Holiday houses in Kailua
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Top-rated holiday rentals in Kailua
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Kailua Beach Park - 1 BR Cottage
Kailua Beach was once again been rated as the best beach in the USA for 2019, by Dr. Beach." The cottage is directly across the street from Kailua Beach Park and less than a 2-minute walk to step into the ocean. It is a legal vacation rental, license number 1990/NUC-1758. The property is tucked away one house back from the road into Lanikai, and described by guests as "a little oasis of quiet and calm." The bathroom has been remodeled with a new showers, sinks and plumbing fixtures April 2022!
*Remodeled Oceanfront in Waikiki - Ilikai Marina
Welcome to our oceanfront home offering stunning ocean views and Hawaiian sunsets, all within walking distance to the beach. Whether you're seeking adventure, family fun, or relaxation, this is the perfect destination while visiting Oahu. On Friday nights, enjoy spectacular fireworks right from your balcony. We look forward to sharing recommendations for local restaurants, beaches, and activities to make your time in Hawaii unforgettable. Book now and start planning your island getaway with us!
Lanikai Oasis, Cozy Cottage 5 Min to Lanikai Beach
Lanikai Oasis, A Peaceful Island Retreat Tucked away in one of the most private and peaceful neighborhoods on Oʻahu, Lanikai Oasis is a serene cottage retreat just 5 minutes from Lanikai Beach, consistently ranked among the most beautiful beaches in the world. Perfect for a clean, calm, and relaxing vacation, this newly remodeled ohana unit offers modern comfort in a lush island setting. ideal for couples or quiet travelers seeking paradise. Hawaii Tax IDs GE-159-110-0416-01, TA-159-110-0416-01
Kailua Pineapple Studio. Walk to Beach! PERMITTED
Legal, permitted short-term rental (Permit #1990/NUC-1819, Tax map key:43073024) *not impacted by Honolulu ordinances banning Short-term Rentals Hawaiian style, modern appointments. Beautiful 450 sf suite in the one of the most desirable locations in Hawaii, Kailua! An easy 8-10 min. walk to Kailua Beach, top rated in the world. Private residence at the end of a quiet cul-de-sac. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Palm Studio. Walk to Beach! PERMITTED Managed by Kupono Svcs.
Absolutely Oceanfront-60'Waterfall Pool-Legal
Kailua Absolutely Oceanfront Deluxe Vacation Rental The closest house to the Ocean in Kailua Hear waves breaking just outside Located in a quiet uncongested upscale neighborhood 60ft salt-sanitized waterfall lap pool Attached Ocean-View Deck 16-foot vaulted ceilings Wall-mounted Fujitsu air conditioning Tide pooling steps away Dramatic Sunrises Refreshing Tradewinds No Bedbugs here/Bed Bug Protective Queen Mattress and pillow covers Ozone sanitized between rentals NUC: Certificate 90-BB-0060
Large Kailua Beach Home - Steps To The Beach!
Spacious home for the entire family to enjoy! Just a few minutes walk to the soft sand & clear water of Kailua beach. Spend your days at the beach with your private, air conditioned oasis awaiting you for rest and relaxation. A short bike ride to Kailua Town with restaurants and shops. Lanikai Beach is less than a 5 minute drive away. Hike, bike ride, snorkel, swim, surf, boogie board, kayak, paddle board, kite surf, wind surf, and much more!! Some dates not shown - reach out to confirm avail!
Beachfront Getaway - Hawaiian Princess Condo
Mesmerizing sunset views from this sandy beach front condo. Nothing separates you from sparkling turquoise waters but footprints in the sand. Balcony is ideal height for turtle watching. From Nov- April you may spot a whale. This vibrant land is full of surprises. Even dolphins spin by now and then. Escape the crowds of Waikiki to experience a real Hawaiian lifestyle. Snorkel, boogie board or surf right out your door. Awakening to the rhythm of the ocean can change your life forever.
Nai’a Suite at La Bella’s-Walk to Beach-Licensed
La Bella’s B&B is a High End Luxury home filled with charm and a touch of farmhouse/beach elegance. Two Suites are available for booking. Owners live onsite. Starbucks, Safeway, Gas Stations and Eateries are right across the street. Nai’a (Dolphin) Suite Offers: -Kitchenette -Private Bathroom -Separate Entrance -AC and Powerful high end fan -King size bed w/luxury bedding If you want a beautiful garden, great host family and a short walk to the beach this is the place for you.
4 BDRM, Near beach, Ocean Views, HotTub, Pool, Gym
Imagine waking up to breathtaking views of the ocean, mountains, and valley, while surrounded by lush tropical landscaping. You can unwind in the Jacuzzi or fire up the Traeger grill for a tasty BBQ. We've got you covered with all the beach amenities you'll need to enjoy the crystal-clear waters and white sandy beaches. Whether you're looking for a romantic escape or a fun-filled family vacation, our property has everything you need to create unforgettable memories.
Kailua Beach Cottage - 1990/NUC-1797
WE HAVE PERMIT - 90/TVU-0287 FROM THE CITY & COUNTY WE WERE RATED BY AIRBNB AS A SUPERHOST. KAILUA BEACH RATED #1 BEACH IN AMERICA! This place is good for couples, business travelers, and families. (On the 2nd floor - upstairs) *Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply. Visit the 8 Bdrm Villa website for a larger family group.
Turtle Bay Condo with Pool Access
Experience Turtle Bay without resort pricing! - Spacious 1-bedroom + loft, 2-bath condo - Clean, family-friendly atmosphere - Amenities include AC, free WiFi, and beach gear - Near beach - Access to three pools and tennis courts - Close to local attractions like Shark's Cove and Polynesian Cultural Center - Gated community with 24/7 security We look forward to hosting you!
Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai
Discover your private island retreat at Charming Cottage in Lanikai by Gather, a beautifully renovated 1-bedroom, 1-bath home surrounded by lush tropical gardens. Fully remodeled in 2021, this peaceful hideaway blends modern comfort with the timeless charm of Lanikai’s coastal lifestyle—just a short stroll from one of Oahu’s most beautiful beaches.
Popular amenities for Kailua holiday rentals
Stay near Kailua's top sights
Other great holiday rentals in Kailua
Oceanfront House 30 DAY Minimum
13th Fl Waikiki Shore Condo | King Bed |Ocean View
The Lebowski- Paradise Campervan
Private and Cozy
Pillows in Paradise, "Lanikai" Private Studio
Papaya Paradise "Mauka" Poolside Studio *Licensed*
Cozy Guest House
The Drifter - North Shore Loft - Relaxed Luxury
When is the best time to visit Kailua?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $354 AUD | $356 AUD | $320 AUD | $320 AUD | $337 AUD | $337 AUD | $337 AUD | $327 AUD | $304 AUD | $289 AUD | $313 AUD | $307 AUD |
| Avg. temp | 22°C | 22°C | 23°C | 24°C | 24°C | 26°C | 26°C | 27°C | 26°C | 26°C | 24°C | 23°C |
Frequently Asked Questions
What are the best places to stay in Kailua?
Stays in central Kailua let you explore vibrant shops and restaurants, while accommodations near Lanikai offer relaxed beach access. Both areas are frequently suggested for those looking for a local experience.
What are the best things to do in Kailua with kids?
Kailua Beach Park has gentle waves for swimming, and the Kalapawai Market is known for casual snacks and treats. Kayaking on the bay and exploring nearby nature trails are also frequently suggested for families.
What are some of the best things to do in Kailua?
Explore kayaking or paddleboarding in the calm bay, hike up to the Lanikai Pillboxes, and unwind at Kailua Beach Park. Kailua’s farmers' markets, local eateries, and bike paths are also frequently suggested.
How is the weather in Kailua?
Kailua has warm temperatures throughout the year, ranging from about 65–85°F (18–30°C). Rain is more frequent in winter and early spring, while summers are sunnier with less rainfall.
When is the best time to visit Kailua?
May through September has warmer temperatures around 70–85°F (21–30°C) and less rainfall, making it a popular time for beach outings. Late spring and early fall are often enjoyed for smaller crowds and local festivals.
What are the best places to visit in Kailua?
Frequently suggested spots in Kailua include the white sands of Kailua Beach Park, the scenic Lanikai Beach, and the Pillbox Hike for panoramic coastal views. The neighborhood also has inviting local markets and art galleries.
What are some hiking trails in Kailua?
The Lanikai Pillbox Hike is frequently suggested for its scenic coastal views and moderate climb. Locals also explore forested paths in nearby natural reserves, where you can experience native plants and ocean breezes.
What are some family activities we can do in Kailua?
Families can explore calm swimming beaches, rent bikes for easy paths, or visit local playgrounds in Kailua. Kayaking, visiting markets, or observing wildlife at Kawainui Marsh are also popular choices among visitors with children.
What are some of the best day trip ideas from Kailua?
Day trips around Kailua can include exploring lush botanical gardens, visiting the North Shore’s surf spots, or hiking in forested preserves. The area also has popular historic sites and cultural centers within easy reach.
Are there any pet friendly accommodations available in Kailua?
Many accommodations in Kailua are pet friendly, especially around central neighborhoods and residential areas. Parks and outdoor cafes make it convenient for guests traveling with pets.
What are some local tips for visiting Kailua?
Weekdays generally feel quieter at popular beaches, and early mornings are good for catching sunrise views from Lanikai. Remember to respect local customs, pack out what you bring, and use reef-safe sunscreen to protect marine life.
What is Kailua known for?
Kailua is known for its wide, sandy beaches, calm turquoise waters, and relaxed community vibe. The area has scenic hiking, local food spots, and opportunities to experience traditional Hawaiian culture.
What are the best hidden gems to explore in Kailua?
Kailua has quiet local beaches, shaded marsh trails for birdwatching, and small independent shops where you can explore local crafts. Consider wandering untouristed sections of Kailua Beach or the nearby Kawainui Marsh trail for a more laid-back experience.
What are the best foods to try in Kailua?
Kailua has fresh poke bowls, local plate lunches, and tropical fruit smoothies that are often recommended. Shave ice and pastries from neighborhood bakeries add to the area’s favorite flavors.
What should I bring for a trip to Kailua?
Pack light, breathable clothing, swimwear, reef-safe sunscreen, and a sun hat for comfort in Kailua's warm weather. If you plan to hike or explore nature, closed-toe shoes and a reusable water bottle are often recommended.
What is the nightlife in Kailua like?
Kailua has a relaxed nightlife scene with welcoming bars, laid-back dining spots, and venues that occasionally feature live music. Most nightlife is concentrated in town, and evenings often center around enjoying local flavors in a casual atmosphere.
What are the most popular events or festivals in Kailua?
Kailua frequently hosts street fairs, annual parade celebrations around holidays, and open-air art markets. Late spring and holiday weekends are often filled with local music, food, and craft events.
Are there family friendly vacation rentals in Kailua?
Kailua has many family-friendly rentals, often located near beaches or local parks. These options typically include amenities like kitchens, outdoor space, and easy access to nearby attractions.
Quick stats about holiday rentals in Kailua
Total holiday rentals
Explore 340 holiday rentals in Kailua
Nightly prices starting at
Kailua holiday rentals start at $57 AUD per night before taxes and fees
Verified guest reviews
Over 11,150 verified reviews to help you choose
Family-friendly holiday rentals
190 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 40 rentals that welcome pets
Holiday rentals with a pool
90 properties feature pools
Rentals with dedicated workspaces
160 properties have a dedicated workspace
Wi-Fi availability
330 of Kailua holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Self check-in, Beachfront and Gym across Kailua rentals
4.9 Average rating
Kailua stays are highly rated by guests—averaging 4.9 out of 5!
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- Waikiki Beach
- Kailua Beach
- Waimea Bay Beach
- Lanikai Beach
- Kualoa Ranch
- Ala Moana Beach Park
- Banzai Pipeline
- Honolulu Zoo
- Kapiolani Park Beach
- Hanauma Bay Nature Preserve
- Bishop Museum
- Kailua Beach Park
- Waimea Valley
- Wet 'n' Wild Hawaii
- Kalama Beach Park
- Polynesian Cultural Center
- Ko Olina Golf Club
- Dole Plantation
- Pyramid Rock Beach
- Sharks Cove
- Iolani Palace
- Waikiki Aquarium
- Waimea Bay Beach
- Turtle Bay Golf
- Things to do Kailua
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