Family-friendly vacation rentals in Pupukea

4.91 out of 5 average rating, 196 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

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.

4.89 out of 5 average rating, 117 reviews

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 walking distance to Turtle Bay Resort where you can enjoy beaches, restaurants, and take in beautiful sunsets. This is a legal short-term rental. Ask me about my other properties for larger parties.

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.

4.97 out of 5 average rating, 205 reviews

Honu Hideout at Turtle Bay

Come escape to Honu Hideout on the exclusive North Shore of Oahu, and enjoy this newly renovated ground floor unit situated just a short walk away from the iconic Turtle Bay Resort and the most breathtaking and secluded beaches on Oahu. Far away from the hustle and bustle of Honolulu, this unit offers the peacefulness of the country and the proximity to infamous attractions for the vacation of your dreams. Relax and restore or adventure and explore, you choose, all within minutes of your door.

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, 273 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.

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, 345 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, 340 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.

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.

4.89 out of 5 average rating, 268 reviews

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!

4.88 out of 5 average rating, 159 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.

The living room features a dark leather sofa with decorative pillows, positioned beside a wooden coffee table on a plush area rug. Wall art includes wooden paddles and displayed artwork. The staircase leads to the upper level, with a washer and dryer conveniently located in a nearby nook.

4.94 out of 5 average rating, 248 reviews

2Turtle Bay Condo. Cozy retreat for two.

* 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, 243 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, 113 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

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, 128 reviews

Home in Makaha Valley

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

Condo in Downtown Honolulu

A spacious room features a large window showcasing expansive views of the ocean and harbor. A work desk and chair are positioned near the glass, while a cozy bed is visible in the foreground. Natural light enhances the modern decor and serene atmosphere.

4.96 out of 5 average rating, 178 reviews

Luxury Condo with Ocean Views & FREE Parking!

4.97 out of 5 average rating, 109 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 Waianae

Makaha Hale - Serene 3 BR Home

4.94 out of 5 average rating, 150 reviews

Home in Waianae

Private SPA, Sleep 12, Beach 5 min

4.85 out of 5 average rating, 233 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, 192 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

4.95 out of 5 average rating, 145 reviews

Home in Waianae

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

4.97 out of 5 average rating, 117 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

4.82 out of 5 average rating, 163 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

4.71 out of 5 average rating, 168 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, 332 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, 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, 81 reviews

A modern living room features a plush gray couch with decorative pillows, complemented by a round coffee table with a wireframe design. Natural light filters through sheer curtains, illuminating the space. A decorative vase and items on a wooden shelf add style to the inviting atmosphere.

Home in Pupukea

A/C Surfer family home 3 minutes walk to the beach

4.86 out of 5 average rating, 119 reviews

Apartment in Waikiki

Waikiki studio with balcony block from the beach

Family-friendly home rentals with a pool

4.82 out of 5 average rating, 247 reviews

Turtle Bay Retreat: Boho Bliss on the North Shore

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, 174 reviews

The Seascape at Turtle Bay

Sheer curtains gently frame an inviting entrance to a patio area, allowing natural light to filter through. A patterned rug lies on the floor, and wooden benches are positioned for seating. Lush greenery and a view of the golf course are visible beyond the glass doors.

4.92 out of 5 average rating, 515 reviews

RusticLuxe — Go Fully Custom at Turtle Bay

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

A sandy beach curves around a clear blue lagoon, with gentle waves lapping at the shore. Palm trees provide patches of shade, while sunbathers relax on the golden sand. In the background, a modern building complements the tropical landscape, framed by lush greenery and distant mountains.

4.85 out of 5 average rating, 140 reviews

Turtle Bay Bungalow- Parking, AC & Walk to Beach

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

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, 106 reviews

The Loft- North Shore @ Turtle Bay