The coastal town of Kailua Hawaii is located in Hawaii, United States. It is known for its dry and sunny climate and many white sand beaches. This has made Kailua a tourist spot. Apart from the white sandy beaches tourist prefer Kailua as their holiday spot because of the activities offered within such as manta ray night dive, Kona coffee, snorkelling, and swimming. In Kailua, you will also get to enjoy watching the sunset outside a restaurant of your choice. While planning your vacation, you do not need to worry about where to stay in Kailua. Just check out this list of the best vacation rentals in Kailua, Hawaii.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on September 27, 2024.
Why Trust Trip101?
✅ Over 50,000 articles reviewed and published by our experienced team
✅ Over 50 years of combined experience researching, writing and reviewing travel articles
✅ Over 40,000 hours spent on research and fact-checking from credible sources (last year’s data)
✅ Optimizing content from data-driven insights collected directly from users on our platform
✅ Focus on authentic and up-to-date information by collaborating with local guides, global travelers and other industry experts
✅ Long-standing partnerships with credible brands like Airbnb, Booking.com, Agoda, Expedia, GetYourGuide, Viator, RVShare and more
✅ Full disclosure on any partnerships or sponsored content
Trip101’s team of writers, editors, and content managers oversees the publication of all travel content, including destination guides, accommodation recommendations, and travel tips. They have extensive experience in the travel industry and no content, written or visual, gets published without a review. Many of our team’s work has also been featured in Travel+Leisure, National Today, The Indian Express, The Telegraph (India), Robb Report, The Adventure Handbook, Tripoto, Korea Tourism Organization, and Korean Ministry of Culture, Sports and Tourism. Some of them are also members of professional organizations like the Society of American Travel Writers and the International Travel Writers and Photographers Alliance.
Each member of the team follows Trip101's methodology and strict editorial guidelines to ensure accuracy, authenticity, and relevance.
1. Hawaiian-style studio retreat (from USD 253)
This delightful studio, perfect for couples seeking a romantic getaway, is within walking distance from the stunning Kailua Beach. Experience the essence of island living as you relax and unwind in this charming retreat.
Satisfy your taste buds with a variety of island treats. Treat yourself to the naturally flavoured ice cream or shaved ice at Island Snow. If you prefer a cosy night in, head to Kalapawai Market just a minute’s walk away, where you can stock up on groceries to whip up your favourite dishes, including mouthwatering burgers and sandwiches.
Conveniently located just a 28-minute drive from the Daniel K. Inouye International Airport (HNL) in Honolulu, this Hawaiian paradise is perfect for tourists.
Kailua, Hawaii, United States
16.54 km (10.3 mi) from Diamond Head State Monument
2. Romantic bed and breakfast at Kailua Beach (from USD 382)
Escape to the ultimate romantic vacation at this enchanting bed and breakfast located at Kailua Beach. Winner of the prestigious “Most Romantic Hideaway” award, this property lets you immerse yourself in the serene surroundings of the garden or relax on the deck. For breathtaking sunsets and leisurely beach walks, Lanikai Beach is just a delightful nine-minute stroll away, providing a picturesque setting for romantic moments.
Kailua town is a mere five minutes away, offering a wide array of dining options. Indulge in culinary delights at restaurants and cafes such as Basalt, Kono’s, and Over Easy, where you can savour delicious meals and experience the vibrant local scene.
Kailua, Hawaii, United States
16.39 km (10.2 mi) from Diamond Head State Monument
3. Secluded beach bungalow with private garden (from USD 6870)
You can secure this luxurious one-bedroom rental in Kailua, located 10 minutes from the beach, at an affordable price. You will instantly fall in love with this accommodation because of its strategic location close to several important amenities including bars, restaurants cafes and hotels.
If you choose to book this accommodation, you can expect your house to be fully furnished with modern amenities such as air conditioning, a cable TV and a comfy sofa. As for your meals, guests can make their own meals in the kitchen which is equipped with appliances such as a kettle, toaster, microwave, oven and utensils. An ample parking space is also available.
Kailua, Hawaii, United States
16.74 km (10.4 mi) from Diamond Head State MonumentAccommodates: 2
4. Immaculate accommodation with privacy
For a peaceful night during your vacation in Hawaii, you should try out this spacious rental in Kailua located only 10 minutes from the town centre. If you choose this accommodation, you should expect to be strategically located close to various shops, bars, restaurants cafes as well as have easy access to must-do free experiences near Oahu.
For maximum comfort during your stay, the host has introduced several important amenities such as cable TV, air-conditioning, unlimited access to the internet and a comfy sofa. As for your sleeping arrangement, the bedroom is furnished with a double bed, a mirror, a dressing table and a wardrobe. An ample parking space is also available on the premises.
18.01 km (11.2 mi) from Diamond Head State MonumentAccommodates: 3
Minimum Nights: 30
Refund Policy : 100% refund if you cancel at least 30 days before check-in.
5. Experience Lanikai lifestyle
Come and create unforgettable memories in Kailua, Hawaii as you spend your nights in this charming studio apartment located only three minutes’ walk from the famous Lanikai beach. If you book this apartment, you will be strategically located close to many social amenities including hotels, bars and shops. The apartment is bright, spacious and furnished with all the amenities that you may need during your stay including a comfy double bed, a cable TV, a comfy couch, air conditioning and uninterrupted access to the internet. Guests also have access to their own private bathroom where they will find a walk-in shower and a water closet. A safe and secure parking space is also available.
Kailua, Hawaii, United States
16.88 km (10.5 mi) from Diamond Head State Monument
6. A tropical paradise
This beautiful one-bedroom apartment is located only three minutes’ walk from the town centre of Kailua, Hawaii. Booking this accommodation will put you in a very strategic position close to various social amenities such as the beach, hotels, bars, restaurants and supermarket. Apart from being close to one of the most beautiful beaches in Hawaii, you will also love this apartment because of its in-house amenities which includes a spacious living room fully furnished with a comfy couch, air conditioning, a coffee table and a music system. As for your meals, the kitchen is fully equipped with a microwave, toaster, a cooktop, utensils and a fridge. Other basic amenities such as towels linen and toiletries are also provided by the host but at an extra cost.
17.03 km (10.6 mi) from Diamond Head State Monument
7. Tranquil home for a couple
Now that you have decided on your destination, its time for you to select an accommodation that will sort all your needs. For that purpose, you may want to consider this luxurious one-bedroom apartment located in private and quiet in a tropical setting only five minutes’ walk from the beach and Kailua town. The first thing you will love about this accommodation is its spacious nature. Your new home consists of a living room, bedroom, kitchen and a private bathroom. For maximum comfort during your stay, you will have access to various amenities including a cable TV, air conditioning and uninterrupted access to the internet. Other basic amenities such as linen, towels, toiletries are also provided upon request.
Kailua, Hawaii, United States
16.21 km (10.1 mi) from Diamond Head State Monument
8. An airy yet air-conditioned cottage
Jennie invites you to spend a night or more in her luxurious apartment located less than a mile (0.8 km) from the beach and seven miles from Kailua town. You will find this accommodation very convenient because of its proximity to various social amenities including hotels, bars, restaurants cafes and boutiques. Once you book this apartment you will have access to the whole house which consists of a living room, a single bedroom, a kitchen and a private bathroom. Each room in Jennie’s home is fully furnished with important amenities such as air conditioning, comfy sofas, a cable TV and a music system. As for your sleeping arrangement, the bedroom is equipped with a comfy double bed, a dressing table and a wardrobe. Towels, linen and toiletries are also provided by the host.
Kailua, Hawaii, United States
16.69 km (10.4 mi) from Diamond Head State Monument
9. Tropical garden studio
Tropical Garden Studio is a spacious and comfortable accommodation option strategically located at the heart of Kailua within 10 minutes’ drive from the bus stop the city centre and Kailua Beach. The house is accessible via a private entrance and the first room you will see when you enter your new home is a spacious living room furnished with a cable TV, a sofa bed, a comfy couch and air conditioning. Adjacent to the living room is the kitchen which is equipped with modern amenities including a toaster, microwave, fridge, a cooktop and utensils. As for the sleeping arrangements, the bedroom is equipped with a queen- size bed, a dressing table and wardrobe. Towels, linen and toiletries are also provided by the host upon request.
160 South Kainalu Drive
16.26 km (10.2 mi) from Diamond Head State Monument
10. Beachside home away from home
Treat your family with an unforgettable vacation in Kailua, Hawaii by booking this luxurious apartment located just five minutes’ drive from the beach. Apart from being close to the beach, you will also love this apartment because of its proximity to various amenities such as cafes, boutiques, restaurants and supermarkets. Your new home consists of a living room, bedroom, kitchen and a private bathroom. For your entertainment purposes, the host has gone an extra mile by introducing several important amenities such as a comfy sofa, a sofa bed, a cable TV and air conditioning. As for your meals, guests have access to their own kitchen which is fully equipped with useful appliances such as a microwave, toaster, a cooktop and utensils. Other important amenities worth mentioning includes interrupted internet access and an ample parking space.
24 N Kalaheo Ave
17.16 km (10.7 mi) from Diamond Head State Monument
11. Cottage by the sea
Come and unwind in this luxurious cottage is located in a clean, safe and quiet neighbourhood half a block from beautiful Kailua Beach. You will instantly fall in love with this accommodation thanks to its spacious nature which consists of a spacious living room, kitchen, bathroom, and a bright bedroom. Apart from its spacious nature, you will also love this accommodation because of its in-house amenities which includes a cable TV, air conditioning, free internet, a music system and a comfy couch. As for your meal, guests are always welcomed to prepare their own meal in the kitchen where they will find a fridge, oven, kettles, utensils and a cooktop. Towels linen and toiletries are also provided by the host.
155 Makua St
16.47 km (10.3 mi) from Diamond Head State Monument
12. Hawaiian style cottage
Come and explore all the gems that Kailua, Hawaii has to offer as you spend your nights in this charming accommodation located at the heart of Kailua only five minutes’ walk from the beach. The first thing you will love about this accommodation is its strategic location only five minutes’ walk from several social amenities including hotels, bars, restaurants and hotels. Apart from its strategic location, this accommodation is also highly recommended because of its extraordinary in-house amenities that includes a cable TV, free internet, a comfy sofa, a music system and an air conditioning system. Towels, linen and toiletries are also provided by the host.
16.73 km (10.4 mi) from Diamond Head State Monument
Explore Kailua, Hawaii, and have fun
Whether you are here for fun or business, you are guaranteed to find an accommodation in Kailua that will suit all your needs, be it luxurious villas, affordable studios or beach house rentals . Book one and enjoy!
Frequently asked questions about vacation rentals in Kailua, Hawaii
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data
-
-
-
12 Best Hotels For Singles In Hawaii, USA - Updated 2024Trina Joy Cassey -
-
-
-
-
-
-
