Kailua vacation rentals are simply stunning. Of all the Hawaii Vacation Rentals that President Obama could choose, he chooses to spend his winter vacation here in Kailua. In this article, I am going to give you a little background on Kailua before I cover some of the best vacation rentals in Kailua.
But, before we get into the best Kailua vacation rentals, we need to go over one thing. There are actually two Kailuas in Hawaii. There is Kailua Oahu and Kailua Kona, which is on the Big Island. In this post we are going to talk about Kailua Oahu and leave Kailua Kona for another post.
Kailua is located on the eastern or windward side of the island of Oahu. Many believe that Kailua was settled by the early Hawaiians over 1,500 years ago. And who can blame them for taking up residence here? Back then, Kailua had pristine beaches that allowed the early Hawaiians to catch and perhaps even raise tasty fish in ingeniously crafted fish ponds. And even today, Kailua is still well known for its pristine white sand beaches. It is home to Kailua Beach, which is arguably Hawaii’s best beach.
Kailua Beach
Kailua Beach is simply a magnificent beach and if you decide to stay at one of the Kailua vacation rentals I cover in this article, I’m sure that you will be impressed by it too. Kailua Beach is a gorgeous white sand beach that is roughly 2.5 miles long so there is plenty of room and it doesn’t feel crowded at all. It is an excellent beach for swimming, because it has clear blue water that is nice and warm. You might also enjoy snorkeling here or if you are a little more adventurous the steady trade winds will even allow you to try your hand at wind surfing.
Kailua Beach is undoubtedly one of the best beaches in Hawaii, though many would say that Hapuna Beach which is near the other Kailua on the Big Island of Hawaii gives Kailua Beach a strong run for its money.
A Few of the Best Kailua Vacation Rentals
Kailua Bali-Style Home
Located less than a block from the beach, this 2000 square foot Bali-Style home is sure to impress. It has vaulted ceilings and was designed to resemble a luxury villa in Bali. It sleeps 4 to 6 people and has impressive views of the Ko’olau Mountains. And you can rent it for only $2,100 to $2,450 per week.
One of the Best Deals for an Ocean Front Rental in Kailua
This is simply one of the best deals you will find for an ocean front rental in Kailua. This rental is just a few steps away from the beach. It is so close to the shore that you can hear the waves crashing and you will be greeted by amazing sunrises over the crystal blue Pacific Ocean in the morning. This vacation rental sleeps up to 6 people and can be yours for as low as $299 per night, though the rate will usually jump to $399 per night during the peak season.
Stunning Beachside Manor in Kailua
This well appointed beachside manor comes with its own private pool and sleeps up to 8 people. But I don’t know how much time you will spend at the pool when the beach is just a few steps away. This manor is one of the best values you can find for an abode of this quality and you can stay here for only $15,000 per month.
A Vacation Rental in Kailua is fit for a President
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When you stay in Kailua, you will be surrounded by luxury and good company. In 2008, 2009 and 2010 President Obama stayed at a Kailua Vacation Rental which is located at 55 Kailuana Place. If Kailua is good enough for the President of the United States, my guess is that Kailua will be good enough for you.
The President stays in Kailua so regularly during his winter vacation that the vacation rental that he stays at while he is here has been dubbed the Winter White House.
What to Expect From a Kailua Vacation Rental
When selecting a Kailua Vacation Rental, be prepared to open up your wallet. Most of the vacation rentals in Kailua don’t come cheap. In fact, you should be prepared to spend anywhere from $1,000 to $5,000 per week for a posh vacation rental in Kailua. But if you do have the cash to spend, staying at Kailua is like living in the lap of luxury.
Many Kailua Vacation Rentals are located in gated communities. So you will have to go through a gate to get into and out of the community. But the gates tend to increase the privacy and seclusion that you will feel in Kailua and it is kind of nice to stay at a place that is a little less crowded and a little more laid back.
One thing to keep in mind in Kailua and all of Hawaii for that matter is that all beaches are public property. So even if you stay at a beach front home, you will not have exclusive access to the beach that is in front of the home that you are staying in. Everyone is allowed to utilize the beach, but to get there the public is not allowed to cross private property. So if you choose the right vacation rental that is far from a public access corridor, it will be almost like having your own private beach.

