Discover a selection of 5,000 vacation rentals in Hawaii Kai, Honolulu that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $129 per night, and houses and condos are popular options for a stay in Hawaii Kai. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Hawaii Kai
Destination guide

Say Aloha to Hawaii Kai

A popular residential area on Oahu, the 3rd largest of the beautiful Hawaiian Islands, Hawaii Kai offers an idyllic base for a break with family and friends. Stunning beaches are part of the appeal here, and with many Hawaii Kai vacation rentals just steps from the ocean, you'll never be too far from your perfect spot on the sand. For those who prefer a little more action on their vacation, snorkeling amongst the colorful fish at Hanauma Bay State Park and swimming with dolphins at Sea Life Park are among the array of adventures on offer.

Things to do

Family fun in Hawaii Kai

If you're traveling with kids, there are serious brownie points to be had from a visit to Honolulu Zoo and Waikiki Aquarium, both within around 30 minutes' drive of most Hawaii Kai vacation rentals. If you'd prefer to stay close to your rental, Sea Life Park offers a range of interactive experiences, including once-in-a-lifetime opportunities to swim with petting sharks and dolphins. There's the usual sea lion and penguin shows too, as well as the popular Chief's Luau, a nightly event where the spectacular sight of fire knife dancing is the only thing that overshadows the appeal of a traditional feast.


Make a splash in Hawaii Kai

Gorgeous stretches of sand are plentiful but to spend your vacation simply topping up your tan would be something of a waste. The Hawaii Water Sports Center at Koko Marina serves up hair-raising banana boat and bumper tube rides, not to mention thrilling parasailing trips. Those who prefer their ocean adventures just a little tamer can head east to Maunalua Bay where a selection of cruise options present a relaxed way to enjoy the water. Turtle watching and scenic sunset cruises are available all year, while November through April is a great time for whale-watching excursions.


When to visit Hawaii Kai

Enjoying a break in Hawaii Kai is something of an all-season affair, although there's a lot to be said for visiting in September or October when, despite the chance of a little rain, temperatures are usually in the 80s and rates for Hawaii Kai vacation rentals are more tempting than ever. Travelers who hang fire until the winter months of December through March are rewarded with still warm weather, great whale-watching opportunities and the chance to watch some of the world's best surfers carve their way through waves that can reach upwards of 20 feet.

Natural features

Soak up the views in Hawaii Kai

With natural delights at every turn, Hawaii Kai is a favorite with fans of the great outdoors. See what all the fuss is about by tackling the 1000+ steps that lead to the top of the Koko Crater Trail - the views from the top make the effort worthwhile. Along the coast, there are several points of interest worthy of a spot on your must-see list, among them Spitting Cave where, as the name suggests, visitors are ‘spat' on by crashing waves. Further along, the Halona Blowhole Lookout is widely considered to be one of the east coast's most spectacular spots.

What are the top vacation rentals in Hawaii Kai?

Whether you're planning your next exciting adventure with friends or a romantic trip with your darling, one of these top vacation rentals in Hawaii Kai is sure to tempt you:

  • "20% Off For Monthly Reservations Fantastic View": If you're looking for somewhere in Honolulu County with 2 bedrooms and plenty of style, this escape is calling your name. Amenities include nearby museums and nearby birdwatching activities.
  • "Stunning Home With Mountain And Ocean Views": Stay at this escape in Hawaii Kai and you'll have access to a microwave oven, a kitchen and more. It has 4 bedrooms to accommodate the ones you love.

For even more great options, use the search bar at the top of the page to find the perfect Hawaii Kai vacation rental for you.

What are the best tiny house vacation rentals in Hawaii Kai?

For a memorable experience, book a tiny house rental in Hawaii Kai. A word of caution though — after you've experienced life in a tiny house, the urge to downsize and move into one of these mini digs will be tough to resist!

  • You can look forward to a simpler way of living at "Tiny House Best Location In Kailua". Amenities at this gem in Honolulu County include shopping, cable/satellite TV services and more.
  • Alternatively, book a couple of nights at "New Tiny House Big Yard Fruit Trees Fire Pit Ocean Views Beach Gear". Located in Honolulu County, this tiny abode comes with nearby ecotour services and a nearby hospital.

What are the top-rated vacation rentals for weekend getaways in Hawaii Kai?

Whether you're organizing a trip with the family, a romantic break or a couple of nights away on your own, we have weekend getaways in Hawaii Kai to suit your style. Throw some clothes into an overnight bag and stay at one of these popular escapes:

  • "Modern Water Front Condo With Gorgeous Views" - Located in Honolulu County, there's loads of exciting stuff to see and do near this property. Little conveniences like a fridge and tennis are the cherries on top!
  • "Large Tropical Modern Home With Pool" - With cable/satellite TV services and a nearby beach, plus its great location in Hawaii Kai, you'll want more than a weekend at this property.

Can I find studio apartments for rent in Hawaii Kai?

Forget about booking a boring hotel room and secure one of our studio apartments in Hawaii Kai. Here's where you can relax in your own pad and enjoy the next location you visit like a local:

  • Nap, eat, hang out with friends … Do it all from the compact yet well-thought-out single room space at "Private, Peaceful And Prestigious Home W". Located in South O'ahu, a barbecue grill and golf are among this property's amenities.
  • Homey and promising more privacy than a busy hotel, "Honolulu House With Shared Pool By Koko Crater" is another option with appeal. It's located in Honolulu County and comes with cable/satellite TV services and a fridge.

Can I find short term rentals in Hawaii Kai?

With Vrbo's great selection of short-term rentals in Hawaii Kai, you're sure to find a place to suit your needs. Whether you're looking for somewhere to wind down on your own or to hang out with old friends, these options are tough to beat:

  • "Modern Water Front Condo With Gorgeous Views" in South O'ahu is a perfect place for a short-term stay. It's within easy reach of the center of town, so you'll be able to go out and see all the top sights without having to travel too far.
  • "Large Tropical Modern Home With Pool" also lays out the welcome mat for short-term guests. Spend a couple of days at this option in Hawaii Kai and discover why it's so popular with many travelers.

What are the best romantic weekend getaways in Hawaii Kai?

A romantic weekend getaway in Hawaii Kai is a surefire way to feed the flame of passion. Light a fancy candle, take your partner by the hand and get set to send sparks flying at one of these vacation rentals:

  • Catch up on quality time and plenty of cuddles at "20% Off For Monthly Reservations Fantastic View" in Honolulu County. A nearby bay and beauty services are among the thoughtful touches you'll find here.
  • Another amorous option is "Stunning Home With Mountain And Ocean Views" in Hawaii Kai. Enjoy perks here including a nearby marina and air conditioning, in addition to each other's company.

What are the best large group vacation rentals in Hawaii Kai?

When it comes to vacations, we believe the more the merrier. If you're looking for a getaway with space to fit the whole family, one of these large group vacation rentals in Hawaii Kai will suit your style:

  • "Large Tropical Modern Home With Pool": Featuring 5 bedrooms, this popular vacation rental in Hawaii Kai has lots of room for the whole gang. Amenities like mountain views and a garden will keep everyone happy.
  • "Luxurious Tropical Getaway With Salt Water Pool": You'll get your team's nod of approval at this Honolulu County option which comes with an ocean view, a kitchen and more. It has 6 bedrooms that will easily sleep any large group.

What are the best houses for rent with a pool in Hawaii Kai?

Take your pick and hop right in. Here are a few popular house rentals in Hawaii Kai where life is better by the pool:

  • Settle into "Honolulu House With Shared Pool By Koko Crater", where the first item on your must-do list should be getting acquainted with the pool. This getaway is located in Pacific States and features a host of family-friendly amenities, including a toaster and a garden.
  • Read a book beside the water while the kids splash around at "Spectacular Ocean View - Modern Beautiful House. Special Introductory Pricing". This option in Hawaii Kai offers a range of conveniences to keep your gang comfortable and content, such as on-site watersports and outdoor furniture.

What are the best large family vacation rentals in Hawaii Kai?

Start sending out those invites, because Vrbo has lots of family vacation rentals in Hawaii Kai that'll lay out the welcome mat for your entire crew. Try these on for size:

  • "Stunning Home With Mountain And Ocean Views" in Hawaii Kai will make your family get-together a truly memorable one. It has 4 bedrooms sleeping up to 8 guests and a host of amenities, including childrens activities and a kitchen.
  • Alternatively, treat your family to a week away at "Modern Water Front Condo With Gorgeous Views". This South O'ahu property has 3 bedrooms and accommodates up to 8 people. Make use of a balcony and a garden throughout your stay.

Are there one-bedroom vacation rentals in Hawaii Kai?

If you're traveling solo or as a couple and don't need loads of space, a single-bedroom vacation rental will be just the ticket. Take a break and enjoy all of the home comforts at one of these properties in Hawaii Kai:

  • Set up camp at "Sandy Beachfront /direct Oceanfront - Allowed One Rental Per 30 Day Period" and discover the best bits of Pacific States. This one-bedroom place provides a water view, a garden and other amenities to make your stay easy and hassle-free.
  • Or, unpack your luggage and spend your vacation at "Charming Ocean Front/ Beach Front". A garden and an ocean view are just a few of the many handy amenities that are available at this property in Pacific States.