Holiday rentals in Kahaluu

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!

Sunset Hale

Experience Oʻahu’s North Shore at Mokuleia Beach Colonies. A peaceful escape from the hustle of Waikiki. Our oceanfront 2-bedroom, 1-bath beach cottage offers panoramic ocean views, island charm, and space to unwind. Enjoy a remodeled kitchen, walk-in shower, outdoor shower, ocean breezes, and ceiling fans in each room. Relax in the gated community with a heated pool, tennis, and pickleball courts. Watch sunsets from the cottage and embrace island living. LEGAL Vacation Rental NUC No.90/TVU-0631

Modern Unit with Stunning Waikiki View w/ Lanai

NEW! Waikiki City View Studio. This newly renovated studio offers 382 sq. ft. of stylish living space with a spacious lanai, where you can enjoy breathtaking city&Koolau mountain views and enjoy your meal. Sleeping Arrangements: • King-size bed for ultimate comfort • Two twin-size Japanese-style futons Kitchenette Amenities: • Electric kettle with complimentary ground coffee and hibiscus tea • Portable induction stovetop for light cooking • Dinner plates, bowls, microwave, and wine cellar

Hibiscus Hale on Gated Estate + Walk to the Beach

Take it easy at this tranquil getaway on Oahu's North Shore. This eclectic container-turned-guesthouse is insulated & cooled with 2 split A/C units, has a cozy queen bed with all the amenities - Wifi, smart TV, off-street parking right in front of your unit & outdoor dining and gazebo area. Located on a large orchard, you'll be literally surrounded by avocado, mango and lemon trees that are free for the picking. The beach for surfing, snorkeling, shell-collecting is an easy 10 minute walk away.

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!

"Sandy Feet Retreat" Cottage Steps to the Beach!

Welcome to this direct sandy beachfront oasis! This condo comes with 1 Queen, Full & 2 twins! Nicely equipped kitchen & bath, outdoor sitting area w/ picnic table & ocean view! Enjoy amazing sunrises w/ your coffee in the morning while strolling along the pristine white sand! This protected reef beach is perfect for swimming, snorkeling, paddleboarding, fishing & just relaxing! There is a BBQ area, pool gym & security. Get away from all the crowds & we'll see you at the beach! Keep reading...

Island Jewel, North Shore Bliss

An island jewel on the North Shore of Oahu, this cottage is situated right on the water in a quiet, serene, and peaceful setting. Surrounded by palms and gentle trade winds, the cottage is located in a gated, old-style Hawaiian setting, offering all of the amenities you’ve come to expect plus more, including a tennis court, pickleball court, basketball hoop, and an outdoor pool. Our cottage also offers an outdoor shower, and is just steps away from the ocean. Maximum occupancy — 4 individuals

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.

Tropical Kailua Retreat | Walk to Beach + Gym

Walk to one of Hawaii’s most beautiful beaches, explore Kailua by kayak or bike, and relax in your own tropical retreat. The Honu (Turtle) Suite at La Bella’s Bed & Breakfast offers privacy, comfort, and island charm just minutes from the beach. Enjoy a queen bed with luxury linens, air conditioning, a full kitchen, private bathroom, private entrance, and outdoor seating area surrounded by tropical gardens on Oʻahu’s beautiful Windward Coast.

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.

60 second walk to Lanikai Beach. 2 Bedrooms w/ AC

Just a 60 second walk from world-famous Lanikai Beach, this unique 2-bedroom setup offers two private 1-bedroom studios. Each studio features its own kitchenette, dining area, sofa, private balcony, and full bathroom. Enjoy cool A/C, fast Wi-Fi, and thoughtful touches throughout. Relax, explore, and soak in the best of Lanikai.

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.