Kailua attracts travellers from all over the world thanks to its beautiful beaches and friendly community. There are many outdoor activities to explore, such as snorkelling, boating, biking, hiking and picnicking by the beach. Sited on Oahu’s windward coast in Hawaii, Kailua boasts stunning ocean views and fabulous eateries to savour Hawaiian cuisine. Don’t miss the chance to visit Kailua Beach Park, a gorgeous park with a white, sandy beach and beach volleyball courts for thrilling games. If you love shopping, explore Kailua Farmers’ Market to pick up local arts and crafts and enjoy homemade delicacies. Are you planning a trip to Kailua for a seaside retreat? A stay at a beautiful beach haven will rejuvenate the senses. Read on for the best beach house rentals in Kailua, Hawaii.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to beach. The image galleries get refreshed with the latest updates regularly. They were last updated on April 14, 2024.
1. The Viewhouse (from USD 350)
Create unforgettable memories at this beautiful mountainside retreat with a spacious deck overlooking an ocean panorama. The property is a short stroll to Lanikai Beach for an exciting time on sunkissed shores as you capture scintillating sunsets with your loved ones. Don’t forget to bring beach towels, beach chairs, umbrellas, water sports gear and bikes provided by the host for more fun under the sun.
What makes this vacation home spectacular is the bamboo wood floors and furnishings that add a touch of elegance to the abode. Stellar features include outdoor parking for up to three vehicles and a modern kitchen to inspire culinary creations.
2. Private beachside retreat surrounded by nature (from USD 218)
Reconnect with nature at this gorgeous beachside retreat near the entrance of Kailua Beach Park. The rental on the upper floor of this double-storey bungalow has an elegantly furnished bedroom with plush bedding and nautical-inspired decorations. Happiness is delighting in the home’s private garden oasis with teak loungers and flourishing flora to create a peaceful atmosphere. Guests have the option of hiring the services of the housekeeper to keep the premises spick and span.
It’s only a brief stroll to Kailua Beach, where you can catch a wave, go bird watching or collect seashells by the shore.
3. Well-maintained cottage with flourishing garden (from USD 295)
Have an enjoyable vacation at this well-maintained cottage with modern interiors and handy amenities, such as a well-stocked kitchen with ready pantry items. The private garden with flourishing plants is a great place to soak up some sunshine, read or meditate next to nature.
If you love water adventures, Kailua Beach is a short walk away. You can spend the day building sandcastles on the seashore or snorkelling in clear waters. The beach towels and beach chairs from the host come in handy for your seaside adventures.
4. Alohawaii Properties by the Sea (from USD 395)
Happiness is a day out at a beautiful beach, and this contemporary villa enjoys private beach access to Kailua Beach. Gear up for a thrilling time by the sea as the host has kindly provided beach towels, chairs, mats, boogie boards and coolers. There are also bikes for guests to cycle to the beach instead of walking.
Take relaxation up a notch as you kick back and unwind in a comfortably furnished haven with a lovely garden, private pool and hot tub for pampering soaks. Another advantage is the well-equipped kitchen for simple meal preparations and laundry facilities so you can pack light from home.
5. Beachside cottage with stunning sea views (from USD 480)
Set out for an exciting adventure in Kailua from this stylish beachfront cottage with stunning sea views. Just a few steps from Kailua Beach, this two-bedroom property is ideal for water sports lovers and nature trekkers. Beach chairs and beach towels are available for guests’ use.
Additionally, the property has a fully equipped kitchen with modern appliances to whip up meals after a long day on the beach. The best place to dine al fresco or relax with friends is on the spacious, wraparound deck overlooking the ocean.
6. Sweet sanctuary for couples (from USD 350)
Make the beach your happy place when you stay at this sweet couple’s sanctuary. Guests will love the beach access to the pristine Lanikai Beach across the street for exciting seaside adventures. The host has provided water sports gear, ample beach towels and several Hawaii book guides to ensure you enjoy checking out the beach and local sights in town.
When you have perfected your suntan, head back to the modern rental with nature-inspired furnishings and indoor plants. The unit has a well-equipped kitchen with a full-sized refrigerator to store groceries and chill your wine before relaxing in the cosy living area.
Top guest reviews
Cleanliness:
the studio was clean and matched on line photosthis little cottage is super clean comfortable quiet and privateHost:
rick and his wife were responsive to accommodating our needs and answering all our questions about surrounding areahosts rick and nini are very friendly and helpfulRead more reviewsLocation:
the location of this property across the street from beach access is ideala two minute walk from most beautiful stretch of lanikai beach
7. Delightful holiday cottage with well-stocked kitchen (from USD 300)
Discover a magical escape at this delightful holiday cottage, within walking distance from the lovely Kailua Beach. Guests need not pack any beach gear from home as there are complimentary beach towels, sand toys, beach chairs, snorkels and boogie boards for endless fun under the sun.
The air-conditioned property has laundry facilities on-site for your convenience and entertainment options to keep junior occupied on rainy days. Previous guests were impressed by the well-stocked kitchen to quickly whip up meals and the spacious lanai to relax with friends over drinks.
8. Well-furnished cottage by the beach (from USD 479)
Nestled along the sandy shores of the beautiful Kailua Beach, this well-furnished cottage is a slice of paradise in the sun. Well-lit interiors, elegant furnishings and breathtaking sea views make this property a welcome retreat for city-weary travellers. Guests can build sandcastles in the pristine white sand beyond their doorstep and snuggle up with loved ones under shady palms.
After a long day at the beach, whip up delicious meals in the functional kitchen before you retreat to air-conditioned bedrooms to rest. Long-term stays are allowed so you can enjoy more beach days.
Top guest reviews
Amenities & Room:
great amenities (full kitchen/washer/dryer/bathtub/comfortable beds/quality linens and pillows/ plenty of towels/ ceiling fans)the a/c worked well in both bedrooms as wella very comfortable stay and truly serene settingperfect for two adults and a toddler in his pack and play in the 2nd bedeasy and short walk to the local coffee/breakfast/lunch spot as well as shops and a pizza placeCleanliness:
it was very clean and cozyclean fully equipped spaceyit was small but spacious and very cleanthe place was very clean and i definitely recommend staying there to anyone and everyonewater is warm and calm comfortable clean stayHost:
our hosts son brought us welcome gifts and made us feel very welcomedthe host was very well organized and was around for all of our questionsRead more reviewsLocation:
the location is outstandinggreat location easy access to a great beachlocation is pretty hard to beatwhat's really special is the locationthe cottage location was really the highlight - right on the beach and a walk to the shop
9. Spacious beachfront villa with private pool (from USD 1641)
Create unforgettable memories in Kailua at this spacious beachfront villa that can accommodate up to 14 guests. Sited right on the beach in a peaceful neighbourhood, guests enjoy private beach access. You can head out for beach activities anytime you like. In addition, there are beach towels, beach toys for the kids and boogie boards for bodysurfing. Being so close to the beach means parents can always keep watch over junior swimmers in the water.
If you prefer privacy, the property has a gorgeous pool with poolside sun loungers to lounge and perfect your suntan.
Top guest reviews
Amenities & Room:
the bedrooms were roomy and equipped with fans to bring in the cool air at nightCleanliness:
very clean upon arrivaloutdoor grill is clean and ready to be grilled onpool is very clean parking is inside the gated housebut the house is super cleanoverall looks likes clean but needs more attention to surface areas that touched the most (exHost:
#4 - angelene the care taker lives on site and is amazingthe owner was very responsive to items that didn’t workgreat property easy to work with owner and staffalso host goes above and beyond to make sure our stay is amazing- helpful that they had baby items like crib highchair kids plates/cupsRead more reviewsLocation:
the location was the best part of the housefully equipped kitchen great location beautiful beachamazing place right on the beachspectacular location large common area downstairs with a great pool and backyard beachyou can’t beat the location the beach is amazing
10. La Bella’s B&B (from USD 364)
Rekindle the romance with your loved one at this luxurious couple’s retreat by the sea. The private suite has a beautifully decorated bedroom with plush bedding and a TV for watching your fave shows before retiring for the night. Room-darkening shades provide extra privacy when you want to sleep in.
Additionally, Castle Beach is just a six-minute stroll away from the property for a fantastic time soaking up the sunshine and relaxing. The host has kindly provided beach essentials such as beach towels, an umbrella, a blanket and snorkelling gear for aqua enthusiasts to explore the undersea creatures.
Top guest reviews
Amenities & Room:
the included yummy breakfast was wow and we had enough to carry us through lunch tooa/c worked perfectly as well as the microwave coffeemaker and refrigeratorthe bed and linens were so comfy and we slept really well hereCleanliness:
very pleasant experience clean comfortable and peacefulthe room was completely comfortable clean and well thought outthe suite was very beautiful and clean it has everything you needthe space was comfortable cozy clean and stylishbeautiful haven in kailua the suite was beyond comfortable spacious super clean private and beautifully decoratedHost:
she is a wonderful host and we truly felt at home hereshannon and gabriel were great hostsshannon & gabriel were great hosts very welcoming and hospitableshannon and gabriel are wonderful hosts we cannot wait to come backthanks again for being awesome hostsRead more reviewsLocation:
location was in a very beautiful areathe location is truly beautiful and the beach is just a few minutes walk from the housethere’s also a great restaurant close by
Explore the best of Kailua
Kailua has many gorgeous beaches to reconnect with nature in blissful surroundings. Why stay at expensive hotels when you can choose a seaside vacation rental and rediscover your inner peace of mind? Select your dream escape from this list of the best beach house rentals in Kailua, Hawaii.
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