Vacation rentals in Pupukea

4.76 out of 5 average rating, 116 reviews

Home in North Shore

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. **Please note bookings after may 15th the sauna will be removed for renovations!

4.8 out of 5 average rating, 199 reviews

A tranquil outdoor area features a 60-foot lap pool surrounded by lush greenery and natural rock elements. A wooden dining table with an umbrella is positioned nearby, offering a view of the ocean in the background and a waterfall cascading into the pool.

Guesthouse in Kailua

Absolutely Oceanfront-60'Waterfall Pool-Legal

Kailua Absolutely Oceanfront Deluxe Vacation Rental The closest house to the Ocean in Kailua Hear waves breaking just outside Located in a quiet uncongested upscale neighborhood 60ft salt-sanitized waterfall lap pool Attached Ocean-View Deck 16-foot vaulted ceilings Wall-mounted Fujitsu air conditioning Tide pooling steps away Dramatic Sunrises Refreshing Tradewinds No Bedbugs here/Bed Bug Protective Queen Mattress and pillow covers Ozone sanitized between rentals NUC: Certificate 90-BB-0060

4.9 out of 5 average rating, 250 reviews

A two-story building is framed by lush greenery and large windows. A white staircase leads to the upper level, while balconies are visible. The exterior showcases a light-colored facade that blends with the natural surroundings, creating a serene residential setting.

Apartment in Kawela Bay

Turtle Bay Corner Condo With A Fairway View!

Resort-style amenities at your doorstep, including snorkeling beach access, pool, tennis courts, & 2 world-class golf courses. East Side of Kuilima Estates, on the Fazio 17th w/cool breezes, new washer & dryer, and A/C in bedroom & living room for comfort. The unit is locally owned and operated by longtime North Shore residents. After you have experienced all of the attractions O’ahu has to offer, check out our place on Molokai. Relax there and enjoy a true authentic Hawaiian experience!

A modern kitchen and living area are depicted in the image. The kitchen features sleek white cabinets and a spacious island. A stainless steel refrigerator and stove are visible. Natural light fills the area through large sliding glass doors, overlooking a green landscape.

4.99 out of 5 average rating, 318 reviews

Modern & Contemporary North Shore Oahu Condo

Welcome to our beautiful condo nestled in the dreamy North Shore of O‘ahu. Our home is located in the gated community of Kuilima Estates West, within the renowned Turtle Bay Resort. You'll be just a 5–10 minute walk from breathtaking shorelines, world-class surf spots, romantic dining experiences, and endless adventures by land and sea. Kuilima Estates is also the only area on the North Shore where vacation rentals are legally permitted—offering you a unique and worry-free island escape.

4.97 out of 5 average rating, 321 reviews

A scenic sunset view highlights the horizon over calm waters, with soft waves lapping against the sandy beach. In the foreground, a decorative dolphin sculpture adds a touch of charm to the balcony railing, while lush greenery frames the view.

Condo in Makaha

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.

4.88 out of 5 average rating, 25 reviews

Home in Pupukea

Sunsetyards/ Sunset pt. 30 day minimum

Open April -October 2026 Sunsetyards is almost beachfront w beach access at property line. You can hear the surf when it is up. This 2 bedroom 1 bath w partial ocean views, lanai, partial ocean & enclose garden views. Covered stone deck, yard. Complete with bikes, parking, internet, cable ,AC throughout . Its in a quiet neighborhood on the tip of Sunset pt w beautiful beach & swimming spot. We seek quiet guests (Max 4 People including children that will not have additional visitors

A comfortable living area features a leather sofa adorned with decorative cushions. A coffee table holds various items, and light streams through large glass doors that open to a private lanai, showcasing views of the surrounding greenery.

4.96 out of 5 average rating, 216 reviews

Turtle Bay Condo. Amazing retreat!

* North Shore * Pristine beaches * Rocky shores * Beautiful mountains * 2 PGA golf courses * Horseback riding * Surfing/kayaking/paddle board * Hiking/biking trails * Activity rentals * Restaurants/bars * Entire condo * Comfortable living space * Outdoor amenities * Gated entry * Assigned parking * On-site security guard * Three swimming pools * 2 tennis courts * 4 Pickle ball courts Suitable for couples, adventurers, business travelers, and families.

4.94 out of 5 average rating, 171 reviews

An outdoor seating area is featured, with a wooden table and four white metal chairs. A comfortable lounge area, furnished with a wooden bench and colorful cushions, is visible to the right. The background includes lush greenery, enhancing the setting's natural feel.

Guesthouse in Pupukea

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

A modern kitchen is featured with light wood cabinetry and natural stone countertops. Three rattan bar stools are positioned at the breakfast bar. Pendant lights with woven shades hang above. Fresh greenery is placed on the counter, enhancing the spacious and airy feel of the room.

4.93 out of 5 average rating, 227 reviews

♥ North Shore Paradise at Turtle Bay ♥

For the discerning traveler, a designer curated space with every luxury detail thought of. When you step inside, you can feel the love poured into this space, and the exquisite detailed craftsmanship throughout. Nestled on the 3rd green of the famous Georgia Fazio course at Turtle Bay Kuilima Estates West on the North Shore of Oahu. A perfect spot to vacation, honeymoon, or spend some quality relaxation time. This magical space welcomes you with aloha.

4.88 out of 5 average rating, 112 reviews

The bedroom features a spacious bed with soft linens and decorative pillows. A wooden bench sits at the foot of the bed. Natural light fills the room from the large glass doors, which open to a green outdoor area with plants, along with a small table and chairs.

Apartment in Kawela Bay

Turtle Bay Condo Retreat

Kick back and relax in this calm, quiet, and stylish condo. Location central to world famous beaches of North Shore of O’ahu. You can swim, snorkel, surf, golf, and enjoy amazing food trucks nearby. Condo is few footsteps from pool area equipped with bbq, outdoor shower, and lounging. 10 minute walk towards Turtle Bay Resort to enjoy its Turtle Bay beaches, restaurants, and watch beautiful sunsets.

4.95 out of 5 average rating, 163 reviews

An open floor plan studio is presented, featuring a spacious bed with a wooden frame. Natural light fills the room from windows that offer views of the surrounding landscape. A functional kitchen and seating area are visible, contributing to the inviting atmosphere.

Apartment in North Shore

Oceanfront Studio - 100 Foot Wave Getaways

Open floor plan studio located on 2 beautiful acres fronting pristine beach. We offer a Privacy gate entrance for your security, parking on site within the gate.Steps to the sand and ocean. Minimal and beautiful Bali furnishings, full kitchen with all you need to prepare meals, luxurious soaking bathtub and hawaii style outdoor shower. Quiet,beautiful sunsets,stars at night.

5 out of 5 average rating, 35 reviews

Apartment in Pupukea

A/C NALU studio 3 minutes walking to the beach #A

Enjoy a stylish experience at this centrally-located place. 3 minutes walking to the beach brand new studio on one acre property by Keike Beach Enjoy rest nights on the median firm memory foam top queen bed The bed have 400 count Egyptian cotton sheets Split air conditioner for your comfort Big, nice lanai, with side ocean peekaboo 3 minutes walk to Keike beach

Popular amenities for Pupukea vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Pupukea

Home in Pupukea

4.68 out of 5 average rating, 53 reviews

Beach front Home in North Shore

A spacious bed is dressed in a patterned duvet and accent pillows, complemented by light green walls. Natural light enters through a nearby window, enhancing the cozy ambiance throughout the room.

Apartment in Pupukea

4.61 out of 5 average rating, 176 reviews

Beautiful studio w/AC one block to Sunset Beach

4.87 out of 5 average rating, 149 reviews

The image captures a sunset view over the ocean, framed by palm trees and a neighboring cottage's overhang. A grassy area leads to the water’s edge, where calm waves meet the shore. Light reflects off the water, creating a serene ambiance.

Cottage in North Shore

Best Kept Secret on Oahu! and WE ARE LICENSED!!!

4.91 out of 5 average rating, 11 reviews

A view from inside showcases sliding glass doors leading to a green lawn with a sandy beach beyond. Two chairs and a small table are visible on the patio. Natural light flows into the space, highlighting the interior seating area.

Condo in North Shore

Direct sandy beachfront 1 bdrm 2 ba w/free parking

A modern open-concept living space features a comfortable sofa and a decorative coffee table. The dining area includes a sleek kitchen island with bar stools. Natural light brightens the room through a large decorative mirror, while stylish accents and greenery enhance the coastal aesthetic.

4.97 out of 5 average rating, 191 reviews

Honu Hideout at Turtle Bay

4.89 out of 5 average rating, 75 reviews

A sandy beach curves along a clear, blue ocean, with gentle waves lapping at the shore. Sunbathers and swimmers are scattered across the beach, while umbrellas provide shade in certain areas. Lush green hills rise in the background, contrasting with the golden sands.

Home in North Shore

Steps to SURF and Beaches w/ Ocean Views!

An open-concept loft features a gleaming kitchen island with bar stools, modern appliances, and natural light streaming through large windows. A spiral staircase leads to the upper level, while a wooden dining table invites shared meals. Light-colored walls and flooring create a spacious atmosphere.