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.
From world-famous beaches and luxury resorts to quiet towns and hidden coves, Oahu offers a wide range of vacation rentals to match your travel style. Whether you want a high-rise with Diamond Head views or a secluded cottage near the waves, you'll find it here.
In Waikiki, experience vibrant city life, surfing, nightlife, and shopping-all within walking distance. Families and upscale travelers alike love the Ko Olina area in Kapolei, known for its protected lagoons, golf courses, and luxury villas.
The legendary North Shore delivers laid-back beach towns, world-class surf, and open landscapes. Here you'll find spacious rentals near Kuilima Estates and Turtle Bay, perfect for outdoor adventure and ocean lovers.
For a more peaceful setting, head east to the windward side. Kailua and Lanikai are favorites for couples and families seeking calm waters, beach walks, and a more local vibe. On the northwestern shore, Waialua provides a rural escape away from the crowds, ideal for a quiet and reflective stay.
Why Choose Oahu Vacation Rentals?
- Wide variety: from beachfront condos to private villas and family homes
- Full kitchens, lanais, air conditioning, Wi-Fi, and pools
- Convenient access to beaches, hiking, dining, and shopping
- Pet-friendly, extended stay, and snowbird-friendly options available
- Great for couples, groups, digital nomads, and first-time island visitors
Popular Areas for Oahu Rentals
- Waikiki – Iconic beachfront condos, shopping & surf
- Ko Olina – Luxury villas and family-friendly lagoons
- North Shore – Surf culture, remote beaches, and nature
- Kailua – Calm waters and laid-back Windward vibes
- Waialua – Secluded retreats and country charm
Explore all available Oahu vacation rentals below and start planning your perfect island stay today.
New Owner Special! Ocean View in KoOlina, HI
Create magical memories at this unique & family-friendly home. Koolina is a resort community with easy access to fine dining, boutique shopping, entertainment and Nature. We are out of the congestion, traffic and crowds of downtown. We are on the drier side of the...
Marriott Ko Olina Beach Club Studio -Read Description!
“This is a timeshare. While the amenities and features will be the same, you may not get the exact unit shown in the photos.”Units are assigned at check-in. Some units categorized as "Ocean view" may have obstructed view to the ocean.Welcome to our Marriott Ko Olina...
Ko Olina Beach Villas 410: 4th Floor Ocean Front, Gourmet Kitchen, Private Lanai
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...
Welcome to our little piece of paradise. A perfect place to stay during your visit to Oahu. Our CLEAN and beautifully UPDATED condo can sleep 6 comfortably. With TWO king beds and a one queen sofa bed. It also includes a brand new full-size kitchen with a dishwasher,...
Pipeline Beach*apt* Clean* Wifi* White Sand Beach*30 night minimum*
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...
Lanikai Seashore by Gather: Oceanfront Home w/ Mokulua Views, AC & Lush Yard
Lanikai Seashore is a stunning beachfront sanctuary in Kailua, HI, where you can experience the vivid beauty of Lanikai Beach just beyond your backyard. This luxurious 2,100 square-foot retreat artfully blends comfort and style, featuring exquisite ocean views that...
The Grand Islander, a Hilton Grand Vacations Club
Discover the beauty of Honolulu from this adorable 2-bedroom resort. The rooms feature 1 king bed in primary room and 1 king or 2 double beds in the second bedroom. perfect for a serene night's sleep. Enjoy the convenience of 2 full bathroom with showers and a cozy...
Coconut Villa Entire home in Koolina Walking distance to the shops and beaches
Enjoy your morning coffee or evening cocktails out on our lush tropical lanai with the tranquil backdrop of the Ko Olina golf course. Take in the stunning sunsets from this perfect vantage point.Our villa is located in an ideal location; everything is within walking...
KoOlina Beach Club Oceanfront Resort
Please choose a Friday through Sunday check-in for a 7 night stay. Thank you for your interest in booking with Dash Realty Group, Windermere Florida. Dash Realty Group is registered in Florida as a licensed Fla. Seller of Travel Ref. No. ST42435.Rates are set for...
Romantic Waikiki Beachfront Condo w/ Spectacular Ocean View
💖 A Romantic Retreat for TwoWelcome to your dream couples’ getaway in the heart of Waikiki! Perched high inside the iconic Foster Tower, directly across from Waikiki Beach, our ocean‑front condo delivers sweeping Pacific views, modern comforts, and the perfect...
Naupaka Hale - Lanikai Beach Home & Cottage
NAUPAKA HALETA-151-566-1312-02THIS PROPERTY RENTS ONLY MONTHLY FOR 30 DAYS AND LONGER.Idyllic classic Hawaiian style vacation rental home on large lot with huge sandy beach right in front of your very eyes. This beautiful vacation rental home offers breathtaking views...
Most Luxurious Ocean Front Condo in Kai Lani, Ko Olina, Hawaii
Awaiting you in this tropical paradise is a luxurious 2 bedroom, 2 bath condo that has everything you need to relax and enjoy your time in Hawaii. Nothing was spared in this fully equipped and fabulously appointed condo, whether it be to read a book in comfort and...
Waikiki Studio for Rent (30 day min)
* Best Views and the Best Value in Waikiki! This unit is completely and beautifully redone with quality and function, 'Pride of ownership for our Guests to Enjoy'. * This unit has a 30 day minimum requirement. * This Spacious studio in the Island Colony has Awesome...
Private One Bedroom Condo in the heart of Waikiki
Perched near the top of Foster Tower, this high-floor one-bedroom retreat offers an unrivaled vantage point over Waikiki. From the moment you step inside, the sweeping ocean and Diamond Head views create a breathtaking backdrop for your island stay. Sunlight streams...
14FL 3 Bedroom 2 Bath + Free Parking + Partial Ocean View, 2 min from the beach
Legal vacation rental at a fabulous location by [SUPER HOST]! This renovated 930 sq ft, 3 bedroom 2 bath with 2 balcony home is across from ‘Alohilani Resort, Steps away from the Waikiki Strip (Kalakaua Ave) and Waikiki beach! There are endless shopping, dinning, and...
Upscale Kailua Getaway: Steps to Swim Beach!
An unforgettable Hawaiian escape awaits at this luxurious 3-bedroom, 2-bathroom Kailua vacation rental home! Sip your coffee on the deck, then walk to Lanikai Beach to enjoy the morning waves. Spend your days relaxing in the private pool, lounging in the hammock, or...
Lokomaika'i Kailua: Elegant Vacation Home with Pool & AC
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,...
The Surfs UP! a Great Location, LOW Rates & Just Steps 2 the Beach on Sunset PT
***Book for the month and you will have access to the unit for 30 days even if you don't use it the whole 30 days. Unused days will not be reimbursed (sorry its the law). Nestled in the Sunset Point neighborhood, this house is in a great location to surf and enjoy...
Marriott's Ko' Olina Beach Club (mountainview). Inquire first before booking.
Cross posted on Airbnb_platform as well. Cheaper there as it does not charge Hawaii state taxes. This is a Marriott Vacation Club property. Multiple rooms can be booked for same dates. If your dates aren’t available in same room layout and view for entire stay it may be...
Beach Cozy North Shore Turtle Bay Condo - Kuilima Estates East
Summary:Welcome to our little slice of paradise on the North Shore of Oahu, Hawaii. Our beach cozy condo is nestled in a well maintained gated community at the famous Turtle Bay Resort. Whether you are looking to relax or enjoy adventurous activities, this is the...
NEW! 2BR/2BA Tropical Paradise in the HEART of Waikiki - Foster Tower
NEW ON THE MARKET!We welcome you to our Aloha HOME! Soak in Paradise in this pristine, luxurious 20th floor suite with panoramic ocean and mountain views. The beach is right out front. When not at the beach, enjoy the onsite pool, hot tub, sun deck, fitness center, and...
'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.
"In order to comply with Oahu's 90 day minimum short term rental laws, we may not advertise to rent for a period shorter than 90 days."Come enjoy island life while staying in our newly built, 600 sq. ft. upstairs suite. Beautifully furnished with a modern meets the...
Beautiful Top Floor Waikiki Studio! Walk to Beach!
Summary:Experience the best of both worlds with this beautifully appointed 18th-floor studio in the serene Ilikai Marina, an oceanfront building on the quieter side of Waikiki. Just a short stroll to the soft sands of Waikiki Beach, you can soak up the sun, feel the...
Ilikai 30-Day Rental in Waikiki
This rental is on the 19th floor of the Ilikai Hotel with direct lagoon and ocean views. This 1 bedroom apartment has been remodeled into a large 500 sq ft studio and is gorgeous! High-end materials were used throughout the apartment. We used beautiful flooring in the...
🏝 North Shore Island Bungalow, Steps to Beach
Aloha, please send an inquiry first to check dates and availability. Wake up on Oahu's dreamy North Shore to the sweet sound of birds and fresh ocean breeze. Ideally situated in a quiet neighborhood yet minutes to historic Haleiwa town with lots of restaurants and...
Hale Kaimana by Gather: Lux Gold Coast Condo w/ Ocean Views & Beach Access
Wake up to breathtaking views of Diamond Head and the Pacific Ocean at Hale Kaimana by Gather, a stunning oceanfront retreat located in the prestigious Colony Surf building on Honolulu’s Gold Coast. This 2-bedroom, 2-bathroom condo offers 1,867 square feet of elegant...
Executive Luxury Luxury Home in the Safe Gated Community
Effective October 23, 2022 we will not accept rental for less than 91 days because we have to comply with the new law of city and county of Honolulu. In an exclusive Gated Community, this home is safe, quiet and situated in just on top of the hill for peaceful enjoyment...
Welcome to Hoomaikai ~ Give Thanks, your serene retreat nestled in the heart of Kahuku. This charming 2-bedroom, 2-bathroom vacation rental offers a perfect blend of comfort and elegance, ideal for a family getaway or a romantic escape. Step inside to discover a...
Penthouse, 11th Floor, Sunset Side, Beach Tower, Panoramic Ocean View
Our unit in the Beach Villas at Ko Olina is located on the top 11th floor of the Beach Tower. The Beach Tower is one of two towers in the Beach Villas and is the one located closest to the water). The panoramic views of the water, sand beach, and even mountains are...
THE GRAND ISLANDER BY HGVC, 2br Premier Ocean View Condo
This 2-Bedroom, 2-Bathroom partial ocean view Suite with lanai features a primary bedroom with a king-size bed and a 55-inch flat-panel Smart TV. The spa-inspired primary bathroom includes a sleek shower, a deep soaking bathtub, a private water closet with a TOTO...
North Shore Beachfront Bliss! Perfect family-sized home on a sandy beach
Come and enjoy the best the North Shore has to offer in this right-sized sandy beachfront home, perfect for families and small groups. This property is located on a gorgeous bay in Haleiwa so you not only have a beautiful long sandy beach to enjoy, but you are a stones...
Modern Suite / Free Parking / View / AC / King Bed / Kitchen / Prime Location
Modern Suite in the Heart of Honolulu – Walk to Waikiki Beach.Our modern suite is located in the vibrant heart of Honolulu, just a 10-minute walk from the iconic Waikiki Beach. Enjoy the best beaches, dining, nightlife, and shopping Honolulu has to offer, all within...
Walk to Ocean from house- close to BYU-H & Polynesian Cultural Cntr 3 bed 2 bath
Enjoy a slower pace in our family-friendly home, conveniently located only eight houses from the ocean in a local neighborhood close to Laie. We invite you to relax in our comfortable beds and huge cozy couch, or recline on the lanai chaise while reading a classic. When...
Spacious 2 Bedroom 2 Bathroom City View Condo at the Ilikai Hotel
Experience the beauty of Waikiki with Happy Vacations, a short-term vacation rental company! Our team is excited to offer you a modern condo at the renowned Ilikai. You'll love the open floor plan with lots of natural lighting, a spacious balcony, AC, and thoughtfully...
Luxurious Two bedroom Unit with Panoramic Ocean View in ONE Ala Moana
This luxury corner unit has an epic panorama ocean view with floor-to-ceiling windows on 2 sides of the unit for a spacious feel. ONE Ala Moana is the pinnacle of world-class living. This unit has 2 bedrooms, 2 baths, and 2 parking stalls directly in front of the...
Epic Forest View, A/C, Fruit Trees, Beach 5m drive
Experience this forest retreat complete with a cozy queen bed, AIR CONDITIONING, vaulted ceilings, convenient kitchenette, half bath, and an outdoor hot/cold shower. Relax on the expansive deck facing breathtaking panoramic views of the untouched jungle. Immerse...
SEArider ONE at Turtle Bay (2 bedroom / 2 bath) - Kuilima Estates East
~ 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 as of September 2021. We are situated alongside the Palmer Golf Course and are a short 5-10 minute walk to the...
*Remodeled Oceanfront in Waikiki - Ilikai Marina
Welcome to our oceanfront home offering stunning ocean views and Hawaiian sunsets, all within walking distance to the beach. Whether you're seeking adventure, family fun, or relaxation, this is the perfect destination while visiting Oahu. On Friday nights, enjoy...
Luxury Oceanfront High Floor @ Waikiki Beach Tower
Brand New Listing at Waikiki Beach Tower! Relax in this bright and beautiful 33rd floor unit and be the first to review this 5-star guest favorite listing that is new to our portfolio! Relax in this beautifully renovated unit with ocean views of Waikiki Beach. Wake up...
Aqua Aloha Surf Waikiki 1113 | Downtown City Views – Pool & BBQ
Aqua Aloha Surf Waikiki #1113 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 223 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site amenities...
High Floor Luxury Oceanfront @ Waikiki Beach Tower
Waikiki Beach Tower Relax in this exclusive upper floor unit at the most luxurious vacation rental tower on the beach in Waikiki. This 1,200 SF newly renovated condo has the only open floor plan in the entire building and its sky high location on an upper floor provides...
Cozy 2-bedroom apartment in Honolulu
Consider this apartment your home away from home while you visit Honolulu. With 2 bedrooms featuring a queen and king bed, this cool space is perfect for guests looking for a comfortable stay. Fall in love with Honolulu and enjoy the magic it has to offer.
Kahala Beachfront Estate – Private Resort-Style Living
For discounted rates on Main house only, please inquire. 7 Night Minimum over any major holiday except Christmas. 10 Night Minimum over the Christmas/New Years Holiday Season at $7,500 per night.Spacious beachfront estate is situated on lush tropical grounds, nestled in...
Honolulu Condo w/ Private Lanai: Walk to the Beach
Experience the perfect blend of beachside relaxation, outdoor adventure, and city exploration when you stay at this 1-bedroom, 1-bath vacation rental. Complete with modern amenities, a private lanai with sweeping mountain views, and a central walkable location, this...
Ko Olina Beach Villas 608: Spacious 2BR Luxe Home w/ Ocean Views
Ko Olina Beach Villas B608 by Gather offers an elevated island getaway from the sixth floor of the coveted Beach Tower—Ko Olina’s building closest to the ocean. This beautifully appointed two-bedroom, two-bath villa accommodates up to four guests and showcases stunning...
Kailua Oceanfront Villa with Heated Pool & Spa - availability Sept, Oct & Nov
Relax in the beautiful three-bedroom seaside villa in Kailua, where soothing sea waves and soft breezes carry you off. Indulge in the outdoor pool, where you can soak up the sun and relax and end a day of hiking or golf with a massage in the oceanside hot tub. Stay...
Gorgeous Beach Front Home with Amazing Sunsets
30 Day minimum @ $7800.00 monthly. Wake up each morning to the soothing sounds of the waves and go to sleep after watching a memorable sunset , relax and enjoy the breathtaking sunsets on the beautiful beaches of Makaha. Step right outside to the beach from the home,...
Coconut Plantation Luxury Rental! Ground Floor - Golf Cart Available!!
PERFECTLY PARADISE! 406/670-7307.Rates vary by season and length of stay and are subject to change without notice.SINCE VRBO'S INSTANT QUOTE FEATURE IS NOT ALWAYS 100% ACCURATE, PLEASE CONTACT OWNER VIA EMAIL OR PHONE FOR CORRECT DETAILED QUOTE. Located in the most...
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...
Jewel Villa in Ko Olina Resort
This newly renovated, luxurious Villa is nestled in the quiet resort of Ko Olina. This Villa has 3 bedrooms and can sleep up to 6 guests. Choose to spend your days on the Ko Olina Championship golf course, one of the four lagoons on the beach, or eat at any of the...