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.
Perfect Ocean View! Ilikai 1 Bedroom Harbor View, Minutes to the Beach!
1 Bedroom Yacht Harbor View on the 18th Floor! This condo checks off all the marks for everything you'll need to make this your home away from home while on vacation. This rare, high floor, and most sought after and in a spectacular location of the Ilikai Hotel with...
Bright studio w/ resort & beach access
Summary:Aloha! Relax in this renovated Waikiki studio at the Pacific Monarch - a calm, comfortable retreat just steps from the beach with city skyline views and easy access to everything Honolulu has to offer.- Sleeps 2 | Studio | 1 bed | 1 bath- Shared beach access &...
Charming 2-bedroom Condo with AC & WiFi - Kuilima Estates West
Discover the beauty of Turtle Bay from this delightful 2-bedroom condo. This charming property features 1 king bed, 1 queen bed, 1 sofa bed, and 1 futon, perfect for a tranquil getaway. With one and a half bathrooms equipped with a hair dryers and bathtub, guests can...
CORNER Unit with 11th Floor Waikiki Ocean, Lagoon & Marina Views! Washlet!
Ilikai Marina #1180 – 1765 Ala Moana Blvd.CORNER UNIT! Incredible panoramic views of the Pacific Ocean, Duke Kahanamoku Lagoon/Beach, and marina; and stunning sunsets! Bring your binoculars!CONSTRUCTION NOTICE: Due to building exterior spalling repairs, please expect...
Shimmering Ocean Views! A/C, Wi-Fi, Pool, Parking, Close to beach!
Waikiki Sunset #2512 – 229 Paoakalani Ave.Enjoy mesmerizing ocean vistas and views of Diamond Head and Kapiolani Park by day and colorful sunsets and city lights at night from this 25th floor condo with central AC (534 sq.ft. plus balcony/lanai), FREE Wi-Fi! 4-person...
Relaxing getaway w/ resort & beach access
Summary:Aloha & welcome to your relaxing Waikiki retreat, perched high above the city with ocean breezes & island views. Enjoy comfort, scenery & a central location close to the beach:- Sleeps 4 | 1 bedroom | 3 beds | 1 bath- Private balcony w/ ocean & Diamond Head...
4 bedroom, 2.5 bath, Sleeps 9 in beds
DUE TO BILL 41 we are only allowed to rent one time in a 30 day period so our minimum bookings will be 30 days or longer. We have been waiting to remodel this home, but first the pandemic made it difficult with not being able to travel, and now the 90 day rule, so not...
Pacific Monarch - 1 BR - Ocean and City Views!
Summary:Charming one-bedroom condo on the 16th floor of Condominium Hotel Pacific Monarch! You'll be captivated by the building's rooftop pool area, which treats you to breathtaking views of the ocean and the city. With the beach of Waikiki only 700 feet away and...
Breathtaking Ocean Views - Waikiki - Ilikai Marina
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 10/29 - 12/12/2025. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
Kuilima Estates East #164: Mountain View Condo w/Shared Pool, AC & Near Beach
Kuilima Estates East #164 offers a serene haven overlooking the lush fairways of the Turtle Bay Golf Course in Kahuku, Hawaii. This inviting one-bedroom, two-bathroom townhome features 738 square feet of thoughtfully designed living space, where gentle island breezes...
Surfer Hale - Kuilima Estates East # 1
TA/155037900801-01Short Term License STR#2034Kuilima Estates East57-120 Lalo Kuilima #1Beautiful downstairs end unit condo. Step into old Hawaii. Hawaiian decor with natural wood and rattan furniture and tropical colors. 2021 brought new floors, quartz countertops in...
Beachfront Building at the Quiet End of Waikiki with Swimming/Surfing!
Colony Surf #407 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Cooled by trade winds, this beautifully upgraded 900 sq.ft. one-bedroom suite in the oceanfront Colony Surf on the quiet...
Secure one-bedroom with full kitchen, one parking and partial ocean views!
Four Paddle #1606 – 2140 Kuhio Ave.You'll have peek-a-boo ocean views and a great location from this beautiful condo with central A/C (553 sq.ft. plus lanai)! 4-person max.Gourmet marketplace Dean & DeLuca is located just across the street at the Ritz-Carlton, as is...
Gorgeous full ocean view suite in heart of Waikiki! Free valet parking!
Waikiki Beach Tower #2003 – 2470 Kalakaua Ave.This fully remodeled (October 2024) full ocean view condo is the perfect home base for your dream Hawaiian vacation. Take in the stunning panoramic views of Waikiki Beach and the sparkling blue waters of the Pacific Ocean...
Hale `Ohana ~ Family Home - Kuilima Estates East
Welcome to Hale 'Ohana ~ The Family Home, your idyllic retreat nestled in the heart of Kahuku on Oahu's East Side. This cozy, thoughtfully designed 1-bedroom, 1-bathroom vacation rental offers a perfect blend of comfort and convenience, ideal for families or small...
Turtle Bay Perfect Family Destination, Kuilima West
Welcome to Your Dream Vacation at Turtle Bay!Our Kuilima West condo, is ideally situated just steps from the Turtle Bay Ritz Carlton Resort, Lei Lei`s restaurant, scenic walking trails, world-class golf courses, and the stunning beaches of Oahu`s North Shore.Discover...
Cozy Studio with Waikiki, Ocean and Diamond Head View. Free Wi-Fi.
Aloha to paradise, this studio is cozy, Charming, Comfortable and locate on a high floor with a panoramic ocean and diamond head view. We are located across the street from Fort Derussy Park and Hilton Hawaiian Village Resort. You are only a short walk to the beach, the...
34th Floor Ala Moana Large Regal Suite - 2Br/3Ba, Book Now at Special Rate!
Here in our 34th floor 2 bedroom/3 bath Regal Suite at the Ala Moana Hotel condo, you will experience island-style comfort in one of Hawaii's most convenient locations. This unit is located very close to the beaches and the state's largest shopping mall, Ala Moana...
1 bdrm peakaboo ocean view walk to Turtle Beach, Alii Garden Mkt,Kona Village-1D
Cute one bedroom beach side apartment with peak-a-boo ocean view in perfect location, on Ali'i Drive across the street from Turtle Beach. We are located 2 miles south of Kona Village which has cute shops and restaurants on the water and only 1 mile north of White Sands...
Aqua Aloha Surf Waikiki 1510 | City View Suite – Pool & BBQ
Aqua Aloha Surf Waikiki 1510 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
Turtle Bay Townhouse Steps to the Beach - Kuilima Estates West
Relax in this beautiful townhouse near Turtle Bay in the exclusive Kuilima Estates West, just a quick walk to several iconic beaches on Oahu’s North Shore. The unit boasts an open kitchen and living area perfect for entertaining family & friends while living the laid...
WAIKIKI,1BD CRN, Free Pkng Wifi, Beach Items, Netflix, Youtube, NO Resort Fees!
HEART OF WAIKIKI 1BD CRN FREE PKNG, NOT A STUDIO ,NO RESORT FEES, YOU TUBE, NETFLIX, CALLS, BEACH ITEMS! 2 QUEEN BEDS AND 1 QUEEN SOFA BED.The building is a hi rise resort centrally located in the heart of Waikiki. NO RESORT FEES. Our condo is a one bedroom unit, not a...
Oceanfront Romantic Couple's Getaway with Private Beach w/ Full Living Amenities
Oceanfront property is located steps from the Ocean in an upstairs large spacious private apartment with private entrance roughly 800 sq ft with breathtaking views of the Ocean, Mountains, Sea Turtles and other marine life out the large windows and the lanai patio. The...
#02 Kawela Kai 495:North Shore Beach Front---Relax & Unwind
LEGAL SHORT-TERM RENTAL! CERTIFICATE:1990/NUC-2056 LICENSE# 90/TVU-0003 TAX MAP KEY: 1-5-7-005:006This 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 Short-Term...
Magnificent Waikiki Mountain Views! Free Parking, Wi-Fi, Pool & More!
Waikiki Sunset #2503 – 229 Paoakalani Ave.Enjoy the lush greenery of the Ko'olau Mountains and exquisite Hawaiian trade winds from your private lanai! This cozy rental features central A/C, a full kitchen, and free Wi-Fi—perfect for couples and small families!The...
Aloha Condos, Ilikai Marina, Condo 1294, Oceanfront, AC
180 Ocean Degree Views from this Beautiful End UnitSmall Oceanview Lanai with Sliding DoorBeautiful New Travertine Floors ThroughoutBeautiful Koa Furniture, Window Coverings, & LinensFoldout Queen Sofa with Koa FrameGenerous Storage Space• Waikiki Oceanfront Location•...
Spacious Ewa Beach Guesthouse On Beachfront Lot 30-day minimum.
30-day minimum stay by required by law. This property may not be rented for less than 30 consecutive days and rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied. No bookings of fewer than 30 days will be...
Completely Remodeled, 2 bathroom, sleeps 4-5
You will find our newly remodeled condo very comfortable and inviting. The Master bedroom has a King Bed. The kitchen has been completely remodeled with new appliances, cabinets, countertops, and it is fully equipped with everything you would find in your kitchen at...
Hale Halai beautify large home perfect for families & small company retreats
This 5000 square foot spacious home with an open floor plan is excellent for families, friends, and co-workers to gather and enjoy each others company. It has 7 bedrooms, 5 bathrooms, A/C, and a private pool. Tropically landscaped grounds with a BBQ and a spacious yard....
Downtown studio near attractions with amazing views, lanai, & full kitchen
SeaShore 62Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience Honolulu at this beautiful studio in the heart of Waikiki. You'll be within walking distance of many of the...
Gorgeous renovated corner unit just 1 block to Waikiki Beach! FREE Parking!
Niihau #805 – 247 Beach WalkLocation, location, location! Ni'ihau is a hidden gem found within the hustle and bustle of Waikiki just a block away from world-famous Waikiki Beach where surfers and paddlers spend their days! Recently renovated (2024) from floor to ceiling...
We will block the property for 30 days but you can leave whenever you likeOne of three cottages/City and ocean views, newly renovated large 1200 Square feet bungalow. Five minutes to downtown, 10 minutes to Ala Moana and Beach. Air conditioned, 2 bedrooms with king...
Waimea Bay Luxury Estate Views & Hot tub
Summary:Immerse yourself in the ultimate Hawaiian experience at Waimea Bay Luxury Estate, located on a corner bluff lot in the peaceful neighborhood of Pupukea on Oahu's North Shore. This expansive estate boasts breathtaking ocean views from every angle and is just...
Pulelehua Kuilima Estates West #142: Bright & Lively w/ Community Pool & A/C
A restful retreat on the North Shore of O’ahu, Pulelehua Kuilima Estates West #142 welcomes couples or small families to a ground-floor condo surrounded by lush gardens and fairway views. Located within the iconic Turtle Bay Resort community, this one-bedroom vacation...
King Bed Diamond Head Beach Hotel Studio Apt.
Newly renovated in 2024!!! 5th-floor studio suite (garden rooftop view) at the Diamond Head Beach Hotel. Includes comfortable king bed with Tommy Bahama luxury pillows. Queen sleeper sofa. New AC unit. TV, HD Cable, WiFI. Kitchen nook (microwave, Keurig, toaster, dishes...
Bamboo Waikiki #207. Spacious one-bedroom condo located in a tropical oasis.
Bamboo Waikiki #207. Spacious one-bedroom condo with a Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, (1) Queen sofa sleeper, (1) Twin sofa sleeper; Sleeps 5.Spacious one-bedroom condo located in a tropical oasis in the heart of...
Luxury Turtle Bay Hawaii Condo - Remodeled unit at Kuilima East
Welcome to our beautiful, newly renovated upscale condo located on Oahu's pristine North Shore. This is a fully AC-equipped unit, has mountain and golf course views, a great tropical breeze, and is located within a safe, family friendly community. It is only a short...
Idyllic island gem with pool, beach access, high-speed WiFi & central AC
Ilikai Hotel 838Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get away from the mundane and let all of life's worries slip away here on the beautiful island of Honolulu. Whether...
Mountain view deluxe vacation rental, AC, close to beach, WiFi, pool, parking
Waikiki Banyan #2609-T2 – 201 Ohua Ave.Great Ko'olau Mountain views from this deluxe air-conditioned one-bedroom vacation rental suite (533 sq.ft. plus lanai with table and 2 chairs)! 4-person max.The Waikiki Banyan is a favorite of repeat visitors with its host of...
Beachfront Diamond Head views, Quiet End of Waikiki with Swimming/Surfing!
Colony Surf #308 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)A contemporary tropical theme lends tranquility to this recently remodeled 540 sq.ft. studio in the beachfront Colony...
Ko Olina Kai 1047B: Spacious 3BR, Stylish Comfort, Walk to Beach & Dining
Welcome to Ko Olina Kai 1047B, a peaceful island retreat in the heart of Kapolei, HI. This beautifully appointed three-bedroom, two-bath condo spans 1,427 square feet and blends modern comfort with relaxed island charm—perfect for families, long-term travelers, or...
Oceanfront, Yacht Harbor, Luxury, Friday Fireworks front row seat, FAB!
Experience luxurious designer decor in this one-bedroom CORNER condo with stunning views of the ocean and yacht harbor. Located at the entrance to Waikiki the safest area. This is the perfect location to explore the area on foot. The windows offer two times the...
Waikiki renovated modern studio
A brand new apartment,Newly renovated, clean beach studio offers all you need for a Waikiki getaway. A Queen size mattress ensures you a the best night of sleep. The kitchenette features a microwave, fridge, cooktop,toaster, and coffeepot.Fully stocked with...
Gorgeous Diamond Head Views from 34FL w/ Parking
Summary:Experience the best of Waikiki in this newly renovated 1BR condo, perfectly positioned to showcase breathtaking views of the ocean and iconic Diamond Head! Accommodating up to 4 guests, this cozy and inviting retreat is located within the popular Waikiki Banyan...
Kuilima Estates West #120: North Shore Golf View
Nestled along the fairways of Turtle Bay’s celebrated golf courses, Kuilima Estates West #120 is a newly remodeled, two-bedroom townhome with a loft that blends coastal calm with the natural beauty of Oahu’s North Shore. With peaceful golf course and mountain views,...
Waikiki Banyan - Free Parking, AC, Wi-Fi, Conveniently Located
***Amenities recreational deck renovations has begun. The renovation timeline is currently set from April 2025 - for the next 12-14 months (April - June 2026). Pool, hot tubs, grills, etc. will not be available during this time. This unit is located on the same floor as...
Ko Olina Beach Villas B403: Luxury 3BD Villa w/ Ocean & Pool Views
Welcome to Ko Olina Beach Villas B403 by Gather, where luxury and tranquility meet on Oahu’s beautiful west coast. Located on the fourth floor of the Ocean Tower, this elegant three-bedroom, three-bathroom villa accommodates up to eight guests across 1,481 square feet...
Beautiful Ocean View Studio in Waikiki, Free Parking, W&D, Special Rates
Newly remodeled 38th floor Studio in Waikiki with Panoramic diamond head and ocean view, new furniture and appliances. This condo has full kitchen, air conditioner, WiFi, cable TV, full size washer/dryer, and free parking. Walking distance to Waikiki, beaches,...
Oceanfront paradise dreamhomeOn the Ocean, Ocean Front Property"Tired of Waikiki???"NOTE: 179 day minimum stayFish & sea come to greet you "Aloha" in the morning as you wake up to a glassy blue green pristine bay.Located on the best part of Kaneohe Bay you will hear the...
Ocean View plus central A/C, 5-10 minute walk to beach! Sleeps 4.
Waikiki Park Heights #1105 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy this remodeled one-bedroom condo (488 sqft plus balcony/lanai with table and chairs), OCEAN VIEWS and central air conditioning. Centrally located, just...