Vacation rentals in Kaaawa

Secret Beach with Sunrise Views

Inexpensive, all-inclusive rate for an ocean-front condo on a secret beach with stunning sunrise views! Large remodeled kitchen with full-size appliances make this condo perfect for families. Outdoor amenities include: BBQ area, pool, large lawn + picnic areas. NO A/C but lots of trade-wind breezes. The daily rate includes taxes, parking, resort fees, Smart TV, high speed WiFi. Current rates reduced due to construction nearby. A private sandy beach is just a steps away, waiting for you to enjoy.

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.

Aloha Beach Front Cottage

This is the slice of Paradise you are looking for. This unique beach cottage (NO AC) at the second floor is steps from a pristine Hawaiian sand beach. It is extremely calming to sit & enjoy the ocean while your loved ones play in this secret sandy beach, protected by the reef. Is a perfect getaway. Enjoy the secret beach and all the island attractions. Price has discount, because main building is under construction, can be very noisy between 8 to 4, M to F. TMK#530080020132 TA-143-890-4320-01

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.

"Sand & Seashore Beachfront Living" Views for Days

Incredible views! This larger 726 sq ft one bedroom is located on the Windward side of Oahu! Welcome to the country! Away from the crowded beaches & downtown, yet close to many beautiful attractions that this island has to offer! This condo has a beautifully remodeled kitchen, spacious living room, separate bedroom & full bathroom. This white sand beach is perfect for swimming, snorkeling with sea turtles, paddle boarding, fishing & just relaxing in the sun! Pool & BBQ area, free parking!

4C Pat's at Punalu'u - Palama Paradise

End unit with 3 lanai doors to bring in all the beautiful view and sounds of the sea. It is on a reef-protected, calm beach which is perfect for families with children. Best of all it is away from the busy tourist areas of Waikiki. Note: This building is undergoing work that may involve noise and off-property, nearby parking If you choose to stay and find these issues to be unacceptable, please contact me and a full refund will be given for any unoccupied nights.

"Hina Hideaway", Views, A/C, ~5 min Walk to Beach

This listing represents one unit from "Hina Hideaway," a collection of comparable duplex 3BR/2BA rentals. You'll be assigned one specific unit upon booking. While decor and finishes may vary between individual units, all offer comparable quality, size, configuration, sleeping arrangements, and amenities. Enjoy A/C bedrooms, full kitchen, fast Wi-Fi, washer/dryer, and beach gear. Close to Polynesian Cultural Center, North Shore surf, Turtle Bay, and local food trucks.

Cozy Hauula Studio Getaway!

Experience breathtaking ocean views from this 4th-floor studio, offering a perfect blend of comfort and convenience. Featuring a fully equipped kitchen for home-cooked meals, a dedicated workstation for productivity, and direct access to the beach, this studio is ideal for both relaxation and work. Whether you're enjoying the sunrise from your private space or exploring the coastline, this oceanfront retreat offers the perfect getaway.

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.

Cozy retreat w/golf views & beach

Experience a relaxed North Shore escape at Turtle Bay, where sweeping golf course vistas blend with gentle beach breezes for the perfect Hawaiian getaway. - Sleeps 6 | 3 bedrooms | 4 beds | 2 baths - Golf course views & sunlit outdoor dining area - Fenced backyard w/ cozy BBQ grill & seating - Beach access & beach essentials provided - Family‑friendly: crib, toys, workspace & WiFi - Fully equipped kitchen & dining space

Ocean Breeze Punalu'u

Stay right on the beach in beautiful Punalu'u on Oahu's luscious east side. One bedroom condo apartment has an onsite pool, fitness center, 24 hour security, assigned parking, wifi, and cable. Recently renovated apartment is close to hiking, numerous secluded beaches, the PCC, and Oahu's North Shore. Construction is finished for the rest of 2026! Construction is set to resume some time in early 2027.