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.
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...
BEACH FRONT ESTATE SANDY BEACH w/Heated Saline Pool/SPA & 360 Degree Views
30 Day Minimum Stay RequiredShare the romance and beauty of the North Shore with your entire family! Swing open the gate to our Sandy Beach, sink your toes into the white sand and say “Aloha” to the turtles who come to our beach each afternoon, or meet the local...
Beach Front 180 Degree View Of The Ocean - Gorgeous
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...
Beach Front Waimanalo - Licensed Rental: #1990/NUC-1689 - White Sand Beach!
"Hale Pohaku" - Waimanalo is a beautiful beachfront home on one of Oahu's most spectacular beaches; Waimanalo. Listed on the Register of Hawaii's Historic Homes this classic restored beach house was built of lava rock during the reign of King Kalakaua. Guests enjoy the...
SPECTACULAR GOLF COURSE FRONTAGE HOME "G", NEW/CLEAN:Nr. CAMP SMITH/JBPHH/AIRPT.
Welcome to Hillside Perfection on the Greens at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, 4.5 bath, air conditioned executive home located in central Honolulu. Perfect for savvy business travelers and traveling construction crews, with each guest...
THE SURFS UP! A GREAT LOCATION, LOW RATES n& 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...
Crutchfield Estate - Charming Historical Home in Honolulu
This spectacular French Tudor exudes a casual elegance and the comfort of the islands. Inside you will find gleaming wood floors, an elegant fireplace, crown molding and spacious bright rooms. The kitchen is fully equipped with a new refrigerator and dishwasher. Morning...
3BR & Honeymoon Ocean Villas Getaway at Turtle Bay
This villa is a unique combination of our existing two villas; our 3-bedroom (VRBO 3722129) and our one-bedroom (VRBO 3722906) villas. These two units are separated by adjoining doors. We've chosen to add this listing, combining the two villas due to popular demand from...
Hale Pahonu – Secluded Polynesian Beachfront Estate in Waimanalo
Make unforgettable memories in this secluded, polynesian-styled beachfront estate situated on the eastern side of Oahu next door to the famous Magnum PI Robin's nest. Flanked by the majestic Ko’olau mountains on one side and a reef-protected lagoon and beach on the...
Chic Beachy Studio in Waikiki
Beachy style, chic studio renovated to 5-star standard with partial ocean view. Centrally located at Marine Surf Waikiki on 21st floor. Just steps from the beach, world-class shopping, restaurants, and attractions. One block from Royal Hawaiian. Enjoy a sleek place to...
Villa Olina Charming 3-Bedroom Villa On the Golf Course Steps Away from Lagoons
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...
Kakela Kai, Beachfront Kailua Home, Private, A/C
A comfortable beachfront home set in a security-gated neighborhood with central air condition. Decorated with island style rattan furnishings, ceiling fans throughout the house, cool white tile, granite counters and wooden flooring. There is a well stocked kitchen with...
The Grand Islander, a Hilton Grand Vacations Club
Discover the beauty of Honolulu from this adorable 1-bedroom resort. The rooms feature 1 king beds, perfect for a serene night's sleep. Enjoy the convenience of a full bathroom with showers and a cozy living room with a sofa bed. With amenities like WiFi, AC, and a...
Luxury Living in Allure Waikiki with Free Parking
Indulge in an elegant and spacious 1 bed 1 bath plus powder room with large balcony luxury condo unit in the prestigious Allure Waikiki. The unit is conveniently located at the edge of Waikiki. A premiere destination for world class shopping on Kalakaua Avenue's luxury...
Fully Remodeled! Amazing OCEAN, Mountain, City Views! 2-Bed/2-Bath Sleeps 6!
Waikiki Shore #818 – 2161 Kalia Rd.(ONLINE RESERVATIONS CONSIDERED REQUESTS SUBJECT TO APPROVAL)RENOVATED July 2021! You'll enjoy spectacular Ocean Views from this luxurious 8th floor beach condo (932 interior sqft + 160-sqft lanai) with a contemporary...
Location - Location - Location: FULLY RENOVATED @ TBR: 1xBR/BA/PRK - WiFi/AC
*Gutted to Gorgeous: everything new* - JAN 2025: FULL Renovation - *Professionally Sanitized: always glistening clean* - New kid on the TBR block - you’ll feel the Aloha - TBR: 1 Bedroom/1 Full Bathroom/ 1 Reserved Parking - Perfect get-a-way w/ sandy beach cove -...
May Sale - Stunning End Unit with Amazing Lanai Views at the Beach Villas Resort
Escape to paradise in this beautifully designed high-floor villa at the exclusive Beach Villas Resort in Ko Olina. Boasting panoramic beach views and a refreshing ocean breeze, this spacious end unit is the perfect retreat for a relaxing Hawaiian getaway.Step inside and...
Diamond Head Surf House: Gold Coast Oceanfront Home w/AC & Gorgeous Views
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Completely immerse yourself into the island...
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...
Spacious 2 Bedroom 2 Bathroom City View Condo at the Ilikai Hotel
Aloha from Waikiki! We are a short term vacation rental company, we are not part of the hotel. Property is located 4 minutes walking distance to the beach, 10 minutes walking distance to one of the nations biggest outdoor mall "Ala Moana Shopping Center". Friday night...
Ko Olina Beach Villas O805: Chef's Kitchen & Stunning Views
This villa features impressive ocean views from the large lanai, as well as mountain and golf course views from the back lanai. For convenience, the elevators are steps away from the parking entrance door and open to your semi-private floor. A full kitchen and open...
BREATHTAKING GOLF COURSE VIEWS, HOME "B", MODERN-CLEAN-NEW, UNWIND IN PARADISE!
Welcome to Hillside Perfection on the Greens at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, 4.5 bath, 2 car enclosed garage, air conditioned executive home located in central Honolulu. Perfect for savvy business travelers and visiting construction...
Waikiki Shore 1404: The Full Beachfront Experience w/ Incredible Ocean Views!
Waikiki Shore #1404 – 2161 Kalia Rd.Bask in cool trade wind breezes as you enjoy your morning coffee on the lanai or as you walk along beautiful Waikiki Beach! With its incredible ocean and sunset views, this 14th-floor condo (1 floor below Penthouse level) is unique...
Modern Luxury Suite at Waikiki Beach Tower w/ Ocean View
Relax in this beautifully renovated unit with ocean views at Waikiki’s finest oceanfront condo building. Wake up to the crystal blue ocean from the luxurious king bed in the master bedroom, entertain family and friends in the open kitchen and living room, and enjoy a...
Koohoo Place - Lanikai, Oahu. From here, you can see forever! NEW LISTING.
Two bedroom, two bath casual home at the top of Lanikai with spectacular, panoramic views of the Kailua coastline.This Property is professionally managed by Private Homes Hawaii, LLC and is a legally established rental accommodation that is rented for periods of 30...
Kuilima Condo on the 18th Hole - 5 Minutes to Beach
Aloha! Come enjoy your Tropical Hawaiian Vacation in our beautiful, clean, and relaxing one bedroom and two bath condo with all the conveniences of home. Our spacious condo is the perfect blend of tropical seclusion amidst all the amenities offered by a world-class...
NEW HOME in Private Community with Ocean/Mountain Views. 5 Min. Drive to Beach
BRAND NEW HOME located in a gated community in Mākaha Valley, with beautiful ocean and mountain views. Just a 5 minute drive to Mākaha Beach for swimming, surfing, boogie boarding or just relaxing. Home is equipped with all you need for a day at the beach. This 4...
Private1BR @Waikiki Max 6! near Ala Moana Center!
【Basic Info】This is a 1BR room in Waikiki!!You can stay with you friends, partner, family. You can spend your time with a reasonable price.This condominium is located west area in Waikiki.You can walk to Hilton village lagoon and beach and Kahanamoku beach in...
West Oahu vacation rental with stunning views
Oahu's best kept secret! Affordable, updated Hawaii condo is perfect for your stay in paradise. Off the beaten track and away from the crowds-live like a local with uncrowded, nearby beaches and a pristine, serene pool. Ko Olina lagoons, shopping and restaurants are a...
Wailupe Seaside Haven: Beachfront Luxury Home w/ Pool & in City Proximity
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Wailupe Seaside 4 Bedroom by...
AVAILABLE FOR SPRINK BREAK! Private pool and Panoramic ocean views
This property is a legally established dwelling that is rented for periods of 30 days or more at any one time. Contact us for more details. This remarkable property is located in the highly sought-after East Honolulu neighborhood and is a traditional island style home....
Waikiki Sunset 2BR - DIRECT Diamond Head View!
The best Diamond Head view in all of Waikiki is yours to behold from this immaculate, beautifully furnished and well-appointed condominium. This is for you, the guest who appreciates quality and value.A spectacular, direct Diamond Head view, Hawaii's most famous...
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...
Waikiki Park Heights 1208 Sun & Beach Fun only 3 minutes away
Waikiki Park Heights 1208 - Ocean-View Serenity Awaits – 30-day MinDiscover the true essence of aloha in Waikiki Park Heights 1208, a charming 1-bedroom condominium located in the heart of Waikiki, providing convenient access to the beaches, shopping, dining, and...
Spacious 2 Bdrm Remodeled Oceanfront 01 unit
Above and beyond any other unit. Stunningly large with separate 2 Bdrms. Newly remodeled oceanfront condo on the Gold Coast. This is definitely the quiet end of the building and with the additional windows on the mountain side, you get incredible cross breezes all year....
Beach Front Family Vacation on Makaha Beach. A secluded, relaxing beach in Oahu.
What you will find. A 30-day rental that is less crowded, a little unexpected, and truly delightful. The vibe here is RETRO and CHILL. Friends and Family fun await you. Please message us for details as we do not use the VRBO calendar. Located in Makaha Valley Resort...
Niki Lani Condo on the Golf course @ Turtle bay - Kuilima Estates West
*Newly renovated* 3 bed 2 bath beach condo that Sleeps 10+. Make this Island Oaisis yours! Discover O'ahu and enjoy the beautiful North Shore! Just a 5 minute walk to the relaxing beaches of Turtle bay and a 5-15 min drive to many legendary beaches with soft sand,...
Pacific Heights Home w/Panoramic Ocean-City Views Near Downtown Honolulu
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Upon arrival at this private Pacific Heights Estate Home you will be amazed by the sweeping city and ocean...
Luxury Penthouse at Beach Villas at Ko Olina
This penthouse villa has 3 bedrooms and 3 baths and is located on the top/4th floor in the Ocean Tower (O426). The villa has an unobstructed full front ocean view and the private lanai overlooks the peaceful and tranquil koi pond area of the resort. Open the large glass...
'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.
"In order to comply with Oahu's 30 day minimum short term rental laws, we may not advertise to rent for a period shorter than 30 days."Come enjoy island life while staying in our newly built, 600 sq. ft. upstairs suite. Beautifully furnished with a modern meets the...
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...
Comfortable Camping - North Shore Oahu #2
Enjoy this unique, budget-friendly way to stay on Oahu's North Shore! Our tent is nestled among lush greenery with a stunning view of the Ko’olau Mountain range. Experience the beauty of nature without sacrificing comfort! Our tent features a cozy king-sized bed,...
Hoku Hideaway - AC, Ocean Views
*30 day listing. Please Inquire.Hoku Hideaway is a 3-bedroom, 2-bath home that offers the perfect blend of comfort and island charm. Located just across the street from the ocean, it provides easy access to stunning beach views and relaxing coastal breezes. The home...
Renovated Waikiki Studio, Full Kitchen, Free Parking, 4 Blocks to Beach!
Fairway Villa #1109 – 2345 Ala Wai Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)NEW TO OUR INVENTORY! You'll enjoy this newly remodeled (August 2023) 11th-floor studio in the quieter east end of Waikiki. With a full kitchen, free Wi-Fi,...
Watermark Waikiki Unit 901: Luxe Condo w/ Pool, Resort Amenities & Oceanviews
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Step into the world of comfort and elegance...
Epic Location! Short Stroll to iconic beaches to surf and snorkel.
- LOCATION! Beautiful home Very conveniently located.- Quiet Neighborhood, this is NOT a party home.- 1 designated parking stall, street parking in often unavailable in this popular area- LARGE open floor plan.- private entrance with private lanai with peekaboo OCEAN...
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...
Condo 1 block from Waikiki Beach
This is my timeshare. Please do not try to book this directly. Send me a request for the dates you are looking for so I can check with the timeshare location for availability. This property is a 2 minute walk to the beach. Set moments from Waikiki Beach and offering...
Beachfront Paradise North Shore, 4BD, King Beds, AC, Parking.
Escape to paradise in a newly remodeled beach bungalow with panoramic ocean views. Step directly onto the beach from the back lanai. During summer months, enjoy your own private beach right upfront or walk a few steps to a larger beautiful semi - private beach. The home...
Turtle Bay Hideaway - Kuilima Estates East
Our Turtle Bay Hideaway is the perfect place for your Hawaiian getaway! Enjoy 5 miles+ of secluded beaches, 2 private swimming pools, 2 private tennis courts, 2 PGA golf courses, horseback riding, surfing, snorkeling, diving, fishing, activity rentals and fine dining...