Header Notice

Winter is here! Check out the winter wonderlands at these 5 amazing winter destinations in Montana

First Trip To Hawaii: Where To Stay

Published:

Modified: December 28, 2023

by Jodee Armijo

first-trip-to-hawaii-where-to-stay

Introduction

Hawaii, with its stunning beaches, lush landscapes, and rich cultural heritage, is a dream destination for many travelers. Whether you are looking for a tranquil escape or an adventure-packed holiday, the Hawaiian Islands have something for everyone. But with so many beautiful places to choose from, where should you stay?

 

When planning your first trip to Hawaii, it’s important to consider your preferences and what you hope to experience during your stay. Each island offers unique attractions and accommodations, catering to a wide range of interests. From the bustling city of Honolulu in Oahu to the picturesque coastal towns in Maui, the diverse options can make it challenging to decide.

 

In this article, we will provide you with a comprehensive guide to the best areas to stay on each major island of Hawaii, along with some top accommodation options. So, whether you are a beach lover, nature enthusiast, or history buff, get ready to find the perfect place to call home during your Hawaiian getaway.

 

Choosing the Right Island

With the Hawaiian archipelago consisting of multiple islands, each with its own distinct character and attractions, choosing the right island for your trip is crucial. Here’s a brief overview of the four major islands and what they have to offer:

  • Oahu: Oahu is the most populous island, home to the vibrant city of Honolulu and the famous Waikiki Beach. It offers a perfect blend of urban attractions, cultural experiences, and stunning beaches.
  • Maui: Known for its breathtaking beauty, Maui is a popular choice for travelers seeking a mix of relaxation and adventure. It is famous for the Road to Hana, Haleakala National Park, and its luxurious resorts.
  • Kauai: Often referred to as the “Garden Isle,” Kauai boasts extraordinary natural beauty with its dramatic cliffs, tropical rainforests, and stunning waterfalls. It’s an ideal destination for outdoor enthusiasts and those looking for a peaceful retreat.
  • The Big Island (Hawaii Island): As the largest of the Hawaiian Islands, the Big Island offers a diverse range of landscapes, from lush rainforests to active volcanoes. It’s perfect for adventure seekers and nature lovers.

When choosing your island, consider your interests and the kind of experience you want to have. If you’re interested in nightlife, shopping, and a bustling city atmosphere, Oahu is a great choice. If you prefer a more laid-back and relaxed vibe with stunning beaches, Maui might be the perfect fit. For those looking to immerse themselves in nature and explore breathtaking landscapes, Kauai or the Big Island won’t disappoint.

 

Remember to also consider the logistics of your trip, such as flight availability and transportation between islands. Each island has its own airport, but inter-island flights are readily available, making it relatively easy to island-hop during your stay.

 

Now that you have an idea of the different islands, let’s explore the best areas to stay in each one, along with some recommended accommodations to make your Hawaiian vacation unforgettable.

 

Best Areas to Stay in Oahu

Oahu, the gathering place of Hawaii, offers a perfect blend of stunning beaches, rich cultural heritage, and vibrant city life. Here are some of the best areas to stay on the island:

  • Waikiki: Located on the south shore of Oahu, Waikiki is one of the most popular areas for tourists. It’s famous for its iconic beach, bustling nightlife, high-end shopping, and a wide range of accommodations, from luxury resorts to budget-friendly hotels.
  • Honolulu: As the capital city of Hawaii, Honolulu offers a vibrant mix of city life and natural beauty. Here, you’ll find historical landmarks like Pearl Harbor and the vibrant downtown area of Chinatown. It’s an excellent base for exploring the island, with a variety of accommodation options available.
  • North Shore: If you’re a surfing enthusiast or simply want a more laid-back and relaxed atmosphere, the North Shore is for you. Known for its world-famous surf breaks like Pipeline and Sunset Beach, this area offers a more rural and authentic Hawaiian experience. You can find charming beachfront cottages, bed and breakfasts, and vacation rentals dotted along the coastline.
  • Ko Olina: Located on the west coast of Oahu, Ko Olina is a resort community known for its pristine beaches, golf courses, and luxury accommodations. It offers a more secluded and tranquil atmosphere, making it perfect for families and couples seeking relaxation.
  • Waimea Bay: Situated on the North Shore, Waimea Bay is renowned for its stunning beauty and crystal-clear waters. It’s an excellent area to stay if you’re looking to enjoy beautiful sunsets, explore hiking trails, and experience the famous Waimea Bay Beach Park.

No matter which area you choose, Oahu offers a wide range of accommodations to suit every budget and preference. From world-class luxury resorts to cozy bed and breakfasts, you’ll find the perfect place to call home during your stay on this vibrant island.

 

Top Accommodation Options in Oahu

Oahu, with its diverse range of attractions and vibrant energy, offers a plethora of accommodation options to suit every traveler’s needs. Here are some of the top choices for places to stay on the island:

  • Waikiki Beach Resorts: Waikiki is home to numerous iconic resorts, offering stunning ocean views, world-class amenities, and convenient access to the beach. The Royal Hawaiian, Moana Surfrider, and Halekulani are renowned for their luxury accommodations and impeccable service.
  • Downtown Honolulu Hotels: If you prefer a more urban experience, staying in downtown Honolulu provides easy access to historical sites, shopping districts, and a vibrant dining scene. The Modern Honolulu and Prince Waikiki are among the top choices in this area.
  • North Shore Vacation Rentals: For a more laid-back and authentic experience, consider booking a vacation rental on the North Shore. From beachfront cottages to cozy bungalows, you’ll have direct access to world-class surf breaks and a relaxed atmosphere. Sunset Beach and Turtle Bay Resort offer excellent options for accommodations.
  • Ko Olina Resorts: Situated on the west coast of Oahu, the Ko Olina resort area boasts luxurious accommodations, pristine beaches, and championship golf courses. Aulani, a Disney Resort & Spa, and Four Seasons Resort Oahu at Ko Olina are popular choices for a memorable and family-friendly stay.
  • Luxury Villas and Rentals: If you’re traveling with a larger group or seeking privacy and exclusivity, Oahu has a range of luxury villas and vacation rentals available. These properties offer amenities such as private pools, beach access, and stunning oceanfront views.

When selecting your accommodation, consider factors such as location, amenities, and budget. Waikiki and Honolulu provide easy access to popular tourist attractions, while the North Shore and Ko Olina offer a more serene and secluded experience. Don’t forget to check for special packages, promotions, and added perks that can enhance your stay.

 

Oahu’s diverse accommodation options ensure that you’ll find the perfect place to relax and unwind after exploring the island’s beautiful beaches, hiking trails, and cultural sites.

 

Popular Resorts in Maui

Maui, with its stunning natural beauty and laid-back atmosphere, is a favorite destination for travelers seeking a mix of relaxation and adventure. The island is home to some of the most luxurious and renowned resorts in Hawaii. Here are a few of the popular resorts in Maui:

  • Four Seasons Resort Maui at Wailea: Situated in the upscale Wailea area, this resort offers an unparalleled level of luxury and service. With its stunning oceanfront location, award-winning restaurants, and world-class amenities, it provides a truly indulgent experience.
  • The Ritz-Carlton, Kapalua: Nestled on the northwest coast of Maui, this resort offers a tranquil and picturesque setting surrounded by lush gardens and ocean views. Guests can enjoy the resort’s spa, championship golf courses, and access to Kapalua Bay, one of Maui’s most beautiful beaches.
  • Grand Wailea, A Waldorf Astoria Resort: Known for its expansive property and impressive array of amenities, this resort is a haven for relaxation and rejuvenation. The Grand Wailea features a grand pool complex, exquisite dining options, and a luxurious spa.
  • Montage Kapalua Bay: Offering spacious and beautifully appointed residences overlooking the ocean, the Montage is an ideal choice for those seeking a more residential-style accommodation. Guests can enjoy the resort’s spa, multiple dining options, and access to Kapalua Bay Beach.
  • Hotel Wailea: Located in the heart of Wailea, this adults-only boutique hotel offers a peaceful and intimate setting. With its stunning views, serene pool area, and personalized service, it’s perfect for couples and honeymooners seeking a romantic getaway.

These resorts not only provide luxurious accommodations but also convenient access to some of Maui’s most beautiful beaches, championship golf courses, and world-class restaurants. From stunning infinity pools to pampering spa treatments, they offer a wide range of amenities to enhance your stay.

 

Keep in mind that Maui also offers a variety of mid-range and budget-friendly accommodations, including hotels, condos, and vacation rentals. These options allow visitors to experience the island’s beauty while keeping costs in check.

 

Choose a resort that aligns with your preferences and budget, and get ready to unwind in paradise as Maui’s beauty surrounds you.

 

Recommended Hotels in Maui

Maui, with its picturesque landscapes and laid-back charm, offers a wide range of accommodation options to suit every traveler’s needs. Whether you’re seeking luxury, convenience, or affordability, here are some recommended hotels in Maui:

  • Kaanapali Beach Hotel: Located on the popular Kaanapali Beach, this hotel offers a blend of Hawaiian hospitality and cultural immersion. With its oceanfront location, comfortable rooms, and daily Hawaiian activities, it’s perfect for those seeking an authentic Hawaiian experience.
  • Hyatt Regency Maui Resort and Spa: Set on 40 acres of tropical paradise on Kaanapali Beach, this resort boasts breathtaking views, a sprawling pool complex, and a full-service spa. It also offers a variety of dining options, including the popular Drums of the Pacific Luau.
  • Andaz Maui at Wailea Resort: With its sleek design and modern amenities, the Andaz Maui offers a contemporary and luxurious experience. Guests can enjoy stunning ocean views, multiple swimming pools, and beachfront access to Mokapu Beach.
  • Napili Kai Beach Resort: Situated on the calm and picturesque Napili Bay, this resort offers a peaceful and intimate atmosphere. It features spacious accommodations, a championship golf course nearby, and a variety of recreational activities for guests to enjoy.
  • Aston Maui Kaanapali Villas: Perfect for families or extended stays, this condominium-style resort offers spacious accommodations with full kitchens, private lanais, and access to a beautiful white sandy beach. Guests can also enjoy on-site dining options, pools, and activities.

These recommended hotels in Maui offer a combination of comfort, amenities, and proximity to popular attractions. Whether you prefer a larger resort with a range of facilities or a more intimate and laid-back setting, there’s something for everyone in Maui.

 

It’s worth noting that Maui also has a variety of smaller boutique hotels, vacation rentals, and bed and breakfast establishments. These options provide a more personalized experience and allow you to immerse yourself in the island’s unique charm.

 

When selecting your accommodation, consider your desired location, the amenities that are important to you, and your budget. Many hotels in Maui offer special packages or deals, so be sure to check for any promotions that can enhance your stay.

 

With the right hotel chosen, you’ll be ready to relax and enjoy all that Maui has to offer, from its stunning beaches and breathtaking sunsets to its vibrant culture and warm hospitality.

 

Where to Stay in Kauai: A Guide

Kauai, often referred to as the “Garden Isle,” is known for its lush landscapes, pristine beaches, and laid-back vibe. Choosing where to stay on this enchanting island will depend on your preferences and the kind of experience you seek. Here’s a guide to help you find the perfect place to stay in Kauai:

  • Princeville: Located on the North Shore of Kauai, Princeville is a scenic area known for its stunning ocean views and luxury accommodations. It offers easy access to beautiful beaches and activities like golfing and hiking the nearby Napali Coast.
  • Poipu: Situated on the South Shore, Poipu is a popular destination for its sunny weather, pristine beaches, and resort amenities. It’s ideal for families and offers a range of accommodations, from hotels to vacation rentals.
  • Kapaa: Located on the eastern coast of Kauai, Kapaa is a central and convenient base for exploring the island. It offers a laid-back atmosphere, a charming downtown area with shops and restaurants, and a variety of affordable accommodations.
  • Hanalei: Nestled in a lush valley on the North Shore, Hanalei is a picturesque town with beautiful beaches and a relaxed vibe. It’s the perfect spot for those seeking a more tranquil and secluded stay.
  • Waimea: Situated on the West Side of Kauai, Waimea is known for its rich history and rugged beauty. It offers a glimpse into the island’s past with its historic sites and access to Waimea Canyon, often called the “Grand Canyon of the Pacific.”

Each area in Kauai has its own unique charm and attractions. Consider what activities and sights you want to experience during your stay. If you’re looking for stunning beaches and resort amenities, Poipu or Princeville may be your top choices. If you prefer a more local and low-key experience, Kapaa or Hanalei might be more suitable.

 

It’s important to note that Kauai’s accommodations range from luxury resorts to affordable vacation rentals and smaller boutique hotels. Consider your budget and the type of experience you want to have when selecting your accommodation.

 

No matter where you decide to stay in Kauai, you’ll be surrounded by the island’s natural beauty, warm hospitality, and the opportunity to create unforgettable memories.

 

Top Accommodations in Kauai

Kauai, with its stunning natural beauty and laid-back atmosphere, offers a range of top accommodations to ensure a memorable stay. Here are some of the best places to stay on the island:

  • St. Regis Princeville Resort: Situated in the upscale Princeville area, this luxurious resort offers stunning views of Hanalei Bay and the Napali Coast. With its elegant accommodations, world-class amenities, and access to beautiful beaches, it promises a truly indulgent experience.
  • Grand Hyatt Kauai Resort and Spa: Located in Poipu, this resort is renowned for its picturesque surroundings, lush gardens, and expansive swimming pools. It offers a range of activities, including access to Shipwreck Beach, championship golf courses, and a full-service spa.
  • Koa Kea Hotel & Resort: This boutique hotel, situated on Poipu Beach, provides an intimate and serene atmosphere. With its luxurious rooms, oceanfront dining, and personalized service, it’s an excellent choice for a romantic getaway or a peaceful escape.
  • Waimea Plantation Cottages: Nestled in the historic town of Waimea on the West Side, these cottages offer a unique and charming stay. Set amidst a coconut grove and steps away from the beach, they provide a glimpse into Kauai’s past while offering modern amenities.
  • Kauai Marriott Resort: Located in Lihue, this beachfront resort offers convenient access to the airport and popular attractions. With its spacious rooms, tropical gardens, and an array of dining options, it’s perfect for families and couples alike.

These top accommodations in Kauai not only provide luxurious amenities and comfortable accommodations but also offer convenient access to the island’s beautiful beaches, hiking trails, and cultural attractions. From world-class resorts to charming cottage rentals, there is an option to suit every taste and budget.

 

In addition to these top recommendations, Kauai also offers a variety of vacation rentals, condos, and smaller boutique hotels for those seeking a more unique and personalized experience.

 

When choosing your accommodation, consider factors such as location, amenities, and activities that are important to you. Kauai’s diverse accommodation options ensure that you’ll find the perfect place to relax and unwind, surrounded by the island’s natural wonders and warm hospitality.

 

Exploring the Big Island: Where to Stay

The Big Island of Hawaii is a captivating destination with its diverse landscapes, active volcanoes, and rich cultural history. When deciding where to stay on this vast island, it’s important to consider the unique experiences and attractions each region offers. Here is a guide to help you find the perfect place to stay on the Big Island:

  • Kona: Located on the western coast, Kona is a popular destination known for its sunny weather, stunning coastline, and vibrant dining scene. It offers a range of accommodations, from luxury resorts to vacation rentals. Kailua-Kona is a lively town with historical sites like Hulihee Palace and access to popular snorkeling spots.
  • Kohala Coast: Situated on the northwest coast, the Kohala Coast offers a luxurious and tranquil setting. This area is home to some of the island’s most upscale resorts, stunning golf courses, and beautiful beaches. It’s an ideal choice for those seeking a pampered and relaxing vacation.
  • Volcano: For a unique experience, consider staying near the Volcanoes National Park. This area allows you to witness the awe-inspiring power of Hawaii’s active volcanoes. There are a few accommodations available near the park, ranging from lodges to vacation rentals.
  • Hilo: On the eastern side of the island, Hilo offers a glimpse into the local Hawaiian lifestyle. This charming town boasts lush gardens, waterfalls, and a vibrant farmers market. Hilo has a range of accommodations, including bed and breakfasts and hotels.

Choosing where to stay on the Big Island depends on your interests and the activities you want to explore. If you’re looking for a beach resort experience with a variety of water sports and sunsets, Kona or the Kohala Coast will suit your needs. If you’re fascinated by volcanoes and want to witness their power firsthand, staying near Volcanoes National Park is a unique choice. For a more authentic and local experience, Hilo offers a charming town with access to natural wonders.

 

Keep in mind that the Big Island is vast, so it’s essential to consider transportation options and the time it takes to travel between different regions. Renting a car is recommended to fully explore the island and maximize your time.

 

Whichever region you choose to stay in, the Big Island promises a memorable and diverse Hawaiian experience, filled with natural wonders, cultural discoveries, and warm hospitality.

 

Best Hotels and Resorts in the Big Island

The Big Island of Hawaii, with its vast landscapes and captivating beauty, is home to some of the finest hotels and resorts in the Hawaiian Islands. Offering luxurious accommodations, breathtaking views, and world-class amenities, these properties ensure an unforgettable stay. Here are some of the best hotels and resorts on the Big Island:

  • Four Seasons Resort Hualalai: Situated on the Kona-Kohala Coast, this exclusive resort offers a blend of luxury and natural beauty. With its stunning oceanfront location, private bungalows, and world-class dining, it’s consistently ranked among the best resorts in Hawaii.
  • Mauna Kea Beach Hotel: Known for its iconic white sand beach, this timeless resort offers understated elegance and tranquility. It features spacious rooms, a championship golf course, and a renowned collection of Pacific and Asian art.
  • The Fairmont Orchid: Nestled on 32 oceanfront acres, the Fairmont Orchid offers a serene and indulgent escape. With its beautiful grounds, stunning beach, and luxurious amenities, it’s a perfect choice for a romantic getaway or a family vacation.
  • Hilton Waikoloa Village: Spread over 62 oceanfront acres, this sprawling resort offers a variety of accommodations, multiple pools, and access to a lagoon and a sandy beach. It boasts an array of restaurants, a spa, and even a Dolphin Quest program.
  • Mauna Lani – Auberge Resorts Collection: Reopening in late 2022, this luxurious resort promises a refined and authentic Hawaiian experience. Set amidst ancient fishponds and lush gardens, it will offer beautifully designed rooms, a state-of-the-art spa, and exceptional dining.

These best hotels and resorts on the Big Island combine elegant accommodations with stunning natural surroundings. From private bungalows to oceanfront suites, they provide a range of options to cater to every traveler’s desires. In addition to their luxurious amenities, these resorts offer access to pristine beaches, championship golf courses, and a host of outdoor activities.

 

It’s important to note that the Big Island also offers a variety of mid-range and boutique hotels, vacation rentals, and bed and breakfast establishments. These options provide unique and personalized experiences with a touch of local flavor.

 

When selecting your accommodation, consider factors such as location, amenities, and the type of experience you desire. Whether you choose one of the top luxury resorts or a hidden gem, the Big Island promises an extraordinary stay amidst the natural wonders and vibrant culture of Hawaii.

 

Conclusion

Hawaii, with its stunning landscapes, vibrant culture, and warm hospitality, is a dream destination for travelers. Whether you choose to visit Oahu, Maui, Kauai, or the Big Island, each island offers its own unique experiences and accommodations. From luxurious beach resorts to charming boutique hotels and vacation rentals, there is an option to suit every taste and budget.

 

When planning your trip to Hawaii, consider your preferences and the kind of experience you desire. Do you long for the energy of a bustling city like Honolulu in Oahu, or the relaxation of stunning beaches in Maui? Are you drawn to the natural beauty and adventure of Kauai, or the diverse landscapes and active volcanoes of the Big Island? Asses your interests and research the best areas and accommodations for your chosen island.

 

While luxury resorts offer world-class amenities and indulgence, don’t overlook the charm of smaller boutique hotels and vacation rentals, which can provide a more intimate and authentic experience. Consider the location, proximity to attractions, and the range of activities available when making your decision.

 

Whether you’re exploring the vibrant streets of Waikiki in Oahu, unwinding on the stunning beaches of Maui, immersing yourself in the lush landscapes of Kauai, or marveling at the volcanic wonders on the Big Island, Hawaii will captivate your heart.

 

Remember to plan ahead and book your accommodations in advance, especially during peak travel seasons. Take advantage of promotional packages and offers to enhance your stay and make the most of your Hawaiian adventure. With careful consideration, you’ll find the perfect place to relax, rejuvenate, and create lifelong memories in the beautiful islands of Hawaii.