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Hawaii: Planning The Perfect Island Getaway

Hawaii isn’t just for newlyweds and lovebirds, it’s an amazing year-round destination that’s perfect for a relaxing getaway, family vacation, golf group, and more. Basically, Hawaii can deliver on any vacation experience you’re craving!

Two Sisters Travel is a new MVP Partner, and we’re sharing our tips on planning the perfect Hawaiian vacation, answering questions like which islands to visit, how long to stay and more!

As a full-service travel agency, we’re dedicated to helping the busy, overwhelmed and over-inspired plan stress-free vacations. Every trip receives our signature concierge planning services at NO extra charge. This includes package selection, itinerary planning, arranging spa and dinner reservations, and more. We handle all of the details, from start to finish, so all you have to do is pack your bags!

What islands to visit?

There are eight main islands of Hawaii. Each island offers a different landscape, “personality” and things to see and do.

Oahu, Big Island and Maui are the most popular islands. Oahu, is a more commercialized hub of activity and home to popular spots like Waikiki Beach, Diamond Headand Pearl Harbor. Maui is more relaxed and offers more untouched natural beauty. If you’re looking for adventure Big Island is your spot with an active volcano and lava flow at Hawaii Volcanoes Park.

PRO TIP: See more of Hawaii by island hopping. Inter-island flights are affordable and easy to arrange. This will give you an opportunity to experience more of what this tropical paradise has to offer!

When do you visit?

Peak season is mid-December through mid-April, and summer can be very busy too. Value seasons in Hawaii are late April to late May, and September-October. Throughout the year there are several sporting events & other popular festivals/activities that you may want to avoid (or experience).

What are some of the things to see/do/experience?

Hawaii is known as the land of beautiful beaches, surfing, volcanoes, pineapples, the people, and its iconic place in history. There’s something for everyone to enjoy on a Hawaiian vacation. A few of our top must dos are visit Pearl Harbor, see the lava flow at Hawaii Volcanoes National Park, take a surf lesson and experience an authentic luau.

PRO Tip: If you’re visiting Oahu, you don’t want to miss the Polynesian Cultural Center. Hands down one of the most authentic luaus on all the islands!

What are your favorite resorts?

Accommodations in Hawaii vary from villas to condo suites to standard hotel rooms, luxury to rustic. For families, Disney’s Aulani Resort is a great choice. For golf lovers, Four Seasons Maui at Wailea is among favorites. And for anyone looking for a small, intimate resort on an incredible beach, Ko’a Kea Resort in Kauai is your place.

The Grand Wailea in Maui has recently opened a brand-new, 20,000 sq. ft. kids facility, the Rock, that is a resort in a resort, just for kids. They offer everything from lei making classes to video games, even a Lego wall.

Disney’s Aulani Resort & Spa on Oahu is situated along the private beaches of Ko Olina and away from the bustling Waikiki area. The kids club at Aulani is included and offers exceptional programming and amenities for kids of all ages. When you combine this with Disney’s legendary service, your family will be treated to a memorable vacation.

How many nights should we travel for?

If you’re making the haul halfway across the globe (or at least what seems to be), you’ll want to stay six-nights minimum, this would be touring at a much faster pace. Spending nine-nights (or longer) would be ideal for enjoying the trip at a more leisurely pace.

How do we survive the long flight?

We can’t deny that traveling to Hawaii from any east coast city is a loooooong trip. But, I can promise that the more than nine hour flight is well worth every agonizing minute after you arrive.

PRO Tip: Break up the trip by spending two to three nights in California. Take a day or two there and explore San Diego, LA, or even wine country.

These are just a few of our general tips to planning a Hawaiian vacation. We’d love to speak with you about your dream getaway. Contact Two Sisters Travel for a no-obligation quote. We’ll customize the perfect trip that matches your style, preferences and budget.