Family-friendly holiday rentals in Pupukea

An open living area features a comfortable sofa adorned with decorative cushions. A round coffee table made of wood anchors the space, while a large Smart TV is mounted on the wall. The kitchen, visible in the background, includes modern appliances and seating at the island.

4.94 out of 5 average rating, 226 reviews

North Shore Oahu | Turtle Bay - Hale Kahakai

Welcome to Hale Kahakai, located in the gated Turtle Bay community in North Shore. You're just a 5 minute walk to a beautiful white sand beach in a cove protected by a natural reef- perfect for children. Arnold Palmer Golf Course, Turtle Bay Resort, and Roy's Beach House are all open. The resort, Roy’s, Lei Lei's restaurant, Paradise Helicopters, and Turtle Bay Stables are all within 5-10 minute walking distance. Ten minute drive to Sunset Beach and Bonzai Pipeline, 30 minutes to iconic Haleiwa.

4.9 out of 5 average rating, 182 reviews

A functional kitchenette featuring a full-size refrigerator, microwave, and wood countertops is visible. Comfortable leather chairs are positioned nearby, with a wooden table and stools complementing the space. Wall decor includes framed images reflecting a coastal theme, illuminated by warm lighting.

Home in North Shore

Fast wi-fi, AC, deck, parking, Private entrance

Welcome you to our home, where we made the perfect studio for professionals who work from home. Quiet and private setting with a dedicated Wi-Fi repeater, fast speeds, lots of natural lighting, and AC. Functional and very well thought of. Work from the cozy leather chairs, comfy bed, dining area or even from private gated deck. 2 minute walk to Starbucks. The studio is perfectly located at the entrance of Hale'iwa town in walking distance to the town's center and 10 min from the nearest freeway.

4.9 out of 5 average rating, 254 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.

Flat in Kahuku

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, 324 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, 325 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.

Apartment in Waianae

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.

A modern living space is arranged with a comfortable sofa and a sleek coffee table. A large wall-mounted TV displays a marine scene. The kitchen area features white cabinetry and bar stools, while light wood flooring complements the decor. Natural light highlights the room's openness.

4.91 out of 5 average rating, 338 reviews

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!

A light-filled living area features a comfortable beige sofa adorned with decorative cushions. A coffee table is positioned on a soft area rug, with two dining chairs and a round table near a large window, offering views of the surrounding greenery.

4.87 out of 5 average rating, 448 reviews

North Shore Oahu Getaway at Turtle Bay Resort

880 acres of Turtle Bay Resort while staying in our luxury condo. Our beach cottage is a perfect place to relax and unwind. Located at Kuilima Estates West in the Gold Coast "quiet corner" of the property, less car traffic. It's called the Gold Coast for a reason! Enjoy stunning views of the golf course and a peek a boo view of the ocean right from the windows of your living room. Our condo has 3 on site pools, charcoal BBQ pit, tennis courts, and basketball courts in this gated community

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, 220 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.

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, 228 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.

4.75 out of 5 average rating, 118 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. Check my profile for other rentals!

4.92 out of 5 average rating, 142 reviews

Home in Kahuku

Ground‑floor condo w/Turtle Bay, beach & pool

Enjoy a tranquil North Shore escape in a condo with garden and golf course views. Wake to island breezes and unwind under swaying palms. - Sleeps 4 | 1 bedroom | 2 beds | 1 bath - Garden & golf course views w/ private patio or balcony - Beach access, shared outdoor pool & beach essentials - Full kitchen, Wi‑Fi, dedicated workspace & TV - Free washer & dryer, free parking, self check‑in - Resort access, BBQ grill & family‑friendly amenities

4.89 out of 5 average rating, 115 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.

Flat in Kahuku

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.

Popular amenities for Pupukea family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 116 reviews

A modern two-story home is situated within a well-maintained community. The exterior features light gray siding with white trim and a spacious driveway leading to a two-car garage. Lush greenery is visible in the landscaped yard, with the majestic mountains serving as a backdrop.

Home in Makaha Valley

4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

Apartment in Downtown Honolulu

A spacious bedroom showcases a large bed with white bedding against a turquoise wall. Floor-to-ceiling windows offer expansive views of the cityscape. A minimalist desk is positioned nearby, and a full-length mirror reflects the warm wooden floor.

4.95 out of 5 average rating, 101 reviews

Spacious 1BR Ocean/Sunset View w/Parking

4.97 out of 5 average rating, 101 reviews

The living area is characterized by high ceilings and natural light streaming through large windows. A comfortable gray sofa is accompanied by wooden chairs and tables, creating a welcoming gathering space. A neutral rug adds warmth, while tropical plants contribute to the serene atmosphere.

Home in Makaha Valley

Makaha Hale - Serene 3 BR Home

4.96 out of 5 average rating, 158 reviews

The spacious living area features two queen beds with plush memory foam mattresses. A soft blanket is draped across the bed. The walls are adorned with a tropical design, enhancing the modern aesthetic. Large windows allow natural light to fill the room.

Flat in Waikiki

Amazing Central Waikiki Wonder

4.84 out of 5 average rating, 227 reviews

A sweeping view of the ocean is enhanced by a vibrant rainbow arching across the sky. Waves gently lap the shore, while a distant mountain creates a picturesque backdrop. The sandy beach is bordered by lush greenery, embodying a serene coastal landscape.

Flat in Mākaha

Beach Beauty and Comfort in remote Oahu Paradise

Guest suite in Makaha Valley

An aerial view captures the sandy beach stretching along the coastline, bordered by lush green hills. Crystal-clear turquoise waters gently lap the shore, with a few beachgoers enjoying the day. Colorful umbrellas are dotted along the beach, creating a vibrant contrast against the natural surroundings.

4.95 out of 5 average rating, 179 reviews

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

4.92 out of 5 average rating, 144 reviews

The living area features a comfortable teal sofa with decorative pillows, a coffee table, and a television against a backdrop of large windows. A lanai with chairs provides an ocean view, while light wood accents and a blue rug enhance the calm ambiance.

Apartment in Waianae

11D Hawaiian Princess - Mango Mele

Apartment in Downtown Honolulu

A modern high-rise building features a sleek glass exterior reflecting the vibrant surroundings. The ground level is marked by a wide entrance and large windows. Pedestrians are seen on the street, highlighting the bustling atmosphere of the area.

4.87 out of 5 average rating, 312 reviews

Elegant, Spacious Downtown Hideaway w/Parking

Family- and pet-friendly home rentals

5 out of 5 average rating, 15 reviews

Flat in Honolulu

Newly Renovated Waikiki 1 Bedroom in Nice Location

4.96 out of 5 average rating, 111 reviews

A tropical pathway leads from a sandy beach to the bright blue ocean, with gentle waves lapping against the shore. Lush greenery borders the scene, while distant hills are visible on the horizon under a partly cloudy sky.

Place to stay in Kailua

Nai’a Suite at La Bella’s-Walk to Beach-Licensed

4.85 out of 5 average rating, 156 reviews

The serene bedroom features a spacious bed with plush bedding and unique wall art. Ambient lighting and greenery create a soothing atmosphere. Direct access to the balcony enhances the natural light, while soft textiles add comfort to the space.

Apartment in Waikiki

Newly Renovated * Waikiki Beachside Retreat

4.83 out of 5 average rating, 313 reviews

A panoramic view of Waikiki beach showcases golden sands and gentle waves lapping at the shore. High-rise buildings line the coast, with Diamond Head peak visible in the background against a clear blue sky.

Guest suite in Honolulu

DIAMOND ON DIAMOND HEAD

4.95 out of 5 average rating, 133 reviews

A bright living room features modern furniture with a dark gray couch and two vibrant purple chairs. Natural light fills the space from large windows, framed by sheer curtains, and a piece of scenic artwork is displayed on the wall. A small coffee table holds decorative items.

Home in Makaha Valley

Oahu Ocean View • Sleeps 14, Pool, Hot Tub, Beach!

4.92 out of 5 average rating, 62 reviews

A bright bedroom features a spacious bed with soft pink and blue pillows, complemented by a decorative throw pillow displaying a tropical leaf design. Light wood shelving holds books and a small plant, while a piece of blue artwork adds a splash of color above the bed.

Apartment in North Shore

🏝 North Shore Island Bungalow, Steps to Beach

5 out of 5 average rating, 46 reviews

Aloha Surf Condo - Private Deck - Pool - E-Bikes

4.86 out of 5 average rating, 110 reviews

Flat in Waikiki

Waikiki studio with balcony block from the beach

Family-friendly home rentals with a pool

A view from the entrance showcases a lush green lawn, framed by trees on either side. Sunlight filters through the leaves, illuminating the grassy area and creating a serene outdoor space.

4.85 out of 5 average rating, 368 reviews

Turtle bay retreat

The kitchen area features a modern design with a large island and seating for three. White cabinets and stainless-steel appliances are visible, including a stove and microwave. A dining area is seen in the background, with large glass doors leading to an outdoor space.

4.85 out of 5 average rating, 158 reviews

Kuilima remodeled ! Sleeps 5

4.9 out of 5 average rating, 292 reviews

Nalu Blue - Turtle Bay

The living area features a comfortable sofa with teal accent pillows, complemented by a wooden side table. Light blue curtains frame a large glass door that leads to a screened-in patio, where tropical views are visible through the open space.

4.9 out of 5 average rating, 184 reviews

Magical Skies Hale at Turtle Bay

A hallway is lined with framed black-and-white photographs featuring surfers in action. Natural light fills the space, highlighting the sleek design and wood flooring. In the background, an open living area with large glass doors offers a view of the outdoors.

4.93 out of 5 average rating, 100 reviews

The Loft- North Shore @ Turtle Bay

An aerial view captures the surrounding landscape near Turtle Bay, showcasing the proximity to the ocean. The layout includes green lawns, tennis courts, and the marked unit within a cluster of residences, all set against a backdrop of blue waters and a clear sky.

4.91 out of 5 average rating, 182 reviews

North Shore Getaway - Newly renovated!

The open-concept great room features a comfortable seating area with a sofa and accent chairs, complemented by a round dining table. The room is designed with large windows providing natural light and views of the surrounding tropical greenery, enhancing the indoor-outdoor flow.

4.99 out of 5 average rating, 187 reviews

Rated Top 1% Airbnb: Privacy & Luxury @ Turtle Bay

The open-plan living area features a well-equipped kitchen with wooden cabinetry, a dining counter with two stools, and a cozy seating area. Natural light highlights the space, while an airy loft with a bed is visible above. A patterned rug adds warmth to the wood floor.