Vacation 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!

"Majestic Waters" Beautiful Beachfront w/ Views!

Aloha & Welcome to this beautiful sandy secluded beach! This beautifully 726 sq ft. remodeled 1 large bedroom condo has washer & dryer in the unit, a very comfortable bed & full kitchen! Relax on your own private lanai, look at spectacular ocean views & enjoy the amazing sunrises over the crystal turquoise waters! Perfect place to enjoy your favorite water activities like swimming, snorkeling w/ tropical fish & sea turtles, kayaking, paddle boarding & fishing! KEEP READING FOR IMPORTANT INFO!!!

Beautiful Ilikai 2BR/2BTH Corner Suite-Waikiki

Welcome to your perfect Waikiki getaway! This bright and beautifully refreshed 2-bedroom, 2-bath corner residence at the iconic Ilikai offers the ideal mix of comfort, style, and island living. Enjoy 1000 Sqft of interior space, a fully equipped kitchen with island seating, a welcoming dining area for gathering together, and two private balconies showcasing beautiful ocean and city views. Just moments from the beach, Ala Moana Center, world-class dining, shopping, and endless island adventures!

Luxury Condo with Ocean Views & FREE Parking!

Experience all that Hawaii has to offer in this beautifully renovated condo. This high floor unit boasts expansive ocean & harbor views with gorgeous daily sunsets. Conveniently located in central downtown, guests are welcomed to share the many amenities in the same building managed by the Aqua Aston Hotel. Tasty eateries, 24 hour fitness, department stores and open markets are all within walking distance. Whether you're here for business or on vacation, this is a stay you won't forget.

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.

Dreamy Surf Shack

If you are looking for a dreamy modern surf shack on the North Shore of Oahu then this is the ultimate spot! Located on a quiet private street across from the famous surf breaks and the best beaches. Sunset Beach, BackYards and Velzyland - which offers perfect swimming in the summer and amazing surf all winter, turtle sighting on the sand and spectacular sunsets are all only a 3 minute bike ride away and about a 5-10 minute walk away. @dreamysurfshack

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.

The Coconut Hale

Welcome to Coconut Hale! Tucked into the lush hills of Pupukea, this simple one-bedroom cabin is perfect for extended surf trips, lazy naps, and slow mornings on the deck. Just minutes from world-famous beaches and the charm of Haleiwa Town, it’s a great place to unwind and recharge. Local laws require a minimum 30-day booking, but you don’t have to stay the full 30 days. Feel free to message us with any questions.

Private Cottage on Gated Estate + Walk to Beach

Coral Wave Cottage is a peaceful North Shore retreat in an eclectic neighborhood, just a 4–5 minute walk to a secluded beach primarily used by locals. Swim with turtles, surf, snorkel, collect coral and seashells, or hike—all just minutes away. The iconic surf town of Haleʻiwa is only a 10-minute drive or bike ride for dining, shopping, beaches, and classic North Shore surf culture.

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.

Kailua Surf Shack: Your Hawaiian Adventure!

Snorkels, check! Beach chairs, check! Boogie boards, check! Surf boards, check! You relaxing on the sandy beach of Kailua, still pending! Welcome to your Hawaiian vacation in Kailua, Oahu! This property is nestled between the beach town of Kailua and is footsteps away from the ocean.