Planning

Best Condo Complexes on Oahu

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Finding just the right place to stay on Oahu can be tricky, especially with recent legislation limiting zoning for vacation rentals in residential areas.

If you’re looking for alternate accommodations (not a hotel or a resort), I tend to recommend condos over apartments and houses anyways as it puts less of a burden on local housing demands, however on Oahu, the options are self limiting now

Basically, properties that don’t have a permit to operate as a vacation rental and are outside of certain zones have been shut down (it’s estimated as many as 10,000 properties were being rented without permits on sites like Airbnb!) so if a hotel or resort isn’t in the budget (or you’ll looking for more amenities), a condo is a good option.

The condo situation on Oahu is interesting. Compared to the other islands, there are definitely fewer condos and complexes that cater to visitors as many of them (especially in Waikiki/Honolulu) have full time residents.

I’ve made recommendations for specific condo units in this post (mostly budget options), but availability, seasonal pricing, or other factors may leave you still needing more options.

In this post, I’m recommending several condo complexes (also called condo-tels or condo resorts) by area on Oahu that I think are good places to stay. I’ve also got descriptions of each area so you can figure out what part of the island is most appealing to you.

I think the best place to find (and book) Oahu vacation rentals is Vrbo. They’ve been around forever and are probably the most reputable booking platform online (with owners and vacationers alike), which means that you’ll find more quality properties listed on Vrbo than anywhere else online. I used to book more often with Airbnb, but I’ve begun to find that they often don’t have what I’m looking for (especially when I want to book a condo/unit within a resort property). So all of the condo complexes I will be linking to are bookable within Vrbo.

Disclaimer: This is by no means an exhaustive list of every condo complex on Oahu. There are soooooo many, and there likely are some that aren’t on this list that are perfectly good places to stay at. I’ve compiled this list largely based on location, ratings and reviews, and an overall vibe of what I’m looking for in a place to stay.

Turtle Bay (North Shore)

Oahu’s famous north shore stretches all the way from Laie to Haleiwa and is what locals call the “country.” You won’t find a Target or Costco up there. But you will find gorgeous beaches (only swimmable in the summer), and sleepy little surf towns. The only resort on the north shore is Turtle Bay and it’s lovely. There are some condos situated in the Turtle Bay resort area.

Villas at Turtle Bay: Clustered around the main resort, these villas and condos are the perfect blend of the resort amenities (beaches and resort shops and restaurants) and the added comforts of a vacation rental (kitchen, laundry, etc.) Find specific condo units here.

Kuilima Estates: A bit further away from the resort and beach, this property is still very convenient with a beautiful location. Find specific condo units here.

25 Things to Know Before You Go to Maui

1. Maui is the second youngest of the Hawaiian Islands. It was created by a volcano almost 1.3 million years ago. It’s also the second largest of the four main Hawaiian Islands, and has a population of about 144,000 people.

2. It’s called the “Valley Isle” but it’s a nice mix of natural and developed. Maui hits the sweet spot between Oahu and Kauai. It’s fairly quiet and you’ll certainly find plenty of “country” but you’ll also find high-end resort areas with fine dining, amazing shopping, and top-notch service. Overall, I think Maui will give you the best Hawaiian vacation experience out of all of the islands.

3. Hawaii was the 50^th state added to the United States of America. Despite it being a US state, more than one person has asked me if you need a passport to travel there. You don’t. Also, when referring to the contiguous United States, you don’t call it “the states” like you would when traveling internationally. You refer to it as “the mainland.”

4. It may feel like a different country, but remember, you’re still in the US. Hawaii has a very distinct culture and its location in the middle of the Pacific Ocean often makes it feel like a foreign land, so many visitors question how things are done. Here’s the deal, everything works like it does back home, except when it doesn’t : ) Seriously though, your phone service and everything works exactly like it does at home. But you will find yourself subject to the quirks of “island life.” Things move slower so relax and just go with the flow.

5. The Hawaiian Islands run on the Hawaii-Aleutian Time Zone. Hawaii also doesn’t observe Daylight Savings Time so they’re 3 hours behind West Coast time (6 hours behind East coast time) when we’re on Daylight savings time, and 2/5 hours when we’re not.

10 Condos on Kauai Under $100/Night

The most difficult part of planning a Hawaiian vacation for me is deciding where to stay. While I love luxurious beach resorts as much as the next girl, most of my trips to Hawaii tend to be pretty active (especially Kauai!), and it just doesn’t make sense to pay an arm and a leg to stay at a fancy place when I’ll be spending most of my days hiking in Waimea Canyon or boating down the Napali Coast. But…sometimes I like a little more comfort than a budget hotel provides. Luckily, I’ve figured out the perfect way to save some cash and still get amazing amenities by staying in a condo or vacation rental!

Hawaii has a great variety of accommodation options, which makes it the perfect place to try out a vacation rental. Since Hawaii is a major vacation destination, there are of course MANY condos to choose from but besides condos, Hawaii has a ton of “ohanas.” Ohana means family (any Lilo and Stitch fans out there???) and in Hawaii the term is applied to separate living units located on the same property as the main house. Many homes in Hawaii are divided up into multiple spaces (each with its own private entrance, bathroom, kitchenette, etc.) while some have a guest cottage on the property. Because so many homes are configured this way, it’s easy to find a private apartment or cottage on the same property with a local host.

There are several ways you’ll save money on a trip to Oahu by staying in a condo or vacation rental. The biggest way you’ll save money is that it’s soooo much cheaper than staying at a resort or hotel. On many islands you can find condos or ohanas either right on or just a block or two from the beach. Plus, resorts can get expensive really fast if you have more than two adults staying in a room. Rental units are perfect for larger parties who can rent an entire house or multi bedroom condo and split the cost. Another big benefit that rentals offer is the full kitchen (or kitchenette depending on what you book). Having a place to cook some meals and a fridge to store snacks and drinks can really save you a lot.

What should you look for in a vacation rental?

Before you start looking around for specific condos or rentals, it’s best to have a general idea of where you want to stay. If you’re not very familiar with Kauai, you should read this post to get the lay of the is(land) and decide which area you’d most like to stay.

Consider what you need. What’s important to you? Are you looking for a specific location near a certain beach or resort area? Do you need a full kitchen? Reliable Wi-Fi? A full house or just studio? Be clear about what you want before you start searching.

How to Find the Best Maui Vacation Rentals

One of the trickiest parts of planning a trip for me is finding just the right place to stay. My trips to Hawaii are pretty active and include plenty of exploring so I don’t want to pay a bundle on a fancy beach resort when I’ll be off trekking to the summit of Haleakala for sunrise or hiking through the bamboo forests of Hana, however sometimes a budget hotel can leave a little to be desired when I’m in the mood to lounge at the beach or poolside.

So I’ve got the perfect solution for you…you can save a bundle and still get amazing amenities by staying in a condo or vacation rental on Maui!

There are several ways you’ll save money on a trip to Maui by staying in a condo or vacation rental. The biggest way you’ll save money is that it’s soooo much cheaper than staying at a resort or hotel. On many islands you can find condos or ohanas either right on or just a block or two from the beach. Plus, resorts can get expensive really fast if you have more than two adults staying in a room. Rental units are perfect for larger parties who can rent an entire house or multi bedroom condo and split the cost. Another big benefit that rentals offer is the full kitchen (or kitchenette depending on what you book). Having a place to cook some meals and a fridge to store snacks and drinks can really save you a lot.

What should you look for in a vacation rental?

Before you start looking around for specific condos or rentals, it’s best to have a general idea of where you want to stay. If you’re not very familiar with Maui, you should read this post to get the lay of the is(land) and decide which area you’d most like to stay.

Read reviews. Before you even consider staying at a property, you should read up on what people who have stayed there have to say. Remember, you’ll only hear the good points from the host but reviews usually give a much more honest story. And when I’m weeding through listings, I also put a lot of weight into the photographs provided. If the photos look professional, it probably means that the owner runs their vacation rental in a professional manner and that is a indication that it’s a good place to stay.

Ask plenty of questions. When you’re seriously considering staying at a specific property, you should correspond with the owner and ask them any questions you may have.

Count the extra costs. Be sure to factor in any security deposits, cleaning fees, and booking fees.

Know the cancellation policy. Each property and owner may have different terms so know what they are before you commit.

The Best 6-Day Maui Itinerary

You probably think that after you book your flights, your accommodations, and your rental car, you’ve got it made in the shade, right? Not so fast. Surprisingly, many people find laying out a daily itinerary for their trip the trickiest part!

While Maui has some of the best beaches you’ll find anywhere, it’s too far to go and too expensive to just lay around and work on your tan the whole time. Most visitors want to get out and really explore the island. But how do you know how much you can you do in a day? What are the “don’t miss” spots and what’s overrated? Do you need to do organized tours or can you see everything on your own? And how can you see it all and still have time to lay on the beach (because you need to come home with a tan, right?)???

Don’t panic! ; ) I’m going to break down everything you need to know so you can plan the perfect Maui itinerary!

Island Breakdown

First up, you need to know a little bit about how Maui is laid out. Maui is the second largest Hawaiian Island and it’s a lot bigger than most people think. It has a lot of unique geographical areas as well. It’s divided into five areas:

West Side: The west side is the largest (and oldest) resort area and includes the historic whaling town of Lahaina, the resort complex of Ka’anapali, and the planned golf resort community of Kapalua. This side has plenty of gorgeous beaches and so many shops and restaurants but can feel a little isolated from the rest of the island.

South Side: The south side is the driest and sunniest part of the island, and it’s home to Kihei (an area with a boat load of affordable condos), and Wailea (Maui’s most upscale resort area). This side has plenty of swimmable beaches and shops and restaurants, yet feels a bit quieter than the west side.

Central Maui: Most tourists don’t see much of central Maui besides the airport and Costco (both in Kahului) since until recently the valley has mostly been used for sugar cane production.

North Shore/Upcountry: Maui’s north shore and upcountry towns (Paia, Makawao, Haiku, and Kula) feel very “local” but are a still a big draw for tourists wanting to see the “real Maui.” These former plantation and ranch towns are full of restaurants, boutiques, and art galleries.

East Maui: Mostly jungles and waterfalls, east Maui is typically experienced via the Road to Hana. While some choose to stay overnight in Hana (or for a few days), it’s very “off the grid” and most visitors see east Maui on a day trip.

Do You Need a Rental Car in Hawaii?

Do I need to rent a car in Hawaii? I get asked this question a lot. Going to Hawaii can be such an expensive trip that many travelers look to cut costs wherever they can. And while there may be many destinations where you don’t need a rental car to get around, I don’t think Hawaii is one of them.

I cannot imagine going to any Hawaiian island without having a car so I can come and go as I please. Going to Hawaii is not like going to an all-inclusive resort in Cancun. Part of the Hawaii experience is getting out and actually exploring the island. While there are some tours or excursions that offer pick up, not having a car will severely limit what you’ll be able to see and do.

With the exception of Oahu, the public transportation options on each island are pretty much non-existent so don’t expect to be able to travel around by bus. And Uber/Lyft can get REALLY expensive (when it’s even available). The Hawaiian Islands are each pretty sizable, so you could end up exceeding the cost of a rental car with just one or two Uber rides.

What about Oahu?

Oahu has a pretty decent public bus system and it’s handy for getting around to the major tourist sites (Diamond Head, Pearl Harbor, Hanauma Bay, etc.), but it takes sooooo much longer than having your own car. Even with an itinerary that takes advantage of the bus routes, you’ll be able to do 2-3 times more each day with your own car. It also offers you the option of being more spontaneous.

For example, from Waikiki, you could take the bus out to Hanauma Bay and snorkel/beach bum for the day and then ride the bus back. But with a car, you can drive over to Hanauma Bay, stop at the Leonard’s truck for fresh malasadas on the way, pull over at an overlook for an amazing photo op, visit the Halona Blowhole after you’re done snorkeling, hike up to the Makapu’u Lighthouse (one of the best views on Oahu), and stop for happy hour at Kona Brewing Company on the way back to Waikiki. There’s no way you could do all of that one the bus.

Best FREE Things to Do in Hawaii

You probably think you’ve paid for the bulk of your trip before you even show up with your airfare and accommodations already paid for, but you’d be surprised how quickly the other stuff adds up. You’ll be bombarded with activities and excursion opportunities from the minute you arrive at the airport. So once you’ve go the big stuff paid for, how do you save money once you get there?

There really is a lot you can do for free in Hawaii and thankfully, the free stuff is some of the best stuff!

Beach bumming: Everybody comes to Hawaii for the beaches right? Well get out there and see them! If you’re staying at a beachfront hotel or condo, the temptation is to just hang out on “your” beach, but the awesome thing about Hawaii beaches is that each one looks a little different, especially on different parts of the island. One of my favorite things to do is go “beach hopping.” Plan to visit a different beach each day (or a couple each day) until you find your favorite. You’ll soon realize that different beaches are good for different things. Some are great for swimming and boogie boarding, some for snorkeling, and some for beach combing. Do some research before you get there and make a list of all the beaches you want to check out. Here’s a tip: You’ll have a much more comfortable day at the beach if you have the right gear. Many surf or gear shops will rent chairs, umbrellas, coolers, boogie boards, etc. to you for the week. Trust me, you’ll have so much more fun if you have the right gear instead of just sitting on a towel in the sand the whole time. But if you are going to rent, I would price check it first as it may be cheaper to buy your own gear at Costco and leave it behind at the end of your trip. Read about my favorite Maui and Kauai beaches as well as my favorite beach town on Oahu.

Snorkeling: Another great Hawaii pastime is snorkeling and many of the best snorkeling spots in Hawaii can be accessed right off the beach. If you have your own gear at home, bring it along. If not, there are plenty of places where you can rent by the day or the week (always rent from a gear/surf shop and not your resort as they’ll really gouge you!), but I would suggest picking up a set at Costco when you arrive. You’ll get a nice set for close to the weekly rental price at a gear shop plus you know you’re the first person who’s used it. FYI: Many gear rental places advertise snorkeling gear for $1.99/day but once you get to the shop you realize it’s for kind of a crappy snorkel set and they end up “upselling” you on a more expensive rental. You usually come out ahead just renting your own. Check out my favorite snorkeling spots on Maui and the Big Island.

Maui vs. Kauai: Which Hawaiian Island?

If there’s one question I get asked more often than any other, it’s which Hawaiian Island is best?

I’ve done a pretty extensive blog post on that topic here, but I still get a lot of variations on this question.

After reading up on the different Hawaiian Islands, most people can pretty quickly narrow it down to two choices. That’s when I start getting the this island vs. that island questions.

Say you’re going to Hawaii for a week and you want a laid back vacation without a lot of people around. It’s easy enough to cross Oahu off the list. And after doing a bit of research, maybe the sheer size of the Big Island overwhelms you. So that leaves you with Maui or Kauai. So you start asking around. Guess what? All the people who have been to Maui loved it. And all the people who have been to Kauai will say it’s definitely the best. The people who have been to both will either suggest splitting your trip between the two because who could possibly choose, or they’ll have a definite favorite. Bless those people who can make a decisive recommendation!

Now I’ll tell you what I think ; ) There’s no “best” island. People’s “favorite” or “best” islands depends largely on their personality types and what kind of a vibe they like on vacation. Now unless you match that person 100%, your opinions are likely to differ.

So for the first post in this island vs. island series, I’m going to tackle Maui vs. Kauai. But I’m not going to just tell you which I think is best, because that’s not really going to help YOU decide. I’m going to do my best to break down the pros and cons of each island so you can decide for yourself which will be best. I will let you know my personal favorite at the end though.

Nature

I’m going to start out by making a bold statement. You can’t narrow any Hawaiian Islands out of your search by asking “which ones has the best/most ‘nature’?” I’ve heard so many people say, “if you want nature, Kauai is definitely the best island.” Bull. If you want “nature,” you’ll be happy on any of the islands-even on Oahu with its population of one million. These are some of the most spectacular islands in the world and they haven’t gotten that reputation because of their modern architectural marvels. Each Hawaiian Island features STUNNING natural landscapes. The discussion about which is more “natural” or features better nature is a bit more nuanced.

Kauai’s Highlights

Let’s start with Kauai. If I was forced to name the most beautiful Hawaiian Island, I would probably say Kauai. Most of the island (but especially the north shore) is made up of those jagged, green peaks that movies like Jurassic Park have made so famous. It is lush, it is tropical, and it is stunning. However, I have to admit that 75% of the most spectacular sites I’ve seen on Kauai either involved a helicopter tour, a boat tour, or an extensive hike. So while it might be the most beautiful, most of that beauty isn’t highly accessible.

The Napali Coast is by far what makes Kauai the most beautiful island, but like I mentioned above, it’s so remote that you’ll only see it via helicopter, boat, or strenuous hike. Actually, I would say the Napali Coast is trumped in beauty by Wai’ale’ale Crater (the birthplace of Kauai), but since you’ll only see it for a couple of minutes on a helicopter tour (and because of weather conditions only a percentage of helicopter flights are actually able to enter into the crater), it’s not a major factor for most visitors.

However, I will make another bold statement here. I would almost say if you’re not going to do a helicopter tour, skip Kauai because you’ll be missing its most magical parts.

The other major natural site on Kauai is Waimea Canyon, often called the Grand Canyon of the Pacific. It is truly unique, and it’s easily seen by car or via hiking if you’re more adventurous. However, once again, it’s most impressive when seen from a helicopter.

The north shore of Kauai is its true gem. It’s so lush, green, and gorgeous, however it’s that way because of all the rain. It is a rainforest after all. I cannot emphasize how much it rains on the north shore of Kauai, especially during the winter months.

Overall, Kauai does lush and tropical very well, but now on to Maui.

RELATED: Where to Stay on Kauai

Where to Stay on Maui

15 Things to Do on Kauai

15 Things to Do on Maui

Maui’s Highlights

Maui wins easily for the most diverse island. It has lush and tropical, curated resort areas, rainforests, valley, rolling ranchland, and an arid volcano summit. While Kauai excels in the green, jagged peaks department, Maui has it all.

Maui’s two most notable natural features are the Road to Hana which is a gorgeous winding road through the junglish side of Maui featuring countless waterfalls and colorful sandy beaches, and Haleakala, the 10,000 foot summit of Maui’s dormant volcano. Watching sunrise or sunset at the summit of Haleakala is a completely unique experience. You’ll feel more like you’re on Mars than earth due to the terrain. And driving the road to Hana is one of the best adventure day trips in Hawaii. Along this route is where you’ll find the famous black and red sand beaches. Here’s something to note: both of these drives (while not dangerous) feature a LOT of winding roads so if you’re seriously prone to motion/carsickness that may have just knocked those out for you.

Planning

What should you look for in a vacation rental?

What should you look for in a vacation rental?

Island Breakdown

Nature

Kauai’s Highlights

Maui’s Highlights

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