Vacation rentals in Pupukea

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!

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!

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.

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

Rainbow Forest Cottage + Private Yard

Come to Pupukea and score epic North Shore surf this winter or enjoy a tranquil beach vaca in summer. Clean standalone one-bedroom guest house with AC minutes drive from Waimea Bay, Pipeline, and Sunset Beach. Relax and work with fiber optic WiFi and Apple TV. Large lanai gets ocean breeze. Vitamix for necessary daily smoothie. ATTN: In compliance with HI law, we can only offer 30+ day rentals. Car required to get around as Pupukea is atop the mountain 3 min drive above Waimea Bay.

Haleiwa Waterfront House

Location, location, location! This lovely DUPLEX home is perfectly situated on a beautiful white sandy beach and at the end of a quiet cull de sac. You will find all the space and privacy that one needs to enjoy a nice peaceful holiday. Historic Haleiwa Town rests in the heart of the north shore with Haleiwa being a 3 minute drive away and all the beautiful surf/swim beaches if not in front of the house then a mere 5 - 15 minute drive away (35 minute drive to the airport) .

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.

Turtle Bay Bungalow- Parking, AC & Walk to Beach

🌺 North Shore Retreat | Turtle Bay Condo 🌺 Escape to Turtle Bay and wake up to birdsongs in a lush, tropical paradise. This spacious condo features a full kitchen, 2 baths, a cozy living room, a large bedroom, and a covered lanai—perfect for relaxing. Enjoy tennis courts, a pool, and nearby adventures like hiking, horseback riding, and world-famous Banzai Pipeline. Experience the best of O‘ahu’s North Shore in this peaceful retreat! 🌴✨

Cozy 1 Bedroom Loft Near Beaches

Welcome to our cozy 1-bedroom loft! - Short walk to the beach - Spacious unit with 2 full baths - Split system AC and ceiling fans - Full kitchen with granite countertops - Access to a pool just steps away - Provided beach chairs, snorkeling gear, and kids beach toys - Comfy chair on the balcony perfect for morning coffee - Sleeps 4 with queen beds in both rooms - Walking distance to the beach

Ocean Views Studio - 100 Foot Wave Getaways

Luxurious open floor plan, steps to the beach. Watch and hear the waves roll in from your 4 poster bed or private deck. On site parking behind a privacy gate at the entrance. Quiet, peaceful nights with stars illuminating the sky. Large soaking tub for luxurious baths. The beach is steps to your unit. Watch the whales, dolphins and turtles from the lanai.

Ocean Views 2 Bedroom - 100 Foot Wave Getaways

Welcome to the Ocean Views 2 Bedroom at 100 Foot Wave Getaways. Escape to your private beachfront suite, inspired by the legendary waves of Nazaré, and fall asleep to the sound of waves on the North Shore of Oahu with stunning ocean and mountain views and a luxurious king bed with organic Egyptian cotton sheets.

Serene Turtle Bay Condo on Golf Course

Tropical 2 bedroom value (i.e., not a luxury condo) getaway at Kuilima Estates West condos at Turtle Bay Resort on Oahu's North Shore. Sleeps 6 (see comments in "The space" below). Cal King, full bed, and one double sleeper sofa in living room. WiFi, smart TVs that supports streaming.