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.
Island Haven Hawaiian Monarch Studio | Ocean View
Thoughtfully designed ocean-view studio with flexible sleeping, storage and remote work options. This home offers ac, flatscreen tv, wifi, cable, dining for 4, and cute kitchenette. A prompt walk from Hilton Hawaiian Village, Fort DeRussy Beach Park, Ala Wai Canal and...
26th-Floor Condo | Pool, Gym, Walk to Beach
Enjoy breathtaking views from this beautifully renovated 1-bedroom condo in the heart of Waikiki. Sleeping up to 4 guests, the condo offers a fully equipped kitchen, balcony, and access to building amenities like a pool, gym, and BBQ area. Complimentary parking is...
Modern Hidden Gem in Turtle Bay Resort - Kuilima Estates East
Welcome to this charming 1-bedroom condo nestled within a serene community, offering a perfect blend of comfort and recreation. With a spacious bedroom with a king size bed and a convenient pull-out couch, this condo comfortably accommodates up to 4 guests. The condo is...
Charming Deluxe Ocean View Studio w/Kitchenette and A/C - Waikīkī Grand #514
Castle at Waikīkī Grand #514 - Enter and unpack at your Waikīkī getaway! The moment you walk in the door you will be greeted with Hawaiian-themed décor and a dresser with four drawers for you and your guest. You will be ready to call this place home. The tropical...
Light & Airy 8th Floor Ocean View Condo with Lanai and FREE Parking! by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 802 Light Airy 8th Floor Ocean View Condo with Lanai and FREE Parking! The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation...
Homey Aqua Palms Studio | Private Lanai | Pool
Enjoy the hotel amenities of the Aqua Palms building, while staying in this warm and welcoming studio. Located on Ala Moana Blvd a short walk to the sand, this home offers central ac, smart tv, wifi, and cable. In the midst of Waikiki’s shopping, eateries, activities...
Royal Kuhio 1602 - Spacious Studio w/ Stunning Mountain View in Heart of Waikiki
Heart of Waikiki - Royal Kuhio (16th Floor)Address: 2240 Kuhio Ave., #1602, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Breezy 12th Floor Waikiki Condo with FREE Parking by Koko Resort Vacation Rentals
The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Waikiki Banyan Ocean View Corner Condo comes with a fully equipped kitchen,which includes a...
Waikiki Shore Ocean View 1 Bedroom
Enjoy front row ocean views from this charming one-bedroom condo in the only condominium building on Waikiki Beach. Whether you're relaxing indoors or exploring nearby shops and restaurants, this beachfront retreat has everything you need for a memorable stay.Ocean View...
Cozy Lanikai Cottage Walking Distance to the Beach-Near Shops & Restaurants
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out,...
Luxury Hawaii Kai Villa – Ocean Views, Salt Pool & Guest Cottage, 5 Min to Beach
Villa Luana – Relaxed Comfort in Hawaii KaiVilla Luana is a peaceful retreat set against the green mountains of Hawaii Kai. With views of the surrounding landscape and glimpses of the ocean, it’s a great place to unwind and enjoy the slower pace of island...
Delightful Hawaiian Monarch Studio | Pool + Gym
Simple and spacious Waikiki studio with city views and a great location at the Hawaiian Monarch building. This unit features ac, smart tv, Wi-Fi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is...
Sparkling Hawaiian Monarch Studio | Pool + Gym
Beautifully renovated Waikiki studio in a fantastic location at the Hawaiian Monarch. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is a secured building...
Sea Shore 41 Private Studio in Waikiki, 1 Block to Beach
Tropical Oasis Retreat at the Sea Shore 41 in the Heart of WaikikiEmbark on an unforgettable Hawaiian adventure with our Private Studio in Waikiki, a haven that has garnered rave reviews from delighted guests. The studio offers the perfect blend of comfort, convenience,...
Partial Ocean View Lanai! Relaxing 1BR in Waikiki w Parking Included!
Great location in the heart of Waikiki! Enjoy your Stay at your own Comfortable 1 Bedroom /1 Bath / 1 Free Parking unit with Beautiful + Bright partial Ocean Views. 3 Bedding - 2 x Full Beds in the bedroom + 1 x Full Sofa BedTrash Chute, Coin/App operated laundry...
Great Location In Wakiki, Walking Distance To Beach, Shopping, Dining!
This gorgeously renovated condo has been completely transformed with modern upgrades and thoughtful design. The open-concept kitchen boasts sleek finishes and high-end appliances, including a sharp microwave drawer. The spacious living area flows effortlessly into an...
Lovely Oceanview House@Pupukea in Paradise / Surfers HQ
Awesome sunset views included ;-) Close to the Ocean yet far enough away to not be bothered by traffic noise from Kam-Hwy. Get ready to fall in Love with this charming Pupukea country home. Clean, spacious, airy.Open beam cedar and redwood construction with wrap-around...
1BR Condo near Waikiki Beach w/ Private Lanai
Escape to this one-bedroom condo at Sweetwater at Waikiki, just steps from the beach. Designed for comfort and convenience, this retreat features a queen-size bed, a Murphy bed in the living area, and a private lanai with stunning views. Guests enjoy access to a pool,...
Cozy 1-bedroom condo with AC, Wifi, Laundry rooms with 24 hr on-site security.
Experience Honolulu like a local in this 1-bedroom condo. The space features 1 queen bed, AC, Fioptic Wifi , dSmart tv, refrigerator, various small appliances including coffee pot, rice cooker , microwave. We provided basic toiletries bath wash, shampoo coditioner. The...
Relaxing Kalakauan 1-Bedroom | Private Lanai
This family-friendly vacation home is tucked away at the beginning of the Waikiki strip and features secured entry. This 1-bedroom, 1-bathroom offers easy access to the Waikiki Strip, Hilton Hawaiian Village, Fort DeRussy Beach Park, world-famous Waikiki Beach, Hawaii...
Lovely Luana Waikiki Studio | Private Lanai
Relax in paradise in this sparkling clean, beautifully maintained hotel-style unit at the wonderfully located Luana Waikiki. With a private lanai overlooking the city, this brightly remodeled studio is steps away from Waikiki Beach Park and the world-famous Waikiki...
Quaint Waikiki Monarch Studio | Pool + Gym
Enjoy beautiful mountain and canal views from this quaint studio in a fantastic location at the Hawaiian Monarch in Waikiki. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The...
Modern Surf Chic Studio at Hawaiian Monarch | Pool
Gorgeously remodeled, modern surf-chic Hawaiian Monarch studio with Ala Wai views and a fantastic location. This unit features ac, large flatscreen smart tv, wifi and cable. A short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The...
Cozy Hawaiian Monarch Studio | Pool +Gym
Take in the beautiful views of Diamond head and Waikiki beach from this cozy Hawaiian Monarch studio with all the essentials. This unit features ac, flat screen smart tv, wifi and cable. A short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal...
Tower 2 Suite 1207 (1-Bedroom Condo) with Pool and Golf Course view
Mountain View Waikiki Condo With Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. This condo has the perfect sleeping...
Urban Chic Meets Island Serenity in Waikiki
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building.Enjoy breathtaking Mountain & Canal views. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right...
Private studio near Hilton Lagoon
【Basic Info】This is a studio room in Waikiki!!You can stay with you friends, partner, family. You can spend your time with a reasonable price.This condominium is located west area in Waikiki.You can walk to Hilton village lagoon and beach and Kahanamoku beach in...
Best View in Honolulu
HUGE 1,400 square foot property - 2 spacious bedrooms, 2 bathrooms, living room, dining area, kitchen, washer/dryer, central air conditioning, 300 sq. ft. lanai (the size of a NYC apartment!), one of the most spectacular and expansive views in all of Hawaii - Diamond...
Prestigious and luxurious Allure Waikiki with 3 bedroom and 2.5 bathrooms!
This beautiful 3 bedroom and 2.5 bathroom condominium at Allure Waikiki #2608, offers state of the art kitchen appliances, great for people that love to cook. It also has a full-sized washer and dryer in the unit. The Allure is located in a prominent Waikiki location,...
~NEW~ Oceanfront Luxury at Waikiki Beach Tower
Waikiki Beach Tower Unit 901 - 9th floorRelax in this beautifully renovated 2-bedroom 2-bath unit with ocean views of Waikiki Beach. Entertain with family and friends where the views from the kitchen and living room have you feeling like you're on the beach. Start your...
Makaha Mountain Hideaway
The spacePlenty of drawers and cabinets for ample storage for all your travel items. Walk-in closet with storage. I have provided all the basic necessities to start your vacation comfortably upon arrival.Guest accessThe entire property inside and out are available to...
SANS SOUCI 607-⛱Gold Coast Beautiful Beachfront Villa-Sleeps 6-Monthly Rental
Sans Souci Vacation Rentals2877 Kalākaua Ave 607Honolulu, HI 96815⚠MONTHLY RENTAL⚠Disclosure: All reservations require a 30-day contract. In compliance with the Ordinances of the City & County of Honolulu, the Property will be made available to you for your use and...
Hotel Room Partial Ocean View w/ WiFi and AC - Bamboo Waikīkī Hotel #1101
Castle Bamboo Waikīkī Hotel #1101 - Get the most from your magical Hawaiian experience in this cozy eleventh-floor unit located just blocks from the iconic shores of Waikīkī. With resort-style amenities and a prime location at the Bamboo Waikīkī, you’ll have...
Wailupe Seaside 6BR by Gather: Beachfront w/ Luxury Guest House
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Escape to Wailupe Seaside 6 Bedroom by Gather,...
Partial Ocean View Waikiki Suite, Close to beach, AC, Free Wi-Fi & Pool!
Waikiki Sunset #2106 – 229 Paoakalani Ave.Enjoy the panoramic views from this 21st-floor partial ocean view suite, just minutes to the beautiful Pacific. Waikiki Sunset is located on a quieter street in the Diamond Head side of Waikiki. Just a short walk to the...
Relaxing & Cozy Coastal Studio with FREE Parking!
Aqua Palms Waikiki ranks as one of Oahu's most popular getaways.This relaxing and cozy studio is conveniently located in the heart of Waikiki, just a few minutes walk from a variety of tourist attractions, activities, and shopping centers.This Relaxing & Cozy Coastal...
Hale Makana: Portlock Luxury Home with Pool & Ocean Views
Set along Oahu’s exclusive Portlock coastline, Hale Makana is a refined single-level oceanfront estate that celebrates effortless island living. With postcard-worthy views of Diamond Head and the deep blue Pacific, this five-bedroom, seven-bath retreat blends...
Sunlit Island Escape in Kailua
Welcome to your island getaway! Nestled in the heart of Kailua, this bright and inviting home is perfectly located just minutes from Kailua Beach, where you can soak up the sun, enjoy crystal-clear waters, or try your hand at paddleboarding.This property combines modern...
Luxury Ko Olina 2 story resort villa - 5 minutes walk to the beach!
True resort living in a tropical paradise.We offer Acura MDX SUV for rent to our guests.ResortThis spacious luxury 2-story premier resort villa is located in the most desirable area of the Ko Olina Resort - Coconut Plantation community, the closest to the beach - mere 5...
Entire House, Ocean front, White Sand Beach across the street.
Located directly across from a stunning white sandy beach, this home offers the perfect Hawaiian country retreat. Start your day with breathtaking oceanfront sunrises and end it with serene mountain-view sunsets—all from one property. Enjoy snorkeling, fishing,...
Monthly Ilikai 1142 Ocean / Lagoon / King Bed, Sofa Bed
OCEAN VIEWS! 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 the gateway to Waikiki.Fully equipped and...
2 Bedroom Premier (2BX) at Grand Waikikian, a Hilton Grand Vacations Club
Step into the tropical oasis of The Grand Waikikian by Hilton Grand Vacations Club and prepare for the Hawaiian vacation of a lifetime! Nestled within the renowned Hilton Hawaiian Village® Waikiki Beach Resort, this upscale resort offers a perfect blend of island...
New Luxury Penthouse! Sky Ala Moana 2bd/2ba
Summary:*30 DAY MINIMUM*Discover the lively heart of Honolulu and enjoy leisurely walks along the beach with this 2 bed and 2 bathroom apartment on the 43rd floor of Sky Ala Moana. Get a charming view of the island and take advantage of the convenience of being close to...
Waikiki Banyan | Free Parking | Ocean Tower Beach
May 1-7 now available (due to last minute cancel) Our High Floor Makai Tower (Ocean Tower) Condo at the Waikiki Banyan Resort is your Beach Getaway, just renovated with FREE garaged parking and the Beach one block away. Reach us at WaikikiBanyan at Reagan dot com or...
Tradewinds Plaza Waikiki Oceanview Private Rental Sleeps 4
Escape to The Tradewinds Plaza in Waikiki TP606 - Your Ideal Vacation RetreatProperty Details:Address: 2572 Lemon Road #606, Honolulu, HI 96815Property Type: 30-day Minimum 1-Bedroom Vacation RentalEscape to The Tradewinds Plaza in Waikiki Suite 606 offers a spacious...
2BR+Den High Floor Ocean View Free Parking
Enjoy ocean and city views from this spacious 2BR+Den condo 798 sqft/74 sqm at high floor with floor-to-ceiling windows. Save $$$ with secured free parking in the building plus free wifi and fully equipped kitchen. Walk to the best restaurants and bars, Chinatown, and...
Resort living in Ko Olina's Coconut Plantation!
Enjoy resort living in Ko Olina's Coconut Plantation! This fully furnished 2-bedroom has an additional bonus room with 2 single beds, to sleep up to 6. The lanai overlooks the private hot tub, the perfect space for relaxation. 1 car garage + 1 assigned open parking...
Castle Point Estate by Gather: Oceanfront w/ Pool, Spa & Lanais
At Castle Point Estate in Kailua, panoramic views of Kailua Bay and the Mokulua Islands unfold from a nearly 33,000-square-foot parcel with over 110 feet of ocean frontage. This Balinese-Hawaiian-inspired single-level estate blends exclusivity with resort-style living,...
5 Min Walk to Beach - Condo in Waikiki with 2 Beds
4-star boutique hotel at the entrance to the world-famous Waikiki Strip. Enjoy your stay in this hotel in the heart of an Aloha-filled Hawaii vacation. Located close to the beach in a quiet pocket yet all the excitement of Waikiki at your fingertips a short slippah...
29th Fl Waikiki Banyan | Diamond Head Views | Parking | AC
The SpaceMake your Waikiki stay unforgettable in this bright and spacious 29th-floor corner unit. With Diamond Head views, peek-a-boo ocean glimpses, and a convenience location, this home-away-from-home is perfect for families or groups.Just one block from Waikiki...