Oahu Vacation Rentals – Explore Condos, Villas & Beachfront Homes

Oahu vacation rentals range from oceanfront condos in Waikiki to luxurious resorts in Ko Olina, surfside escapes on the North Shore, and peaceful retreats in towns like Kailua and Waialua. With options for families, couples, long-term visitors, and remote workers, Oahu offers the perfect stay for every traveler.

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Tranquil 2-Bedroom Getaway at The Cove Waikiki

Reviews (1)

Stay in seclusion & serenity at one of Waikiki's newest gems, The Cove Waikiki. This private community is nestled 2 short blocks from Duke Kahanamoku Bay and among Discovery Bay's ample shops, cafes and activities, and easy access to Waikiki, Magic Island Beach Park,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

King Bedroom Beachfront Sans Souci 1104

Reviews (1)

You'll find bicycles, golfing, and more on site at this beach apartment. There's convenient covered onsite parking, so you can leave your vehicle behind and head out to Waikiki Beach and Kaimana Beach, just a short walk away. Relax on the porch or lanai (enjoy the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Villa Olina Charming 3-Bedroom Villa On the Golf Course Steps Away from Lagoons

Reviews (12)

Beautiful & spacious yet cozy and comfy Ko Olina Kai Welcome to your tropical haven in the coveted Ko Olina Kai community. This delightful 3-bedroom, 3-bathroom house rental offers a prime location just a 10-minute walk from the stunning Ko Olina Lagoons. Tailored for...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Waikiki Ocean View with AC, Full Kitchen, Washer/Dryer, FREE Parking & Wi-Fi!

Reviews (2)

Waikiki Skytower #2604 – 2410 Cleghorn St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy magnificent Pacific Ocean views from this contemporary, updated high-floor, one-bedroom condo (585sf plus 90sf lanai with table & chairs)! With only 4...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Comfortable Camping - North Shore Oahu #2

Reviews (4)

This simple accommodation creates a distraction free space to reconnect. You’ll love peering over the banana trees and watching the sun disappear beyond the mountain. There is incredible stargazing at this site. To top off your vacation bliss, the glamping tent is just...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Laie, Hawaii

Beachside 🏖 Family, vacation home with pool 🌺 NO CLEANING FEE!

Reviews (9)

This Kailua, beachside, pool (heated) home was completely remodeled in 2019 with all new kitchen, bathrooms, pool house, pool surround, landscaping, TV's, furnishings, etc. And NO CLEANING FEE on 30 day bookings!Each room has an individually controlled AC system. The...

🛏 5 Bedrooms
🛁 1 Bathroom
👤 Sleeps 10
📍 Kailua, Hawaii

Largest 3BR Villa in Turtle Bay Hawaii, nearest beach access!

Reviews (188)

Escape to the breathtaking North Shore of Oahu and indulge in island luxury at its finest. This stunning 3-bedroom villa at Turtle Bay Resort offers spacious comfort for families or groups of up to 8 guests.✨ Highlights:- Wake up to panoramic ocean views from your...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kahuku, Hawaii

Blue Hawaii Pacific Ocean Beachfront House. 3 Bedroom 3 Bath.90 day minimum stay

Reviews (49)

Base Price $395This dream vacation home is awaiting you! Kick your feet up and relax on this oceanfront property and turn your dreams into a reality. This home is truly a hidden gem if you want to get away from the hustle and bustle of "city life." Located in a quiet...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Ewa Beach, Hawaii

Mauka Sunrise, Walk to Hau‘ula Beach & Trails, A/C

Reviews (28)

Welcome to our tranquil three-bedroom vacation retreat nestled in the heart of nature's paradise. Each bedroom boasts a comfortable queen bed, ensuring a restful night's sleep for everyone. The master bedroom features a convenient in-suite full bathroom with a...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Hauula, Hawaii

Beach Front Estate With Guest Cottage Sandy Beach Heated Pool/Spa:Please Inquire

Reviews (7)

30 Night ContractImmerse your family in the breathtaking beauty of Hawaii’s North Shore! Enjoy two fully equipped living spaces with top-notch amenities, ensuring a comfortable and memorable vacation.Unlock the gates to our Sandy Beach and sink your toes into the soft,...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Waialua, Hawaii

Waimanalo 4 Bedroom / 3 Bathroom Private Home

Reviews (1)

This home includes ocean views, a rooftop deck, and a heated pool. Enjoy breathtaking views of the majestic lava-formed Ko'olau mountain range and only steps to the # 1 rated beach In the world (2015), Waimanalo Beach, famous for the filming of Magnum PI, Baywatch,...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Waimanalo, Hawaii

Newly Remodeled Modern Condo + Free Parking Waikiki

Reviews (10)

Welcome to our spacious, modern one bedroom condo located on the 6th floor above the swimming pool/jacuzzi. Renovations on the condo were completed in January 2021. Along with 24 hr. security, amenities include free secured parking (hotels charge up to $50 a day), with...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

Cottage with Private Salt Water Pool

Reviews (4)

30 night minimum This beautiful recently updated cottage is nestled in the quiet, safe, and upscale neighborhood of Kahala. Excellent location! Just minutes to Waikiki, nearby parks and the pretty white-sand beaches of the East Honolulu coast. Also, in very short...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

Beautiful Oceanfront Condo on West Side of Oahu. Spectacular Sunsets

Reviews (37)

ALOHA, this beautiful, white sandy beach front home is located, right in front of Turtle Cove Beach. Not to mention, that it is also close to the world famous Makaha Surf Beach. Of course all the beaches on the West side are beautiful and is one of Oahu's best kept...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Waianae, Hawaii

Stunning Home w/Ocean-Mountain Views in East Oahu Serene Family Vacation

Reviews (1)

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Ocean Front Private Residence at Keauhou BAY with Pool & Private Dock

Reviews (17)

Enjoy everything Hawaii has to offer in a very private three-acre estate on the shore of historic Keauhou Bay, six miles south of Kailua Kona on the Big Island of Hawaii. Called “Hale Kai” (house by the sea), you will be surrounded by lawns and lush tropical gardens...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Kailua, Hawaii

WFH in Paradise: Beachfront Hauula Getaway!

Reviews (3)

Experience Oahu like never before at this sleek and modern Hauula vacation rental, located just steps from the shore and a variety of fresh food trucks. Aside from its incredible setting, this home offers 3 bedrooms, 1.5 baths, remote workstations, and a beautiful...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Hauula, Hawaii

Surfer's Paradise: Waialua Condo Steps to Beach!

Reviews (3)

Experience the beauty of Hawaii at this cozy 1-bedroom, 1-bath vacation rental in Waialua. Relax with a book on the patio or walk to ʻĀweoweo Beach Park for world-class big wave surfing. This cozy condo also includes a flat-screen TV, a community coin laundry area, and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Waialua, Hawaii

Pipeline Beach*apt* Clean* Wifi* White Sand Beach*30 night minimum*

Reviews (18)

The unit has a TV with cable, internet connection, a full kitchen with a stove top, refrigerator, microwave, toaster, blender, coffee maker, plates, pans, and other eating utensils. The unit is very clean, very comfortable with soft sheets. The interior is...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Haleiwa, Hawaii

~Naupaka Breeze~ Newly remodelled! Ocean View Home 30 Day Stays

Reviews (39)

Recently updated ocean view home on an ocean front peninsula. Enjoy the views of Laie Bay from the comforts of the home or deck of the house, or venture to the Ocean Front cliffs right in the back yard and indulge in the beauty captured only from this peninsula.Naupaka...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 14
📍 Laie, Hawaii

2 BDRM w/ 4 Beds + 2 Bath + Parking + Partial Ocean View, 2 mins walk to Beach

Reviews (7)

Legal vacation rental at a fabulous location! This renovated 876 sq ft, 2 bedroom 2 bath with 2 balconies home is across from ‘Alohilani Resort, Steps away from the Waikiki Strip (Kalakaua Ave) and Waikiki beach! There are endless shopping, dining, and activities within...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Honolulu, Hawaii

Full Ocean View - Steps to the Beach! Free Parking and Wi-Fi

Reviews (169)

Enjoy waking up to paradise right outside your window. Step out on your private lanai and breathe in the sweet tropical air as you watch the graceful surfers ride the gentle breaking waves. Take advantage of your home-away-from-home and prepare a meal from your...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Honolulu, Hawaii

Waikiki 3-bed, Ocean View, Central A/C, Free Parking, 1 Block to Waikiki Beach

Reviews (16)

This 3-bedroom apartment awaits your family vacation. Experience Waikiki and create memories. Walking distance to the Honolulu Zoo, Waikiki Aquarium and shopping. World famous Hy's Steak house located in the lobby makes this the perfect Waikiki Location. Bedroom 1...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

Hidden Jewel 30-day min stay

Reviews (1)

Your Private Beachfront Retreat in Haleiwa – 30-Day Minimum Stay Escape to your own slice of paradise at Haleiwa Beach on Oahu’s legendary North Shore. This charming one-bedroom, two-bath condo offers the perfect blend of comfort and island charm, with breathtaking...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Haleiwa, Hawaii

Luxury Waikiki condo - 28th floor! Stunning views, convenient location, parking

Reviews (10)

Allure is one of the most luxurious private condominiums in Waikiki. The grounds, pool, and other amenities rival the resort hotels, but you get even more space, privacy and freedom. This property is ideal for couples or families seeking to feel at home in Waikiki for...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Probably The Most Peaceful & Beautiful of North Shore Estate

Reviews (39)

Greetings! Welcome to the - HaleAlohaEstate - on Oahu's North Shore. Come experience a truly authentic Hawaiian experience in our beautiful Estate home with 6+ bedrooms, and 4.5 bathrooms on the quiet – best part of Oahu’s famous North Shore. Enjoy the 5-acre landscaped...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 20
📍 Waialua, Hawaii

Posh, beachfront gingerbread home with 3 lanais- walk to parks, dining, tennis

Reviews (7)

Oceanfront Kalakaua Surf & SunsetsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located directly on spectacular Tonggs Beach, this posh 3BR/2.5BA home looks fresh from the pages of...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu)

Reviews (10)

No detail is overlooked at this charming and luxurious home. La Bella’s Bed and Breakfast is the place to be if you are looking for a short walk to the beach, a beautiful garden to enjoy, great host family and close to amenities. Our luxury bedding and upgraded style...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua, Hawaii

Sky Ala Moana 43rd fl PENTHOUSE Ocean & Diamond head view 1 Parking

Reviews (2)

-Luxurious Penthouse Retreat in the Heart of HonoluluIndulge in the ultimate urban oasis with our luxurious 43rd-floor penthouse condo, perfectly situated in the vibrant Ala Moana Center area between Waikiki and Kaka'ako. This prime location offers unparalleled...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

*Newly Renovated Oceanfront Waikiki- Ilikai Marina

Reviews (2)

*Exciting Updates in Progress!We’re currently renovating to make your stay even better. In the meantime, please take a look at our beautifully updated Ilikai Marina listing to see the stunning upgrades you can expect soon!We’re excited to share our top picks for local...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

2 Double Beds Room, Hilton Waikiki, Walk to Waikiki Beach, Rooftop Pool

Reviews (1)

Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.This listing is for a room within a hotel.✦ Your room is 270 sq. ft, equipped with...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

NEW! KBM Resorts Niki Lani Condo | FREE CAR | Kuilima Estates | 3-Bedroom Condo at Turtle Bay!

Reviews (29)

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Kahuku, Hawaii

Ilikai Newly Renovated Ocean View ONE Free Parking

Reviews (17)

Stunning condo unit at the Ilikai hotel is fully equipped with everything you will need for the perfect stay. All new appliances, furniture, flat screen TV's, leather pull out sofa, modern design, bidets, AC, Xbox, Wifi and more. 2 bedrooms, 2 full baths, 1 free...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Private Tropical Paradise in the Heart of the North Shore - beachfront community

Reviews (21)

[Oahu requires a minimum 30 day rental stay. All quotes will be returned for 30 days to ensure a valid stay duration]Aloha, we want to extend our home to your family to build great Hawaiian holiday memories on the beautiful island of Oahu.Located in the heart of North...

🛏 4 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Haleiwa, Hawaii

Orchid House - Pool and Endless Ocean views!

Reviews (1)

ORCHID HOUSETA # 087-311-0016-01With magical views of the Mokuluas from most rooms, this 3 bedroom, 4 bath custom home was just renovated using exotic hardwoods and stone from around the world. Features include solid hardwood floors, granite countertops, slate stone...

🛏 3 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 7
📍 Kailua, Hawaii

Get Away to Paradise

Reviews (20)

COVID Free Quaint 3 bedroom 2 1/2 Bathroom condo located in Ko' olina Fairways. Perfect place to unwind and relax. Two story with 3 bedrooms and two full bathrooms upstairs and kitchen, living room dining room and half bath downstairs. All the comforts of home to...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Beach Front Condo w/ Beautiful Sunrises on Private Sandy Beach + Turtles + Perfect Snorkel Spot

Reviews (17)

Escape the hustle & bustle of Waikiki crowds & enjoy beautiful sunrises, private beach, calm waters & experience amazing turtles sunbathing on the beach. Relax & experience a memorable vacation in our modern beach front condo w/ an Elegant Coastal Décor and serene cozy...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Hauula, Hawaii

Executive Gold Coast Oceanfront Suite: Diamond Head Views, Amazing Seaside Pool

Reviews (2)

Executive Gold Coast Oceanfront Suite offers refined island living with nearly 360-degree views of Waikiki’s Gold Coast, Diamond Head, and the blue Pacific. This two-bedroom, two-bathroom retreat at Coral Strand blends tropical elegance, modern convenience, and an...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

Beach Theme Home, with 2021 Mercedes SUV, West Oahu, Wai Kai Lagoon resort.

Reviews (6)

Aloha! Beach themed home in west Oahu! Located next to many golf courses (7 courses within 4 mile radius), including the prestigious, Ernie Els designed, Hoakalei Country Club. This 3Br, 2.5Bath 2-story townhome features 1400sq ft of living space, full amenities as you...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Ewa Beach, Hawaii

Stunning Fairway Views, Home "E"-Clean-New-Gated, near Jbphh, Cage # Available.

Reviews (4)

Welcome to Hillside Perfection overlooking the fairways at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, air conditioned executive home located in central Honolulu. Perfect for leisure visitors, temporary military quarters, business travelers, base...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

From 185 nt Aloha Summer Sizzle 2025 incl AC, 5 Star Luxury on the Big Island

Reviews (109)

Island breezes, fragrant blossoms, privacy - Na Hale O Keauhou, Hawaii's Best Kept Secret. This private 2 bedroom, 2-1/2 bath, 2 story town home is located in a 5 star, gated, luxurious resort complex with breathtaking, panoramic views of the ocean and mountains. Within...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kailua, Hawaii

Spectacular Executive Beachfront Retreat

Reviews (28)

Waialua Retreat is your home away from home! Located on a quiet residential cul-de-sac, you will truly relax as you dine on the lanai of this spectacular, architecturally designed beachfront home, while taking in amazing sunrises and sunsets. Enjoy panoramic views of...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 7
📍 Waialua, Hawaii

Malaekahana Ocean Front Cottage (30 day min)

Reviews (265)

Beautiful and charming describes this tranquil and peaceful ocean front cottage.It sits on the 1st level, beach front, of a private estate home on over 3/4 acres of manicured lawn to the ocean. A view from every room!Fall asleep to the sound the ocean waves and wake to...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kahuku, Hawaii

Quaint Studio in Heart of Waikiki

Reviews (2)

With its outstanding location in the heart of Waikiki, this studio apartment offers a comfortable and convenient stay. Be steps away from the ocean, yet central to restaurants, shops, and amenities. The high floor offers partial ocean views, along with mountain view....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Surfer's Paradise - Beachfront Vacation Rental on Oahu's North Shore

Reviews (16)

Nestled along the scenic coast of Haleiwa on Oahu’s famed North Shore, Surfer’s Paradise blends the relaxed rhythm of island life with panoramic ocean views and breezy, artful interiors. With 1,624 square feet of thoughtfully designed living space, this home easily...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Haleiwa, Hawaii

Vacation Home in Ko Olina Resort by RedAwning

Reviews (2)

Ko Olina Kai is a peaceful gated community that offers all the tranquilprivacy you could desire! The interior is spacious and homey with 2 bedrooms,2 baths, a living room with an adjacent dining space, and a kitchen. Thisoutstanding villa offers sleeping accommodations...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Popular Ground Floor 2BR/2BA villa Ko Olina Beach Villas

Reviews (43)

This spacious Villa is located in the more secluded Beach Tower. Villa faces the sunset side of the Beach Villas at Ko Olina's 2nd Crystal Clear Beach Lagoon. This ground floor villa is the FIRST unit behind the direct front end caps. Away from the main entrance of the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Ko Olina Beach Villas 410: 4th Floor Ocean Front, Gourmet Kitchen, Private Lanai

Reviews (5)

Step into oceanfront luxury at Ko Olina Beach Villas B410, a fourth-floor sanctuary overlooking the Pacific in the heart of Ko Olina Resort. This 2-bedroom, 2-bath villa offers 1,315 square feet of thoughtfully designed indoor-outdoor living, complete with a private...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Hale Ohana: Kailua Retreat w/hot tub, Tropical Pool, Walk to Beach

Reviews (1)

Set along Kailuana Loop on Oahu’s beautiful windward coastline, Hale Ohana by Gather offers a spacious, family-friendly retreat designed for easy island living. With nearly 3,000 square feet of indoor-outdoor space, a private pool and hot tub, and a dedicated guest wing...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kailua, Hawaii

KING BED, Spacious, Legal, VIEW

Reviews (2)

Experience the splendor of a contemporary, privately owned Waikiki Studio Condo boasting remarkable views! This unit has undergone renovations, featuring exquisite granite countertops, and a built-in cooktop. Catering to the discerning traveler, this condo offers a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

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