Family-friendly vacation rentals in Haleiwa

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.

Indoor spacesKitchenNearby

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, 348 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.

KitchenIndoor spacesSleep quality

4.88 out of 5 average rating, 271 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!

FamilyKitchenBeach

An open layout features a kitchen with modern appliances and a dining area, complemented by bar seating. The loft area with a visible sleeping space is showcased above, while natural light floods through large windows, enhancing the airy atmosphere of the living space.

4.89 out of 5 average rating, 260 reviews

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.

Indoor spacesKitchenSleep quality

4.97 out of 5 average rating, 342 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.

FamilyKitchenComfort

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!

Indoor spacesKitchenBiking

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.

Indoor spacesFamilyBreakfast

4.97 out of 5 average rating, 109 reviews

Aerial view of a coastal property lined with homes along a sandy beach. Lush greenery and palm trees are visible, leading to a backdrop of mountains under a partly cloudy sky. Gentle waves lap against the shore, creating a serene beach environment.

Home in North Shore

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) .

KitchenFamilyCheck-in

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, 245 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.

KitchenIndoor spacesBeach

4.91 out of 5 average rating, 192 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.

Indoor spacesFamilyCheckout

4.77 out of 5 average rating, 128 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, AC, sauna, an outdoor shower, an outdoor gym, 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!

Indoor spacesFamilyWalkability

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, 165 reviews

Hale Soleil

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.

FamilyIndoor spacesAmenities

Popular amenities for Haleiwa family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 112 reviews

Makaha Hale - Serene 3 BR Home

KitchenFamilyOutdoor spaces

4.99 out of 5 average rating, 130 reviews

Home in Makaha Valley

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

Indoor spacesFamilyValue

4.84 out of 5 average rating, 402 reviews

A private balcony features a round glass table surrounded by two wicker chairs, overlooking a vibrant blue ocean. Soft waves lap against a sandy beach, with palm fronds providing a tropical touch. A clear sky with scattered clouds complements the picturesque view.

Condo in Makaha

Million $ View on Gorgeous Secluded Beach!

Indoor spacesKitchenAmenities

An open dining area is highlighted by a large wooden table with seating for six, complemented by natural light from sliding glass doors. The adjacent kitchen features modern appliances and a spacious island with bar seating, creating a welcoming atmosphere for gatherings.

4.97 out of 5 average rating, 135 reviews

Hawaiian Pakele (escape)

Indoor spacesFamilyLocation

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

FamilyIndoor spacesOutdoor spaces

4.88 out of 5 average rating, 231 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

KitchenIndoor spacesOutdoor spaces

A modern living area is furnished with a sectional sofa, accent chairs, and a coffee table. A spacious dining table is surrounded by white chairs. A ceiling fan and artwork decorate the room, while natural light streams in through the windows.

4.95 out of 5 average rating, 152 reviews

Large family home 5 min from beach- with pool

KitchenIndoor spacesView

4.9 out of 5 average rating, 156 reviews

An aerial view captures a sandy beach stretching along the coast, bordered by clear turquoise waters. Colorful umbrellas dot the beach, while small boats can be seen in the water. Lush green hills rise in the background, complementing the scenic landscape.

Home in Makaha Valley

Slice of Paradise-3BR- Sleeps10-Same$ for 10 as 2

Indoor spacesKitchenBeach

Family- and pet-friendly home rentals

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

FamilyIndoor spacesQuiet

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

Indoor spacesKitchenSleep quality

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

KitchenFamilyWifi

4.95 out of 5 average rating, 147 reviews

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

FamilyIndoor spacesWalkability

4.86 out of 5 average rating, 120 reviews

Apartment in Waikiki

Waikiki studio with balcony block from the beach

Indoor spacesKitchenWalkability

4.84 out of 5 average rating, 335 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

KitchenFamilyWalkability

4.87 out of 5 average rating, 124 reviews

A view of the shoreline featuring a mountainous landscape, partially covered by green vegetation. The calm water reflects the bright blue sky, with a few white clouds gently drifting overhead. The natural scenery suggests a peaceful coastal environment.

Condo in Waikiki

Peaceful cozy comfortable apartment

FamilyKitchenCondition

4.82 out of 5 average rating, 164 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

Indoor spacesKitchenParks

Family-friendly home rentals with a pool

4.9 out of 5 average rating, 188 reviews

Turtle Bay Condo Lilinoe

KitchenFamilyPool

A spacious bedroom features a king bed draped with sheer white fabric, creating an airy ambiance. Two stylish chairs are positioned beside large windows that overlook lush greenery. A natural fiber rug covers the hardwood floor, complemented by a simple wooden bench at the foot of the bed.

4.94 out of 5 average rating, 287 reviews

SEArider TWO at Turtle Bay

KitchenFamilyAccess

4.93 out of 5 average rating, 115 reviews

Home in Kawela Bay

Condo near Turtle Bay w/pool, beach & BBQ

Indoor spacesFamilyQuiet

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

Indoor spacesFamilyAmenities

A private outdoor space features a cozy seating area with a white cushioned sofa and a wooden coffee table. A blue lounge chair is positioned beside the table, and a large umbrella provides shade. Soft string lights create a warm ambiance among surrounding plants.

4.95 out of 5 average rating, 349 reviews

Beautiful North Shore Turtle Bay Condo

FamilyIndoor spacesView

4.93 out of 5 average rating, 156 reviews

North Shore Turtle Bay Renovated 2Bd/2Ba + Loft

Indoor spacesKitchenParking

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.

4.89 out of 5 average rating, 205 reviews

Turtle Bay Condo, 2 Bedroom, sleeps 6

KitchenFamilyHot tub

An open living space showcases a dining area with a circular table and metal chairs, surrounded by natural wood accents. A large wall art piece features a world map. A sliding glass door leads to a private lanai offering views of the golf course.