Vacation rentals in Kahaluu

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!

Kailua Pineapple Studio. Walk to Beach! PERMITTED

Legal, permitted short-term rental (Permit #1990/NUC-1819, Tax map key:43073024) *not impacted by Honolulu ordinances banning Short-term Rentals Hawaiian style, modern appointments. Beautiful 450 sf suite in the one of the most desirable locations in Hawaii, Kailua! An easy 8-10 min. walk to Kailua Beach, top rated in the world. Private residence at the end of a quiet cul-de-sac. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Palm Studio. Walk to Beach! PERMITTED Managed by Kupono Svcs.

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!

Aloha Surf Condo - Private Deck - Pool - E-Bikes

Welcome to the Aloha Surf Condo at Kuilima Estates East, located within the Ritz-Carlton Turtle Bay Resort on Oʻahu’s North Shore. Our family uses the space ourselves, so we’ve furnished it with high-end pieces and thoughtful details that make every stay feel personal, comfortable, and cared for. Wake up to palm trees and golf course views, then walk or ride two RadRunner Premium E-Bikes to iconic surf breaks, beaches, resort restaurants, the pool bar, and Turtle Bay’s scenic trails.

North Shore Camp - Hibiscus Hut

🗺️ Off-Grid Cabin w/ Mountain View’s•Walk to Beach•Hiker’s Basecamp 🏕️This off-grid cabin sleeps 1–2 and is nestled on Oʻahu’s scenic North Shore, just a short walk (<1 mile) to the beach and minutes from the Polynesian Cultural Center. Enjoy lush mountain views and nearby trails for hiking ⚠️NOTE: This is not a luxury resort—it’s a rugged, back-to-nature experience. Expect bugs, geckos, and the occasional rainstorm. Ideal for travelers craving nature, simplicity and adventure.

Haleiwa Waterfront House

Location, location, location! This lovely DUPLEX home is perfectly situated on a beautiful white sandy beach and at the end of a quiet cull de sac. You will find all the space and privacy that one needs to enjoy a nice peaceful holiday. Historic Haleiwa Town rests in the heart of the north shore with Haleiwa being a 3 minute drive away and all the beautiful surf/swim beaches if not in front of the house then a mere 5 - 15 minute drive away (35 minute drive to the airport) .

Hawaii Kai 7-Bedroom Pool Home with Views!

Hawaii Kai home is in a Prime Location with circular view of surrounding mountains including Koko Head Mountain. Walking distance to Hanauma Bay (less than a mile), Koko Head Mountain (.5 miles), and Shopping/Restaurants across the street. Remodeled home has 7 bedrooms (5 Queen Beds and 2 Large Bunk Beds for kids) and a huge pool and spa. 2 kitchens, gas BBQ & outdoor lounge furniture. GET License: GE-147-042-0992-01 TAT Certificate: TA-147-042-0992-01

"Coconut Cottage by the Sea" Steps to the beach!

Aloha & Welcome to Punaluu! Enjoy a memorable visit when you stay in this unique sandy beachfront cottage! Important! Please keep reading for information about the renovations going on at the property. Incredible view of the ocean & you will love amazing sunrises right out your window! This special condo has a great little kitchen & new king bed. Perfect for swimming, snorkeling, paddleboarding & just relaxing on the beach! BBQ area, pool, gym & security.

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.

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

Discover your private island retreat at Charming Cottage in Lanikai by Gather, a beautifully renovated 1-bedroom, 1-bath home surrounded by lush tropical gardens. Fully remodeled in 2021, this peaceful hideaway blends modern comfort with the timeless charm of Lanikai’s coastal lifestyle—just a short stroll from one of Oahu’s most beautiful beaches.

Kuilima Country Condo

Kick back and relax in our newly renovated country condo on the North Shore of Oahu. This modern retreat is tucked away from the hustle and bustle of Waikīkī and town, offering the perfect balance of comfort and tranquility. Just steps from the Ritz-Carlton O‘ahu, Turtle Bay Resort, and the beach, this breezy island condo is your ideal getaway.

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.