasant weather, fewer crowds, and potential savings, consider planning your trip during the shoulder seasons of spring, which fall in the months of April to June. Another shoulder season is during fall, particularly from September to November.

During these months, you can relish comfortable temperatures, abundant sunshine, and a vibrant display of blooming flowers. Furthermore, the shoulder seasons offer a chance to explore popular attractions without the peak tourist rush, making it easier to find affordable accommodations.

However, the shoulder season is not for everybody.

Remember, each season in Hawaii holds its allure. Winter (December to March) brings thrilling big-wave surfing on Oahu’s renowned North Shore and the awe-inspiring spectacle of humpback whales migrating to the warm waters. Summer (June to August) is perfect for beach enthusiasts, with tranquil waters ideal for swimming, snorkeling, and basking under the sun.

Ultimately, the best time to visit Hawaii depends on your personal preferences and the experiences you seek.

When Is Hawaii The Cheapest?

If you’re looking for the best bang for your buck trip to Hawaii, there are certain times when you’re more likely to snag affordable deals.

While Hawaii is known for its popularity and can sometimes be pricey, there are a couple of ways to make your trip more budget-friendly.

One of the keys to finding affordability is to consider visiting during the island’s low season, which typically falls in late spring (April to May) and fall (September to October). During these months, you’ll often find discounted rates on accommodations, airline tickets through Google Flights, and activities, thanks to fewer tourists competing for bookings.

Another tip is to plan your trip for weekdays instead of weekends. That’s because prices tend to be lower during weekdays due to lower demand. If you can be flexible with your travel dates, you’ll have a better chance of snagging a good deal.

Keep in mind that while these periods may offer more affordable prices, Hawaii remains a popular destination year-round. To secure the best deals and ensure availability, it’s wise to book your accommodations and flights well in advance or when you’re getting deals that you think are worth it.

Final Thoughts – Where To Stay In Hawaii

As you embark on your search for the ideal place to stay, consider factors such as location, amenities, and proximity to attractions. Keep in mind, each island has its unique charm and attractions, so it’s worth exploring the different regions and cities to find the one that resonates with you.

While there are various platforms and websites available for booking accommodations, one notable option is Hawaiian Beach Rentals. With a vast selection of rental properties across the Hawaiian Islands, we provide a reliable and convenient platform to find your perfect home away from home. From beachfront villas with stunning ocean views to cozy condos nestled in lush landscapes, Hawaiian Beach Rentals offers a range of options to suit different budgets and preferences.

Remember to book your accommodation well in advance, especially during peak travel seasons, to secure the best deals and availability. Also, take your time to research and compare options, read reviews from previous guests, and consider reaching out to the property owners or managers if you have any specific questions or requirements.

That’s it and we hope you can come up with an itinerary for Hawaii that would help you out in creating memories that would last for a lifetime!