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.
Ocean & Diamond Head Views! Full Kitchen, Lanai, 1 Free Parking! Sleeps 6
Waikiki Sunset #2514 – 229 Paoakalani Ave.Popular 2-bedroom, 1-bath condo (604 sf plus 56-sf lanai, sleeps 6) positioned on the 25th floor in the preferred corner end suite stack with central A/C and spectacular views of Diamond Head, Kapiolani Park, and the Pacific...
Great Location! Ilikai Hotel, Hawaii 5-0 Building!
Look no further, you've found your perfect condo in Waikiki. This condo is located on the 18th floor of the iconic Ilikai Hotel. This spacious 1-bedroom condo has 500 sq ft of living space & a huge lanai of 120 sq ft. Relax on the cooler side of the building and enjoy...
North Shore Country Estate - 17 Acres, Great Views
*30 day rental. Please Inquire. DescriptionThe North Shore Country Estate is one of a kind 5-bedroom, 4-bath in a 3500 square foot home on 17 acres, in the sleepy North Shore Oahu town of Kahuku. You and your party of up to 12 people will enjoy this beautifully designed...
Ko Olina Beach Villas O402: Serene 3BR Villa w/ Ocean & Golf Course Views
Ko Olina Beach Villas O402 by Gather is an oceanfront villa boasting breathtaking views and unparalleled comfort. This exquisite vacation home, located in the Ocean Tower of Ko Olina Resort, is a haven for those seeking a blend of relaxation and adventure. This...
Marvelous Marine Surf Studio | Lanai + 1 Parking
Fantastically located studio on Seaside Ave boasts a private lanai overlooking the cityscape, tastefully remodeled kitchenette and living space and secured garage parking. Nestled between the famous Kalakaua and Kuhio Avenues, the Marine Surf is steps away from...
Right on the beach near Diamond Head and 4 miles from Waikiki!
On the beach, in a coveted luxury resort location are the Kahala Beach condos, adjacent to the Kahala Hotel, the only 5-star Hawaiian destination. Secure, with 24/7 guards, keyed building access, and a private underground parking garage. Sited on an idyllic cove beach,...
Deluxe One BR w/ 4 Beds Waikiki Banyan includes Free Parking!
Waikiki Banyan Upper Floor Condo with Partial Ocean Views from the Lanai, Bedroom, and Living Room! Sleeps up to 4 with 2 Full Beds in the Bedroom plus 1 Full Sofa Bed in the Living Room (Note: 2nd Grey Queen Sofa not for sleeping). TVs in Both Rooms, FREE WiFi, and...
🌺 IMMACULATE 3-BEDROOM 2-BATH UNIT IN KO OLINA KAI! 🏖️
IMMACULATE CONDO IN KO OLINA KAI! 🌺 🏡 This beautiful property features 3 bedrooms and 2 bathrooms, a full kitchen, Spacious living and dining areas and, of course, a nice lanai (balcony) so you can enjoy your morning coffee or watch a beautiful Hawaiian Sunset!...
Ilikai 1437 Ocean & Marina Views King Bed / Sofa
STUNNING OCEAN / SUNSET / MARINA VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Fully equipped. AC, cable, WIFI, 24/7 Security, Keyless Entry No Check...
Remodeled Hawaiian Vacation Condo by Waikiki Beach in Boutique Cabana Waikiki
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Cabana at Waikiki - 2551 Cartwright Road on the 4th Floor (No Pool, No Parking and No Elevators)Living Room- Trundle Bed (2 Twins)- Flat...
Brand New Turtle Bay - Modern Condo
**Just renovated in October 2022! Enjoy an unmatched location at Turtle Bay West with this one-bedroom North Shore Oahu vacation rental. The apartment has golf course views and is walking distance to the beach. A perfect corner unit great for privacy! The condo looks...
Ilikai Hotel, Ocean Front, Hip Real 1 BDR, City View, Best Surf in Waikiki
OCEAN FRONT, City Sky Line View! Free WiFi, 7 minute walk to Ala Moana Shopping Center and Park. Modern, One Bedroom with a Cool Hip Vibe! A REAL one bedroom, meaning privacy, solid wall between the living area and bedroom, unlike other condos in this building that call...
Waikiki Marina & Ocean Views! Easy Walk to Beach! Washlet!
Ilikai Marina #590 – 1765 Ala Moana Blvd.Relax in this newly furnished "beachy contemporary" 1-bedroom and take in beautiful views of the ocean and yacht harbor.CONSTRUCTION NOTICE: Due to emergency building exterior spalling repairs, unit lanai will be closed from...
Ilikai 1236 Ocean / Lagoon / King Bed, Futon Sofa Bed
OCEAN & LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. Parking available. No smoking room.The iconic Ilikai Suites are located at the gateway to Waikiki. Remodeled, Tastefully...
Modern Hotel | Near Ala Moana, Balcony, Pool, Gym
Experience convenience and comfort in this stylish unit at the Ala Moana Hotel. Ideal for up to 4 guests, it features two full-size beds, a kitchenette with a mini fridge and coffee maker, and a private balcony to enjoy the Hawaiian breeze. Located steps from Ala Moana...
Ocean-Lagoon Views PH at Ilikai Hotel by the Beach w/Spectacular Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE:Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony access for this...
Waikiki Banyan 3410 Stunning Ocean, Surfer & Sunset View's
Waikiki Banyan 3410 Stunning Ocean, Surfer & Sunset View'sStunning Ocean, Surfers & Sunset Views, Private Lanai Enjoy a Tropical Cocktail Watching the Beautiful Sunset Rest into the Sapphire, Aqua Blue Pacific Ocean .This 1 bedroom Suite has a Queen and Twin bed in the...
FREE Parking - Diamond Head & Ocean View Studio with Pool - Sleeps 4
Legally permitted vacation rental.1850 Ala Moana Blvd #1124This comfortable studio suite at The Palms Waikiki offers 2 queen bed to accommodate up to four guests.With a view of Diamond Head crater in the distance, ocean views to the South we are nestled just West of the...
Plumeria Tree Hale - Golf Course View - Sleeps 4
Welcome to Plumeria Tree Hale!! Part of the Kuilima Estates East community, this tastefully designed unit comes with 1 bedroom, 1 bathroom and offers 785 interior square feet of space for your enjoyment. The property was named Plumeria Tree Hale (house) for the...
Price Drop Oceanview Waikiki Studio A + FREE BEACH Rentals
Enjoy paradise views on the 30th floor (3002- A, Aloha Unit) in beautiful Waikiki beach. This clean, spacious condo ( ONLY SLEEPS 3 ), is situated close to Convention Center, restaurants, family-friendly activities, the Ocean (minutes), and nightlife. True Queen-bed...
Turtle Beachfront, snorkeling, free parking, wash-dryer in unit, Air Condition.
Newly remodeled kitchen and bath in this condo with an ocean view and located on a beautiful beachfront that has the best snorkel and swimming beach protected by a reef, with lawn like carpet and a Sandy beach where you can swim with turtles or just sunbathe, kayak or...
29th Corner 1 BR Great Panoramic Ocean View!! Pacific Monarch
Enjoy the lovely Hawaiian breeze in this high-floor 1-bedroom unit. Within walking distance to Waikiki's finest destinations." The Pacific Monarch building is centrally located in Waikiki, with a great variety of entertainment and dining options nearly at its doorsteps....
Newly renovated Studio Sleeps 3 Guests, w/Pool & just 1 block to Beach
Legally permitted vacation rental - 2425 Kuhio Ave 708Swanky Studio just ½Block to Waikiki Beach - Bamboo Waikiki 708 Located Kuhio Avenue in the Heart of Waikiki This Bamboo Apartment offers the perfect place to call home whilst exploring the many exciting elements of...
Special Rate.Charming 1BD With Ko'olau Mountain Range View with Free Parking!
High Floor 1 Bedroom with the Great View!!You can feel time goes by slowly and leisurely while you enjoy your stay in this unitThis room features full kitchen, large bath, High Speed Wi-Fi, and Television.An enchanting living room with views of the Ko'olau mountain...
Ko Olina Kai 1047B: Spacious 3BR, Stylish Comfort, Walk to Beach & Dining
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.Welcome to the tranquil beauty of Ko Olina Kai...
Ocean view from the Ilikai
The Ilikai Apartment Building (same as the Hotel) is one of Oahu's most popular vacation rental condos. Built in 1964 but constantly being updated and maintained in the common areas, many people including myself cannot believe the building was built over half a century...
Charming cottage close to everything - walk to beach, zoo, & park
Garden Cottage Unit A - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha! Your 2BR Honolulu cottage is so well-located, you won’t even need a car. Find...
Studio 918 at Waikiki Grand Hotel Hawaii
Legally permitted rental - 134 Kapahulu Ave #918** For your health and safety, we utilize additional Sterilization procedures between reservations.The unit is located in one of the most desirable and beautiful locations in Waikiki. This newly remodeled and tropically...
The Drifter - North Shore Loft - Relaxed Luxury
Welcome to The Drifter!! Part of the Kuilima Estates East community, the unit was designed with the goal of offering a “Relaxed Luxury” experience. Meaning, to provide guests with an elevated design aesthetic with a feel-good comfortability. The unit is a loft-style...
Beach Villas Peekaboo Ocean & Mountain View Resort 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.Location: 92-106 Waialii Place, Ko Olina, Hawaii. (2nd Floor)Experience the ultimate blend of luxury and...
Breezy Corner Studio with AC & Kitchenette. FREE Parking, Wi-Fi, near Beach!
Marine Surf #701 – 364 Seaside Ave.This air-conditioned corner studio features 2 lanais (balconies), great cross-breezes, and is right in the HEART of Waikiki, a short walk from Waikiki Beach, swimming and surfing, shopping, restaurants, and nightlife nearby! You'll...
Amazing High Floor 1bd/1ba with Diamond Head Views at the Waikiki Banyan 2901 T1
Aloha and welcome to your beautiful new home-away-from-home with enchanting views of the Koolau mountains and Ala Wai golf course.This 29th floor corner unit of the Waikiki Banyan has been completely remodeled with brand new wood laminate flooring, countertops,...
Spacious 1-Bedroom in Downtown Honolulu - Perfect for Families and Travelers!
Experience the best of urban living in this large, 850 sq. ft. condo, fully furnished and equipped with modern appliances. This condo is ideal for families, business travelers, or anyone seeking a comfortable and affordable stay in the heart of...
Great Partial Ocean View! Full Kitchen, Free Parking, Pool! Heart of Waikiki!
Royal Kuhio #2408 – 2240 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)NEW TO OUR INVENTORY! Partial ocean view unit on the 24th floor of Royal Kuhio, right in the heart of Waikiki! This 1-bedroom, 1-bath condo features 538 sqft of...
Ocean/Diamond head view condo at Waikiki Banyan. Free Parking! Centrally located
Welcome to your perfect island getaway at the Waikiki Banyan! This 1-bedroom, 1-bathroom condo comfortably sleeps up to 4 guests and features stunning ocean views and an iconic view of Diamond Head from your private lanai. Whether you're enjoying your morning coffee or...
Lovely Hawaiian Monarch Studio | Pool + Gym
This beautifully remodeled studio offers mountain, city and partial ocean views and sleeps 2. This unit is located on the 20th floor. Elevators are available. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian...
Stunning Views, Sleeps 4, Kitchen & Rooftop Pool
A beautiful one bedroom condo on the 27th floor in the heart of Waikiki. If the stunning views aren't immediately enough to have you hitting the 'Book Now' button then maybe the rooftop pool & sundeck will make the decision for you. You'll be wanting to drop your bags...
Aloha Ku'ilima - Kuilima Estates West
Experience the ultimate North Shore escape at Aloha Kuilima, a chic retreat just minutes from The Ritz-Carlton at Turtle Bay. This 1 bedroom, 2.5 bathroom haven features a private screened in lanai and two heated pools on property with charcoal BBQ grills. Enjoy modern...
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi
You get a great view from the 22nd floor which allows you to observe all three of the main Waikiki sights at once: the ocean, Diamond Head and the Ala Wai Canal!All year round you can enjoy the cooling breezes from the canal and the ocean.Located next to the Ala Wai...
Modern Ocean View W/Lanai and A/C - Waikīkī Shore #704
Castle Waikīkī Shore #704: You’ll love all the thoughtful upgrades in this recently renovated deluxe studio unit! In addition to views of Waikīkī and the Pacific Ocean, you’ll have a furnished lanai perfect for two, a king-size bed, modern dark wood furnishings,...
Ilikai 1418 2 Bed Room Luxury Remodel Ocean / Lagoon Views
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Kg bed, 2 double beds, Qn sofa bed. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks.The Ilikai Suites are located...
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...
Gorgeous Ocean View Suite at Waikiki Shore! Steps to Beach! Heart of Waikiki!
Waikiki Shore #816 – 2161 Kalia Rd.This homey 1-bed/1-bath suite boasts breathtaking 8th-floor views of the Pacific Ocean and the greenery of Ft. DeRussy Beach Park next door. Bask in the cool trade wind breezes as you enjoy al fresco dining on your private 124-sqft...
Beautiful & Spacious Condo Duke Kahanamoku Lagoon View At The Ilikai Hotel!
***Currently under a full renovation, come back in November to see the updates***This condo is located on the 19th floor of the Ilikai Hotel. This rare, high floor, most sought after and in a spectacular location of Waikiki with views of the Pacific Ocean overlooking...
Iconic Diamond Head! Great for Family!
Waikiki Sunset #1414 – 229 Paoakalani Ave.Enjoy a fabulous view of majestic Diamond Head from this 14th floor, two-bedroom, one-bath condo with central AC (604sf plus lanai with table and chairs). 6-person max!Just 10-minute walk to the best swimming and surfing beach...
Modern Hawaiian Waikiki Studio - 2 Queen Beds - 5 min from beach
Aloha & Welcome to Your Waikiki Getaway!2 Queen Beds – Sleeps 4 Adults ComfortablyLocated right on the Waikiki Strip at the Palms Hotel★ Steps from Waikiki Beach and Hilton Lagoon’s Friday night fireworks★ 12-minute walk to the Hawaii Convention Center and Ala...
Waikiki Condo high walk score, 2 Bdrms w/doors, pullout sofa
Just remodeled and beautifully done!!!Cleaning - Bleach products are used to clean surfaces and high profile area such as light switches and their covers, door and window handles / knobs, TV controls, etc. All laundry items, linens and towels are washed using detergents...
Aloha Surf Waikiki - 5 minute walk to Waikiki beach
A extra twin size bed will be provided only upon booking for the 4th person.Just REMODELED the entire room from ceiling, walls, flooring, bathroom, kitchenette with cabinets & quartz counter top. Very nice, you will love the new look. Completed in Dec 1-2023Aqua Aloha...
Beautiful Ocean & Mountain View Condo w/ Security 24/7
Makaha Valley Towers gives you the feel of a 5-Star Resort. This beautiful space is private, breezy, and so comfortable. The views are spectacular, and the location is close to miles and miles of beaches, exciting hikes, and plenty of amenities. With a warm salt water...
Waikiki 1 Bedroom Condo w/ Pool - Sleeps 4
A great place to relax with the whole family at this peaceful place to stay in the heart of Waikiki. The suite has two lanai balconies, both approx. 40sq ft eachSuperb pool and whirlpool spa for the kids surrounded by lush tropical pool deck with cafe/bar (a great place...