Family-friendly holiday rentals in Kailua

Lanikai Oasis, 2 beds, 5 min walk to the beach!

Located in the most private and peaceful locations on Oahu, our Lanikai cottage is only 5 min from one of the most beautiful beaches in the world. Welcome to Lanikai Oasis, best place for a clean and relaxing vacay in paradise! 5- 10min drive to many restaurants and eateries. The unit has been newly remodeled and is on the base Ohana unit to the main home. Newer appliances, kitchen, bathroom, beds, sectional couch etc for your enjoyment. Tax ID codes, GE-159-110-0416-01 and TA-159-110-0416-01

Kailua Beach Park - 2 BR Cottage

Kailua Beach is 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 two minutes walk to step into the ocean at the beach. This a legal vacation rental, license1990/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 shower, sink and plumbing fixtures April 2022!

Panoramic Ocean View/ Full Kitchen/2603A

Your dream Waikiki getaway begins here! Enjoy panoramic views from our 26th-floor studio in the Hawaiian Monarch, featuring a king bed and views of the ocean, canal, and Diamond Head. The condo is remodeled with new amenities, including a kitchen, A/C, WiFi, and a flat-screen smart TV. After a day exploring O'ahu, unwind in comfort with ocean, sunset, and sunrise views. Just a short walk to the beach, shopping, restaurants, and more—this is your perfect vacation, and we can’t wait to host you!

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.

Amazing Waikiki Beach Views!!

Perfect vacation getaway, with amazing views of Waikiki Beach and Lagoon!! Best location, walking distance to many points of interest, Ala Moana Mall/Designer stores and many restaurants! Enjoy visiting Oahu - there's sightseeing, swimming, hiking, surfing or shopping etc! Enjoy watching the fireworks every Friday nights from the patio, sponsored by Hilton Hawaiian Village! Hotel pool is also available for our guests. Also accepting long term stays at special rates.

Simple room in Waikiki

Small and cozy apartment with 236 sq ft. Located at the beginning of Waikiki, it is about 10min walking distance from the beach, and the heart of Waikiki. Across the bridge is the Convention Center and 15min walk to Ala Moana mall. Studio is fully furnished - queen size bed,TV, Wifi, mid size fridge, full bath, microwave, coffee maker, induction hot plate. Building has laundry, pool, jacuzzi and BBQ area; for additional fee you may use the gym and parking.

Studio- Ocean View Hideaway

Aloha and welcome to our home away from home in Makaha!! Newly built and luxuriously appointed, this beautiful studio with kitchen and patio area, is the ideal spot on the west side of Oahu. Located in the private gated community, with the amazing views of ocean and mountains. This is the most desirable location to escape, relax and enjoy a rejuvenating and memorable vacation! Kick back and relax in this calm, peaceful space.

Kailua Rental for Med/Long Term ($1,500/month)

Escape to beautiful Kailua and enjoy our cozy guest suite! Located in a quiet cul-de-sac, this unit provides modern amenities, a new full-sized bed and direct access to your own private lanai. Mountain views, nearby attractions, shopping, dining, and world-class beaches ensure an ideal destination for your next retreat! We welcome minimum stays of 30 days or more. Please contact for inquiry details. * 30 night minimum

Kailua Palm Studio. Walk to Beach! PERMITTED

Licensed, legal (NUC short term rental #1990/NUC-1819, Tax map key: 43073024) *not impacted by Honolulu ordinances banning short term **RECENTLY RENOVATED BATHROOM AND KITCHENETTE (at end of June 2023)** Peaceful retreat in desirable Kailua! An easy 8-10 minute walk to Kailua Beach. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Pineapple Studio. Walk to Beach! PERMITTED. Property managed by Kupono Services.

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.

38th floor Waikiki condo for 2 - amazing views

Renovated, clean and cozy studio in Waikiki with amazing ocean, diamond head, canal and mountain range views. It is on the 38th floor of the Hawaiian Monarch Hotel/Condo building and comes with queen bed, full bath, microwave, sink and mini refrigerator. The condo is centrally located within walking distance to the beach, shopping and restaurants.