Holiday rentals in Haleiwa

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!

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.

Legal STR: Aloha at Turtle Bay w/ Loft

TMK #570010270107 STR license # 51 Quiet upstairs unit with loft. Cooling trade breezes drift from the lanai through to the master bedroom. Walk to golf, restaurants and the beaches at the Ritz Carlton Oahu at Turtle Bay. 2 swimming pools, tennis and pickleball on site. Has beach toys and gear, tennis and pickleball rackets. WiFi, cable and Smart TV’s. Drive to North Shore beaches and local shopping. Gated, 24 hour security. One parking spot included. 2nd parking spot with permit.

NEWLY RENOVATED (2021) Turtle Bay Haven!

NEWLY RENOVATED condo (2021) at Turtle Bay on Oahu's world famous North Shore. Enjoy more than 5 miles of secluded beaches, 2 private swimming pools, 2 private tennis & pickle ball courts, 2 PGA golf courses, horseback riding & fine dining all less than a 5 minute walk from your front door! The condo was completely remodeled in 2021 (Kitchen, Bathrooms, Flooring, decor as well as AC throughout). This 1Bed, 2Bath unit is one of the few Legal and licensed vacation rentals on the North Shore!

Luxe Loft at Turtle Bay

Our Luxe Loft is located at Turtle Bay Kuilima Estates East on the North Shore of Oahu. Nestled in between the world famous Palmer Golf course, you will enjoy resort amenities with the comfort of condo living. The North Shore of Oahu is referred to as the 7 mile miracle, for its beautiful white sand beaches, world class waves and crystal blue waters. From Hale'iwa Beach Park to Sunset Beach, you will find the most beautiful shore line found anywhere on earth. It is truly a magical place.

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) .

Sunset Hale

Experience paradise at Mokuleia Beach Colony in our oceanfront 2 bedroom, 1 bath beach cottage with panoramic ocean and coastline views. Enjoy a remodeled kitchen, walk-in shower, and a spacious living area. Amenities include secured and gated community, a heated pool, tennis and Pickleball courts. NOTE: Rates are for for 2 people. You may add up to 2 more people max w/ a $25 fee per person per night plus tax. LEGAL Vacation Rental NUC No.90/TVU-0631

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! 🌴✨

Studio- Ocean View Hideaway

Aloha and welcome to our home away from home in Makaha!! Newly built and luxuriously appointed, this beautiful studio with kitchen and patio area, is the ideal spot on the west side of Oahu. Located in the private gated community, with the amazing views of ocean and mountains. This is the most desirable location to escape, relax and enjoy a rejuvenating and memorable vacation! Kick back and relax in this calm, peaceful space.

The Seascape at Turtle Bay

Welcome to your favorite escape! Our condo located at Turtle Bay Kuilima Estates East is ideal for couples, friends, or families sleeping up to 5 people. This top floor corner unit with vaulted ceilings is full of natural light, tropical breezes, and unobstructed views of the pool and golf course. This is one of the few legal and licensed vacation rentals on Oahu.

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.