Family-friendly holiday rentals in Waimanalo Beach

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!

Family · Indoor spaces · Laundry

Ocean View Haven, Hot Tub + 5 mins to Makaha Beach

💕 Spacious & Well-Equipped Home featuring tropical boho decor, a fully stocked kitchen, cozy and comfortable beds 😃 Unwind on our expansive lanai complete with a hot tub, dining table, and a plush sectional couch perfect for soaking in the surroundings. 💖 Amenities such as snorkeling gear, boogie boards, games 😍 Breathtaking views of mountains and ocean 😎 5-minute drive to beautiful Makaha Beach Park 😉1-hour drive to Honolulu, Waikiki, and the airport 👍Safe & quiet gated community

Kitchen · Indoor spaces · Decor

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.

Indoor spaces · Family · Accuracy

Best Kept Secret on Oahu! and WE ARE LICENSED!!!

Hawaii’s Best Kept Secret: The cottage is next to sandy coves, driftwood, shells, and forested pastures filled with polo ponies. The ocean is excellent for snorkeling and fishing; there are two surf breaks within one mile, windsurfers get wind most afternoons, and the mountains behind us offer good hiking trails. The Colony has a nice pool and a large grass chipping green, and a tennis court. We have TV and WiFi. LICENSE NO. 90/TVU-0108. GE-142-964-5312-01. TMK:1-6-8-009-001-0021.

Kitchen · Family · Barbecue

Welcome to the Paradise - Centrally Located Manoa

TA-206-976-2048-01, TMK#29020059 30 days minimum stay. We are situated in a peaceful yet centrally located neighborhood, near the University, Waikiki, downtown, and numerous tourist attractions. The unit has independent access, two bedrooms, a workspace in one of the bedrooms, a small living area with a Smart TV, a fully functional kitchenette, and a bathroom. Parking is just outside the house. The unit is relisted after a gap of 3 yrs, and is ideal for singles, friends, and couples.

Family · Indoor spaces · Condition

Nai‘a Suite at La Bella’s-Walk to Beach-Lic. B&B

La Bella’s B&B is a luxury island retreat on O‘ahu’s beautiful windward side, blending farmhouse charm with beach elegance. Two private suites are available, each with a private entrance, bathroom, kitchenette, AC, luxury bedding Wi‑Fi, and parking. The spacious Nai‘a Suite features a king bed and relaxing atmosphere perfect for couples or small families. Enjoy beautiful gardens, beach gear, nearby shops and eateries, and a short walk to the beach with warm onsite hosts.

Indoor spaces · Family · Long stay

Sea Cliff House 2 - Oceanfront Home - 30-day stays

Guests said: "Probably the BEST place I have ever stayed. Not a single downside." "This house is too beautiful for words." "Love love love the place!! Thank you!!" You'll love this oceanfront North Shore Oahu home, too. See the crystal-clear waters of Laie Bay from nearly everywhere in the house. Dine on the lanai with the ocean so close you feel like you can touch it. The Sea Cliff House is on beautiful Laie Point, a unique peninsula on the quiet side of Oahu.

Family · Kitchen · Biking

Modern 1 Bedroom Condo in Downtown Honolulu

Aloha and welcome! Newly remodeled, clean and cozy 1 bedroom, 1 bathroom condo is in the heart of downtown Honolulu. Enjoy the views of the harbor and the city. We are a quick 10 min drive to beautiful Waikiki. Come explore all Oahu has to offer - surfing, swimming, snorkeling, relaxing on the beach, hiking, shopping, fine dining and more! Then unwind and relax in the comfort of the condo. We welcome you and hope you enjoy paradise at an affordable price.

Kitchen · Family · Accuracy

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.

Kitchen · Family · Outdoor spaces

Tropical Hideaway Near the Beach

We live in a quiet neighborhood which is close to the beach, bus stop or shopping. It’s a mile walking to Kailua beach. The apartment has a bedroom, living room/kitchenette and bathroom which are part of the house but has a separate entrance and private yard with a gate. We must rent on a monthly basis according to Hawaii vacation rentals. If you need a different amount of time please contact me. No pets allowed.

Kitchen · Indoor spaces · Check-in

Beautiful and Spacious.

Come relax and unwind at your 3 bedroom, 2.5 bath home away from home. Located in Oahu's second city of Kapolei which is just 10 minutes from Waikele outlets, the prestigious Ko'olina Lagoons and Disney's Aulani Resort. With Costco, Target, restraunts, and Ka Makana Ali'i mall right down the road, this home has everything you need to enjoy your Hawaiian get away.

Indoor spaces · Kitchen · Walkability

Haleiwa Dream Location

Newly renovated home, excellent location, just 650 feet walking distance to beach and 5-minute bike ride to Haleiwa Town. This is a great getaway for singles, couples, or families wishing to explore without needing to drive. 30-day minimum rental required. Note the beach in the top photo is directly across the street.

Indoor spaces · Kitchen · River