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.
Wow! Ocean View Studio at Waikiki Shore, Just Steps to Waikiki Beach!
Waikiki Shore #814 – 2161 Kalia Rd.Toast colorful ocean sunsets from the private lanai of this air-conditioned ocean view studio (347 interior sqft plus 61-sqft lanai) at Waikiki Shore – the only condo in Waikiki where you can step directly from the building onto...
Turtle Bay Hale Lani - Kuilima Estates East
This beautiful, modern 1 bedroom w/loft bath and a half. Upgraded unit has new kitchen cabinets & appliances, ceramic tile floors and granite countertops. The extended living room has a large flat-screen TV, internet and WIFI, TV in master bedroom as well. Window a/c in...
Spacious 2 bedroom, 2 bath, 1 free parking with world famous ocean view!!
Spacious 2 bedroom, 2 bath, 1 FREE parking unit with world famous ocean view!!!Be on vacation every day!! Direct Ocean & Sunset views of Waikiki Beach!!! Swim and Surf directly across the street of just watch the Surfers go by from the lanai! Spacious 2 bedroom, 2 bath...
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...
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...
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...
Million-dollar Ocean Views in the Heart of Waikiki! Steps to Beach!
Waikiki Shore #812 – 2161 Kalia Rd.Million-dollar panoramic ocean view. Steps to beach in the heart of Waikiki. You'll never want to leave this beautiful beachfront 1-bedroom/1-bath rental (706 sqft) with full kitchen, free Wi-Fi, and private 124-sqft lanai with...
Newly renovated cozy studio with huge lanai!
Newly renovated cozy studio with huge lanai!Located in the heart of Waikiki and all within walking distance to many restaurants, dining, shops, groceries, bus-lines.. World famous Waikiki beach is is only 3 blocks away!The unit has brand queen size bed, sleeper sofa,...
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...
Ko Olina Beach Villas B403: Luxury 3BD Villa w/ Ocean & Pool Views
Experience a luxurious getaway at Ko Olina Beach Villas B403 by Gather, where elegance meets tranquility. This three-bedroom, three-bathroom retreat, located on the fourth floor, accommodates up to eight guests in comfort and style. Overlooking one of the resort’s...
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...
Luxury Waikiki beachfront for 2. Waikiki Shore!
Step out of the elevator and on to the warm sands of Waikiki Beach. You can not find a better location! Walk to restaurants, shopping, and all that Waikiki has to offer. You don't walk to the beach, you are on the beach. This Suite is perfect for two people that want a...
Ho'omaha Haven, Modern Remodel, 2 Kitchens, A/C
Welcome to our 5-bedroom modern retreat on Oahu's sunny west shore! This is a top/bottom duplex with separate entrances and is rented as a whole home. There are three bedrooms and two bathrooms upstairs and two bedrooms with a third bathroom downstairs. This newly...
Island Colony (IC14)
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...
Mountain Views & Steps to 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...
Waikiki Landmark Resort and Condos - Breathtaking 2 Bed/2 Bath, Free Parking
Treat yourself to a Honolulu getaway you won’t forget! Book a stay at this 1-bedroom, 1-bath vacation rental and enjoy resort amenities like rooftop pools, a hot tub, a worldclass fitness center, and more! The condo boasts floor-to-ceiling windows in both bedrooms...
10% off Spring Special - Spacious 2 Bdrm, 2 Bath + Loft w/2 more beds
Bring the whole family or group of friends to this great place with lots of room for everyone.Spacious, ground floor, end unit fronts the 1st hole of the Fazio Course. Beautiful sunset views from lanai. 3 Pools. BBQ Grills. Fun Sports Court includes pickle ball,...
City-MT Views Family Escape at the Waikiki Sunset Near Shops & Restaurants
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Waikiki Sunset has long been a favorite of savvy vacationers who enjoy the best of both worlds! This elegant condominium hotel resort...
Beach Villas Poolside Resort at the Ko Olina Beach w/Luxurious Amenities
This property requires a minimum 6-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Beach Villas are located at 92-104 Waialii Place. (3rd Floor)This Beach Villas at Ko Olina unit...
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...
Direct Ocean Front One-Bedroom Condo at the Iconic Ilikai Hotel
This one-bedroom luxury condo has beautiful unobstructed views of the Pacific Ocean, yacht harbor and coastline.Just steps away from the Hilton lagoon, Waikiki beach and Ala Moana center, enjoy stunning Hawaiian sunsets while sipping a Mai Tai on the spacious lanai. The...
Amazing ocean and sunset views
This beautiful guest house is located on Maili Point, one of Oahu's most scenic sites. Maili Point is located on the dry and sunny west side of Oahu giving days of perfect weather, full of sunshine and trade winds. The property's secluded location provides a relaxing...
Deluxe Oceanview Waikiki Condo...steps to the Sand!
Welcome to our Deluxe Oceanview Waikiki Condo... ideally located at the start of Waikiki, next door to the the famous Hilton Hawaiian Village. Enjoy Stunning Oceanviews from the Privacy of your own Spacious Lanai while sipping your favorite tropical drink! Appointed in...
Ocean view PH Studio at the Luana Waikiki Hotel
Beautiful high floor ocean view studio at Luana Waikiki, a fantastic boutique building located in the heart of Waikiki. The room sleeps 4 in a queen size bed and a full-size sleeper sofa. The kitchenette features granite countertops, under-counter fridge, microwave, 2...
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...
4 bedroom Luxury Condo sleeps 10 Private Hot Tub, Lanai, Golf Course Sunset View
Escape to pure bliss at our newly renovated Turtle Bay condo, nestled on Oahu's serene North Shore. This luxurious retreat features 4 Bedrooms, king beds, AC, and TVs in each room for your utmost comfort and entertainment. Located steps from the pool and 2 minutes to...
Beautiful Mountain View in Waikiki Sunset + 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...
Spacious Design Studio 3 mins from the beach
This spacious studio is located in the heart of Waikiki, within 5 minutes walk to Waikiki Beach. The space is completely remodelled with high end furnishings.Features:- a fully equipped kitchen- two double beds - perfect for families and groups!- a luxurious bathroom...
Kuilima Estates West - remodeled 2 bedroom ( 2nd bedroom is large loft)
***WE ARE ON OAHU, AND CONTINUE TO WELCOME VISITORS***Fully remodeled 2 bedroom ( 2nd bedroom is large loft) beautiful condo with 2 full bathrooms. We are in Kuilima Estates West, which is next to , but not a part of, the Turtle Bay resort. We have 3 pools for your use....
Ocean-Marina Yacht Views Condo Steps to the Beach w/Full Kitchen & Free WiFi
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.July 11, 2025ILIKAI MARINA NOTICE — Spalling Work UpdateSpalling repair on the Ocean/Marina-facing side is nearing completion, but...
Next to Ocean, 120/nt. monthly rate May 1 - Oct 31, fully renovated condo
This fully renovated condo is located right next to the Ocean in the famous Ilikai Hotel & Suites. Just a few steps away is the world famous Waikiki Beach, which starts at the Ilikai. To go to the beach, simply come down the elevator to our lobby, walk across the...
Waikiki Banyan Ocean Deluxe Condo, Government certified for short term rentals.
This large, fully furnished, one-bedroom/one-bath condo is on the 34th floor at the Waikiki Banyan. This corner unit features beautiful ocean views. Free parking and Wifi use. The kitchen was recently redecorated. Brand new air upgraded conditioner. Newly upgraded Queen...
Aloha Getaway: 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...
Cozy Studio at The Ilikai! Sleeps 4!
Ilikai #923 – 1777 Ala Moana Blvd.You'll enjoy this renovated 500-sqft studio at the world-famous Ilikai. With its full kitchen, free Wi-Fi and parking, and spacious open-air lanai, this is the perfect home base for exploring all that Waikiki and Honolulu have to...
INCREDIBLE OCEAN VIEW! A/C, Wi-Fi, Pool, FREE Valet Parking, Steps to Beach!
Waikiki Beach Tower #1904 – 2470 Kalakaua Ave.If you'd like to be directly across the street from the best swimming and surfing beach in Waikiki, then this two-bedroom, two-bath Waikiki Beach Tower condo with 1092 sf interior living space and a large (171 sf)...
Turtle Bay Top Floor Studio unit 164 @ Kuilima West
Discover the true North Shore Oahu experience within the stunning Turtle Bay Resort, surrounded by the Arnold Palmer and Fazio Golf Course!Hawaii Life presents a unique Kuilima Collection, cozy studio with Loft bedroom apartment. Enjoy tranquil Fazio golf course views...
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...
Luxury Ilikai Ocean and Fireworks View Condo
Excellent lagoon/ocean/beach views as well as perfect location to view fireworks on Friday evenings.This unit has two comfortable double beds, a 2019 full size sleeper sofa with memory foam mattress, free wireless work desk and a comfortable large 120sf lanai to watch...
If you're looking for your get-away spot, look no further.
***NEWS ALERT!*** This condo was gutted, fully renovated and tastefully decorated with brand new stainless steel appliances, furniture, roller shades, painting, the works!! This condo is located on the 6th floor of the Ilikai Hotel. Live in luxury with this spacious 500...
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....
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...
Sweet Blue Hawaii! Ocean View! No resort Fee!
Welcome to our Sweet Blue Hawaii! Newly remodeled, and decorated with pieces from local artists! This cozy studio is situated in the heart of Waikiki, 2 minutes walk from one of the most famous beaches in the world! The studio comes with everything you need to enjoy a...
Ko Olina Coconut Plantation 3 Bedrooms Aulani and Four Season Great Location**
Our unit is just across the street from the Disney Aulani and is only about 20-30 mins to Honolulu Waikiki and Pearl Harbor. Our unit offers 3 bedroom 2 full baths and can sleep 8 people comfortably. The master bedroom has a King bed Master bath shower shower the guest...
14th Floor Penthouse On Hawaii's Gold Coast At The Diamond Head Beach Hotel
Legally permitted vacation rental❤2947 Kalakaua Ave 1401⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.⬆Rooftop Penthouse - Sitting above the Pacific Ocean and nestled under Hawaii's iconic Diamond Head...
Upgraded Beachfront Studio on Quiet Waikiki beach with Swimming/Surfing!
Colony Surf #406 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Upgraded Beachfront Studio on Quiet Beach Near Waikiki!On the quiet end of Waikiki, on Oahu's sought-after Gold Coast...
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; 43" LG TV; computer desk/monitor; 100Mbps 5G Wifi/ethernet cables; 1 foldable desk/chairs; 1 beach umbrella/shopping cart.At 20th floor, strong...
Affordable total comfort Studio at 1 of Waikiki's Top Locations, Pool & Wifi
Located in Honolulu & with a beautiful Pool, this charming studio is a dream. With a cozy living room featuring a queen bed and sofa bed, guests can unwind after a day of exploring. The bathroom offer a relaxing bathtub /shower combo with hair dryer for added...
Ilikai Hotel - Waikiki City Lights! Full renovations to be completed 12/2023!
The condo has been fully gutted and will be modernized and styled for your comfort. New appliances, open kitchen, brand new furniture!Enjoy the Hawaiian breeze from the mountains and watch the city from the condo. Added bonus, this unit comes with a washer +...
Amazing Sunset Views, Renovated & Furnished Condo at Ilikai Hotel!
This condo is located on the 18th floor of the Ilikai Hotel. This beautiful condo is the most sought after 43 stack with incredible ocean views off both lanai, whether you want to sun bathe or enjoy a sunset dinner! Nothing was spared in making this the best condo...
Hale Kuapapa | Ko Olina | Desirable Walk-Out On Ground Floor!
Summary:Welcome to Hale Kuapapa in Ko Olina! Enter this stunning, open-air condo with a glass wall that slides to a private, marble patio exposed to manicured landscaping. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:As one of the...