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.
Beautiful Turtle Bay Condo - Kuilima Estates East
Beautiful Kuilima Estates at Turtle Bay – We’re an outstanding value priced condo located on 840 acres of landscaped gated grounds, the only tropical resort on Oahu's tranquil and iconic North Shore!Get away from crowded vacation spots with our one-bedroom condo with 2...
Ocean view studio - 1/2 block to World Famous Waikiki Beach <br>
===================================Come to Hawaii and share in our wonderful condo in paradise. Our fully licensed and legal studio condo is only half of a block from World Famous Waikiki Beach. You can have it all in this fabulous studio condo. The location and view...
ALOHA-WAIKIKI 2 blks 2 BEACH - KING BED! 49
Upgraded cozy and quaint unit awaits you just two blocks from the beach! All you need in Waikiki: king bed, kitchenette, cable TV, and Wi-Fi internet, along with not just one, but two balconies to ensure access to nice tropical breezes.Within our CLEAN PRIVATE unit,...
Following Oahu laws a 30 minimum lease required for any rental. Please inquire about it.Right on renowned Kailua beach, our beachfront villa equipped with a pool and jacuzzi is perfect for all your vacation needs. Wake up and go watch the sunrise or a morning jog. The...
Heart of Waikiki With Partial Ocean View! Washlet! Off-site Parking!
Regency on Beachwalk #86 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath end unit (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on Beachwalk! Partial ocean...
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...
Breathtaking Ocean Views Beach Cottage
This cozy cottage sits on a private white sand, reef-protected beach. Great for snorkeling and safe for kids! You'll enjoy swimming with turtles an a variate of colorful fish! Just sit on the serene sandy beach, enjoy the lush mountains, and captivating sunrises. You...
View: Partial Ocean, Mountain, City, Canal, and Rainbow Maximum Number of Guests: 4 Minimum Length of Stay: 2 Nights Parking: No (There is condominium parking, but guests must check the availability and pay the condo directly. There is also public parking nearby.) Room...
14th FL centrally located Waikiki condo views of both the ocean and mountains
This Waikiki 14th floor condo is the perfect location for your trip to Honolulu. With a cozy bedroom with a queen size bed tv and dresser . Dining area for two with small refrigerator. Bathroom with both bathtub and shower. kitchenette includes microwave, coffee pot,...
Stunning 1 Bedroom remodel in Waikiki Banyan Tower One
** Waikiki Banyan pool deck closure. Starting April 1st and lasting about 10 months, the pool deck including swimming pool, hot tub and other pool deck amenities will be closed for a major remodel. Our nightly rates have been adjusted to reflect this closure ** When it...
Townhome at Kuilima Estates at Turtle Bay
Welcome to this spacious second story townhome at Kuilima Estates at Turtle Bay. This condo is located on the eastern side of Kuilima Estates, making this condo one of the closest units to the Turtle Bay beach. .With a completely updated interior, guests enter into the...
Newly Remodeled Condo in the Heart of Waikiki! 1 Block to Beach! FREE Parking
Ni'ihau Apartments #304 – 247 Beach WalkFULLY RENOVATED! Welcome to your home away from home! This newly remodeled (2022) condo is the perfect launching point to explore all that Waikiki and Oahu have to offer. FREE Wi-Fi and parking at nearby lot. Secured...
Oceanfront on Oahu's Gold Coast!
Colony Surf #604 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)The best of Hawaii awaits you in this large (1519 sf) oceanfront double-sized corner condo at renowned Colony Surf on...
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...
Ko Olina Beach Villas O704: Serene Oceanfront 2BR w/ Resort Views from Lanai
Welcome to Ko Olina Beach Villas O704 — A Seventh-Floor Ocean View Retreat. Experience sweeping lagoon and ocean vistas from Ko Olina Beach Villas O704, a beautifully designed 2-bedroom, 2-bath villa in the coveted Ocean Tower. With 1,187 sq ft of stylish indoor-outdoor...
Hale Papakea | Ko Olina | Beachfront Villa w/ Views
Summary:Welcome to Hale Papakea in Ko Olina! Enter this coveted, ground-floor condo, where a floor-to-ceiling window slides open to expose exotic landscaping bordering the private marble patio. Maximum occupancy strictly enforced in accordance with local ordinances.The...
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...
Great Ocean View, One Bedroom at the Ilikai Hotel
1 Bedroom Deluxe Lagoon View on the 13th Floor!Look no further, you've found PARADISE! This 1-bedroom is over 500 sq ft of space, making is spacious for a single traveler, family, or friends traveling together. Situated in the 40 stack of the Ilikai Hotel, this location...
Kawela Kai 493: North Shore Beach Front---Relax & Unwind
LEGAL, LICENSED SHORT-TERM RENTAL. CERTIFICATE:1990/NUC-2057 LICENSE# 90/TVU-0002 TAX MAP KEY: 1-5-7-005:0006This home is not affected by the new Honolulu County ban on Short Term Rentals. Make sure when booking your vacation home the property that you are reserving has...
Upscale 2BR/2BA Ocean View in Waikiki + 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...
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•...
Large Roof Balcony (1,385 Sqft)!! Comfortable 2 Bedroom at Waikiki! (LW14)
Step inside of a spacious 2bed-room you will be astonished by the amount of sunlight beaming through the floor to ceiling windows. You will quickly notice the clean and modern feel of the space, with Waikiki's skyline as a backdrop!The warm and inviting air of your...
Waikiki Ocean&Sunrise View Studio
This 259 sq ft studio is the largest in the building, offers: 1 queen bed, 1 twin futon&air mattress; bath; kitchenette; 50 inch Samsung TV; computer desk/monitor; 100Mbps 5G Wifi/ethernet cables; dining counter and beach gears. At 20th floor, strong cellular signal and...
Stylish Ocean View Condo Near Waikiki Beach with 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...
BEAUTIFUL Ocean Views! A/C, Wi-Fi, Washlet, Pool, one Parking!
Waikiki Sunset #2904 – 229 Paoakalani Ave.Fabulous views of the Pacific Ocean, Diamond Head and Kapiolani Park from this 29th floor, one-bedroom condo (564 sqft plus lanai with table and chairs) with central AC. 4-person max.Just a 10-minute walk to the best swimming...
Upgraded Spacious Corner Unit – Beautiful Ocean View
Aloha and welcome to our condo at the Waikiki Banyan, a premier resort located one block from Waikiki beach. Our suite is a corner unit on the 12th floor of Tower 1, facing the ocean and Diamond Head.We have equipped this condo for our own occasional vacation use with...
Modern Waianae Home w/ Mountain & Valley View
Situated at the foot of the Makaha Mountains, this tropical escape boasts a screensaver-worthy backdrop and a prime location near Oahu's best beaches. By day, get your dose of sun and sand at Makaha Beach Park, and come evening, enjoy the view and a cool breeze in the...
Spacious Family Home With Gorgeous Sunset Views of Diamond Head
This is a truly a local style experience property and the area of Kahala is full of the best of the best of locations on the Island of Oahu with everything close by: City Life , Awesome Beaches , Great Dinning , Tropical Hiking Trails & Views Galore , Look at the Famous...
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...
Waikiki Studio with Stunning Views!
This is a legal conforming vacation rental. Please see our listing details for our license number.Enjoy easy access to the beach, shops, and restaurants from this charming Waikiki studio. The studio is located on the 36th floor with 2 full size beds and can accommodate...
Huge Panoramic Ocean View. Walk to the Beach. Low rate of 3,900 per month.
This condo is situated in the Discovery Bay Tower, with a View of the world-famous Waikiki beach & Ocean, Magic Island on a calmer and more convenient side of Waikiki. Spacious Unit. For a monthly discounted rate, contact me at, starkmdx@yahoo.... Imagine yourself...
Peak-a-Boo Ocean View from Lanai, AC, Wi-Fi, Parking, Pool, Close to Beach!
Waikiki Banyan #2002-T1 – 201 Ohua Ave.Relax in this cozy 1-Bedroom/1-Bath condo (533 sqft plus lanai). With a full kitchen, AC, Washlet, free Wi-Fi and parking, this vacation rental has everything you need for a comfortable Hawaiian getaway, perfect for couples and...
Fully renovated studio in heart of Waikiki! Kitchen, parking, pool, and more!
Marine Surf #902 – 364 Seaside Ave.Chic 9th-floor studio, fully renovated in December 2022. Enjoy this exquisitely furnished taste of vintage Hawaiiana. Features a full kitchen, free Wi-Fi, free designated on-site parking, and a shared outdoor pool. With a comfy new...
Royal Garden at Waikiki... Suite Excellence and Warm Aloha
NOTE: THIS IS A LEGAL VACATION RENTAL Warmest Aloha and thank you for taking the time to visit our listing. Welcome to this privately owned Royal Garden at Waikiki suite on the 18th floor of the European-style Wyndham Resort with a Hawaiian vibe. Here you can make our...
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...
Honolulu Vacation Condo, Near Beach + 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...
Gorgeous Lagoon View At The Ilikai Hotel! Firework view on Fridays!
Beautiful Lagoon View on the 16th Floor!Looking for a place with breathtaking views, this condo is for you! Step out to relax on the your lanai & enjoy the views of the Duke Kahanamoku Lagoon & Pacific Ocean. End your week with the Friday night fireworks, off the...
Luxury Ilikai Condo Awesome Sunset and Ocean Views NO RESORT FEES! FREE WIFI
Remodeled from top to bottom: all travertine floors, brand new two double beds, queen-size sofa bed, 42" LCD wall-mounted TV, DVD, whisper quiet split AC system, custom kitchen with stainless steel appliances and beautiful light green granite tops and high-end...
Amazing Diamond Head View, Free Parking, Wi-Fi, Pool, Gym, and more!
Waikiki Sunset #2413 – 229 Paoakalani Ave.Relax and enjoy your Hawaiian getaway with gorgeous Diamond Head and partial Ocean views by day, and colorful Waikiki sunsets each evening. This newly refreshed 24th-floor 2-Bedroom, 1-Bath condo features central AC, free Wi-Fi,...
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...
True Top Floor Penthouse Residence with 360 Degree Views & A/C
Legally permitted vacation rental - 2947 Kalakaua Ave #1402** For your health and safety, we utilize additional Sterilization procedures between reservations.Hovering over the ocean, and surrounded by windows, this condo has direct ocean views out of every window....
Family Friendly, Fully Furnished Villa In Ko Olina Resort near the Golf Course
Welcome to paradise! This beautiful Villa is nestled in the quiet neighborhood of Hillside Villa. You will love having breakfast ein your private lanai surrounded by palm trees and blue skies. This Villa has 3 bedrooms and can sleep up to six guests. This villa has 3...
Aqua Aloha Surf Waikiki 1510 Superior Studio with Lanai and Partial City View
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...
Beautiful condo with amazing view, huge wrap around balcony and designer decor!
Come enjoy your Hawaii vacation at our beautiful newly remodeled condo. The views are spectacular and the wrap around balcony gives a 360 degree view of the ocean and mountains. This unit is very spacious and has a decorators touch! The unit is fully equipped with...
Welcome to The Makaha Beach Cabanas located on the northwest shores of Oahu! Just 45 minutes from Honolulu International Airport. You will soon see this is one of the best kept vacation destination secrets. It really doesn’t get any better than this!Makaha Beach Cabanas...
Peak-a-Boo Ocean & Sunset Views, A/C, Wi-Fi, FREE Parking, Close to Beach!
Waikiki Sunset #906 – 229 Paoakalani Ave.Enjoy colorful Hawaiian sunsets from your private lanai! This cozy rental features central A/C, a full kitchen, free Wi-Fi, and a pool, gym, BBQ area, and coin-op laundry facilities on each floor. Just a quick 4-minute walk to...
ALOHA-WAIKIKI OCEAN VIEWS, POOL, FREE PARKING, SLEEP 4 and MORE!!! WB28
Large one bedroom Apartment has nice peeks of the Ocean & Diamond Head from balcony, bedroom & living room. FREE PARKING for one vehicle with this unit, Pool, BBQ and other perks on site makes this a great singles, couples and family destination within Waikiki AND only...
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...
👁🗨KING Bed- Private-Lanai 〰 Pacific Ocean-View Studio w/Full-Kitchen
Legal Vacation Rental2947 Kalakaua Ave 1105⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.Diamond Head Beach Hotel & Residences - ✔KING Bed ✔Amazing Views✔Full Kitchen ✔Private Lanai✔11th Floor ✔Ocean View Studio with...
Ocean View Guest Cottage - 1990/NUC-1797
Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply.A two-bedroom, one-bath, ocean view cottage located a few steps from Kailua Beach... Voted Number One beach in America! There are 2 shopping...