10 Best Beachfront Vrbo Rentals In Kailua, Hawaii


One of the things that attract people to visit Kailua is its beaches. Tourists from all over the world step on its white sands and swim in the pristine waters. The Koʻolau Mountain Range provides a dramatic backdrop to this beautiful place. Some interesting destinations include a whole line-up of restaurants serving indigenous cuisine. The area is filled with heritage sites, surfing spots and hiking paths. Also, the largest wetland in Hawaii is found here. Spending a few days here lets you experience all these. Here are some of the best beachfront Vrbo rentals in Kailua, Hawaii, you can check in for a comfortable break in the town.

1. Hawaiian-style apartment with beach views (from USD 315)

Built right at the back of the owners’ beachfront house, this home for two is built in classic Hawaiian-style with louver doors and windows. The studio has so much space in it and includes a spacious dining living room, where you two can relax and watch television. The sleeping area comes with a comfortable king-size bed and a powerful ceiling fan to keep you cool. The rental is fitted with a work desk, where you can set up your laptop and work or simply browse the internet with strong WiFi connection. The kitchenette has a coffee maker, electric plate, microwave, and refrigerator.

Private Beachfront Rental
Kailua, HI, US
2 Guests 1 Bedroom 1 Bathroom

2. Historic home near Kailua beach (from USD 575)

This historic home was built in 1926 and has been one of the favorite vacation houses in Kailua. Situated along the shores of one of the best beaches in the area, this home has more than enough room to accommodate 10 guests. It sits on a 10 acres (4 ha) chunk of prime real estate and has three well-adorned bedrooms and two comfortable bathrooms. The registered landmark is located in a tranquil and unpopulated part of Kailua, which gives you all the privacy you need. Cooking up a feast for a large family becomes easy with a fully stocked kitchen within your reach. It has a couple of porches, where you can enjoy a wine while taking in the views.

Kailua, HI, US
8 Guests 3 Bedrooms 3 Bathrooms

3. Oceanfront studio best for couples (from USD 560)

This studio home serves as the perfect hideaway for couples who want to experience a quiet and loving retreat. Situated in an affluent part of Kailua, the home has two terraces — one with a pool view, while the other gives you a commanding view of the ocean. With a vaulted 16 ft (4.9 m) ceiling, the home has enough space for a loft where a working desk is fitted. The interior space includes a sleeping area with a queen-size bed, while the living area has a comfortable sofa and a flat-screen television. Right by the entrance is a kitchenette with a refrigerator and microwave, which allows you to prepare your meals.

An Oceanfront Location- Studio + 60 ft lap pool w/ waterfalls
120 reviews  Wifi Available
House 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2
Minimum Nights: 2
Refund Policy :

Top guest reviews
Amenities & Room:
comfortable bed with air conditioning
there is a nice closet with room for plenty of clothes and they supply snorkels and beach chairs etc
we loved the pool and ocean view is wonderful
the bed and bedding were very comfortable and lovely
nice clean place
very nice very clean as advertised
it was clean and modern and very well cared for
the pros of the place were many - clean airy good towels and linens
the hosts were very welcoming and attentive
the hosts are quite lovely as well
the owners are really nice tom and lucinda
we could not have asked for any better location accommodations or service
Read more reviews

4. Beautiful hideaway with ocean views (from USD 2350)

Commanding stunning views of the water from several angles, this home is built to accommodate six guests and provide a memorable vacation to the family. The home is located in a secluded part of Kailua, which provides all the privacy you want. It has several decks, where you can enjoy the view and take in the fresh ocean air while sipping a glass of wine. Also, you and your family get to sleep in spacious bedrooms fitted with comfortable beds. The modern kitchen has all the essentials you need to cook up a feast for everyone.

The Perfect Lanikai Retreat With Direct Access To Secluded White Sand Beach!
71 reviews  Wifi Available
House 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
beds are so comfortable linens plentiful kitchen beautifully stocked with everything you can think of (waffle iron? amazing)
the wildlife:keep the kitchen clean to deter the ants
the owner is easy to communicate with and helpful
the property owner and manager gina couldn’t have been more accommodating and helpful
gina is the most gracious and hospitable owner
gina was so helpful and a pleasure to deal with
yet it’s an easy walk to lanikai beach
the perfect house and location for our family of 6
yes the house is that close to the gentle waves
Read more reviews

5. Grand abode with a huge terrace (from USD 1900)

The huge terrace has several sun loungers that face the sea and gives you a place where you can sunbathe while having a cold drink in hand. This area extends to a large outdoor dining area that seats 14 guests. On the other side of the house is a lanai with a sofa and a barbecue grill nearby, the best spot to catch up with everybody. The ground floor has a living room, a family room with a flat-screen television, and a smaller dining room. The large kitchen has everything you need to prepare a small feast and has a breakfast area adjacent to it. The home has five large bedrooms, three on the ground floor with queen-size beds, and two on the second level with king-size beds.

Licensed Short Term Rental Beach Front - Kailua
155 reviews
House 14 Guests 5 Bedrooms 6 Bathrooms

Accommodates: 14
Minimum Nights: 5
Refund Policy :

Top guest reviews
Amenities & Room:
the beds were comfortable the amenities were great and the kitchen had everything we needed
kitchen cabinets could use a refresh but didn't distract from overall condition and functionality of the house
beds were very comfortable
beds were very comfortable and every room had its own bathroom
it was clean and well kept and spacious
the vacation rental was very clean
the kitchen was well stocked for cooking and the grill was clean and ready to use
reviewer comments:clean great location beautiful beach will stay here again
steven and mitchell were helpful and attentive
staff was available and responsive throughout the rental process
rating details:the property manager was very helpful
rating details:the property manager was very helpful
rating details:the property manager was very helpful
the location was great
the location and beach access were truly amazing
great location with direct beach access and plenty of room for nine people
walking distance to "nicks" with some great poke
we loved being able to walk right down the short path to the beach
Read more reviews

6. Eco-friendly haven with a beach access (from USD 712)

This house offers amazing accommodations because it sits on the shore giving you direct access to the beach. The interiors are done in warm colors, giving it a homey vibe. Big enough to fit eight guests, the home has a large deck on the second floor that offers great views of the water. On this floor is where the living room, dining, and kitchen are. This floor also has a large master bedroom along with two more rooms with queen-size beds. The ground floor has a family gathering area and a bedroom. The house has three bathrooms, all of which are fitted with bathtubs. The home is powered by solar panels, making it energy-efficient and environment-friendly.

Spend September and October 42 feet from Beautiful Kailua Beach
49 reviews  Wifi Available
House 8 Guests 4 Bedrooms 5 Bathrooms

Accommodates: 8
Minimum Nights: 30
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
daniel and virginia were wonderful hosts
the owners were welcoming and helpful
owners were very easy to deal with
and they are wonderful owners who take great pride and care of their home
the owners and this place are impressive in every way
the location is great
this is the ideal location if you are looking for a hawaiian house vacation
what a fantastic location and home
this is an an amazing property location with simple access to kailua town honolulu and anywhere on the island
thank you for an amazing stay in an amazing location
Read more reviews

7. Waterfront guest house with a terrace (from USD 1900)

This grand home is divided into two parts. The first part, called the guest house, is a two-floor affair with the ground floor having a bedroom, a small kitchen, a full bathroom, and a daybed. The second floor is a self-contained area, with its own living room, bathroom, dining, kitchen, terrace, and a bedroom. The main house has a spacious common room, complete with three seating areas and two dining tables. It also has three well-appointed bedrooms, two bathrooms, and a kitchen that comes with all the necessities you need to prepare a feast for 14 guests.

92 reviews
House 14 Guests 5 Bedrooms 4 Bathrooms

Accommodates: 14
Minimum Nights: 5
Refund Policy :

Top guest reviews
Amenities & Room:
The beach is so calm
The houses have all the amenities and precious parking space
The large open living room facing the ocean was a marvelous setting
The kitchen is fully stocked Upgraded historic house
The beds the linen
I can say that we didn't want to leave
the value is there and "you can not take it with you
I was very satisfied with the condition of the vacation rental
I was very satisfied with the condition of the vacation rental
I was very satisfied with the condition of the vacation rental
- she's so responsive to all our questions and concerns
Excellent well maintained historic home that fulfilled all expectations and then some
Steven and Mitchell were very accommodating working with us arriving a little early
Steven answered any questions quickly and baked bread pudding for our arrival
Stephen was there when we arrived to show us around and with a gift of his delicious dessert
The perfect beach just steps away
The house is surrounded by quiet neighbor
it is a destination unto itself
a 12 out of 10 Perfect location and a perfect historic house Everything about our stay was perfect Walking up to that view every morning with a coffee
Probably one of the best beaches in Oahu Perfectly suited for little kids and also snorkeling
Read more reviews

8. Cute cottage on a secluded beach (from USD 325)

Grab a cup of coffee and take a seat on the deck because you are about to witness an unparalleled view of an amazing Hawaiian sunrise. This is what you will witness every morning of your stay here at this lovely cottage for four. Aside from the deck, the home has two bedrooms and one bathroom to take care of your personal needs. The home has a lovely living area, where everyone can gather, have conversations, or watch their favorite shows on the flat-screen television. Prepare your meals in the kitchen, replete with two hot plates, a bread toaster, a coffee maker, a blender, a rice cooker, and a microwave oven.

Private, oceanfront cottage in Lanikai. Breezy with incredible ocean view!
47 reviews  Wifi Available
Apartment 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 14
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
the couch was comfortable but the 2 cowhide metal chairs are not comfortable at all
the apartment is situated on the beach and the view is stunning from the deck
the apartment is comfortable and a good fit for our family of four
with the 2 twins in one room my boys slept happily and the beds were very comfortable
the place was clean comfortable and beautiful
what more could we ask? the apartment itself was very nice and comfortable too clean and nicely appointed
the property manager and the owners were wonderful and responsive to any questions we had
service at both restaurants was attentive and helpful
the hosts had thought of everything to make our stay comfortable
place was amazing owners were so gracious and friendly
the owners and manager are fantastic as well warm and welcoming friendly and fun
you can’t get a better location
fantastic location - just steps away from an exquisite beach and amazing views
this is a special place and a special location and i hope to be back soon
perfect location for enjoying one of oahu's most beautiful beaches
everything you need to enjoy the property and location- boogie boards etc
Read more reviews

9. Lovely sanctuary with a hot tub (from USD 603)

You will definitely love this beach cottage sitting right on the shore. It has three spacious bedrooms that provide enough sleeping space for seven guests. It also has two well-appointed bathrooms, a deck with added dining space, and a porch. Out in the back is where the hot tub is located together with a barbecue grill and a few sun loungers, where you can sunbathe all day long. The interior is done in classic Hawaiian design with bright neutral colors. It has a dining table for six, a fully stocked kitchen, and a living area with two sofas, a sofa bed, and flat-screen television.

Beachfront Plantation Cottage - 3bd/2ba House - Kailua Beach
30 reviews  Wifi Available
cottage 7 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 7
Minimum Nights: 30
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
there needs to be many safety updates as well as fan and kitchen supply updates
great beach house we loved it very clean and perfect location
it was clean near the beach and perfect size for our family of five
the property manager was very kind and accommodating
management was great to communicate with and very helpful throughout the stay
the owner was great to work with and extended great aloha to our family too
misty was easily accessible in case we had any questions and she was very accommodating and helpful
this cute beach side cottage is in a perfect location
the house has a perfect location right on the sand with a large lawn
we had a wonderful time such a great location and time of year to be in hawaii
location: the best i could find on vrbo for sure
5 star property with a 5 star location for sure (so a 4 star overall average rating)
Read more reviews

10. Guest house for two on the beach (from USD 265)

This lovely guest house is a studio that has direct access to the beach and a terrace that overlooks the water. The terrace also has a barbecue grill that you can fire up while having a few beers at the adjacent bar area. The interior has an impressive high vaulted ceiling, which allows air to circulate and make the room cooler. The sleeping area consists of a comfortable bed and a huge ceiling fan, and is located next to the living area. The dining table for two is the perfect spot to enjoy simple meals that you prepared in the kitchenette. This area comes with a refrigerator, a bread toaster, an oven toaster, a microwave oven, and a coffee-making facility.

Best Price and Location on Beautiful Kailua Beach!
86 reviews  Wifi Available
guest house 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 30
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the view was beautiful the room was perfect
room was very cute and had the most beautiful view
very clean and enjoyable space to just relax in
the unit was clean and owners very nice
it was very clean making it obvious the locals who use that beach take care of it
great owner on property
the owner was very helpful and had everything we needed
the hosts are very friendly and available to answer questions about the area and rental
eva is a thoughtful and gracious host
eva was kind and helpful
close to everything and looks better in person than in pictures
it had everything we needed and the location is simply wonderful
we couldn’t have found a better place to stay on our oahu vacation
Read more reviews

Come visit sandy Kailua

Kailua sits on the opposite side of the island of O’ahu. It offers the best beaches and the bluest waters anyone can see. The accommodations listed above are all able to help you experience the beautiful shores and take in the mesmerising sunrise/sunset views.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

Get Trip101 in your inbox

Unsubscribe in one click. See our privacy policy for more information on how we use your data

Hi! I'm Gabby. Writing, travel, and food are my passion. These three bring me to new highs. What better way to enjoy life than to experience all my passion at this stage of my life. I've been...Read more

 Want to contribute as a Local Expert?
Explore Kailua (Oahu)
Good things are meant to be shared!