Holiday houses in Kailua

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Popular amenities for Kailua holiday rentals

Other great holiday rentals in Kailua

Guest suite in Kailua
5 out of 5 average rating, 15 reviews

Lanikai 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 reviews

Beautiful 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 reviews

Pillows 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 reviews

Best 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 reviews

Waikiki 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 reviews

North 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 reviews

Affordable 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 reviews

The 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

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  5. Kailua