Family-friendly holiday rentals in Pupukea

4.91 out of 5 average rating, 198 reviews

Magical Skies Hale at Turtle Bay

Tropical Paradise! This Cozy Condo has it all. Comfortable Furniture. Fully Equipped Kitchen. Remodel bath & lots of Privacy! Surrounded by Turtle Bay Golf Course & Beautiful Views. Wake to the sounds of the Native Hawaiian Birdsong. Take in the Magical Skies from our cozy screened-in patio. Sunsets & Beach are just a short walk away! 2 A/C units provided, but most guests open windows & doors to enjoy the refreshing trade winds & fragrant tropical air. 2 Smart TV, High Speed WiFi & Island Charm

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.

4.97 out of 5 average rating, 274 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.

4.98 out of 5 average rating, 327 reviews

Apartment in Kawela Bay

N Shore Turtle Bay Kuilima Condo Getaway! Reviews!

Ritz Carlton without the price, this vacation condo is just that! Enjoy resort convenience w/o the resort price! Quiet and tucked against the golf course, we have a beautiful pool & tennis court on site. Just a few minutes walk to Turtle Bay Ritz , which has great beaches to snorkel and swim, restaurants,bars, 2 golf courses, the Arnold Palmer &George Fazio, biking/walking trials. Sunset beach, Waimea Bay, Haleiwa, Banzai Pipeline, Polynesian Culture Center, world famous food trucks all near

4.97 out of 5 average rating, 341 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.

4.89 out of 5 average rating, 269 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 with cool breezes, washer & dryer, and Split 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 and enjoy a true authentic Hawaiian experience!

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, 357 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.

4.86 out of 5 average rating, 462 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

4.88 out of 5 average rating, 160 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!!!

Hawaii’s Best Kept Secret: The cottage is next to sandy coves, driftwood, shells, and forested pastures filled with polo ponies. The ocean is excellent for snorkeling and fishing; there are two surf breaks within one mile, windsurfers get wind most afternoons, and the mountains behind us offer good hiking trails. The Colony has a nice pool and a large grass chipping green, and a tennis court. We have TV and WiFi. LICENSE NO. 90/TVU-0108. GE-142-964-5312-01. TMK:1-6-8-009-001-0021.

A bright living area is accented by a large wall mural depicting surfboards on turquoise waters. A comfortable white sofa is adorned with plush pillows and a soft throw. A natural fiber rug covers the floor, complemented by a round lamp and a stylish coffee table.

4.89 out of 5 average rating, 380 reviews

SEArider ONE at Turtle Bay

~ You just found your Base Camp to explore the North Shore of Oahu ~ Our condo has just been completely remodeled and redecorated with two brand new bathrooms. We are situated alongside the Palmer Golf Course and are a short 5-10 minute walk to the ocean. Enjoy the resort amenities of Turtle Bay coupled with the comfort of condo living. Health and comfort are top priority. We pride ourselves on a clean home and have implemented additional measures for sanitization.

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, 244 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.

4.93 out of 5 average rating, 114 reviews

Home in Kawela Bay

Condo near Turtle Bay w/pool, beach & BBQ

Experience laid‑back island living on Oahu’s North Shore, just steps from Turtle Bay and the beach. Relax on the patio with sunrise coffee or unwind after surf sessions. - Sleeps 4 | 1 bd + loft | 3 beds | 2 baths - Year‑round pool, tennis & pickleball courts - Beach access, beach essentials & kayak - Private patio/balcony w/ BBQ grill - Kitchen, Wi‑Fi, workspace & in‑unit washer/dryer - Family‑friendly: Pack ’n play, toys & board games

4.91 out of 5 average rating, 191 reviews

Home in North Shore

Peaceful & Functional Studio - Perfect for Couples

Welcome you to our home, where we made the perfect studio for couples who are visiting Hawaii. Quiet and private setting with lots of natural lighting and AC, very conveniently located for those that want to explore the island. Functional and very well thought of. 2 minute walk to Starbucks. The studio is perfectly located near the entrance of Hale'iwa town and in walking distance to the town's center and 10 min from the nearest freeway.

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, 129 reviews

Home in Makaha Valley

Beach 6 Min|BBQ|Community Pool+Gym|Peaceful+Gated

4.88 out of 5 average rating, 230 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

4.82 out of 5 average rating, 164 reviews

A view from the lanai showcases a parking area with several vehicles, including a red SUV and a white Jeep. In the background, two-story buildings are visible, surrounded by lush greenery and palm trees. The ocean can be seen in the distance under a clear blue sky.

Condo in Waianae

Paradise Found Makaha Valley Comfy Condo

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.

4.97 out of 5 average rating, 111 reviews

Makaha Hale - Serene 3 BR Home

4.94 out of 5 average rating, 150 reviews

Private SPA, Sleep 12, Beach 5 min

4.85 out of 5 average rating, 234 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.

Apartment in Makaha

Beach Beauty and Comfort in remote Oahu Paradise

4.94 out of 5 average rating, 193 reviews

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.

Guest suite in Waianae

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

4.97 out of 5 average rating, 118 reviews

The exterior of the cottage showcases a modern design with a welcoming front entrance and large windows. A two-car garage is visible on the right, while stunning mountain scenery frames the background. The sky is adorned with soft hues of pink and orange as the sun sets.

Cottage in Waianae

Cottage Nene - Luxury Home by Beaches & Mountains

Family- and pet-friendly home rentals

4.71 out of 5 average rating, 170 reviews

A lanai offers a direct view of the ocean, with palm trees swaying gently in the breeze. The clear blue water meets the sandy shore, creating a serene coastal scene. A table and chairs are visible on the balcony, inviting guests to relax and enjoy the view.

Condo in Punaluu

"Tropical Beach Vibes" Waterfront Condo w/ Kitchen

4.82 out of 5 average rating, 163 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.

Condo in Waikiki

Newly Renovated * Waikiki Beachside Retreat

4.84 out of 5 average rating, 333 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, 146 reviews

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

4.96 out of 5 average rating, 131 reviews

A sea turtle glides gracefully in the clear, turquoise water, just beneath the surface. In the background, two small islands rise against a bright blue sky dotted with fluffy white clouds, creating a serene coastal atmosphere.

Place to stay in Kailua

Tropical Kailua Retreat | Walk to Beach + Gym

4.98 out of 5 average rating, 60 reviews

Aloha Surf Condo - Turtle Bay - AC + 2 E-Bikes

4.86 out of 5 average rating, 119 reviews

Apartment in Waikiki

Waikiki studio with balcony block from the beach

A landscaped yard is visible, featuring lush green grass and a variety of tropical plants. The sun sets in the background, casting warm light over the space. A paved walkway leads toward the house, which is partially seen on the right side.

4.9 out of 5 average rating, 103 reviews

Spectacular Oceanview Cottage

Family-friendly home rentals with a pool

A tranquil sleeping area features a spacious bed adorned with decorative pillows in shades of blue. Flanking the bed are two nightstands with minimalist designs. A nature-inspired wall art piece brings a calming ocean view to the room, softly illuminated by modern sconces.

4.92 out of 5 average rating, 177 reviews

The Seascape at Turtle Bay

4.89 out of 5 average rating, 117 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

A spacious living area features a gray sofa and a full sleeper-sofa, complemented by a coffee table and area rug. A ceiling fan provides airflow, while natural light enters through the windows. The kitchen area, visible in the background, includes stainless steel appliances and breakfast seating.

4.95 out of 5 average rating, 292 reviews

Modern & clean condo at Turtle Bay

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, 148 reviews

6Beach Access | Pools | Hiking |Golf | Sport Court

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, 164 reviews

Hale Soleil

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, 195 reviews

North Shore Getaway - Newly renovated!

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.

4.94 out of 5 average rating, 108 reviews

The Loft- North Shore @ Turtle Bay

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.