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Best Places to Stay on Oahu, Maui, and the Big Island of Hawaii - A 2-Week Road Trip

July 21, 2025Tourism3524
Best Places to Stay on Oahu, Maui, and the Big Island of Hawaii - A 2-

Best Places to Stay on Oahu, Maui, and the Big Island of Hawaii - A 2-Week Road Trip

Introduction

Planning a 2-week trip to Hawaii and unsure where to stay? Look no further! Whether you're on a budget or splurging on luxury, choosing the right accommodations can make or break your experience. This guide will help you decide the best places to stay on Oahu, Maui, and the Big Island. From affordable options to top-tier resorts, we've got you covered.

Big Island of Hawaii - Volcanoes National Park

The Big Island of Hawaii, also known as the Big Island, offers a thrill for both seasoned travelers and first-time visitors. It is less touristic than Oahu or Maui, making it the perfect destination for those seeking a more intimate and authentic Hawaiian experience. A 22-minute flight from Honolulu (HNL) to Kona (KOA) can quickly get you from hotel to hotel without much wasted time.

Accommodations

Despite its natural and less touristic appeal, there are plenty of comfortable and budget-friendly options. The Kahului Airport is a great base for exploring the Big Island. From one-star 'hotels' to five-star resorts, you have many choices that suit your budget and preferences.

Budget-friendly Stays

For a budget-friendly stay, consider the @Hanalei Homes. These cozy, family-friendly rental homes offer everything you need for a relaxing and stress-free experience. The average nightly rate is around $80-$100, making it an excellent value for the money. Each home is equipped with necessary amenities and is located in convenient areas, such as Kona or Hilo, allowing you to explore nearby attractions and experiences.

Luxury Stays

For those who prefer the luxury experience, the Kahaaina Rock Residences is an excellent option. Located near the beach, these private, self-catering residences offer stunning views of the ocean and the Cascade Volcano. The average nightly rate is around $1,000, making it a splurge but a memorable experience. It's the perfect place for a romantic getaway or a family vacation highlighting the best of what the Big Island has to offer.

Maui - Wailea and Honolua Bay

Maui is a Hawaiian gem known for its stunning beaches and lush landscapes. With two distinct regions - Wailea for luxury and Honolua Bay for a more laid-back, natural experience - you have a wealth of choices to suit your style and preferences.

Accommodations

From budget-friendly boutique hotels to high-end resorts, there's something for everyone on Maui. The Wailuku Vacation Home is a great option for families and groups. You can find average nightly rates starting from $50-$150, depending on the size and location of the home. These vacation homes are conveniently located in the heart of Wailuku, providing easy access to Wailea beach and other attractions.

Luxury Stays

For a luxurious stay, the Pearl Beach Resort is a standout choice. Situated at Honolua Bay, this resort offers spa services, high-end amenities, and breathtaking ocean views. The average nightly rate is around $1,000, making it a top choice for those seeking an upscale and serene experience. This resort is a perfect location for those who want to relax and enjoy the natural beauty of the island.

Oahu - Pearl Harbor and Waikiki Beach

Oahu is the largest of the main Hawaiian Islands and is home to the impressive Pearl Harbor, iconic Waikiki Beach, and vibrant city life. With a wide range of accommodations, Oahu is perfect for both adventure and relaxation.

Accommodations

There are numerous affordable options, budget-friendly stays, and luxurious resorts available on Oahu. The Oahu Vacation Rentals offer perfect spots for families and small groups. You can find nightly rates starting from $80-$200, depending on the size and convenience of the rental. These rental homes are conveniently located in the heart of Waikiki, providing easy access to beaches, shopping, and dining.

Luxury Stays

For a truly luxurious stay, the The Kahala Hotel Resort is a top choice. Located in Honolulu, this resort offers a range of amenities, including a private beach, a world-class spa, and exceptional dining options. The average nightly rate is around $1,000, making it a splurge but a memorable experience. It's the perfect place for a romantic getaway or a family vacation highlighting the best of what Oahu has to offer.

Transportation and Security Tips

Transportation between the islands can be a hassle, with long lines at check-in security and a lot of wasted time driving from your hotel to the airport. To optimize your time, choose accommodations that are close to your main attraction or central hub, such as the Kona Airport for exploration on the Big Island, the heart of Waikiki in Honolulu on Oahu, or the beaches of Honolua Bay on Maui.

Conclusion

Your 2-week trip to Hawaii should be filled with memorable experiences, beautiful scenery, and relaxation. By choosing the right accommodations and taking advantage of the unique destinations on the Big Island, Maui, and Oahu, you can ensure a fantastic and stress-free trip. Whether you're looking for budget-friendly options or top-tier luxury, the choices above are tailored to make your Hawaii experience unforgettable.