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.
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...
North Shore Oahu Beachfront Condo, 2BR / 2BA
This fully equipped, ocean front, condo unit is located in Waialua on the beautiful north shore of Oahu. The minimum stay is 30 days at a rate of $185 per day or $5,550.The mountain side master bedroom features a queen size, comfort foam pillow top bed, full on-suite...
Kailuana Beachfront Estate: 5 BR Kailua Oceanfront Home
This property is professionally-managed by Private Homes Hawaii, LLC and is a licensed short-term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1774 for the main house and 1990/NUC-1775 for the guest cottage. It is compliant with Hawaii State Legislation...
Front Row Seat in this Luxury Condo, Ocean, Yacht Harbor, Fireworks, Restaurants
Check out our calendar for all the fun-filled dates available! Choose the 'You Found Paradise' luxury condo for a stay that's not just a vacation – it's an adventure! Why settle for the ordinary when you can embrace the extraordinary in our newly revamped condo?Step...
Best of all Worlds: Beach Block; Ocean, Park, & City at hand; Kitchen; WIFI
Legally permitted rental - 134 Kapahulu Ave #919Beautifully decorated extra-large studio with separate kitchen. Queen-size bed, and a sitting area with a futon sofa. On the top floor, with Diamond Head and Palolo Valley views through floor-to-ceiling sound-proofing...
25th Floor Ocean Views! AC, Washer/Dryer, Wi-Fi, Rooftop Pool, FREE Parking!
Fairway Villa #2511 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll appreciate having great ocean views from the lanai/balcony of this 25th floor Waikiki studio at Fairway Villa (364 sqft plus balcony/lanai)! Sleeps up to...
Ko Olina Beach Villas B505: Rest & Replenish w/ Pool & Ocean Views
Located on the sunny side of Oʻahu, Ko Olina Beach Villas B505 welcomes you to a refined island retreat where contemporary comfort meets effortless Hawaiian living. This two-bedroom, two-bath villa on the fifth floor of the Beach Tower sleeps six guests and offers...
Makani Moana Loft - Golf Course View - North Shore - Sleeps 2
Welcome to Makani Moana Loft! Nestled in the Kuilima East Estates community, this spacious and uniquely designed loft offers 1 bedroom (loft style), 2 full bathrooms, and 851 square feet of inviting space. Makani Moana, which means "Ocean Breeze" in Hawaiian, perfectly...
Ko Olina Beach Villas O521: Luxury Ocean View, 3 Bedrooms & Grand Lanai
Ko Olina Beach Villas O521 invites you to experience effortless island living where contemporary comfort meets breathtaking ocean views. This luxurious three-bedroom, three-bath villa spans 1,484 square feet, offering an elegant and tranquil retreat designed for...
Stunning Ocean & Fireworks View Condo at Ilikai w/ Full Kitchen & Free WiFi
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE — July 9, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony...
Breathtaking Ocean and Yacht Harbor Views! #1482
**Important Notice: Limited Lanai (Balcony)Access**Due to scheduled lanai sealant application, painting, and waterproofing work, the lanai sliding door will be locked and cannot be opened from 10/29-12/12/2025Access to the lanai will be unavailable during this...
Waikiki Shore 1 Bedroom Ocean view
Waikiki Shore Hotel Condo is on Waikiki Beach, great views, restaurants and dining, parks. You’ll love my place because of Spacious and Comfortable with Full Kitchen and Washer/Dryer in unit...Cable TV & Bluetooth Speaker..Also the Lanai to enjoy fresh air and the ocean...
An Absolute, Perfect Paradise and Affordable
If you are looking for Paradise, this is IT. The location of this Little Cottage is 30 feet out the front door to the most beautiful sandy beach. The snorkeling and fishing are exciting. There is a pool on the property, exercise room, Bar-B-Q area and parking. This...
Viewhouse in Lanikai BEST LOCATION, LANIKAI NUC 90/BB -0108
Only a 5 min Walk to Lanikai beach!! No pets firm. As of 7/2022 new high speed Wi-Fi! Welcome to the Viewhouse in Lanikai! We have owned this home since 2003 and we are thrilled to share our piece of paradise with you. Everyone should experience the Hawaiian lifestyle....
#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...
Bright, clean, airy Rocky Point Beach 1 bedroom loft. Steps to beach & bike path
This Beautiful one bedroom loft is located between pipeline beach and sunset beach at the famous surf spot 'Rocky Point'. We are just 4 houses from the the beach. The North shore bike path is just steps away. There are multiple gourmet food trucks that park all along...
Four Star Boutique Hotel, Luana Waikiki Private Studio with Park View
It is located in the four star boutique hotel, Luana Waikiki Hotel & Suites, adjacent to Fort De Russy Park and a short stroll to Waikiki Beach. The lobby with Hawaiian decor feels a warm welcome and a spacious mezzanine level where guests can relax. The studio is...
Sunset Beach - Spectacular Private White Sandy Beach Frontage
Welcome to Oahu-Rentals.com located at world famous Sunset Beach in North Shore Oahu, Hawaii. Settle into your beautifully restored beach house, with 50ft of spectacular white sandy beach frontage. Listen as the waves roll in, a gull cries and a gentle breeze stirs the...
Panoramic Cityscape Condo at the Waikiki Landmark w/Great Building Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.. The Waikiki Landmark high rise is located on the main Waikiki strip at 1888 Kalakaua Ave. in one of the...
Block to Beach! Koko Resorts at the Waikiki Banyan 23rd Floor Pool View
Waikiki Banyan Tower 1 Suite 2305Gorgeous High Rise Waikiki Condo with Ocean and Diamond Head ViewsThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation...
Great Ocean View At The Ilikai Hotel! A++++ One-Bedroom Fully Re-Modeled Unit
Look no further, you've found PARADISE! This condo is located on the 15th floor of the Ilikai Hotel. Enjoy the your morning coffee while enjoying the views of the lagoon & Pacific Ocean. End your week with Friday night fireworks off the lagoon from your private lanai....
Expansive Ocean View! FABULOUS Location and Building Amenities!
Discovery Bay #3019-Resolution Tower - 1778 Ala Moana Boulevard(30-night minimum) ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.FABULOUS OCEAN VIEWS, FREE PARKING, WASHER/DRYER - THE BEST OF MONTHLY RENTALS! This spacious, 852 sq.ft. one-bedroom corner condo at...
Penthouse With Fabulous Ocean View Near Waikiki Beach
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...
Partial Ocean King Studio with Kitchenette, AC, and Free WIFI!
The Royal Garden is located at 440 Olohana St., walking distance to everything. Take a short stroll to Luxury Row on the Waikiki "Strip", and the Ala Moana Shopping Center or Hawaii Convention center is in walking distance. Feel at home with split AC, cable TV, and FREE...
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...
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...
Waipuna Hale: Oceanfront Cottage w/Panoramic Views, Yard, & Private Beach Access
Waipuna Hale is a vintage oceanfront cottage set on a private estate in Laie, along Oahu’s fabled North Shore. With panoramic coastline views, an expansive yard, and breezy open-air living, this two-bedroom, two-bath retreat honors its heritage while offering a relaxed...
Gorgeous Ocean View! Beachfront! Full Kitchen, Washer/Dryer, A/C, Wi-Fi!
Waikiki Shore #1110 – 2161 Kalia Rd.Not only is this beachfront OCEAN VIEW one-bedroom condo (706 sqft plus 124-sqft lanai/balcony) a favorite with our return guests, but Waikiki Shore is the only condo in Waikiki where you can step right from the building onto the sand...
Luxury condo next to Disney Aulani Resort and Marriott's KoOlina Beach Club
Beach front condo on lagoon #2 at Ko Olina shoreline. Only steps away to the white sandy beach where you can explore Hawaii vacation. Very convenient for eat-out, golfing, luau show and shopping. The unit is large enough for 3 couple's and even with kids. The oversized...
Private Waterfront House AC & Fast Wi-Fi 30 Day
This house is all about being right on the water. A seawall provides protection from waves at high tide. A North Shore Beach House with the comforts of a nice home ideal for long term stays. Local pickle ball played right down the street. 30 Day Minimum ContractIncluded...
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...
Marriott Ko Olina Beach Club - Studio - Includes Tax, Parking and Amenities
The Marriott Ko Olina Beach Club Resort offers daily and mid-week availability. ( 3 - 5 Night Minimum ) Rates are based on weekly stays in USD and will vary by week, view and season / holiday. Daily rates will increase for 3 - 7 night stays. Marriott owner services is...
Hawaii's best waterfall retention in Honolulu
Your personal tropical paradise awaits at Hawaii's Only Waterfall Villa in Honolulu on the island of Oahu. Enjoy the Hawaiian Rainforest that surrounds you and relax to the sounds of waterfalls, streams and tropical birds. This is Modern Hawaii living at its finest in...
7-BEDROOM Home Spectacular Pool Walk Everywhere Around Hawaii KAI!
Hawaii Kai home is in a Prime Location with circular view of surrounding mountains including Koko Head Mountain. Also includes a view of the Koko Marina from the Lanai. Walking distance to Hanauma Bay (less than a mile), Koko Head Mountain (.5 miles), and...
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...
Kailua Beachside Studio - Monet Room
This is a legally established property, please read more below....Enjoy our Hawaiian sunshine and one of the most beatuiful beaches in the world. Our studio has high ceiling with a Monet- designed decor. A Large queen size 4 poster bed, with a sitting area and dining...
Calming North Shore Oahu Getaway - Kahuku
Looking for a serene, simple, and peaceful getaway?Hale O Ka Kai Nani (House of the Beautiful Sea) is the perfect oasis for you. This one-bedroom, two-bathroom unit offers guests plenty of privacy and tranquility, while also being situated in Kahuku and Kawela, and...
Kai Aniani – Beachfront on Oahu's North Shore
Sea of Glass is an architecturally stunning beachfront home on the North Shore of Oahu, completely remodeled in 2018. The A-frame design is accentuated by windows that face Mount Ka’ala, the tallest mountain peak on the island to the south, and wall-to-wall sliding...
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...
Resort Living Off the Beaten Path AC, WIFI, and Fully Remodeled Bathroom
The fabled North Shore of Hawaii is a hidden jewel off the beaten path. Enjoy wonderful dinners watching the sunset on your peaceful breezy lanai.This spacious condo has 1 bedroom, 1 bath, plus loft with 2 queen beds and is fully air conditioned and can sleep 6. Kuilima...
Ko Olina Beach Villas B102: Gourmet Kitchen & Tranquil Lanai w/Ocean View
Ko Olina Beach Villas B102 welcomes you to a ground-floor retreat that blends the comforts of home with the luxuries of a private resort. Tucked within the secure gates of Ko Olina’s Beach Villas, this two-bedroom, two-bath villa offers direct access to lush lawns,...
Island Life Retreat-Ocean Front-Beach Access
BEACHFRONT • GROUND FLOOR • WALK-OUT Step straight from your lanai onto a quiet stretch of white sand—your own authentic Hawaiian paradise. The reef-protected turquoise waters are calm and perfect for swimming, paddleboarding, kayaking, or simply floating in the warm...
Pakele Oahu by AvantStay | 5 Min to Makaha Beach
Welcome to Pakele Oahu, your dream getaway in Makaha Valley! Step into this former developer's model home, a haven of comfort and style. Immerse yourself in a spacious single-level residence adorned with upgraded features that redefine tropical living. The best part?...
Stylish Studio w/ Great Ocean Views & Near Beach!
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...
Stunning 15th Floor Luana King bed Condo Sleeps 4 guests
Superb property with 180 degree Stunning Views!!This fully furnished 1 King bedroom, 1 bathroom suite comes fully equipped with a spacious kitchen featuring granite countertops, two private lanai's, in-unit washer and separate dryer, travertine stone/carpet flooring,...
Majestic Mountain Studio Retreat
Imagine vacationing in a brand new studio set in a peaceful valley. You're surrounded by Ka’ala & Waianae mountains, towering palms, mango trees, wild peacocks, & famous beaches.You take a sunrise/sunset stroll around the gated neighborhood (w/24hr security) and return...
Elegant Condo! Best Location - Exceptional! *Legal Rental NUC No. 90/TVU-0562
Come to the country and escape the crowds! Enjoy the fresh clean air on the North Shore! This unit is situated in a wonderfully convenient location on the West side of the Kuilima Estates complex. The bathroom was just renovated with a brand-new standup shower and fresh...
Kai Lani-Beautiful Ocean View Condo In Paradise
2 bedroom, 2 bath spacious ocean view condo. Beautifully furnished with vaulted ceilings and ceiling fans. Lovely views of the ocean and green area. Kitchen has granite counter tops and stainless steel appliance also includes stainless steel washer and dryer. 55” 3D...
Kaneohe Bay B&B Waterfront & mountain views galore~saltwater pool
https://youtube.com/watch?v=F0l15thrQpsIsland architecture offers year round resort-type lifestyle. A Guest House (2 bed/2 bath) with salt water swimming pool (separating it from the main house) can accommodate 4 guests comfortably. All rooms have decks with incredible...
Beautiful 1BR, Steps to Waikiki Beach + 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...