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!

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.

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!

North Shore Hideaway

Elevated, design-forward retreat at Turtle Bay. This stylish, retro surf–inspired condo overlooks the golf course and mountains, filled with natural light and calming, earthy tones. AC in living room & bedroom, high-speed Wi-Fi, Samsung Frame TV, Quince linen bedding, premium Slowtide towels, and a fully stocked kitchen. Enjoy pools, tennis & pickleball courts, plus walk to Ritz-Carlton dining. Surf, snorkeling, hikes, horseback rides, & golf right here. Adventure, comfort, and serenity await.

Newly Renovated Villa Walk to Beach + Pool

Welcome to your serene island retreat on O‘ahu’s North Shore. Nestled within Turtle Bay Resort and just steps from the Ritz-Carlton, Kaia Villa is a NEWLY RENOVATED modern organic retreat where boutique luxury meets effortless island living. Enjoy nearby beaches, oceanfront dining, horseback rides, and a heated pool. The villa includes beach gear, a full kitchen, an enclosed lanai for slow mornings, washer/dryer, and curated details designed to make your stay effortless and unforgettable.

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.

Studio Nene - Ocean, King bed, Tropical Garden

Aloha! Welcome to Studio Nene, a serene, luxury guesthouse retreat in breathtaking Makaha Valley. Perfect for couples or solo travelers, this stunning space features a plush king bed, high-end finishes, and a private tropical garden. Wake up to stunning mountain views, enjoy your morning coffee surrounded by trade winds, and stargaze at night. Enjoy resort-style community pool, jacuzzi, and gym. Just minutes away from pristine west-side beaches. Guaranteed cancellation in 48 hrs.

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) .

Modern 1 Bed by the Beach w/Stay Discounts

Kick back and relax in this calm, stylish space. Located on the relaxing north east shore of Oahu, you're a minutes walk across the street to a beautiful and uncrowded sandy beach. Or take a drive 15 minutes up the road to the world famous surfing beaches of the north shore. If you want to stay in a bit, no problem either. Completely redone in 2022, this one bedroom apartment has a light modern feel that makes it a pleasure to just hang around.

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.

Aloha Hidden Treasure

This is the slice of Paradise. This unique ocean front condo located at the four floor, is steps away from a pristine Hawaiian soft-sand beach. Sit & enjoy the ocean. Take it easy at this unique getaway. The price has a big discount, because building is under construction, can be noisy between 8 to 4, M to F. Better be out to enjoy the beach and the island. TMK#530080020054 TA-075-900-3648-01