Holiday rentals in Kaaawa

Secluded White Sandy beach just 30 steps away

Enjoy the 17% discount (as I pay the taxes out of the proceeds of your payment unlike most other listings that add it on) Don’t be fooled by the other smaller studios with just a niche that barely fits a bed. This is the largest true one bedroom model at Pats. This beautiful beachfront condo is the most preferred unit located at the far end on the ground floor just 30 steps to the powdery white sand beach with the only door facing East. Assigned parking close by. Avoid lengthy elevator waits

Dreamy Beachfront Cottage with Breathtaking Views

Dream away in this romantic, sandy beachfront cottage. Perfect for couples and families! Enjoy life on the beach, in the water, or relax on the patio facing the ocean. This charming little cottage features a remodeled bathroom and galley-style kitchen. No A/C, but trade winds and ceiling fans keep you comfortable. Price temporarily reduced due to construction on the main condo complex. See spectacular sunrises, moonrises, and giant green-sea turtles sleep on this sandy beach at night until dawn.

Oceanfront haven- let the waves lure you to sleep!

Punaluu- a breathtaking white sandy beach, where you can swim & snorkel all day or jump in the saltwater pool. GROUND FLOOR oceanfront 1 bedroom 1 bath renovated unit with a coastal vibe. Wake up to a beautiful sunrise, walk on the quiet beach, lounge through cocktail hour, eat dinner outside and look for turtles at golden hour. One of the largest floor plans 720 sq ft inside plus 240 sq ft lanai. From the moment you enter the front door a calm & tranquil view of ocean & palm trees is yours!

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.

Blue Hawaii Sandy Beachfront Cottage

Peaceful, beachfront 2nd floor cottage. Ideal for 1-4 guests. Price Includes taxes, parking, resort, and wifi. Galley kitchen with marble countertops, 2-burner cooktop, and beach house charm. NO A/C, but trade-wind breezes and ceiling fans provide comfort in this tropical paradise. This upstairs unit is 1 part of a 2-story, 4-plex building. Amenities include: BBQ, pool, fitness room, and lawn chairs. Rates reduced due to construction onsite, but no construction in the unit or on the beachside.

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.

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.

"Endless Summer" Beachfront Condo w/ Full Kitchen!

Welcome to the beach! Your little piece of paradise! Read on for info about the renovations going on at the property. 1 bedroom w/ king bed & bed in the living room too! On a beautiful white sandy beach that is great for swimming, snorkeling, fishing & kayaking! Sea turtles & tropical fish are right out front! Fully equipped kitchen, washer/dryer & private lanai looking out at a spectacular beach with amazing ocean views! Enjoy incredible sunrises too! Pool, gym, BBQ area & WIFI.

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.

Ocean Sounds by Turtle Bay

Be among the first guests to stay at this oceanfront getaway. Newly furnished, cozy, and designed for relaxing. Located near Turtle Bay Resort (25 min drive) on a quieter stretch of the island with fewer crowds and more calm ocean. Fall asleep to the waves and wake up to sunrise outside your window. Note: there’s construction on the parking side of the building, so curb appeal is not at its best right now but the view makes up for it.

Hauula Studio

Hauula Hale Studio quietly sits against the mountains in the small town of Hauula, which is just a 5 minute drive from Laie and the Polynesian Cultural Center. Located in the charming country setting of Oahu's windward coast, you can enjoy a quiet and relaxing stay in our comfortable studio. With only a 5 minute walk to hiking trails or the beach or a 20 minute drive to the beautiful North Shore, there is plenty to explore and do.

North Shore Beachfront Studio

Wake up to breathtaking ocean views in this 4th-floor Hauʻula studio, designed for couples or solo travelers seeking the perfect North Shore escape. Step outside to sandy shores or unwind by the oceanfront pool. Minutes from Kualoa Ranch Adventures and the Polynesian Cultural Center, plus nearby food trucks, scenic hikes, and world-famous beaches. Simple, stylish, and unforgettable—your ideal base to explore Oʻahu’s North Shore.