Vacation rentals in Kaaawa

Majestic Paradise Cabin

Tucked away in a private valley with breathtaking views, you can find some rest while being educated about this special and historical land. All visitors to the land will be REQUIRED to participate in our Aina Program (a short land conservation project), as part of your stay. It is a CAMPING experience. World famous local food trucks and beaches within a short distance in every direction, as well as onsite activities. 10-12min walk to the beach. A memorable experience and a chance to give back.

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

Honu Suite at La Bella’s-Walk to Beach-Licensed

No detail is overlooked at this charming and luxurious home. La Bella’s Bed and Breakfast is the place to be if you are looking for a short walk to the beach, a beautiful garden to enjoy, great host family that lives onsite and close to amenities. Our luxury bedding and upgraded style makes you feel right at home during your Hawaii vacation. The Honu (Turtle) Suite: -AC -Queen bed -Full kitchen -Private bathroom This suite is extra private -located away from the rest of the living quarters.

Aloha Beach Front Cottage

This is the slice of Paradise you are looking for. This unique beach cottage at the second floor is steps away from a pristine Hawaiian soft-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

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.

Aloha Beachfront Condo Paradise Bound Turtle Haven

New Listing! Welcome to the Aloha Beachfront Suite! Beautifully remodeled condo on the sand and water! Completely renovated in 2025! Dance among the waves anytime you want! Sleeps two guests comfortably. 🌊 Unbeatable location! On the North Shore, close to many local attractions -Polynesian Cultural Center, Keana Zipline, Ritz Carlton Turtle Bay Resort and Kualoa Ranch. Enjoy the spectacular views and sites of the area. Parking is included. It’s time to experience Hawaii at its finest!

30 Steps to the beach! Sleeps 4 TA154-814-0544-01

My place is close to Kaya's Country General Store across the Street Polynesian Cultural Center Laie Temple Laie Point Shark's Cove Marine Sanctuary (snorkeling) Sunset Beach Pipeline Waimea Falls Park Waimea Bay Kahana Bay The Crouching Lion The Old Sugar Mill Kualoa Ranch-horseback riding, 3 wheeling, mountain biking. Where Jurassic Park and Lost were filmed., public transport. My place is good for couples, solo adventurers, business travelers, and families (with kids).

"The Honu Hale" Beachfront Condo w/ View & Kitchen

SPECIAL PRICE! Welcome to your little piece of paradise! On a beautiful white sandy beach. Great for swimming, snorkeling, fishing & kayaking! Sea turtles & tropical fish are right out front! Punaluu is on the Windward side of Oahu away from all the crowds of town yet close to lots of amazing things to do! PCC, North Shore beaches & big wave surfing! There is a fully equipped kitchen, 2 beds for you & your guests. Washer/dryer in the unit & a private lanai!

Slice of Paradise-Studio-Sleeps 4-same$ for 2 as 4

Enjoy this beautiful, private, brand new studio nestled in the mountains of Makaha Valley. This is located in a gated community with 24 hour security. Minutes from year round surfing and golfing. This is a LEGAL vacation rental. Private yard on a perimeter lot with unobstructed ocean and mountain views and just a few minutes drive to many clean, sand bottom beaches. Any combination of 4 guests is okay as long as there is a max of 2 adults.

Newly renovated, oceanfront, AC, beautiful views

Enjoy stunning ocean and mountain views from this thoughtfully designed oceanfront condo. Relax on the spacious lanai with breezy trade winds, or step onto a secluded beach where sea turtles visit. High-end furnishings, a fully stocked kitchen, beach gear, premium outdoor seating, and modern conveniences like motorized blinds, AC, and a workstation make this a perfect retreat for relaxation, work from paradise living, or adventure.

Kailua Rental for Med/Long Term ($1,500/month)

Escape to beautiful Kailua and enjoy our cozy guest suite! Located in a quiet cul-de-sac, this unit provides modern amenities, a new full-sized bed and direct access to your own private lanai. Mountain views, nearby attractions, shopping, dining, and world-class beaches ensure an ideal destination for your next retreat! We welcome minimum stays of 30 days or more. Please contact for inquiry details. * 30 night minimum

North shore Studio with sauna! - Walk to beach!

Legal Nightly Vacation Rental (No 30-day contracts) A cozy, island-style unit with a loft bed, perfect for an authentic Hawaiian getaway. The unit includes High speed WiFi, 65 inch Smart TV, Split unit AC, sauna, an outdoor shower, an outdoor gym, a sun deck, and private access. Located within walking distance to famous Waimea Bay and other beautiful spots, this space offers convenience, comfort, and island charm.