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.
🏖️Ocean Front | AC | Concierge Included | Walk to Kona Town! | vrKCV
vrKCV - Kona Reef D37, Professionally Managed by Kona Coast VacationsWelcome to Kona Reef D37, an oceanfront retreat just a short walk from charming downtown Kona. This top-floor condo offers breathtaking, unobstructed views of the ocean, with sights of Spinner...
Oceanfront Kailua-Kona Townhome w/ Pool & Views!
Snorkel Gear | 0.5 Mi to Honl's BeachEscape to Hawaii at this unbeatable tropical oasis: a beautiful 2-bedroom, 1.5-bath vacation rental townhome. Nestled in the town of Kailua-Kona, this retreat ensures endless opportunities for fun! Snorkel at Magic Sands Beach, find...
Panoramic ViewHouse Only 2-Min Drive To Beach!
Don't miss this chance to witness some breathtaking views at the Panoramic ViewHouse. Imagine waking up on a mountaintop surrounded by nothing but beautiful ocean and mountain views. Come and experience some of the best beaches, hikes, and sunsets/sunrises Oahu has to...
Stylish Oasis w/ Great Ocean and Diamond Head Views + Free Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
10th Floor King Bed Condo Sleeps 4 Fabulous Views!
Relax in style at this beautiful, traditionally decorated 10th floor 1 King bedroom condo at The Luana Waikiki. All the modern touches you desire to thoroughly enjoy and recoup whilst surrounded by the peace and tranquility of Fort DeRussy Park.There's also a sofabed in...
Aloha Condos, Ilikai Marina, Condo 992, Oceanfront, AC
Ilikai Marina Condo 992 offers stunning marina and ocean views, a well-stocked kitchen, and a convenient location near Waikiki’s quieter end. Guests appreciated the cleanliness, comfortable accommodations, and proximity to Hilton Hawaiian Village. The overall...
Westside Hawaiian Sanctuary- New Home inside gated community.
The prospect of enjoying beautiful sunsets, ocean, and mountain views from both your bedroom and patio sounds idyllic. With hiking trails and beach access nearby, it offers a perfect blend of nature and comfort. Plus, the consistent 80-degree temperatures year-round add...
Kona Makai 6-305 GORGEOUS OCEANFRONT, TOP FLOOR, 2 BEDROOM
Absolutely stunning unit at Kona Makai! Unit#6-305 is a gorgeous fully remodeled top floor unit. It features a spacious 2 bedroom, 1 bathroom oceanfront space of 779 square feet & an 122 square foot lanai. This condo can sleep up to 6! Breathtaking ocean, mountain, and...
Experience Turtle Bay Lilikoi by RedAwning
SPECIAL PRICE. Ground Floor Unit. Comfy condo. AC and ceiling fan in thebedroom. WIFI. No Phone. No Phone. Welcome to Kuilima Estates, the condo property located on the grounds ofworld-renowned Turtle Bay. The condos are surrounded by two beautifullymanicured golf...
Your perfect Home Away from Home Stays - The Getaway Suite #701
Legally permitted rental - 134 Kapahulu Ave 701⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations⚕This is one place you can relax in comfort.... and it's one of the best locations in town!Aloha and thank-you for...
Harbor View 1BR! Max 6 guests, Near 2 Beach!
【Basic Info】This is a 1BR room in Waikiki!!＊Living area and bed room space can be separated siding door.This condominium is in front of Harbor.So, you can enjoy great harbor view from this listing unit.You can stay with you friends, partner, family. 【Unit...
Ko Olina Beach Villas O1406: Luxe 14th-Floor Penthouse w/ Stunning Lagoon Views
Rising above your expectations, this stunning 14th-floor penthouse at Ko Olina Beach Villas by Gather offers unparalleled privacy and sweeping panoramic views. With two bedrooms, two bathrooms, and a spacious open floor plan, this luxury retreat comfortably accommodates...
Alohana Waikiki Sunset #802
Welcome and Aloha! One bedroom-Full Kitchen standard view of ocean "Self Catering" condominium unit. We are just 1 short block from "World Famous" Waikiki Beach and two blocks from the Honolulu Zoo. The Waikiki Sunset offers its guests a "Home Away From Home" during...
Magic Sand Beach Condo Kona
Welcome to our beautiful remodeled condo in Kona, a tropical paradise! Located just across from the stunning magic sand beach, our condo is a haven for beach lovers and adventures alike.Imagine waking up every morning and take a few steps out to the gentle sound of...
BMB 804 Modern Waikiki 1 Bedroom, 2 mins to Beach
Located in Honolulu, this delightful apartment is a dream. With 1 tranquil bedroom featuring a cozy queen bed, guests can unwind after a day of exploring. The bathroom offers a relaxing bathtub and a hair dryer for convenience. An additional living room space with a...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Gorgeous Beachfront KoOlina Club Resort+Amenities. 1BR
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Luxury Beachfront Escape at KoOlina Beach Club Resort, Nai'a Lagoon.𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 𝐰𝐢𝐭𝐡 𝐅𝐢𝐧𝐝𝐢𝐧𝐠...
Spacious Downtown Executive Retreat | Free Parking
Chic Downtown 1-Bedroom with Free Parking at Aston Executive CentreExperience the best of downtown Honolulu in this updated 1-bedroom unit, located on the 12th floor of the Aston Executive Centre. Enjoy stunning city views through floor-to-ceiling windows while taking...
Ilikai 1437 Ocean & Marina Views King Bed / Sofa
STUNNING OCEAN / SUNSET / MARINA VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Fully equipped. AC, cable, WIFI, 24/7 Security, Keyless Entry No Check...
★ Beautiful house on Ali'i Drive, walk to “MAGIC SAND BEACH”★🐬
Beautiful private home close to MAGIC SANDS beach! FABULOUS ALI'I DRIVE LOCATION! GREAT OCEAN VIEWS! WALKING DISTANCE TO MAGIC SAND BEACH! If you are looking for a home away from home for some family fun and beach time, this is your place! Panoramic ocean views, quiet...
Waikiki Studio with Balcony & incredible pool Sleeps 3
Legal & modern Vacation Rental in the Heart of Waikiki2425 Kuhio Ave Suite 802Nestled just 1 block back from the golden sands of Waikiki Beach - this nicely updated Studio suite at the Bamboo is the ideal place to call home for a couple or small family.A comfortable...
Beautiful Sunset/Ocean/Marina view
Unit 629 is fully equipped with a full kitchen and all the kitchen tools you need. Coin operated laundry on every floor. WiFi and cable TV is provided. The Ilikai Hotel is located in Waikiki perfect location with easy access to Ala Moana Center. Many shops and...
Beachfront resort.
This is a one bedroom unit at Hilton Hawaiian Village Lagoon Tower. Located on Waikiki's widest stretch of beach, this impressive property is nestled on 22 oceanfront acres, offering the best Waikiki resort experience. Discover the unique environment and culture of...
Stylish condo w/ partial ocean views, and shared pool and hot tub
Kona Bali Kai #367Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A partial view of the Pacific Ocean and decor inspired by vintage Hawaiian prints make this condo a unique place to...
180-Degree Yacht View! Ilikai Marina, Prime Waikiki Location!
Construction Notice 9/11/25: Exterior painting work will take place beginning September 15 until mid-October. 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...
Iconic Ilikai Hotel 1 Bedroom Lagoon View, Minutes to the Beach! No resort fees!
This condo is located on the 7th floor of the Ilikai Hotel. As soon as you walk into the condo, you'll be welcomed by a clean & spacious living area. The condo can accommodate up to 2, with a comfortable King bed. There is a shoji sliding divider between the living area...
Rolling surf, gentle trade winds, and unparalleled ocean views await you!
Seabreeze #7 – 3065 Kalakaua Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy 180-degree unobstructed panoramic views of the Pacific from this oceanfront property on Diamond Head's coveted Gold Coast.You'll have the entire 7th floor to...
Great Location! Ilikai Hotel, Hawaii 5-0 Building!
Look no further, you've found your perfect condo in Waikiki. This condo is located on the 18th floor of the iconic Ilikai Hotel. This spacious 1-bedroom condo has 500 sq ft of living space & a huge lanai of 120 sq ft. Relax on the cooler side of the building and enjoy...
Ocean Front Complex 2nd floor unit Summer Special
Garden View Condo in Oceanfront Complex – Walk to Town | Alii Villas | Summer SpecialWelcome to your island retreat at Alii Villas, one of Kailua-Kona’s most desirable oceanfront vacation rental communities. This second-floor 1-bedroom, 1-bath condo offers a...
Ilikai 1417 Remodel City / Mountain Views 2 Double Beds, Sofa Bed
NICE MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki. Remodeled, Tastefully Furnished & Appointed....
2 bedroom fully furnished and all included in downtown Kona with swimming pool
This condo is close to everything. 5 minute walk from the ocean.Renovated 2 bedroom apartment in the heart of Kona.You can walk everywhere.2 queen-sized beds with couch and one extra rollaway bed to accommodate up to 5 people (best suited for 4 people.) The bed linens...
Deluxe One BR w/ 4 Beds Waikiki Banyan includes Free Parking!
Waikiki Banyan Upper Floor Condo with Partial Ocean Views from the Lanai, Bedroom, and Living Room! Sleeps up to 4 with 2 Full Beds in the Bedroom plus 1 Full Sofa Bed in the Living Room (Note: 2nd Grey Queen Sofa not for sleeping). TVs in Both Rooms, FREE WiFi, and...
The Drifter - North Shore Loft - Relaxed Luxury
Welcome to The Drifter!! Part of the Kuilima Estates East community, the unit was designed with the goal of offering a “Relaxed Luxury” experience. Meaning, to provide guests with an elevated design aesthetic with a feel-good comfortability. The unit is a loft-style...
2bd with Loft Space Near Ocean Sunset Views ACQ23
TA: 048-815-9744-01TMK: 750180080096Alii Cove is a gated community walking distance to anything you need including Honl's beach, which is right across the street. This 2-story 2 bedroom, 2 bath unit comes with high-speed Wi-Fi, cable TV, Air Conditioning, and a loft...
Kailua-Kona Estate – Luxury Mansion
Welcome to the largest home* on the Big Island! Highlights include the 100' infinity edge pool, new outdoor pickleball court, 16+ person movie room, and a ~2000 sqft great room.“The place is out of this world beautiful.” – Anca, 5-Star Review“The view...
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi
You get a great view from the 22nd floor which allows you to observe all three of the main Waikiki sights at once: the ocean, Diamond Head and the Ala Wai Canal!All year round you can enjoy the cooling breezes from the canal and the ocean.Located next to the Ala Wai...
Discover Keauhou Paradise: Gated Neighborhood with Pool & BBQ
Enjoy beautiful Keauhou, Hawaii from the comfort of this quiet, gated neighborhood complete with a pool, hot tub, and BBQ. With close access to manta ray dives, fine dining, golf, and more, you are sure to find something nearby that strikes your fancy!When you enter...
🏖️Ocean View | Close to Pool & BBQ Area | vrKCV
vrKCV - Sea Village 2102, Professionally Managed by Kona Coast VacationsWelcome to Your Tropical Paradise at Sea Village in Kailua-Kona, Hawaii!Escape to this delightful one-bedroom, one-bath condo, perfectly situated just a short distance from downtown Kailua-Kona on...
Private Home with Pool in Secure Gated Community on Kona Country Club Fairway
Enjoy the beautiful, panoramic ocean views and tropical landscaping in this private home. Located in the prestigious Keauhou Estates community, gated for security with 24 hour guard service. This home sits at a comfortable elevation of 700 feet. Spend hours on the...
5 Minutes to Beach & Town-Perfect Location, Private & Peaceful. A/C
This is a Great price in a GREAT location! Just 4 miles from the hustle of town and yet close to beautiful beaches and the local Harbor from where you can take off on many fun water activities like deep sea fishing, snorkeling cruises or manta ray diving. This is Hawaii...
Rare 3 Bedroom heart of Downtown!
Prior to booking please read our "Host Disclosure"(Based on availability & length of stay, Parking Fee may be waived - pls inquire)This spacious unit is located in the same building as the Aston Hotel at Executive Center downtown Honolulu. You will treat yourself and...
Ocean-view studio with lanai, pool & hot tub - steps to Banyans Beach & trolley
Kona Bali Kai #264Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautiful Banyans Beach is mere steps across the street from this thoughtfully updated studio condo in Kailua-Kona....
Updated Oceanfront Condo! Long clean beaches to walk & swim! Escape the Crowds!
Our Hawaiian Paradise Vacation awaits you here in our uniquely remodeled Hale. Be a part of our Ohana and escape to the Hawaiian countryside, leaving behind the hustle and bustle of Waikiki with its crowded beaches and enjoy a private serene beach with amazing views and...
Keauhou Punahele A104 - Cozy Island Themed 2 Bed 2 Bath
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
One Bedroom/Two Bathroom Ground Floor Condo - Kuilima Estates East
One Bedroom/Two Bathroom Ground Floor Condo Sleeps 4From the moment you drive into this gated complex you will feel the peace and tranquility of Turtle Bay. As you walk through the door of this Hawaiiana tropical style decorated one bedroom/two bathroom, ground floor...
Casa De Emdeko 211 - 2/2 OCEAN VIEW, AC, Elevators, Spacious, 2nd floor gem
This 2nd floor Casa De Emdeko 2 bedroom condo is an extremely spacious property with a spectacular ocean view. Just recently been put back into Vacation Rental!! We're proud to have this great condo back in our inventory! A great King sized bed in the master, and a...
Large Penthouse 1 Bdr/2 Bath with Washlets, Wi-Fi, AC, FREE Parking
Marine Surf #PH4 – 364 Seaside Ave.This extra-large (1037 interior sqft plus 275 sqft lanai with table and chairs) centrally located and split air-conditioned one-bedroom, two-bath condo is perfect for a family of 6 or two couples! You'll have a great view of the...
Ilikai Hotel, One-bedroom Unit, Great view of the Hilton Lagoon and Waikiki Beach!
This condo is located on the 18th floor of the Ilikai Hotel.Most sought after view in a SPECTACULAR location with views of the Pacific Ocean overlooking the Duke Kahanamoku Lagoon! Imagine waking up to the beautiful and calming view of the ocean and...
Kona Alii#208 Beautiful 2nd Floor unit w/Elevators, INCREDIBLE LOCATION & AC!
Welcome to the listing page of our gorgeous Kona Alii, Unit#208! You are as close to the heart of Kona as it gets. Enjoy Hawaiian Living just above the excitement of Alii Drive. This complex is directly across from the ocean, & the unit is recently renovated. Air...
Alii Villas#304 Nicely Appointed Top Floor Condo with Garden & Ocean Views
Alii Villas, Unit#304 is a fantastic option for your Hawaiian Adventures. Discover your perfect island retreat in this charming top floor garden view condo nestled in the heart of Alii Drive. With lush tropical landscapes right outside your window and serene, peek-a-boo...
Waikiki Condo high walk score, 2 Bdrms w/doors, pullout sofa
Just remodeled and beautifully done!!!Cleaning - Bleach products are used to clean surfaces and high profile area such as light switches and their covers, door and window handles / knobs, TV controls, etc. All laundry items, linens and towels are washed using detergents...