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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Ko Olina Beach Villa Ocean View Condo 2BR/2BA

Reviews (55)

Penthouse Beach Tower 10th Fl (1003) - Steps from the Ocean. Escape to a Hawaiian Paradise at the Beach Villas Palekaiko on Oahu! Sleeps up to 6.The Palekiko welcomes you to paradise from the moment you walk in the door with all you need to relax and rejuvenate during...

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

Beach Studio with private yard in Lanikai - 30 day Minimum Stay

Reviews (6)

Escape to your beachside retreat with this beautifully renovated studio located just a block from the pristine sands of Lanikai Beach on the east side of the island. Designed as your ultimate home away from home, this property offers a unique blend of seclusion and...

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

Rocky Point Hale Luxury Oceanfront Vacation Home in Haleiwa

Reviews (8)

The Rocky Point Hale is a quintessential North Shore custom built luxury home located at the peak of the famous Rocky Point surf break. The home is situated in a private setting on the point out of view of ocean goers and public beach accesses, yet its location allows...

🛏 4 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 10
📍 Haleiwa, Hawaii

Ko Olina Beach Villas O1006: Luxe Penthouse w/Pool, Golf, & Ocean Views

Reviews (30)

Welcome to Ko Olina Beach Villas O1006 by Gather, a luxurious two-bedroom, two-bathroom penthouse on the tenth floor of the exclusive Ocean Tower. Designed for up to six guests, this elegant villa offers panoramic ocean views, serene vistas of the resort pools and koi...

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

Modern Luxury 2bed 2bath with Ocean Views and Easy Parking

Reviews (3)

Great care was taken in creating this comfortable, practical, and modern luxury home with ocean views from every room. Materials, colors and features uncommon in a rental were thoughtfully combined to create a unique, calm environment for relaxing. This is living well...

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

Kolea Landing Modern Beach House w/ Double Suite and Third Bedroom Option

Reviews (76)

Aloha and Welcome to Kolea LandingA short walk (less than 400 steps to be exact) and you will be relaxing at Lanikai Beach! Our 2,200 sf guest house is the perfect blend of island and modern living. Our guest house has a master bedroom (king bed) with an en suite...

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

Fresh 1 Bedroom with Parking at Waikiki Banyan!!

Reviews (1)

Freshly Furnished One Bedroom Unit at the Waikiki Banyan with Peakaboo Diamond Head Views! One Free PARKING already included (max 6'), Bedroom with 1 Queen + 1 Full Bed; Living room with 1 Full BedCoin and App Operated washer and dryer on the same floor.Waikiki Banyan...

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

Charming and immaculate, fully furnished 3-bedroom 3 bath townhouse in Ko'Olina!

Reviews (1)

Stay comfortably in Kapolei at this 3-bedroom townhome. This nice property offers a fitness room, AC, WiFi, and more for guests to enjoy. With 3 bathrooms and convenient amenities like a hair dryer and washing machine, guests will have a delightful stay. Feel free to...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Nalu Collection 2/2 Oceanfront Living~Luxurious Amenities OPEN 4/18-29

Reviews (128)

LOOK FOR EARLY BOOKING DISCOUNTS & COMBINE WITH OTHER DISCOUNTS.The Nalu Collection is a premier group of boutique, luxury villas within Ko Olina Resort. Our properties are consistently top rated, and upgraded with custom-made furniture, natural materials, appliances,...

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

Tropical Paradise Getaway Ocean & Lush Tropical Views Pool, BBQ & WI-FI Inn on the Park 1503

Reviews (2)

Tropical Paradise Getaway Ocean & Lush Tropical Views Pool, BBQ & WI-FI Inn on the Park 1503​​​Enjoy relaxing lanai Ocean, Diamond Head & Tropical views Peaking above the Waikiki Skyline. Clean completely remodeled & newly furnished air conditioned studio suite with...

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

Ko Olina Beach Villas 8th Floor (Closest 3 Bedroom To The Ocean)

Reviews (90)

Aloha, and thank you for your interest in the Beach Villa's at Ko Olina. This property is one of the newest and most exclusive available for rent on the island of Oahu. But more importantly, this is our island home for much of the year. We love it here, and we know you...

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

Seabreeze:110' Oceanfront, Majestic Mountain Views, AC, Outdoor Shower, 30 Days

Reviews (4)

Seabreeze is a beautiful North Shore Hau'ula beach home with 110' of ocean frontage, spectacular sunrises & majestic mountain views. Dine on the lanai with turquoise ocean water so close you can almost touch it. Our home overlooks the sea & mountains (a rare & gorgeous...

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

Ocean + Skyline Views: Honolulu Retreat

Reviews (2)

1,400 Sq Ft | Walk to Wa'Ahila Ridge State Park | Connects to State Park Trail SystemEnjoy your island vacation in comfort at this picturesque Honolulu vacation rental. This 3-bedroom, 2-bath home features mid-century modern touches, a breezy lanai, and a living room...

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

Pool & Beachside—NEW Kailua Luxury Beach House - Direct beach access!

Reviews (2)

Indulge in an Unforgettable 30+ Night Stay at Our NEW Luxury Beach House at Kailua BeachImportant Compliance Notice: This home is available only for stays of 30 nights or longer, in full compliance with Kailua’s strict short-term rental regulations. We appreciate your...

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

Luxurious Ocean & Sunset Views Condo at Park Lane w/Luxury Building Amenities

Reviews (2)

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Park Lane is one of the most luxurious buildings in Honolulu! Located at the world famous Ala Moana...

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

Gorgeous partial Ocean View in the Heart of Waikiki! FREE Parking & Wi-Fi!

Reviews (37)

Regency on Beachwalk #81 – 255 Beach WalkYou'll appreciate the convenient location of this fully-furnished 8th-floor end unit condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at Regency on Beachwalk, right in the heart of Waikiki and...

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

World Famous Kailua Beach Charming Cottage

Reviews (1)

Studio Cottage near Kailua Beach and Beach Park! Large, 200 square foot lanai, fully furnished. Nice neighborhood setting. You won't believe how close this is to the beach! Also close to Kalapawai Market and other Beach Shops & Food. All utilities - A/C, Cable,...

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

Coconut Plantation 1086-4: Elegant 3BR Ko Olina Townhouse w/ Fairway Views

Reviews (3)

Set along the 11th fairway in Ko Olina Resort, Coconut Plantation 1086-4 by Gather is an upstairs townhouse villa where island ease meets resort convenience. Contemporary Asian-inspired decor, a breezy covered lanai, and views of swaying palms create a tranquil home...

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

Sweet & Cozy in Honolulu Free WIFI & AC

Reviews (1)

Summary:Welcome to the heart of Honolulu. Sweet and cozy one bedroom will newly updated kitchen and bathroom vanity. Keep it cool with A/Cs in the living room and bedroom. Relax poolside on your day-off.Complimentary Wi-Fi and parking stall provided.Perfect for all...

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

Unique Chic Hotel with pool, WiFi, gym & AC in world-class Waikiki, Hawaii.

Reviews (2)

This lovely hotel room in Waikiki offers guests a comfortable stay with AC, WiFi, smart Roku TV, a newly renovated spa-like bathroom, balcony, fully stocked kitchenette, full gym, temperature-controlled outdoor pool with lush tropical lounge deck, and a BBQ deck area....

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

North Shore Condo Rental at Kuilima

Reviews (176)

Relax to swaying palms, stunning seas and a tropical breeze! You deserve it! Step right out the lanai onto fairway one of the Fazio golf course. Swaying Palms is an end unit, situated within the complex to provide lots of natural light, privacy, and a more spacious...

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

1-Bed, 1-Bath - Walk to Beach. Inquire for May and June.

Reviews (57)

Private, detached, gorgeous, newly built, fully equipped, one bedroom guest house ready and waiting to be booked by you! Superb location! Short walk to beautiful parks and beaches and minutes drive to historic Haleiwa Town.This incredible, newly constructed modern home...

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

Makapu’u Hale, Literally oceanfront! VIEWS! A/C, 2 bedroom/2 bath

Reviews (106)

We are literally oceanfront! E Komo Mai (Welcome) to Paradise!30 Day minimum stay required by Oahu OrdinanceOur homes are fully furnished with everything you need for an ideal Hawaiian vacation!Makapu'u Hale is 2 bedrooms, 2 baths, newly decorated with comfortable &...

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

Beach, City lights and Mountain Views 180 degrees view & centrally located

Reviews (6)

Discover this charming 3-bedroom gem in Honolulu. This excellent condo features 1 king bed, 1 queen bed, 2 full beds and another queen queen blow up bed that can be use in the living room, perfect for a group getaway. With 2 bathrooms equipped with hair dryers and...

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

Beachfront Studio in North Shore - Upper Unit

Reviews (1)

Beachfront to Sunset Beach, this studio boasts breathtaking views of the Pacific Ocean and its world-famous sunsets. Sip your morning coffee or enjoy a glass of wine at dusk on the private balcony or the sandy beach.This second floor studio is a gem located in a rare...

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

Ko Olina Kai #17: Spacious, Stylish Retreat with Golf Course Views

Reviews (2)

Tucked along the prestigious 18th Fairway of the Ko Olina Golf Course, Ko Olina Kai Estate #17 is a private retreat where resort living meets the comforts of home. This executive four-bedroom estate within the gated Ko Olina Kai Resort Community offers expansive fairway...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

The Makai Manor - Beautiful Newly Built Spacious Home

Reviews (17)

This newly constructed home made it's grand debut August 2021. We are pleased to invite you to this stunning property. The home is located next to a beach park and has gorgeous ocean views. The neighborhood is quiet and extremely family friendly. Everything you will...

🛏 10 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 18
📍 Honolulu, Hawaii

1 min walk to beach, New luxurious room with Ocean View!

Reviews (1)

Stunning ocean view, newly renovated and cozy bedroom, spacious living area and kitchen, with access ti rooftop pool, sauna...You and your loved ones will be close to everything when staying at this centrally-located place.Under 5 minute walk to:- 0.1 mi to Kalakaua...

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

Beautiful Hawaii! Panoramic Ocean View, a Private Pool!

Reviews (1)

30 Days Rental!**Rates are subject to change during peak seasons, holiday and summers. Please communicate with Host for renting!Panoramic Ocean & Mountain View from Entire House.Located in central area that is close to everywhere, 5 to 10 minutes to World famous Waikiki...

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

Beach Front 180 Degree View Of The Ocean - Gorgeous

Reviews (16)

Serene beachfront estate located in a quiet cul-de-sac on the beautiful North Shore of Oahu. Three bedrooms, two bathrooms inside main home and one half bath and shower outdoors. Kitchen is modern and kitchen table looks out onto a breathtaking view, as does the living...

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

Luxurious Hawaiian Villa Oasis

Reviews (22)

A mini resort tucked away in an upscale and peaceful neighborhood, this Villa is absolutely one of a kind! The entire Villa has just been exquisitely renovated with a swimming pool, Bali house, and waterfall. The landscaping is so immaculate, our guests rarely want to...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 16
📍 Honolulu, Hawaii

Rare Deluxe Ocean View Gem with Free Parking

Reviews (23)

Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...

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

11th Floor 2 Bedroom Sans Souci condo w/ incredible bay views

Reviews (1)

Luxurious Monthly Rental Property:Relax in the comfort of this high floor Sans Souci condo with stunning ocean and bay views.Condo Features:2 King Size Beds, Full Kitchen, Free Wifi, Ocean Front, Ocean View, One complimentary dedicated Parking Stall is...

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

Surfer's paradise on Oahu's North Shore - Split ACs

Reviews (62)

Aloha & Welcome to our stunning condo located at the Kuilima Condos at Turtle Bay, on the North Shore of Oahu. Our condo is the perfect destination for those seeking a luxurious and relaxing vacation in paradise with two Split AC units that keeps the place cool...

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

Ocean View Villa on 6th floor w/Semi-Private Elevator

Reviews (117)

Our condo is both beautiful and luxurious. Take advantage of the view by opening the lanai doors that disappear into the walls for the ultimate in indoor/outdoor living. It has a full frontal ocean view from the Lanai, the living room, kitchen, and dining room. The...

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

Unique, Top of the Line Ocean View in Makaha

Reviews (4)

Locally owned and operated. Newly renovated with upcycled local accents and eco friendly products. All new premium wood cabinets combine with one of a kind solid cement coulter tops, stainless steel appliances, and mango wood shelving in the kitchen. A premium sofa...

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

Spacious Cottage with A/C and Patio

Reviews (24)

New build spacious cottage in quiet upscale neighborhood just steps away from famous China Walls. The unit is detached from the main house with its own private entrance. It includes a private grassy patio with a plumeria tree. Covered parking right by the front door....

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

Bright and airy 1-bedroom cottage in charming Kailua, 1 block to beach. WiFi, AC

Reviews (1)

This sunny cottage in Kailua is a perfect choice for guests seeking a quiet retreat in a fantastic location, so conveniently close to all that Kailua has to offer, including sandy beaches, popular restaurants and eateries, all kinds of great boutique shops, Whole Foods,...

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

Surfer's Paradise: Waialua Condo Steps to Beach!

Reviews (2)

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

Ocean View Cottage with Separate Suite

Reviews (54)

Incredible COTTAGE! with a new Separate Suite! How can you vacation in Hawaii and not have an ocean view!! Authentic Hawaii vacation retreat in Hawaii Kai-East Side of Oahu! Get away from the hustle and bustle of everyday day life, rejuvenate, and revitalize yourself at...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

Waialua Beachfront Home, 5 bed/4 bath-Northshore

Reviews (1)

Welcome to our private, beachfront home on the North Shore of Oahu in Waialua. Wake up to panoramic ocean views on your own secluded estate just steps to the sandy beach. This single story family home has 4 bedrooms and 3 full baths with an additional bonus studio with...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 9
📍 Waialua, Hawaii

Kalo Homes ~ Tropical Makaha Sanctuary

Reviews (4)

Imagine waking up to breathtaking views of the ocean, mountains, and valley, while surrounded by lush tropical landscaping. You can unwind in the Jacuzzi or fire up the Traeger grill for a tasty BBQ. We`ve got you covered with all the beach amenities you`ll need to...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 9
📍 Waianae, Hawaii

Lokomaika'i Kailua: Elegant Vacation Home with Pool & AC

Reviews (1)

On Oahu’s sun-kissed Windward side, Lokomaika’i Kailua (meaning “Gracious Kailua”) invites you to slow down, open the sliding glass walls, and let the island breeze transform everyday living into something magical. This single-level home blends open-concept interiors,...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Kailua, Hawaii

Stunning KoOlina Kai 2BR/2BA Condo sleeps 4

Reviews (6)

This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. This property has a mandatory 30 day minimum. This property may not be rented for less than 30 consecutive days. Rental prices will...

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

"Hale Pohaku" - Waimanalo Beach Front Vacation Rental

Reviews (57)

This property is a licensed short-term vacation rental Non-Conforming Use Permit #1990/NUC-1689. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations, License # TA-059-395-6864-01. TMK 410040420000."Hale Pohaku" - Waimanalo is a...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Waimanalo, Hawaii

Exceptional 5-stars Beach Villas at Ko Olina - 3 Bedrooms & 3 Full Bathrooms

Reviews (118)

2nd most reviews on VRBO!!! See other unit we have available: VRBO #950616The Resort: Beach Villas at Ko Olina.The Beach Villa is located at Ko Olina, Hawaiian for Place of Joy. Ko Olina is a picturesque resort located on Oahu's western side nestled away from the hustle...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Ko Olina, Hawaii

GORGEOUS OCEAN VIEW and Sunsets! Full Kitchen, Washer/Dryer, Wi-Fi, Sleeps 4.

Reviews (57)

Waikiki Shore #1416 – 2161 Kalia Rd.This cozy 1-bed/1-bath suite boasts breathtaking 14th-floor views of the Pacific Ocean and the greenery of Ft. DeRussy Beach Park next door. Bask in the cool trade wind breezes as you enjoy al fresco dining on your private beach-view...

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

Waikiki Banyan Upscale 1 BR

Reviews (70)

Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...

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

Discover Serenity: Rooftop Bliss, Pool, Sauna, Minutes from Waikiki Beach!

Reviews (2)

Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 1772 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high definition 32-inch TV, available with Premium cable, ensuring...

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

Oceanfront Condo: Stunning Sunrise & Ocean Views

Reviews (5)

'Lele's by the Sea' | Oceanfront Vintage Hawaiiana Getaway | Balcony | Pool + Gym | Beach GearAloha and welcome to your ultimate island escape! Retreat to this 1-bed, 1-bath vacation rental on Oahu’s lush, tropical side. Swim or snorkel at the sandy beach, relax and...

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

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