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.
Beach Front Estate With Guest Cottage Sandy Beach Heated Pool/Spa:Please Inquire
30 Night ContractImmerse your family in the breathtaking beauty of Hawaii’s North Shore! Enjoy two fully equipped living spaces with top-notch amenities, ensuring a comfortable and memorable vacation.Unlock the gates to our Sandy Beach and sink your toes into the soft,...
Fully Renovated Corner Unit a Block to Waikiki Beach! Parking, AC, Wi-Fi
Ni'ihau Apartments #305 – 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! This beautiful corner unit (673...
Aqua Aloha Surf Waikiki 1401 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1401 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed, (1) Queen sofa sleeper, sleeps 4, 360 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
Enjoy this Lovely Tropical Paradise!!
Hale Luana is a private gated fully furnished luxurious custom home, located in Pūpūkea above Waimea Bay on Oahu’s North shore. Enjoy the tranquil beauty of ocean views and the peaceful serenity of sunsets and starry nights.The spacious 5 bed, 3 bath home features a...
Waikiki Skyline 28th Floor Hawaiian Monarch
Located in Honolulu, this hotel suites is a dream. With a cozy bedroom featuring a queen bed, a bathroom equipped with a hair dryer and bathtub, and convenient amenities like an iron and AC, guests will feel right at home. Experience a fabulous stay in the heart of the...
Private Tropical Paradise in the Heart of the North Shore - beachfront community
[Oahu requires a minimum 30 day rental stay. All quotes will be returned for 30 days to ensure a valid stay duration]Aloha, we want to extend our home to your family to build great Hawaiian holiday memories on the beautiful island of Oahu.Located in the heart of North...
Sweet & Cozy in Honolulu Free WIFI & AC
Summary:Welcome to the heart of Honolulu. Sweet and cozy one bedroom will newly updated kitchen and bathroom vanity. Keep it cool with A/Cs in the living room and bedroom. Relax poolside on your day-off.Complimentary Wi-Fi and parking stall provided.Perfect for all...
Ocean & Diamond Head View Condo at 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...
Island Adventure: Minivan Rental, Contact Us
Mahalo is the Hawaiian word for thanks, and a feeling of profound gratitude is what inspired this beautiful home. From the moment you arrive at Hale Mahalo, you’ll understand why. This lovely 3-bedroom, 3-bathroom home is a tribute to the stunning beauty of its...
Incredible Highrise Views! | Heart of Town
Enjoy breathtaking ocean views in this recently completely remodeled hotel condo, perfectly located next to Ala Moana Mall and across from Ala Moana Beach Park. Ideal for up to 4 guests, the condo features two double beds, a functional kitchenette, and a private lanai....
Canoe Palms Waikiki Pool, Gym, WiFi, AC
It’s a legally zoned cute studio in the heart of Waikiki. Short walk to the best locations, famous beaches, restaurants, and shopping.Easy 24/7 self check in and check out.Studio has a comfortable Queen bed, a kitchenette with cook top for preparing basic meal....
Primo View Beach Condo w/Washer/Dryer, Free WiFi, Kitchen – Waikīkī Shore #716
This deluxe one-bedroom one-bathroom suite offers wonderful views of Waikiki beach and Pacific Ocean from the furnished lanai. This unit has a full-size kitchen with all the appliances to make wonderful meals in your home away from home. The suite is also furnished with...
Ko Olina Beach Villas B301: Serene Beachfront Luxury w/ Pool Views
Ko Olina Beach Villas B301 welcomes you to a serene coastal escape on the sun-kissed shores of Kapolei, HI. This beautifully designed three-bedroom, three-bathroom villa spans 1,750 square feet and accommodates up to eight guests. With sweeping ocean and pool views,...
Unique, Top of the Line Ocean View in Makaha
Locally owned and operated. Newly renovated with upcycled local accents and eco friendly products. All new premium wood cabinets combine with one of a kind solid cement coulter tops, stainless steel appliances, and mango wood shelving in the kitchen. A premium sofa...
Best and Newest Beachfront Listing in Honolulu
LAST BLOCK of time for the year just discounted! December is heavily discounted, spend the holidays in paradise! Inquire for details. This is a completely modern, sandy beachfront villa in a private and secluded location in Honolulu that is the perfect home and location...
Tropical Oasis Studio in Ko Olina Beach Resort - 30 Day Rental
**Note: This property cannot be rented for less than 30 consecutive days. Rental prices will not be adjusted based on the number of days the rental is actually used or occupied.**Prime Location!** Nestled within the prestigious Coconut Plantation community of Ko Olina...
Gorgeous partial Ocean View in the Heart of Waikiki! FREE Parking & Wi-Fi!
Regency on Beachwalk #81 – 255 Beach WalkYou'll appreciate the convenient location of this fully-furnished 8th-floor end unit condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at Regency on Beachwalk, right in the heart of Waikiki and...
From 185 nt Aloha Summer Sizzle 2025 incl AC, 5 Star Luxury on the Big Island
Island breezes, fragrant blossoms, privacy - Na Hale O Keauhou, Hawaii's Best Kept Secret. This private 2 bedroom, 2-1/2 bath, 2 story town home is located in a 5 star, gated, luxurious resort complex with breathtaking, panoramic views of the ocean and mountains. Within...
Masterfully Renovated Ocean View Unit in Waikiki
One of our best listings! Bright and Light One Bedroom, One Bathroom and One Parking (Max 6ft) at the Waikiki Banyan. Full of natural light during day! This partial Ocean View unit in the heart of Waikiki will make your stay in paradise a memorable one.Total of 3...
Spacious Home In Kahala That's Centrally Located w/AC, Pool, Lanai 5BR/4Bath
Minimum rental period of 30 days, Rental included Electric, Water, Cable WiFi Clean the yard twice a month and clean the swimming pool every Tuesday and FridayUpscale neighborhood of Kahala that is walking distance to Kahala Mall. It's about a One mile drive to the...
Ilikai 1718 Free Parking* Ocean / Lagoon King Bed, Sofa Bed
STUNNING OCEAN / LAGOON VIEWS - Includes Free Parking - STEPS TO WAIKIKI BEACH. Memorable Meals and fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at...
Ko Olina Beach Villas 0401: 3BD Corner Luxe Villa w/ Pool & Garden Views
Welcome to Ko Olina Beach Villas O401, a corner retreat on the upper floor of the Ocean Tower at Ko Olina Resort. This elegant three-bedroom, two-and-a-half-bath villa offers a seamless blend of sophistication and island ease, surrounded by panoramic views of the...
New Owner Special! Ocean View in KoOlina, HI
Create magical memories at this unique & family-friendly home. Koolina is a resort community with easy access to fine dining, boutique shopping, entertainment and Nature. We are out of the congestion, traffic and crowds of downtown. We are on the drier side of the...
Steps to beach! Gorgeous renovated partial ocean view condo at Waikiki Shore!
Waikiki Shore #515 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This exquisitely remodeled (2023) 5th-floor beachfront studio is a favorite with return guests! You'll feel right...
Vacation Home in Ko Olina Resort by RedAwning
Ko Olina Kai is a peaceful gated community that offers all the tranquilprivacy you could desire! The interior is spacious and homey with 2 bedrooms,2 baths, a living room with an adjacent dining space, and a kitchen. Thisoutstanding villa offers sleeping accommodations...
Kai Lani Luxurious Ocean View Gated Community, Two Master Bedrooms near Aulani
Please visit our exceptional vacation condo in the Kai Lani gated community, a part of the beautiful Ko’olina resort. Our ground floor luxury, executive-type condo is over 1300 Sq. ft. with a full ocean view from our lanai where you can sit at night viewing the sun set...
Rocky Point Hale Luxury Oceanfront Vacation Home in Haleiwa
The Rocky Point Hale is a quintessential North Shore custom built luxury home located at the peak of the famous Rocky Point surf break. The home is situated in a private setting on the point out of view of ocean goers and public beach accesses, yet its location allows...
Waimanalo 4 Bedroom / 3 Bathroom Private Home
This home includes ocean views, a rooftop deck, and a heated pool. Enjoy breathtaking views of the majestic lava-formed Ko'olau mountain range and only steps to the # 1 rated beach In the world (2015), Waimanalo Beach, famous for the filming of Magnum PI, Baywatch,...
Just a couple houses away from the nicest beach on the island.
This rental is across the street from one of the nicest beaches on the island. Don't take our word for it check out the pictures of Waimanalo Beach and Bellows Beach. Kitchen has everything you need and opens up to a dinning table to enjoy your meals or you can take...
Updated in 2014, this deluxe one-bedroom one-bathroom suite with Pacific Ocean views has modern features that beach-goers will love! This bright and airy suite has a beachy décor, modern island furnishings, and Hawaiian-style artwork. You’ll love the kitchen, which is...
Walk to Pipeline Rocky Point and Waimea
Beachfront property on Northshore Oahu. Beautiful home on the beach with close access to numerous activities. Gated property with lots of privacy, beachside lanai and memorable sunsets. House has 3 Bedrooms and 2 full Bathrooms with ac in all rooms included. Covered...
*Affordable Island Getaway with private yard *
We're situated in a prime residential neighborhood, just 2 blocks away from Kailua Beach Park Entrance and Kalapawai Market, as well as downtown Kailua. You'll find an abundance of shops and restaurants, plus two of the world's most beautiful beaches, Kailua and Lanikai...
Renovated 1-Bedroom At The Ilikai Hotel!
Look no further, you've found PARADISE! This condo has a King bed with a sofa sleeper in the living area. There is a sliding shoji door that separates the living area and the bedroom for added privacy. With a full kitchen, you can prepare your meals or enjoy the many...
Top Remodel of a gorgeous Diamond Head Oceanfront Lanai Condo - Sleeps 4
Legally permitted vacation rental - 2947 Kalakaua Ave 968115Stunning Gold Coast Diamond Head Condo fully remodeled over a two year period.Perfectly situated on Hawaii's Gold Coast, this beautiful home has been treated to nothing but the best with care and attention to...
Studio by the ocean. Oceanfront property with WiFi, AC, parking, great location.
Escape to this fantastic studio in Ewa Beach. Oceanfront property, convenient amenities like WiFi and AC, queen size bed, kitchen, parking.Located just 50 steps from a natural authentic Hawaiian beach, the second house on Oceanfront property. Nothing compares to the...
Ocean Front Waikiki - Best Views! CALL NOW FOR APRIL/MAY CANCELLATION RATE!
Amazing oceanfront apartment on the 5th floor of Foster Tower Residences, overlooking Kuhio Beach and the landmark Duke Kahanamoku statue in Waikiki. This beautiful condominium has been completely renovated with all new updates in 2021. 2 full bedrooms plus 'bonus' room...
Monthly- Discovery Bay 2203 Ocean/Sunset/Marina/City Views - Q Bed/Twin Sofabed
Sweeping Ocean Views High Floor Corner Unit, PremTV HBO, Remodeled. 5 Min to Beach, Ctrl AC, Furnished, Prking Incl, Spacious Lanai, Pool, HotTub, Utilities, WiFi, BBQ, Gym, Washer/Dryer, Beach Chairs/Boogie Board. Non smoking. Queen bed/Queen Sofabd.Sweeping Ocean...
Ilikai Hotels Best Kept Secret!! Updated & Furnished with Yacht views!
Conveniently located on the 3rd floor of the Ilikai Hotel, this condo is perfect for your time on Oahu. With the convenience of full kitchen, two bedrooms, two bathrooms and two spacious lanai this is a great choice when traveling with friends or bringing your family....
Breathtaking Ocean Views from Quiet Beachfront Condo! Free Parking & Wi-Fi!
Colony Surf #1005 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Stunning ocean and Diamond Head views! This spacious (853 sq. ft.) open floor plan suite is the perfect spot to enjoy...
Paradise Green, golf course front near beach
Experience a prime location on the North Shore! This single-level, ground-floor condo at Kuilima Estates West is situated along the golf course, offering serene views and direct garden access from the lanai.Conveniently located within walking distance to Turtle Bay...
Cozy Waikiki Apt with FREE parking sleeps 4
Cozy studio apartment loaded with amenities to make you feel at home while on vacation. The space can best be described as a hotel room with a small kitchen. This apartment is located in the heart of Waikiki. -parking is included (if paid separately would be at between...
Honu Hale Waikiki: 2BDR Spacious Panoramic View
Experience a unique Hawaiian getaway in our 2BD/2BA spacious condo in the heart of Honolulu. Enjoy stunning panoramic city and ocean views through floor-to-ceiling windows and relax on two private lanais. With ensuite bathrooms, a fully-equipped kitchen, and modern...
Coconut Plantation 1158-1: Spacious 3BR with Modern Kitchen & Private Lanais
Welcome to Coconut Plantation 1158-1 by Gather, a beautifully updated two-story retreat in the heart of Ko Olina Resort. Blending island charm with contemporary upgrades, this 3-bedroom, 2.5-bath home offers 1,784 square feet of stylish living space and private lanais...
13th Floor Waikiki Shore - Ocean-front / King Bed / AC
Welcome to Waikiki Shore – Your Perfect Oceanfront Escape!Located in the heart of Waikiki, this stunning 1-bedroom, 1-bathroom condo offers unbeatable ocean views and direct access to the world-famous Waikiki Beach. With modern amenities, a prime location, and a...
Ko Olina Beach Villas 410: 4th Floor Ocean Front, Gourmet Kitchen, Private Lanai
Step into oceanfront luxury at Ko Olina Beach Villas B410, a fourth-floor sanctuary overlooking the Pacific in the heart of Ko Olina Resort. This 2-bedroom, 2-bath villa offers 1,315 square feet of thoughtfully designed indoor-outdoor living, complete with a private...
This apartment is a 1 bedroom(s), 1 bathrooms, located in Honolulu, HI.
Welcome to our "Plumeria Suite" - A vibrant, stylish apartment, with fully stocked kitchen, located in the iconic Ilikai. Very short distance from the Pacific Ocean, Duke's Lagoon, Magic Island, Ala Moana Center and an abundance of shops and restaurants.• Complimentary...
Pili Pono: Elegant Honolulu Retreat with Pool & Private Oasis
Welcome to Pili Pono, a show-stopping 5-bedroom, 6.5-bath luxury estate set within Honolulu’s prestigious Black Point enclave. Spanning 7,470 sq ft of indoor–outdoor living space on a fully enclosed, gated 0.33-acre lot, this custom-designed retreat blends architectural...
Our beautiful home has been featured in Hawaii Home Magazine and has received a best in class award from the Hawaii Builders Association. The home is within a 2 minute walk to Kailua Beach Park, the Kalapawai Market and Buzz's Steak house. There is ocean, mountain and...
Enjoy Grand 2BR, 2 Baths, Executive Condo Near Beach and Everything Else
Discover Luxury Living in Honolulu Near the Beach and Everything ElseWelcome to a stunning 2-bedroom, 2-bathroom, fully furnished rental perched on the 15th floor of Yacht Harbor Towers in picturesque Ala Moana, nestled between Waikiki and Kakaako. This spacious 1500...
NEW LISTING JULY 2023 Modern Renovated Condo - 1 block to beach, free parking!
See my other Properties # 1503692 and # 3197017 and #3156864 for more 5-STAR reviews and to book multiple units in the same building.Located on the 10th floor of the Waikiki Sunset with beautiful mountain and city views this condo offers enough beds to sleeps 6. 1...