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.
Gorgeous Ocean & Marina Views at The Ilikai! Close to Beach! Free Parking!
Ilikai #2039 – 1777 Ala Moana Blvd.You'll love the breathtaking ocean and marina views from this chic 20th floor studio at the Ilikai! Take in the blue skies, fabulous sunsets, and enjoy al fresco dining for 4 on your spacious private lanai as you relax on your...
Ko Olina Beach Villas O1001 by Gather: Ocean Tower w/ Pool, Golf & Beach Views
Discover the enchantment of Oahu at Ko Olina Beach Villas O1001 by Gather, a beautifully furnished two-bedroom, two-bathroom penthouse villa in the prestigious Ko Olina Resort. Located on the 10th floor in the Ocean Tower, this villa boasts stunning views of the ocean,...
Comfortable 2 Bedroom, 2 Bath, Free Parking, Walk to Beach
Recently renovated 2 bedroom, with 2 bath and one free assigned parking.24th floor corner unit with views of the Ala Wai Canal and golf course from thelanai. Fully equipped kitchen, with dishwasher, coffeemaker, toaster and rice cooker.Washer and dryer included. Big...
Absolutely Oceanfront - Free Parking - Full Kitchen- full disability access.
Direct ocean-facing view not out the side of a building or looking over another balcony. On a high floor above the street noises and restaurants below.Great Location at the beginning of Waikiki and away from congested areas.Walking distance to beaches, restaurants, and...
Hale Nalu ~ The Surfer House
This well-appointed unit has a half bath downstairs and two bathrooms upstairs. The master bedroom has a queen bed with a full bathroom with stand-up shower and window air conditioner. The second bedroom upstairs has two twins, and window air conditioner and a full...
Welcome to Nalani, which means the “The Heavens” License # 840291500050
Surrounded by magical mountains that turn into mesmerizing waterfalls and beautiful ocean vistas. Our amazing house boasts gorgeous views from every single room. Perfect to unwind, relax, and enjoy nature at its best. 6 minutes away to Oahu’s hidden treasure where you...
#03 Kawela Kai 501:Updated NorthShore Beach Front-Relax & Unwind
LEGAL LICENSED SHORT-TERM RENTAL! CERTIFICATE:1990/NUC-2059 LICENSE# 90/TVU-0004 TAX MAP KEY: 1-5-7-005:007 This home is NOT affected by the new Honolulu County ban on vacation homes. Make sure when booking your vacation home the property that you are reserving has a...
Spacious Ilikai Studio with one FREE parking/Wi-Fi and Marina/Ocean Views!
Ilikai #341 – 1777 Ala Moana Blvd.For those who prefer a lower floor and still enjoy great marina and Pacific Ocean views, you'll love this inviting 3rd floor studio at the Ilikai, the Waikiki landmark made world-famous by Hawaii Five-O! Enjoy your morning coffee or a...
DESIRABLE WAIKIKI BANYAN OCEANVIEW CORNER UNIT - FREE SECURED PARKING, WIFI
The Ultimate Waikiki Beach Unit! *Please note that the recreation deck, pool and Jacuzzis are under renovations from April 7, 2025 to February of 2026 and are closed,*Ideal ocean view Waikiki beach unit #1514 in the desirable Ocean Side Tower #1 is located just one...
Waikiki Ocean, Lagoon & Marina Views! Short Walk to Beach, Restaurants & More
Ilikai Marina #1480 – 1765 Ala Moana Blvd.Incredible sweeping panoramic views of the Pacific Ocean, Duke Kahanamoku Lagoon/Beach, and marina; plus beautiful sunsets!CONSTRUCTION NOTICE: Due to emergency building exterior spalling repairs, unit lanai will be closed...
Hidden Island Getaway
Hidden gem awaits your arrival. Newly renovated condo just minutes from one of Oahu’s many beautiful beaches, Makaha Beach. A welcoming family retreat 2 bedroom, 2 full bath, AC and full kitchen facility. Spacious living and dining providing ample space to plan your...
Beachfront Penthouse - Newly Renovated!!!
Immaculate, newly renovated, ocean front condo- relaxing retreat for couples!This beautiful newly renovated penthouse unit is a tropical paradise that offers a tranquil and perfect Hawaii escape. Designed and furnished by Archipelago Hawaii, one of Hawaii's top interior...
Perfect Location In Waikiki, Near Beach, Shopping, and Dining!
If you're looking for your get-away spot, look no further. This condo located within the Ilikai Hotel on the 4th floor is perfect for your vacation on Oahu. Wake up to the beautiful ocean view or relax on your spacious and private lanai at watch the surfers riding the...
Remodeled Condo by the Beach at the Cabana Waikiki w/Full Kitchen & Free WiFi
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.This particular condo has been completely redone by our new owner! New modern furnishings were added along with new flooring, cabinets &...
Spacious & Quiet Upstairs End Unit Studio Loft w/ new bathroom & Split A/C units
Treehouse Experience !! Complete Bathroom Remodel completed in June, 2024. Two Mitsubishi Mini Split Air conditioning units were added, living room (24,000 BTU) and Loft Bedroom (15,000 BTU). Enjoy your Hawaii vacation at our upstairs end unit with all the conveniences...
Direct Oceanfront. Tranquility and Seclusion ~ Best Oceanfront Value!
30 DAY MINIMUM RENTALPrivate oceanfront house located on Oahu's West (Waianae) Coast near Makaha Surfing Beach. Enjoy the deep-blue ocean and great sunsets from the lanai and large grass lawn. Nap to the sound of the waves. The property fronts coral reefs and is five...
Beachfront View! A/C, Washer/Dryer, Wi-Fi, Sleeps 4!
Waikiki Shore #1010 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This beachfront ocean-view condo (renovated in 2016) is a favorite with return guests! You'll feel right at...
BEACHFRONT LEGAL PRINCESS CONDO-FREE PKG/WIFI-POOL, HOT TUB,TENNIS/PICKLE BALL 2
LEGAL VACATION RENTAL! AWESOME 180º UNOBSTRUCTED BEACH, OCEAN & SUNSET VIEWS! FREE PARKING IN GATED LOT and FREE INTERNET/HI-SPEED WiFi. NO RESORT FEE. POOL-HOT TUB-TENNIS-PICKLE BALL-PING PONG-BBQ**NO CENTRAL AC--HAS PORTABLE AC IN BEDROOM, BUT IT WILL NOT COOL OTHER...
Million-Dollar Ocean Views! Steps from Beach! Full Kitchen
Waikiki Shore #1218 – 2161 Kalia Rd(LEGAL 30-Night Minimum Rental in the Resort Zone! ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Unwind in this fresh, airy and spacious (932 square feet plus lanai) 12th-floor corner...
HUGE Luxury Suite in Waikiki! Full Kitchen & Pool! Great for Families!
Luana Waikiki #M400 – 2045 Kalakaua Ave.Your family will feel right at home in this spacious 2,122 sqft 2-Bed/2.5-Bath residence that has the feel of a house! With a coveted spot at the edge of beautiful Fort DeRussy Beach Park, luscious green views fill the windows,...
Free parking, 2 weekly towel changes, F/Kitchen, GYM, AC, WiFi, pool, Pool/ping
This deluxe studio is in the Royal Kuhio building. We manage 39 units and are offering a rare experience opportunity to stay in one of our units. Each unit has a full kitchen, including a box of chocolate macadamia nuts and 4 bottles of water to WELCOME you to our...
Summer Reduced! Gorgeous Ocean and Pool View Villa O503!
Ocean Tower villa 503 has a gorgeous view over the pool to the ocean! This villa offers Hawaiian touches and high-end furnishings throughout. This villa is great for families or couples looking to get away! Photographs are of the actual villa.- 1,575 sq ft of living...
Paradise Under the Plumeria Tree
Picture yourself in paradise. Our beautiful, clean, beach style rental is situated under a plumeria tree and is available for your relaxing stay in Kailua. We have taken great care in the design and high quality furnishings of our rental. We live on premises and are...
Zen Oasis Waikiki - Oceanfront Penthouse
Wake up to endless ocean horizons! This Zen-inspired penthouse marries sleek design with soothing décor for a truly restorative stay.Private lanai overlooking Waikiki BeachKing-size bed & fast Wi-Fi for work-cationsSteps to surf, dining and nightlifeAs Superhosts we...
Ko Olina Beach Villas 706: 2BR Villa w/ Panoramic Ocean View
Ko Olina Beach Villas B706 by Gather invites you to experience refined beachfront living in the prestigious Ko Olina Resort Beach Tower. Perched on the seventh floor, this two-bedroom, two-bathroom villa spans 1,500 square feet of elegant indoor-outdoor living and...
Cozy Beach front condo in Makaha
INCREDIBLE BEACH FRONT CONDO!NUC No: 90/TVU-0206One of the best accommodation bargains on Oahu!Makaha Cabanas are located on the best white sand beach on the sunny side of the island. You have a gorgeous 180 degree ocean view with turtle, dolphin and whale watching from...
Real Affordable Luxury~1250 s.f Beauty~ Big Beachfront End Unit
This is a Beautiful and Spacious apartment in a truly unique location on Oahu...An uncrowded stunning beach on the Sunny/Dry Leeward side of the island. This 4th floor, 1250 sq ft. unit includes a private wrap-around lanai where you can relax and take in the...
Beautiful Condo in Ko Olina next to beach
Furnished two bedroom, two bath condo on the ground floor. Located in Coconut Plantation in Ko Olina Resort. It's across the street from the famed Aulani hotel. Access to four lagoons, first class shopping and dining and world class golf. Condo situated behind gated...
High Floor with GREAT Ocean Views! A/C, Washer/Dryer, FREE Parking and Wi-Fi!
Waikiki Skytower #2804 – 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...
Permitted Hawaiian Princess condo on beach with sea turtles and amazing sunsets
This mid-floor beachfront condo at the Hawaiian Princess comes complete with a spectacular sunset ocean view from the lanai. The condo has been remodeled with the best of everything. Amenities include a deluxe fully equipped kitchen with top-of-the-line stainless steel...
Close to the Beautiful Kailua Beach-A/C's-Full Kitchen-Covered Patio-Pet ok
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. This large 700 square foot rental unit called the 'Coconut Corner' is one of the nicest rentals you will find on the Windward side of...
Direct Oceanfront Waikiki! Parking at Waikiki Shore included!
This condominium unit is the most unique unit in the entire building since not only is it located directly on the beach direct oceanfront, but it is the only one-of-its-kind with a one bedroom and two full-size baths configuration. It sleeps up to four people...
Spacious studio condo with private lanai, kitchenette, & shared pool
Island Colony 3414 - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Island Colony is a gorgeous, modern building in the heart of Waikiki that offers guests access to...
The Most Amazing Haleiwa Beach Front Condominium
The Best of the Best! Relaxation - Romance - Recreation.Aloha! We love our slice of paradise and take great care to provide our guests with a relaxing experience. We are especially proud that it is always neat and clean so that our guests can begin their vacation the...
Turtle Bay Heliconia by RedAwning
One bedroom, two bath ground floor condo with tile floors. Close to the hoteland beach. On 18th Fairway of the Fazio Course. Wi-Fi access, no phone. Welcome to Kuilima Estates, the condo property located on the grounds ofworld-renowned Turtle Bay. The condos are...
Palione Papalani - Tropical Estate with Lagoon Pool on Kailua Beach
This property is professionally managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1787. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations,...
Kalae Villa ~5 min walk to Beach, A/C, New Remodel
Kalae Villas are an ideal gathering place for larger groups with easy access to a sandy beach. This listing represents several comparable homes located just south of Kahana Bay (📢 not near Laie or Hauula⚠️). All homes feature a matching layout, number of bedrooms...
Ko Olina Beach Villa O1404 by Gather: Modern Penthouse w/ Panoramic Ocean Views
Welcome to Ko Olina Beach Villa O1404 by Gather, a stunning 14th-floor penthouse in Kapolei, Hawaii, where elegance meets comfort. This 2-bedroom, 2-bathroom villa accommodates up to six guests, offering a luxurious escape with breathtaking 180-degree ocean views and...
A Cozy and Romantic Studio at Heart of Waikiki
A private cozy and comfortable studio at the heart of Waikiki. Welcome morning with rejuvenating breeze throughout the unit with a wonderful view of the beautiful Ala Wai Canal. New kitchen cabinets and laminate granite counter top, new stylish Livingroom light and...
Luxurious Guest home w/Swimming Pool Just Steps away from the Ocean/Beach.
Welcome to this exquisite Japanese-inspired retreat, a sanctuary of elegance and tranquility. This luxurious guest house seamlessly merges architectural sophistication with serene, peaceful vibes. Attached to the main residence yet offering complete privacy through its...
Mahina Kai: Large Tropical Modern Home with Pool, Ocean & Koko Head Views & A/C
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.Exciting Updates Coming Soon: This property...
Summer special! Tradewinds Habiscus; Free Internet and Assigned Parking, AC
CLOSE TO ZOO. FREE ASSIGNED PARKING!I AM FLEXIBLE WITH CHECK IN AND CHECK OUT TIMES IF I DONT HAVE BACK TO BACK BOOKINGS. I use this Condo when I want to spend time in Waikiki so I want it nice! Great location away from the hustle and bustle of people, cars and buses....
Spacious Condo Paradise at Kuilima West
***WE ARE ON OAHU, AND CONTINUE TO WELCOME TOURISM***Welcome to your spacious 2 bedroom, 2 full bath, PLUS loft comfortable deluxe condo on the North Shore of Oahu. We are in Kuilima Estates West, which is next to the Turtle Bay Resort. There are 3 pools , tennis...
Hale Makai at Diamond Head – Oceanfront Estate
Ideally positioned along Honolulu’s prestigious Gold Coast with Diamond Head Crater as its backdrop, Hale Makai at Diamond Head is a licensed nightly oceanfront rental (NUC 90/TVU-0390) offering luxury, privacy, and the rhythm of true island life—just three miles...
Comfortable Condo on Turtle Bay Golf Course Sleeps 5 - Kuilima Estates West
Located on the North Shore of Oahu at Turtle Bay, our condo sits on the Championship Fazio Golf Course. There are multiple walking trails and paths that lead to quiet secluded beaches or world-famous beaches such as Sunset Beach, Waimea Bay, and Pipeline. A large pool...
Stunning Oceanfront— Ocean/Sunrise View. Steps to the Beach. AC bedroom
Tucked away on the most beautiful side of the Island, our spacious, 700 square ft., and comfortable country hideaway is located 45 minutes from Honolulu/Waikiki. Surrounded by the ocean and the mountains, you will experience the timeless beauty unique to this place in...
Modern Suite W/Kitchen and Lanai – Waikīkī Shore #310
Castle Waikīkī Shore #310: Take in the tropical breeze when you open the sliding glass doors and use the fans to circulate the breeze. Here you can sip on coffee as you look out over Fort DeRussy Park and to the left Waikiki Beach as you plan your day of adventure in...
A Gem btw Mountain & Ocean
Refresh your soul with your eyes lifted up to the mountain and ocean! This newly built dwelling has been fully furnished for your retreat! AC, TV, queen bed, nightstands with dimmable touch-controlled lamps. We have added other details and we hope you will enjoy it. We...
Heart of Waikiki Corner Unit just a short walk to Beach and Restaurants!
Regency on Beachwalk #46 – 255 Beach WalkYou'll feel relaxed in the comfort and convenience of this modern, fully-furnished 4th-floor, two-bedroom, one-bath corner condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on...
Ilikai Hotel - Perfect Waikiki Getaway! Overlooking The Mountains & City Lights!
If you're looking for an AMAZING deal in the most sought after location, look no further! This comfortable unit is located on the 12th floor of the Ilikai Hotel. Enjoy the tropical island breeze from your spacious lanai while taking in the city lights!KITCHEN-...