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.
Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach
Perfect for families or groups, this unit sleeps up to 5 with a queen bed, sofa bed & a rollaway. Enjoy a full kitchen, open living area, and unbeatable location—just a short walk to Waikiki Beach, shopping & dining.- Flexible Sleeping Arrangements – The space includes...
Ocean Front Waikiki - Best Views! CALL NOW FOR APRIL/MAY CANCELLATION RATE!
Amazing oceanfront apartment on the 5th floor of Foster Tower Residences, overlooking Kuhio Beach and the landmark Duke Kahanamoku statue in Waikiki. This beautiful condominium has been completely renovated with all new updates in 2021. 2 full bedrooms plus 'bonus' room...
2BPF-1 Aston Waikiki Beach Tower: Ocean Front Premium 2 br with Kitchen
Waikiki Beach Tower: Premium Two-bedroom suite with Ocean Front Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively,...
*Honu Hale: Penthouse 2 BDR Ocean View Waikiki*
Experience breathtaking panoramic views from our spacious penthouse 2BDR/ 2 Bath condo. With floor-to-ceiling windows and two lanais, soak in the vibrant cityscape and sparkling ocean. Enjoy privacy with ensuite bathrooms and modern kitchen amenities. Access a plethora...
Elevated Honolulu Sanctuary Renovated w/ Aircon
Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Newly renovated in 2024Designer furnishedSecured & gated...
Spacious Home In Kahala That's Centrally Located w/AC, Pool, Lanai 5BR/4Bath
Minimum rental period of 30 days, Rental included Electric, Water, Cable WiFi Clean the yard twice a month and clean the swimming pool every Tuesday and FridayUpscale neighborhood of Kahala that is walking distance to Kahala Mall. It's about a One mile drive to the...
Luxury 1BD in ONE ALA MOANA with Beautiful View and Room with Free Parking!!
One of the most luxury condominium in Hawaii. You can experience the best vacation ever in One Ala Moana!!The minute you go inside, you will be astonished the amount of light coming through huge ceiling to floor windows overviewing the city and the mountains. The fully...
Studio by the ocean. Oceanfront property with WiFi, AC, parking, great location.
Escape to this fantastic studio in Ewa Beach. Oceanfront property, convenient amenities like WiFi and AC, queen size bed, kitchen, parking.Located just 50 steps from a natural authentic Hawaiian beach, the second house on Oceanfront property. Nothing compares to the...
Waikiki Banyan 1 Bedroom with Parking!
Waikiki fully furnished one bedroom condo located on the 12th floor of the popular 'Waikiki Banyan'. The condo has a full kitchen and a lanai with partial ocean views. There is Free wifi, flatscreen cable tv, ac, and garage parking. The hotel has a large amenity area...
Pet Friendly Guesthouse + Parking
LOCATION:Our Property Is Within Walking Distance To Ala Wai Canal Walking Trail, Waikiki Beach/Waikiki International Marketplace, Diamond Head Hiking Trail, Safeway Grocery Store, Restaurants, Starbucks, Jamba Juice, Honolulu Zoo, Close to Kapiolani Community College,...
Gorgeous 3 Bedroom Condo as Close to the Beach as You Can Get!! 30 day rental
Perched on the top floor of Foster Tower, this stunning three-bedroom penthouse offers an elevated island living experience with sweeping panoramic views of the Pacific Ocean, Diamond Head, and the Honolulu skyline. Designed for those who appreciate sophisticated...
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...
Coconut Plantation 1086-1: Upscale 3BR Condo in the Serene Ko Olina Resort
Coconut Plantation 1086-1 by Gather offers a relaxing and beautifully updated retreat within the gated Coconut Plantation neighborhood of Ko Olina Resort. This spacious two-story home features 1,715 square feet of island-inspired living, three comfortable bedrooms, two...
KoOlina Luxury Villa on Beach 3 bedroom & 3 bath; free parking for 2 vehicles
Welcome to our beautiful luxury Beach Villa in Ko Olina on the island of Oahu! The complex of the Beach Villas is an Oceanfront property. Our villa is spacious with 3 Bedrooms and 3 Baths in over 1500 square feet of living space. Our villa has beautiful unobstructed...
Ocean-Waikiki Skyline Panoramic PH in Luxury Condo w/Parking & Near the Beach
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.*This penthouse is new to our inventory. Reviews are coming soon. Please rest assured this house is...
Waikiki Grand 1002- Sundeck level - The Best Location in Waikiki!
LEGAL SHORT-TERM RENTAL ❃ 1002 is located on the 10th Floor of theWaikiki Grand Hotel® sundeck!❀This spacious PH/Studio offers large living area w/ a Full-Kitchen incorporatedInsane views from your front door & the communal patio,all less than 2min walk to the soft...
Turtle Bay Resort Oceanfront Villa - 3 Bedroom
***ATTENTION DEAR GUESTS***If any of you are worried about the recent storm that hit Oahu’s North Shore, please do not be concerned in regard to our property.We are happy to share that our property has not sustained any damage at all and remains in excellent condition....
Walk to the beach! North Shore Surf House
Step into your newly remodeled condo (one of the largest on property). Walk to the beach, restaurants and more. Indulge in luxury with 2 private pools, tennis and pickleball courts, and 5+ miles of pristine beaches just moments away. Dive into adventure with surfing,...
High Fl Mount&CityView 1BRw/2Free Park Wsher/Dryer
Centrally located in Waikiki, this High Floor 1-Bedroom, 1-Bath unit features your your own Juliette balcony/Lanai, in-unit Washer and Dryer, and rare 2 Tandem Parking Stalls included —Free! Max height for parking is 6'2". Sleeps 4 (2adult and 2 small children) with a...
SALE April-May 2026: BEACHFRONT Luxe. Swim with turtles! 4 bed/3 bath AC
This property is offered as a monthly rental, although full-month occupancy is not required, "Contact Host" to see if your dates are available.Last minute cancellation in April. Discounted rateTURTLE POINT BEACH HOUSEWelcome to your secluded paradise! Our backyard has a...
Charming 1-bedroom apartment in Waikiki. 1 block from the beach
Welcome to your perfect Waikiki home base. This bright, comfortable 1-bedroom condo on the 4th floor is just a short walk to Waikiki Beach, shopping, dining, and all the best of Honolulu.The unit features a comfortable king bed, air conditioning, a fully equipped...
4-bedroom condo- Tropical luxury Villa in Ko Olina- Sleeps 10
Welcome to your private oasis in paradise! Nestled within the exclusive Coconut Plantation community in Ko Olina, Oahu, this luxurious villa offers the perfect blend of opulence, tranquility, and island living. With 4 bedrooms and 3 full bathrooms, this is the largest...
Brand New! Luxurious Sky Ala Moana 2 Bed 2 Bath
Summary:*30 DAY MINIMUM* Discover the lively heart of Honolulu and enjoy leisurely walks along the beach with this 2 bed and 2 bathroom apartment on the 16th floor of Sky Ala Moana. Get a charming view of the city and take advantage of the convenience of being close to...
Newly Renovated Waikiki 2BD 2BA Ocean City View
Summary:Aloha! Experience the best of Honolulu in this fully renovated apartment at 444 Niu Street. Enjoy the convenience of a full kitchen, partial ocean views, and free garage parking. With two bedrooms and two bathrooms, this apartment is perfect for a relaxing...
Mystic Mermaid Island Retreat! Entire Home
This home is not your typical VRBO, this home is designed for guests who appreciates CLEANLINESS, COMFORT, CARE, SAFETY AND QUALITY! Escape to Your Mystic Mermaid Island Retreat, your private, spacious oasis near Oʻahu’s majestic mountains! NO neighbors behind the home...
Relax, with breathtaking ocean views. Makaha 1-bedroom condo near Ko Olina
Nestled in the town of Makaha, our 1-bedroom condo offers a tranquil retreat for your Hawaiian getaway. As you step inside, you'll be greeted by a gorgeous ocean view! A kitchenette, complete with a stove, oven, refrigerator, and all the necessary appliances and...
Ko Olina Beach Villas B1101: Breathtaking Ocean Views from Every Room
Discover the welcoming vibe of Ko Olina Beach Villas B1101, a beautifully appointed vacation condo that offers mesmerizing ocean views in the enchanting area of Kapolei, HI. With 1,500 square feet of living space, including a generous outdoor lanai, this home is...
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...
Modern Luxury on Spectacular Pipeline Beach
The Highlights: Iconic House | Directly Beachfront on famous Pipeline Beach | Gourmet Kitchen | Sunset Views | WIFI | BBQ | Private Home | Sleeps 10The stunning Blue Wave House sits oceanfront on Pipeline Beach, one of the most desirable beach destinations in the world....
Waikiki Living, 4 blocks from surf, mountain views, king size bed and office!
Sunrise on the surf, sunset on the beach, dinner at the top of Waikiki. Enjoy views of Ala Wai canal, Ko'olau mountains and the new park on Aloha Drive from spacious lanais, including your own private lanai. Equipped with A/C, smart TV, microwave and a full kitchen to...
2BOF3 Aston Waikiki Beach Tower: 2 Br with Ocean Front Views & Full Kitchen
Waikiki Beach Tower: Two-bedroom suite with Ocean Front Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively, this...
Beachside 🏖 Family, vacation home with pool 🌺 NO CLEANING FEE!
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...
Island Adventure: Minivan Rental, Contact Us
Mahalo is the Hawaiian word for thanks, and a feeling of profound gratitude is what inspired this beautiful home. From the moment you arrive at Hale Mahalo, you’ll understand why. This lovely 3-bedroom, 3-bathroom home is a tribute to the stunning beauty of its...
4 BR Hawaiian Plantation-Style Home with Pickleball Court
Old Hawaii at its best! Enjoy the updated traditional home nestled within a fully enclosed and private one-acre tropical estate! Chase the keiki (kids) or grandkids on the spacious lawns, or just enjoy the many tropical trees and plants—coconut, banana, mango, ulu...
Monthly- Discovery Bay 2203 Ocean/Sunset/Marina/City Views - Q Bed/Twin Sofabed
Sweeping Ocean Views High Floor Corner Unit, PremTV HBO, Remodeled. 5 Min to Beach, Ctrl AC, Furnished, Prking Incl, Spacious Lanai, Pool, HotTub, Utilities, WiFi, BBQ, Gym, Washer/Dryer, Beach Chairs/Boogie Board. Non smoking. Queen bed/Queen Sofabd.Sweeping Ocean...
Nalu Collection 2/2 Oceanfront Living~Luxurious Amenities OPEN 4/18-29
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,...
Bright and airy 1-bedroom cottage in charming Kailua, 1 block to beach. WiFi, AC
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,...
Dlx Oceanview Waikiki1Br Condo...Stunning Ocean/Marina Views!
Welcome to your own 1br Oceanview Condo in Waikiki...ideally located on the Marina side of Waikiki...near the famous Hilton Hawaiian Village.. Enjoy great ocean & marina views from the privacy of your own lanai from your Waikiki beach vacation condo rental ...just...
Large Family Retreat on Calm Swimming Beach, A/C
Leimoku is a large and accommodating, beautifully updated, and modern Hawaii home on Oahu's famous North Shore. Located on the "quiet side" of the North Shore, away from all the crowds, this 3000 sq.ft. home is comfortable and luxurious, with three of the four large...
Sans Souci 1106 - A Studio above the Beach
You'll find bicycles, golfing, and more on site at this smoke-free apartment. Waikiki Beach and Kaimana Beach are just a short walk away, so leave your car at the property, which offers covered onsite parking. After you return, unwind on the balcony and enjoy the...
Luxurious, Free Parking & WiFi, Ocean View, Remodeled, 1 BR Condo, No Resort Fee
Be ready to elevate your senses to a higher ground. This sustainable space is designed to harmonize your inner energies with modern yet soothing style to bring you heightened sense of relaxation and joy. Professionally designed and remodeled in October 2021, our condo...
Spacious Home Near a Quiet Beach
Our lovely 2 bedroom surprises most guests with how spacious the rental is with expansive floor plan and the access to a yard to enjoy.The rental comes with a brand new kitchen with a very open design and lovely countertop to enjoy meal prep and dining. The large teak...
Aqua Aloha Surf Waikiki 402 Superior Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 402 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site...
Hale Aloha Turtle ~ Bay Golf Course
Brand New Listing! Relax in this beautiful and spacious getaway on the North Shore and be the first to review this 5-star Guest Favorite listing that is new to our portfolio!This spacious and newly updated 3-bedroom unit has beautiful lagoon views of the Turtle Bay Golf...
Malaekahana Beachfront Oasis Steps from Excellent Sandy-Bottom Swimming
Completely restored in 2024, this light-filled, 2,800-sq-ft, open concept home features breathtaking views of Malaekahana Bay. Enjoy the fully equipped modern kitchen, living/dining room for easy entertaining and a recreation room that has a ping-pong table, a game...
Honolulu Condo Stay w/ Balcony: Walk to Beaches!
Embark on your next island adventure and stay at this Honolulu vacation rental located in the Chateau Waikiki community! When you stay at this 1-bedroom, 1-bath condo, you’ll have access to community amenities like outdoor pools, a game room, a fitness center, and more....
Charming and immaculate, fully furnished 3-bedroom 3 bath townhouse in Ko'Olina!
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...
Hale Oka Nunu: Oceanfront Private, Spacious Paradise North Shore Home w/ Hot Tub
Hale Oka Nunu is a four-bedroom, three-bath oceanfront retreat on O’ahu’s North Shore, where the Pacific is just steps from your lanai. Designed for both relaxation and connection, this single-level home blends open living spaces, gourmet amenities, and sweeping views...
Beachfront Luxury Home With Spacious Yard North Shore of Oahu
30 NIGHT MINIMUM. This property may not be rented for less than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied. INQUIRE FOR MORE DETAILS. Price depends on seasonality Hale Ho'onanea...
Makaha Ocean View - 2 bedroom, 1 bath - family friendly
Hawaii License # 031-420-0064-01This property may not be rented for fewer than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied.ABOUT THIS CONDO: Meticulously clean! This is a...