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.
Shaka Hale Combo – near beach, PCC, with AC
DescriptionThe Shaka Hale Combo is composed of a 2-bedroom unit called Shaka Hale and a studio apartment called Shaka Studio.🍍Shaka Hale🍍You will fall in love with Shaka Hale. Relax away from all of the chaos in this great local neighborhood. Sit in the hammock,...
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...
Ala Moana #1132 Summa
Summary:Are you ready for white-sand beaches and turquoise waters? Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Join us on island time at the Ala Moana Hotel, Honolulu’s landmark hotel within walking distance to the Pacific. With...
Beachfront Building at the Quiet End of Waikiki with Swimming/Surfing!
Colony Surf #407 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Cooled by trade winds, this beautifully upgraded 900 sq.ft. one-bedroom suite in the oceanfront Colony Surf on the...
Turtle Bay Perfect Family Destination, Kuilima West
Welcome to Your Dream Vacation at Turtle Bay!Our Kuilima West condo, is ideally situated just steps from the Turtle Bay Ritz Carlton Resort, Lei Lei`s restaurant, scenic walking trails, world-class golf courses, and the stunning beaches of Oahu`s North Shore.Discover...
GORGEOUS Waikiki Yacht Harbor Views! Central AC, FREE Wi-Fi, Washlet!
Ilikai Marina #388 – 1765 Ala Moana Blvd.Palm trees frame beautiful ocean and marina views from this conveniently located remodeled 1-bedroom condo (651 sq. ft. plus small balcony/lanai) with central A/C. You'll enjoy spectacular sunsets! Entire unit freshly...
Enjoy Beachside Living! Relax at the Popular Colony Surf #307
*Check-in Assistance Fee for Colony SurfFor check-in assistance outside of Aska Gateway's operating hours (9 am - 5 pm HST Monday through Friday) and on federal and state holidays, the check-in assistance fee is $200 (plus tax).**There is a water shut-off scheduled in...
Ko Olina Beach Villas O704: Serene Oceanfront 2BR w/ Resort Views from Lanai
Welcome to Ko Olina Beach Villas O704 by Gather, an enchanting Hawaii retreat nestled in the heart of the prestigious Ko Olina Resort. Located in the Ocean Tower, this stunning villa offers a unique blend of luxury, comfort, and breathtaking ocean views. This two...
Breathtaking Ocean Views - Waikiki - Ilikai Marina
Construction Notice 9/17/25: Exterior painting work will take place during the month of October 2025. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
@Marbella Lane-New home~ Mountain and Ocean views!
Summary:Experience tranquility and luxury in this charming three bedroom residence nestled within a secure gated community in the idyllic Makaha Valley, situated in the greater Waianae region. Immerse yourself in the allure of this lively residence, boasting a...
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...
Mauna Lani Getaway
Nestled away In the beautiful mountains of Makakilo, sits our beloved “Mauna Lani.” Located in west Oahu, Just 10 quick minutes from Hawaiis renown Koolina where you’ll find some of the safest, cleanest beach’s. Also conveniently located near two major malls, 5...
Luxury 3BDRM w/4beds + 2Bath + Partial Ocean View + Parking, 2min from the Beach
Legal vacation rental at a fabulous location!2 bedroom 2 bath home located across from ‘Alohilani Resort, one block from the Waikiki Strip (Kalakaua Ave) and the beach! Located in the heart of Waikiki, yet tucked away on a quiet and quaint street. There are endless...
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...
Renovated and clean studio in Waikiki for two with amazing views
Walk to Waikiki beach, convention center, Ala Moana mall, restaurants, shops and many other Waikiki attractions in this newly renovated unit with a queen bed, full bath and kitchenette. The building offers a pool, Jacuzzi, large sun deck, barbecue grills, gym (one time...
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...
BEAUTIFUL Ocean Views! A/C, Wi-Fi, Washlet, Pool, one Parking!
Waikiki Sunset #2904 – 229 Paoakalani Ave.Fabulous views of the Pacific Ocean, Diamond Head and Kapiolani Park from this 29th floor, one-bedroom condo (564 sqft plus lanai with table and chairs) with central AC. 4-person max.Just a 10-minute walk to the best swimming...
Family Vacation Home w/Ocean View at Makaha Valley in Secure Gated Community
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.May 2025 the Community Pool, Jacuzzi, and Gym are now OPEN!!This locally owned, green, garden home with breathtaking Ocean and ; Mountain...
Oceanfront on Oahu's Gold Coast!
Colony Surf #604 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)The best of Hawaii awaits you in this large (1519 sf) oceanfront double-sized corner condo at renowned Colony Surf on...
Absolutely Oceanfront - 60' Waterfall Lap Pool
Kailua Absolutely Oceanfront Deluxe Legal Vacation RentalThe closest house to the Ocean in KailuaLocated in a quiet upscale neighborhood away from the crowdsHear the waves breaking just outsideGo tide pooling steps away60ft salt-sanitized waterfall lap poolDramatic...
34th Floor Ala Moana Large Regal Suite - 2Br/3Ba, Book Now at Special Rate!
Here in our 34th floor 2 bedroom/3 bath Regal Suite at the Ala Moana Hotel condo, you will experience island-style comfort in one of Hawaii's most convenient locations. This unit is located very close to the beaches and the state's largest shopping mall, Ala Moana...
the Birdcage - Waikiki Hideaway, Steps to the Beach
Location is everything!The Birdcage is a breezy and bright studio giving you clear views of the Koolau Mountains. With historic Waikiki Beach just outside the hotel lobby, the Birdcage is the perfect home base for exploring Honolulu and the rest of Oahu.Double paned...
4 bedroom, 2.5 bath, Sleeps 9 in beds
DUE TO BILL 41 we are only allowed to rent one time in a 30 day period so our minimum bookings will be 30 days or longer. We have been waiting to remodel this home, but first the pandemic made it difficult with not being able to travel, and now the 90 day rule, so not...
Ocean and Sunset Marina Views at the Ilikai Hotel w/Great Building Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE — September 19, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised that...
Welcome to Gorgeous Hideout - Kuilima Estates East
Discover the beauty and tranquility of Kuilima Estates East, nestled on the 17th green of the iconic Turtle Bay Fazio golf course. This beautifully appointed 1-bedroom, 1-bathroom unit spans 658 square feet, offering a perfect blend of comfort and convenience for up to...
Hale Pua ~ The House of Flowers - Kuilima West
Experience the serene beauty of Kahuku's West Side at Hale Pua ~ The House of Flowers. This charming 2-bedroom retreat offers a cozy haven for up to 8 guests, complete with modern amenities like air conditioning, a BBQ area, and a private patio. Dive into relaxation...
Exclusive Golf Course Front Kuilima West by Beach w/Parking & Great Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Indulge in the ultimate luxury vacation experience at this exquisite rental nestled within the exclusive Kuilima Estates West community at...
Makani Moana Loft - Golf Course View - North Shore - Sleeps 2
Welcome to Makani Moana Loft! Nestled in the Kuilima East Estates community, this spacious and uniquely designed loft offers 1 bedroom (loft style), 2 full bathrooms, and 851 square feet of inviting space. Makani Moana, which means "Ocean Breeze" in Hawaiian, perfectly...
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...
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...
Heart of Waikiki! Close to Beach! Free off-site parking!
Regency on Beachwalk #22 – 255 Beach WalkYou'll really appreciate the convenient location of this fully-furnished 2nd-floor end unit condo (494sf plus 145sf lanai with table and chairs, for a total of 639 sf) at Regency on Beachwalk, right in the heart of Waikiki and...
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...
Ocean/Diamond Head Views, High Floor, A/C, Washer/Dryer, WiFi, Parking!
Waikiki Skytower #1803 – 2410 Cleghorn St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy this contemporary high floor condo with partial Pacific Ocean and Diamond Head views (602 sq.ft. plus lanai with table & chairs)! With only 4 condos...
DIRECT SANDY BEACHFRONT just steps away fr the patio.Ground Fl.condo 1bed2ba2pkg
Situated in the destination spot on the north shore of Oahu in Haleiwa Town. As soon as you step into the condo, the beautiful blue ocean view takes your breath away. Listen to the ocean waves while relaxing on the patio or step onto the sandy beach perfect for...
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...
Free WiFi/No Resort Fees/Oceanview at the Ilikai Hotel! Beautiful Sunset Views!
1 Bedroom, Ala Wai Boat Harbor and Ala Moana Beach view on the 10th Floor! This condo was fully renovated from top to bottom with all new furniture & appliances! Open your sliding door to enjoy your morning coffee, afternoon cocktail or sharing an evening meal while...
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...
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...
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...
Waikiki Condo - 18th FL
Charming studio is centrally located and has amazing views. Walking distance to Waikiki beaches,Ala Moana mall and convention center. It has been completely renovated with all the comforts you'll need to enjoy your stay.We offer a designated parking space upon request...
Professionally Cleaned Ilikai14th Fl 1BR Beautiful Sunset and Great Location!
*******IMPORTANT NOTICE**********Upcoming Exterior Painting & Spalling Repair Project at IlikaiA licensed contractor will begin a major spalling repair and full exterior painting project starting the week of July 28th. This is a large-scale effort that will take...
2Bed/2Bath Penthouse Ocean/Diamond Head views, near Convention Center
You'll be sitting on top of the world at this spacious 2-bedroom, 2-bath Penthouse with an open living room and fully-equipped kitchen.The jaw-dropping 270-degree view includes Diamond Head, a sweeping ocean view, the Ala Wai Canal, the Ala Wai golf course, Ft DeRussy...
High floor with AC and Tropical Ko'olau Mountain views! Washlet!
Waikiki Sunset #3209 – 229 Paoakalani Ave.You'll treasure the fabulous mountain views by day and sparkling city lights at night from this 32nd floor, one-bedroom condo (546 sq.ft. plus access to lanai from bedroom with table and chairs) with central AC and natural...
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...
Magical Ocean View Oasis 3 Bedroom 3 Bathroom
Welcome to your tropical paradise in Waikiki. This spacious 3 bedroom, 3 full bathroom condo offers stunning ocean views and is just steps from the beach. Perfect for families or groups, each bedroom features comfortable bedding and ample storage. Enjoy a fully equipped...
Steps to Waikiki Beach! Newly Renovated w/ 75" TV
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...
Gorgeous renovated corner unit just 1 block to Waikiki Beach!
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...
Turtle Bay Aloha Nui Loa by RedAwning
This newly renovated second story unit with high ceilings and loft is locatedon the Fazio Golf Course adjacent to the Kuilima West tennis court, pool andBBQ area at Turtle Bay. This is resort living at its best! The unit has Koalaminate floors throughout except for...
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...
Lucious Green Golf Course-MT Views at Canal House w/Washer-Dryer & Parking
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Canal House Located at 2611 Ala Wai Blvd on the 20th FloorLiving Room (598 Sqft):- Full Size Sofa Bed-...