
Holiday houses in Kailua
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Top-rated holiday rentals in Kailua
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Kailua

Guest suite in Kailua
5 out of 5 average rating, 15 reviewsLanikai Garden Studio - Licensed Since 1985!
JohnRating, 5 stars40 months ago
Even better than we expected! (And we expected it to be great). The studio is larger than we thought and every detail is carefully thought out. The place is extremely clean and very close to the beach. Do not worry about privacy, the studio has its own gate and garden area. We hope to return soon.
Top Guest favourite

Condo in Waikiki
4.98 out of 5 average rating, 45 reviewsBeautiful OceanView&Sunset @IlikaiResort w/Parking
ChristinaRating, 5 stars1 week ago
This spot was perfect for what we wanted! Clean and with a full kitchen (minus the oven), close walk to the beach and lots of great restaurants. Parking was included too which was an even bigger deal than we thought. Danica was a great host, always polite and responsive to messages through the Airbnb app. Would 100% recommend!
Guest favourite

Private room in Kailua
4.93 out of 5 average rating, 260 reviewsPillows in Paradise, "Lanikai" Private Studio
JulianneRating, 5 stars3 weeks ago
We had the best time at Barbara and Lionel's place!! They're both so friendly and make you feel right at home. They had beautiful flowers waiting for us with bagels and jam for breakfast. They also had fresh pineapple for us, which was delicious. The kitchen area is stocked with everything we needed, and they even provided filtered drinking water. The bathroom is very spacious and clean, and the neighborhood is so quiet. They're located within walking distance of Kailua Beach so we walked there often. They provide beach towels, which was so convenient, and also beach chairs. They're also walking distance to the center of town, where we found some great restaurants. This is really the perfect place to stay in Kailua. I'll definitely stay here again when I come back.
Guest favourite

Cottage in North Shore
4.91 out of 5 average rating, 118 reviewsBest Kept Secret on Oahu! and WE ARE LICENSED!!!
SusannaRating, 5 stars3 weeks ago
We greatly enjoyed our time in his house. We had fantastic sunsets on the lanai. It was very relaxing to spent the afternoon on the lanai and to watch and hear the sea. You can easily reach a small beach from the house, which we only did for some late afternoon walks. We went snorkeling at Shark‘s Cove and at Waimea Beach, we could see a lot of fishes and turtles, inside and outside of the water. The location of the house was very good for us, you can easily reach different beaches, go on a sea shore hike or visit Pearl Harbour. The house was ideal for the two of us. We wanted to relax at the sea and do a lot of snorkeling and swimming which we could do every day. Peter was very friendly and helpful.

Apartment in Waikiki
4.83 out of 5 average rating, 18 reviewsWaikiki Grand 612 - Large Studio, Pool & Balcony
CorinRating, 5 stars1 month ago
The stay was nice and close to the beach.. they also have a roof balcony to sit on!

Tent in Laie
4.71 out of 5 average rating, 77 reviewsNorth Shore Oahu Camping / Glamping Tent Laie #5
AshleyRating, 5 stars1 week ago
great place to stay, the tent was spacious and clean!

Tiny home in Kailua
5 out of 5 average rating, 3 reviewsAffordable Hawaii Camping Trip | Gear Included
ElizabethRating, 5 stars4 days ago
Was such an affordable and amazing way to spend our time in oahu! We are first time van campers and this trip seriously sparked something in us, a love and respect for the outdoors & even more for our Polynesian islands which we hold so dear. Mahalo family 🤍🤍
Guest favourite

Condo in Kahuku
5 out of 5 average rating, 7 reviewsThe Drifter - North Shore Loft - Relaxed Luxury
KristinaRating, 5 stars2 weeks ago
We had a wonderful stay! The home was clean, well-equipped, and had plenty of room to relax and unwind. One of our favorite spots was the super comfy couch haha it was perfect for lounging after a long day of exploring! Short walk to the hotel and easy drive to Kahuku.
Quick stats about holiday rentals in Kailua
Total rentals
360 properties
Total number of reviews
11K reviews
Family-friendly rentals
200 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
170 properties have a dedicated workspace
Destinations to explore
- Waikiki Beach Holiday rentals
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- Kailua Beach
- Waimea Bay Beach
- Ko Olina Resort
- Kepuhi Beach
- Mālaekahana Beach
- Lanikai Beach
- Kualoa Ranch
- Mākoa Beach
- Honolulu Zoo
- Banzai Pipeline
- Hanauma Bay
- Kapalaoa Beach
- Ala Moana Beach Park
- Kaupoa Beach
- White Plains Beach
- Pyramid Rock Beach
- Wet 'n' Wild Hawaii
- Kalama Beach
- Makao Beach
- Sans Souci Beach
- Diamond Head Beach Park
- Bishop Museum
- Mahakea Beach
- Waimea Valley
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