Family-friendly holiday rentals in Pupukea

4.9 out of 5 average rating, 170 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.

A spacious bed is centered against a vibrant mural featuring tropical leaves and abstract shapes. Soft lighting is provided by two pendant lights on either side, accentuating the warm wooden nightstands. Neutral tones create a serene atmosphere in this inviting bedroom.

4.98 out of 5 average rating, 231 reviews

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

Come to escape to this newly renovated 1,150SF 2 bedrooms/2.5 bathroom townhouse for a soul comforting Northshore stay! Away from hustling downtown, Hale Lulu sits peacefully a few minutes away from iconic Turtle Bay Hotel and the most beautiful secluded beaches and trails! This unit is the biggest model in Kulima West. We offer 2 king size beds and 1 queen bed in three different bedrooms for your restful stay. The best cleaning crew was hired for your luxurious staying experience in Hawaii.

4.89 out of 5 average rating, 245 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, 300 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.

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, 315 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, 427 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 light-filled living area is presented with a cozy white sofa, accented by decorative pillows featuring ocean-themed designs. Two rattan chairs flank a small glass table, while natural light filters through flowing sheer curtains. A potted plant brings a touch of greenery to the space.

4.84 out of 5 average rating, 399 reviews

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.

A softly colored bedroom features a spacious bed adorned with a light blue and white quilt. Window shutters allow natural light to filter in, while two bedside tables hold lamps. A tropical-themed wall hanging adds a decorative touch, complementing the inviting atmosphere.

4.87 out of 5 average rating, 150 reviews

The Coloradoan

One bed, one bath, close to parking, walk out lanai to large yard area facing 18th hole of Fazio golf course. Five minute walk to beach. Hawaiian country furnishings are deceptively simple but supremely comfortable. Owned by retired Colorado couple that spend winter months in Turtle Bay. Sleeps two only. Lots of amenities. Sorry, no pets, kids or surf boards. Can be rented for 1 to 3 months by tourists for deep discount. Has been popular with seniors and newly weds.

4.93 out of 5 average rating, 166 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.

Guest house in Haleiwa

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 well-maintained octagonal pool is surrounded by a spacious patio, featuring a shaded seating area and lounge chairs. Lush greenery and palm trees enhance the tranquil environment. The pool's clear blue water is inviting under the sunlight, creating a refreshing space for relaxation.

4.96 out of 5 average rating, 129 reviews

Hale Soleil

BRAND NEW! Aloha! Welcome to Hale Soleil on the exclusive North Shore of Oahu! Enjoy paradise in this completely renovated ground floor unit situated within the peaceful and gated community of Turtle Bay. You'll be within walking distance of breathtaking shorelines, world class surfing and snorkeling. Whether you choose to relax and restore or adventure and explore, all you need can be found nearby to create the vacation of your dreams.

Guest house in Makaha Valley

A cozy studio space features a spacious bed with white linens and decorative accents. A kitchenette with wood cabinetry, appliances, and a dining area is visible. An armchair sits nearby, and large windows offer views of the outdoors, contributing to a bright and open atmosphere.

4.93 out of 5 average rating, 130 reviews

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.

4.87 out of 5 average rating, 150 reviews

Guest suite in Kailua

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

Popular amenities for Pupukea family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.89 out of 5 average rating, 210 reviews

Aerial view captures the resort complex positioned along the shoreline, featuring three distinct buildings surrounded by lush landscaping. The calm lagoon reflects the pastel colors of the sunset, with a sandy beach and rocky outcrops enhancing the coastal scenery.

Villa in Kapolei

Studio Suite Ko Olina at MARRIOTT Beach Club

4.95 out of 5 average rating, 139 reviews

A serene bedroom setting is presented, featuring a spacious bed covered with a textured blue blanket. Large windows frame a panoramic view of the Ko'olau mountain range and urban scenery, allowing natural light to illuminate the space.

Flat in Waikiki

Waikiki Studio, Panoramic View, Walk to Beach!

4.85 out of 5 average rating, 106 reviews

A serene pool area is surrounded by lush tropical landscaping, featuring palm trees and colorful flowers. Lounge chairs are placed around the pool, which is framed by natural stone accents. A calm, inviting atmosphere is created by the clear blue water and sunny skies.

Apartment in Kapolei

Ko Olina Beach Villas ★Ocean View★Free Parking★

4.96 out of 5 average rating, 117 reviews

Home in Makaha Valley

Family Oceanview Oasis, Hot Tub, 5min to beach

4.97 out of 5 average rating, 122 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

A bright and airy studio space is highlighted by large windows offering panoramic views of the city and ocean. A king bed with light bedding is paired with a bedside table and lamp. A small dining table with two chairs is positioned beside the window.

4.91 out of 5 average rating, 244 reviews

Panoramic Ocean View/ Full Kitchen/2603A

Superhost

A sweeping view of Turtle Beach is captured, showcasing soft golden sands meeting gentle waves. The ocean displays shades of blue under a cloudy sky, while a verdant mountain is visible in the background, adding a tranquil aspect to the coastal scenery.

Apartment in Waianae

4.92 out of 5 average rating, 250 reviews

Makaha Dream

A corner studio offers large windows with panoramic views of the city and mountains, allowing natural light to fill the space. A spacious bed is positioned near the window, complemented by a modern desk area with stylish chairs. Soft blue curtains frame the windows.

4.89 out of 5 average rating, 335 reviews

Renovated Cozy Home

Family- and pet-friendly home rentals

Superhost

Home in Haleiwa

4.77 out of 5 average rating, 62 reviews

Hawaii Oceanfront Beach House Paradise on the

5 out of 5 average rating, 103 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

4.72 out of 5 average rating, 152 reviews

Tall palm trees frame a serene ocean view, showcasing turquoise waters gently lapping against a sandy beach. A clear blue sky provides a bright backdrop, enhancing the tranquil atmosphere of this beachfront location.

Apartment in Hauula

Tropical Beach Vibes Waterfront Condo!

A person is seen standing on a balcony, gazing out towards Diamond Head and the lush landscape below. The warm hues of the evening sky create a serene backdrop, enhancing the sense of tranquility in this elevated retreat.

4.97 out of 5 average rating, 149 reviews

[Rare] Premier Ocean and Diamond Head Views 33 FL

Superhost

Flat in Waikiki

4.89 out of 5 average rating, 18 reviews

Modern Waikiki Studio 210, 30-Day Minimum Stay

4.83 out of 5 average rating, 296 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

4.96 out of 5 average rating, 114 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 Perfect Vacation •Pool, Near Beach, Sleeps 14

A spacious studio with a light color palette features a plush, tufted headboard above a large bed adorned with fresh linens. A circular ottoman sits at the foot of the bed, and a small round table is placed beside it. The kitchenette is to the right with bar stools along the counter.

4.74 out of 5 average rating, 229 reviews

Modern Magic is steps to Waikiki Beach Water

Family-friendly home rentals with a pool

The inviting living space showcases an open-plan layout, featuring a comfortable sofa, wooden coffee table, and a flat-screen TV mounted on a white wall unit. A modern kitchen with stainless-steel appliances is visible, complemented by a breakfast bar with three stools.

4.86 out of 5 average rating, 238 reviews

Tropical Turtle Bay Hawaii Retreat - modern design

A bright bedroom features a spacious bed with light linens, paired with a decorative blue accent pillow. A bedside table with a lamp sits next to the bed. Large windows with light curtains allow natural light to fill the room and provide views of greenery outdoors.

4.9 out of 5 average rating, 273 reviews

Nalu Blue - Turtle Bay

The kitchen features modern cabinetry and stainless steel appliances, including a refrigerator and stove. A spacious island with three bar stools offers additional seating. Soft lighting from pendant lamps enhances the room's functional design, while natural light fills the space through nearby windows.

4.87 out of 5 average rating, 127 reviews

Hale Koa (Newly updated condo with split AC)

An open living space is presented with wooden cabinetry and granite countertops. A full kitchen is visible, featuring stainless steel appliances. Artwork depicting ocean waves adorns the wall. Natural light fills the area, illuminating a cozy seating arrangement and a wooden coffee table with decorative fruit.

4.97 out of 5 average rating, 118 reviews

Turtle Bay Condo. Delight in Paradise!

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, 165 reviews

Magical Skies Hale at Turtle Bay

4.9 out of 5 average rating, 283 reviews

The beachfront property is surrounded by lush greenery and palm trees, displaying multiple levels of residential units. The sandy beach extends to the clear blue waters, with mountain views in the background under a partly cloudy sky.

Apartment in Hauula

Secluded White Sandy beach just 30 steps away

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.

4.9 out of 5 average rating, 161 reviews

North Shore Getaway - Newly renovated!

A granite countertop separates the kitchen from the open living area, which features a soft seating arrangement with a lamp providing ambient lighting. Large windows invite natural light, revealing a view of the surrounding greenery. Dining plates are set on a wooden table, enhancing the inviting space.