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 RentalKailua, HI, US
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.
BEACH FRONT ESTATE, STEPS TO KAILUA BEACH! LEGAL RENTAL!Kailua, HI, US
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/ waterfallsAccommodates: 2
Minimum Nights: 2
Refund Policy :
Top guest reviews
Amenities & Room:
comfortable bed with air conditioningthere is a nice closet with room for plenty of clothes and they supply snorkels and beach chairs etcwe loved the pool and ocean view is wonderfulthe bed and bedding were very comfortable and lovelyCleanliness:
nice clean placevery nice very clean as advertisedit was clean and modern and very well cared forthe pros of the place were many - clean airy good towels and linensHost:
the hosts were very welcoming and attentivethe hosts are quite lovely as wellthe owners are really nice tom and lucindaRead more reviewsLocation:
we could not have asked for any better location accommodations or service
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!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)Cleanliness:
the wildlife:keep the kitchen clean to deter the antsHost:
the owner is easy to communicate with and helpfulthe property owner and manager gina couldn’t have been more accommodating and helpfulgina is the most gracious and hospitable ownergina was so helpful and a pleasure to deal withRead more reviewsLocation:
yet it’s an easy walk to lanikai beachthe perfect house and location for our family of 6yes the house is that close to the gentle waves
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 - KailuaAccommodates: 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 neededkitchen cabinets could use a refresh but didn't distract from overall condition and functionality of the housebeds were very comfortablebeds were very comfortable and every room had its own bathroomCleanliness:
it was clean and well kept and spaciousthe vacation rental was very cleanthe kitchen was well stocked for cooking and the grill was clean and ready to usereviewer comments:clean great location beautiful beach will stay here againHost:
steven and mitchell were helpful and attentivestaff was available and responsive throughout the rental processrating details:the property manager was very helpfulrating details:the property manager was very helpfulrating details:the property manager was very helpfulRead more reviewsLocation:
the location was greatthe location and beach access were truly amazinggreat location with direct beach access and plenty of room for nine peoplewalking distance to "nicks" with some great pokewe loved being able to walk right down the short path to the beach
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 BeachAccommodates: 8
Minimum Nights: 30
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviews
Host:
daniel and virginia were wonderful hoststhe owners were welcoming and helpfulowners were very easy to deal withand they are wonderful owners who take great pride and care of their homethe owners and this place are impressive in every wayRead more reviewsLocation:
the location is greatthis is the ideal location if you are looking for a hawaiian house vacationwhat a fantastic location and homethis is an an amazing property location with simple access to kailua town honolulu and anywhere on the islandthank you for an amazing stay in an amazing location
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.
Lanikai Ocean Front; AUGUST CANCELLATION - SPECIAL RATE FOR 8/6-12Accommodates: 14
Minimum Nights: 5
Refund Policy :
Top guest reviews
Amenities & Room:
The beach is so calmThe houses have all the amenities and precious parking spaceThe large open living room facing the ocean was a marvelous settingThe kitchen is fully stocked Upgraded historic houseThe beds the linenCleanliness:
I can say that we didn't want to leavethe value is there and "you can not take it with youI was very satisfied with the condition of the vacation rentalI was very satisfied with the condition of the vacation rentalI was very satisfied with the condition of the vacation rentalHost:
- she's so responsive to all our questions and concernsExcellent well maintained historic home that fulfilled all expectations and then someSteven and Mitchell were very accommodating working with us arriving a little earlySteven answered any questions quickly and baked bread pudding for our arrivalStephen was there when we arrived to show us around and with a gift of his delicious dessertRead more reviewsLocation:
The perfect beach just steps awayThe house is surrounded by quiet neighborit is a destination unto itselfa 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 coffeeProbably one of the best beaches in Oahu Perfectly suited for little kids and also snorkeling
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!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 allthe apartment is situated on the beach and the view is stunning from the deckthe apartment is comfortable and a good fit for our family of fourwith the 2 twins in one room my boys slept happily and the beds were very comfortableCleanliness:
the place was clean comfortable and beautifulwhat more could we ask? the apartment itself was very nice and comfortable too clean and nicely appointedHost:
the property manager and the owners were wonderful and responsive to any questions we hadservice at both restaurants was attentive and helpfulthe hosts had thought of everything to make our stay comfortableplace was amazing owners were so gracious and friendlythe owners and manager are fantastic as well warm and welcoming friendly and funRead more reviewsLocation:
you can’t get a better locationfantastic location - just steps away from an exquisite beach and amazing viewsthis is a special place and a special location and i hope to be back soonperfect location for enjoying one of oahu's most beautiful beacheseverything you need to enjoy the property and location- boogie boards etc
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 BeachAccommodates: 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 updatesCleanliness:
great beach house we loved it very clean and perfect locationit was clean near the beach and perfect size for our family of fiveHost:
the property manager was very kind and accommodatingmanagement was great to communicate with and very helpful throughout the staythe owner was great to work with and extended great aloha to our family toomisty was easily accessible in case we had any questions and she was very accommodating and helpfulRead more reviewsLocation:
this cute beach side cottage is in a perfect locationthe house has a perfect location right on the sand with a large lawnwe had a wonderful time such a great location and time of year to be in hawaiilocation: the best i could find on vrbo for sure5 star property with a 5 star location for sure (so a 4 star overall average rating)
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!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 perfectroom was very cute and had the most beautiful viewCleanliness:
very clean and enjoyable space to just relax inthe unit was clean and owners very niceit was very clean making it obvious the locals who use that beach take care of itHost:
great owner on propertythe owner was very helpful and had everything we neededthe hosts are very friendly and available to answer questions about the area and rentaleva is a thoughtful and gracious hosteva was kind and helpfulRead more reviewsLocation:
close to everything and looks better in person than in picturesit had everything we needed and the location is simply wonderfulwe couldn’t have found a better place to stay on our oahu vacation
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.
Get Trip101 in your inbox
Unsubscribe in one click. See our privacy policy for more information on how we use your data

Create an account to bookmark our articles, like local expert tips, receive great stories in your inbox, and follow writers and topics that you love.
Log in with Facebook Log in with Twitter Log in with Google ×