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.
Partial Ocean View! Full Kitchen, Free Parking, Wi-Fi, Pool!
Waikiki Banyan #2412-T2 – 201 Ohua Ave.Enjoy this fully remodeled (June 2022) 1-Bedroom condo with a gorgeous partial Ocean view and Hawaiian coastal décor. With a full kitchen, free onsite parking for 1 vehicle, free high-speed Wi-Fi, and no resort fees, this vacation...
Gorgeous Diamond Head Views from 34FL 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...
A 'Spa feel' at the Diamond Head Beach Hotel🕉
Legally permitted vacation rentalDiamond Head Beach Hotel🕉2947 Kalakaua Ave 303⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.Whether for business or pleasure the delightful attention to detail Wins!⛰Located at the foot...
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...
⛵️Heavenly Hawaii Oceanview 4 Bedroom
1 month or more booking.HI TA# 175-714-3040-01 HI GE#175-714-3040-0184-687 Ala Mahiku We depend on 5 star reviews so kindly read full description and reviews before you book. :) Guest limit is 6 including children and babies. Ocean view with back and front lanai. Golf 5...
Cottage-Very Close to Beach-Quiet A/C-Full Kitchen with Range/Oven-Deck-Laundry
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. This is the adorable beach bungalow you've been looking for. Located on the southern border of Laie on the northeast shore of Oahu,...
14th Floor Penthouse On Hawaii's Gold Coast At The Diamond Head Beach Hotel
Legally permitted vacation rentalâ¤2947 Kalakaua Ave 1401âš•âš•For your health and safetyâš•âš•We utilize additional Sterilization procedures between reservations.⬆Rooftop Penthouse - Sitting above the Pacific Ocean and nestled under Hawaii's iconic Diamond Head crater....
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...
Bamboo Waikiki #210. Spacious studio located in a tropical oasis.
Bamboo Waikiki #210. Studio condo with 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 studio located in a tropical oasis in the heart of Waikiki. Bright open space...
Legal Rental - Green Turtle Hideaway-Sleeps 4
Aloha and thank you for considering the Green Turtle Hideaway for your stay on Oahu's North Shore. This recently updated and nicely furnished one bedroom unit is located within the Turtle Bay Resort complex on the beautiful grounds of Kuilima Estates West. Here you can...
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...
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...
Ilikai 606 Ocean / Sunset / Marina Views King Bed, Sofa Bed
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. 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.Newly Remodeled,...
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...
Aqua Aloha Surf Waikiki 1008 Deluxe Studio w/Lanai & Partial City Views
Aqua Aloha Surf Waikiki #1008 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed + (1) Twin sofa sleeper, Sleeps 3. 360 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Waikiki Shore - Beachfront
Enjoy a stylish experience at this centrally-located large studio. King size bed w/ brand new mattress (2023), fully stocked kitchen and washer / dryer in the apartment for extra convenience. Panoramic views of the Pacific Ocean, Fort DeRussy Park and Diamond Head, and...
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...
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...
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...
1006 SunDeck Suite sleeps 4
☀WAIKIKI GRAND HOTEL® 1006 SunDeck Suite—2 Queen Beds—sleeps 4 on 10th FloorLegally permitted rental -134 Kapahulu Ave 1006 A Unique Sundeck level Studio with kitchen that accommodates 4 guests in 2 Queen beds on the 10th floor of the popular Waikiki Grand Hotel®Step...
Aloha Vibes w/ Ocean Views, Near Beach + Parking!
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Relax in this beautifully renovated 18th-floor condo at Waikiki Banyan (Tower 1), just steps from...
Ilikai Hotel - No Resort Fees! City-views, condo on the 14th Floor, Prime Waikiki location!
This condo is located on the 14th floor of the Ilikai Hotel. With over 500 sq ft of living space, the condo is extremely spacious and comfortable for couples, friends, or family traveling together. Bye, bye carpets; the condo recently installed new vinyl flooring! Stay...
Ilikai 1038 Ocean / Lagoon / King Bed, Sofa Bed
OCEAN & LAGOON 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.The iconic Ilikai Suites are located at the...
Beautiful Fairways Condo near Disney’s Aulani, Four Seasons, Lagoons and Golf
Newly renovated and ready for you to enjoy your fabulous vacation in Hawaii. Stay far away from the crowds of Waikiki. Easy drive from the airport and less traffic than the drive to Honolulu. Enjoy the same beach lagoons as the guests at the resorts at Ko Olina but in a...
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...
Waikiki Banyan Bliss: Ocean View & Walk to 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...
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...
Waikiki Beach center! Oceanview, Lanai, Free WIFI and Phone. Full Kitchen.
Our recently upgraded vacation rental with great beach and ocean views from your private lanai (balcony) is now available! It is literally a 1-minute walk to the beach!!!It is a nicely furnished studio with new cabinets and granite counters, a full kitchen, and a large...
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...
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...
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 at...
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...
Renovated adjoining studio rooms for up to six guests in Waikiki
Unit Description:Walk to Waikiki beach, Ala Moana mall, convention center, restaurants, shops and many other Waikiki attractions in this newly renovated unit. Unit comes with wifi internet, cable TV, window air conditioning, microwave, toaster, hair dryer, iron, soap,...
Hale Hauoli | Ko Olina | Villa w/ Beach & Pool!
Summary:Welcome to Hale Hauoli in Ko Olina! Immerse yourself in this coastal getaway, where colorful landscaping and shimmering lagoon pools await. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Whether you're unwinding in the steamy...
Breathtaking ocean views Waikiki
LUXURY OCEAN VIEWHigh floor, unit 2112 luxury studio with superior views of the Pacific Ocean. The balcony is spacious • Full Kitchen.500 sq ft interiors with 120 sq ft lanai. My condo, located on the 21 floor of the iconic Ilikai Building in Waikiki, Honolulu, Offers...
Honu Cottage: Quiet, Oceanfront Comfort + EPIC VIEWS!
WE ARE LITERALLY ON THE WATER! E Komo Mai (Welcome) to Paradise!one rental per 30 day period as required by city & county law Honu Hale is a charming island-style cottage that sleeps 3 adults or 2 adults and 2 children. A cozy loft bedroom has a comfortable king size...
Huge Studio Unit with Ocean View #1624
Spacious, studio unit on the 16th floor of the famous Ilikai Hotel.Walking distance to Ala Moana Beach Park, Hawaii Convention Center, and Ala Moana Center, the largest open-air shopping center in the country.UNIT INFORMATION:- (1) King-sized bed- (1) Full-sized sofa...
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...
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...
North Shore Tropical Studio with breathtaking mountain views!
This beautiful studio apartment with stunning mountain views is a perfect place to unwind for your North Shore get-away. The studio features a queen bed with additional twin bed, and it sleeps up to 3 people. There is air conditioning which you are welcome to use to...
Gorgeous new listing! Half-block from Waikiki Beach!
Be one of the first to stay in this gorgeous new listing! This spacious 2 BR, 2 BA condo is steps from beautiful Waikiki Beach. Located in a quiet residential building, situated among Honolulu's finest hotels, it combines an alluring tropical setting with modern...
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...
Ilikai 1510 Great Views 2 Bed Room Corner Unit Ocean / Marina Views
FINEST OCEAN / MARINA VIEWS / CORNER UNIT - WAIKIKI BEACH. 2 bedroom, 2 full bathrooms, 2 120 sq. ft lanais, 1,000 interior sq. ft. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.This condo is in the "10"...
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...
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...
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-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...
Ilikai Hotel #940, Lagoon view, Free WIFI
Your dream vacation awaits! As soon as you step through the doors, you'll realize you've found PARADISE!! This condo is located on the 9th floor of the Ilikai Hotel. You'll love the renovated bathroom, completed in September 2024! The condo also recently updated...
Oceanfront 1-BR Condo in Waianae w/ Sunset Views
Escape to this oceanfront 1-bedroom condo at Hawaiian Princess Makaha in Waianae. Ideal for couples seeking a romantic Hawaiian getaway, the unit features breathtaking views of the Pacific, modern amenities, and direct beach access. Relax on your private lanai or...
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...