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.
Palms 7th floor studio Sleeps 4 Guests above Pool
Delightful & thoughtfully decorated Studio at The Palms in Waikiki. Have fun with the whole family at this stylish place.HD TV, Free WiFi, Dining Space and two comfortable Queen beds await you at this very popular location at the Fort DeRussy end of Waikiki.An easy...
Luscious Green Golf Course & Mountain Views! FREE Wi-Fi, Parking, Pool!
Canal House #1604 – 2611 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.) You'll appreciate this recently renovated, 600-sqft contemporary style one-bedroom condo on the 16th floor of the secure Canal House condominium. Take in the...
True Top Floor Penthouse Residence with 360 Degree Views & A/C
Legally permitted vacation rental - 2947 Kalakaua Ave #1402** For your health and safety, we utilize additional Sterilization procedures between reservations.Hovering over the ocean, and surrounded by windows, this condo has direct ocean views out of every window....
Beachfront Penthouse w/ 3 Lanais on O’ahu!
Pats at Punalu'u | Spectacular Ocean & Mountain Views | Community Pool | 4 Mi to Polynesian Cultural CenterLive like a local at this 3-bedroom, 2-bath Hauula vacation rental condo where sand and surf are just outside your door! Fall asleep to the sound of waves and wake...
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,...
Ocean View Guest Cottage - 1990/NUC-1797
Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply.A two-bedroom, one-bath, ocean view cottage located a few steps from Kailua Beach... Voted Number One beach in America! There are 2 shopping...
Gorgeous Lagoon View At The Ilikai Hotel! Firework view on Fridays!
Beautiful Lagoon View on the 16th Floor!Looking for a place with breathtaking views, this condo is for you! Step out to relax on the your lanai & enjoy the views of the Duke Kahanamoku Lagoon & Pacific Ocean. End your week with the Friday night fireworks, off the...
Spacious Ewa Beach Guesthouse On Beachfront Lot 30-day minimum.
30-day minimum stay by required by law. This property may not be rented for less than 30 consecutive days and rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied. No bookings of fewer than 30 days will be...
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...
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...
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...
Ilikai Marina 1580 Ocean / Sunset / Fireworks Views King Bed, Sofa Bed
UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Walk to parks, shopping mall, restaurants, shops, buses, rental cars & Waikiki night life. Parking available. No smoking room. Clean and fresh high floor.The small standing balcony area is possibly closed due to...
Last Minute Spacial! Oceanview's on 31st Flr
**Notice:There is a one time check-in fee of $50.00 and $30.00/daily resort service fee for unlimited access to the building resort facilities. This fee is mandatory and must be paid during check-in at the hotel front desk.The daily parking rate is $39.00. Tax(17.962%)...
#04 Kawela Kai 503: Updated NORTH SHORE Beach Front-Relax & Unwind
LEGAL SHORT-TERM RENTAL! NONCONFORMING USE CERTIFICATE:1990/NUC-2058 LICENSE# 90/TVU-0005 TAX MAP KEY: 1-5-7-005:007Make sure when booking your vacation home the property that you are reserving has a TVU#LIVE YOUR DREAM IN PARADISE AS YOU WAKE TO THE SOUND OF THE...
Remodeled oasis in the heart of Waikiki! Min. from beach, shops, & restaurants!
Whether you seek relaxation, remote work vibes, ocean waves, or stunning sunsets, my cozy 1 bedroom space awaits. Experience the charm of my recently renovated dwelling, featuring one complimentary parking space. Revel in ample light, air, and full amenities. The living...
Hale Maunalua hillside hideaway with ocean views & pool - walk to Hanauma Bay
Hale Maunalua - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Breathtaking ocean views greet you at Hale Maunalua, a one-of-a-kind 4BR/4BA hillside hideaway that...
King Bed Diamond Head Beach Hotel Studio Apt.
Newly renovated in 2024!!! 5th-floor studio suite (garden rooftop view) at the Diamond Head Beach Hotel. Includes comfortable king bed with Tommy Bahama luxury pillows. Queen sleeper sofa. New AC unit. TV, HD Cable, WiFI. Kitchen nook (microwave, Keurig, toaster, dishes...
Breathtaking Ocean Views Beach Cottage
This cozy cottage sits on a private white sand, reef-protected beach. Great for snorkeling and safe for kids! You'll enjoy swimming with turtles an a variate of colorful fish! Just sit on the serene sandy beach, enjoy the lush mountains, and captivating sunrises. You...
Panoramic Cityscape Condo at the Waikiki Landmark w/Great Building Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.. The Waikiki Landmark high rise is located on the main Waikiki strip at 1888 Kalakaua Ave. in one of the...
Manoa Valley A 2BR/1bath downstairs duplex
Permit 90/BB-0065You family will adore this lovely 2BR duplex whether there are just two or a group as large as five. Unique Craftsman touches include custom stained glass windows along with an outdoor shower that provides added convenience after a day at the beach....
SURFERS DREAM STUDIO
SURFERS DREAM! Private Comfortable Studio with private entrance, King Size Bed and comfortable amenities with a private deck and Outdoor Shower. This Studio is walking distance to one of Oahu's Most Beautiful Beaches on West Side and is located in a Private quiet...
Renovated Adjoining Waikiki Studios w/2 Full Baths, Kitchen and Ocean View
The condo is centrally located within walking distance to the beach, shopping and restaurants. Walk to the beach, convention center, mall, shops, restaurants, and other Waikiki attractions from this spacious and newly renovated condo. The condo consists of two adjoining...
Peak-a-Boo Ocean & Sunset Views, A/C, Wi-Fi, FREE Parking, Close to Beach!
Waikiki Sunset #906 – 229 Paoakalani Ave.Enjoy colorful Hawaiian sunsets from your private lanai! This cozy rental features central A/C, a full kitchen, free Wi-Fi, and a pool, gym, BBQ area, and coin-op laundry facilities on each floor. Just a quick 4-minute walk to...
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...
Seaside Paradise
This beach cottage located at the second level, is one of a kind. Please contact vrbo or owner for dates you are interested in if you don’t see availability. This cottage is so calming to just sit there and watch the ocean which is only steps away. Turtles frequently...
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...
Hale Leilani | Ko Olina | Beachfront w/ Views!
Summary:Welcome to Hale Leilani in Ko Olina! Nestled between exotic gardens and shimmering koi ponds, this beachfront condo has an ideal resort location with quick access to the resort's amenities. Maximum occupancy strictly enforced in accordance with local...
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...
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...
Sleek & Modern 32nd Floor Condo at the Waikiki Banyan - Free parking! by Koko Resort Vacation Rentals
Deluxe High Level Renovated Condo with Ocean & Diamond Head View, Free parking& Wi-Fi Aloha and Welcome to Koko Resorts! We are so happy you stay with us! The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14...
Hale Halai beautify large home perfect for families & small company retreats
This 5000 square foot spacious home with an open floor plan is excellent for families, friends, and co-workers to gather and enjoy each others company. It has 7 bedrooms, 5 bathrooms, A/C, and a private pool. Tropically landscaped grounds with a BBQ and a spacious yard....
Waikiki Apartment sleeps 5 parking included
This apt is great for a small group on vacation. There is a queen size bed in bedroom with attached bathroom and full kitchen. There is a door separating the bedroom from the living room. The living room has a queen size sofa bed. I have a twin size blow up mattress for...
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...
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...
Waikiki mountain view, close to beach & restaurants! Parking, kitchen, pool!
Waikiki Banyan #1105-T2 – 201 Ohua Ave.NEW TO OUR INVENTORY! Enjoy this newly refreshed (December 2022) 1-Bedroom/1-Bathroom condo with sweeping green views of the Ko'olau Mountains and Ala Wai Golf Course. With a full kitchen, free on-site parking for 1 vehicle, free...
Punaluu Paradise Beach House "real ocean front"
*** IN ACCORDANCE WITH LOCAL LAWS we do 1-rental per 30 days, although guest does not have to stay 30 days. **** inquire to host for information.Punaluu Paradise Beach House - located on the Windward side of Oahu. This country beach home sits just feet from the water...
A Jewel above the Marina - Sleeps 4 w/ Full Kitchen
Legally permitted rental - 1765 Ala Moana Blvd. #886** For your health and safety, we utilize additional Sterilization procedures between reservations.This large well-appointed newly renovated 1 bedroom condo, located on the 8th floor, has everything you need for a...
Breathtaking Views! A/C, Wi-Fi, Washer/Dryer, and Parking!
Windsor #1801 – 343 Hobron Ln.(30-Night Minimum Stay. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)This inviting 18th floor condo at the prestigious Windsor is calling to you! With A/C and 625 square feet of living space (no balcony/lanai). 3-person max.A stately...
9th Floor Balcony, True InDoor/OutDoor Living w/ Sliding Doors
Legally permitted vacation rental —WAIKIKI GRAND HOTEL®134 Kapahulu Ave #908⚕⚕ For your health and safety ⚕⚕we utilize additional Sterilization procedures between reservations.My place has —≈1 Queen Bed≈Powerful AC≈Kitchen≈Great views≈Close to...
Beachfront | Hot Tub | A/C | BBQ | Honolulu |5-7 NIGHT STAYS PERMITTED
South Shore 35NUC 90-TVU/0396 - 1990/NUC-1680- South Shore 35 -This spacious home features a large sunken living room and stunning ocean views. South Shore 35 has four bedrooms, four bathrooms, a fully stocked kitchen, and a large beach front lanai with plenty of spots...
Oceanfront w/Sunset Views Condo at the Colony Surf Full Kitchen and 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.The Colony Surf is located at 2895 Kalakaua Ave.This fully furnished Colony Surf studio accommodates 2 and...
Resort Vacation Home! Walk to Disney and Beach!
This newly renovated luxury Villa is located in the quiet neighborhood of Hillside Villas located in Ko Olina Resort. This villa has 2 bedrooms and an additional queen air mattress that comfortably sleep a total of 5 guests. Choose to spend your days on the Ko Olina...
Gorgeous Waikiki Beachfront 1Bdrm - Waikiki Shore 610, steps from the sand!
Alohana at Waikiki Shore #610. Waikiki Shore is the only Oahu condo directly on Waikiki Beach! We offer unique, individually appointed vacation homes with the best panoramic views of the Pacific Ocean, iconic Diamond Head, and Fort DeRussy Park.This luxurious 1BD/1BA at...
A Gem of a Studio at The Diamond Head Beach Hotel
Legally permitted vacation rental - 2947 Kalakaua Ave HI 96815A delightful well loved studio on Honolulu's Gold Coast nestled under Diamond Head.A comfortable Queen bed and a separate sleeper sofa in case it's needed await in this beautiful Diamond Head Beach Hotel...
Extended Stay Panoramic Ocean & Diamond Head Views
Our unique quality listing features panoramic ocean and Diamond Head views overlooking Fort DeRussey park. Great location. Furnished as high end luxury recluse. Parking, wifi, cable, etc. You'll love it! We're looking for guest who would like to stay for 4-6 weeks or...
Ilikai 1212 Ocean / Lagoon / King Bed, Sofa Bed
MEMORABLE OCEAN, LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Meals and fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Beautiful remodeled condo. Fully equipped. AC, cable, WIFI, 24/7 Security,...
Panoramic Ocean Views Penthouse 601
Summary:A rare 3 bedroom 3 bathroom accommodation in Waikiki....Split level floor plan offering more privacy for the group/family. Upper floor has a full bath and a table setting with a Full Size Bed. This upper floor is adjacent to the rooftop lanai.The Space:The upper...
Cozy Waikiki Vacation Rental with Partial Ocean Views - Great for families!
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
Modern Décor W/Private Lanai and A/C – Waikīkī Shore #1106
Castle Waikīkī Shore #1106 on the 11th floor: This stunning one-bedroom/one-bathroom is one of our more unique suites with a modern edge and clean white aesthetic. This open-concept unit has living room dividers to give you multiple layout options.Large...
Kuilima 53 West - Best location @ Turtle Bay & Fully Updated
LICENSED VACATION HOME #90/TVU-0580 ENJOY A VACATION AWAY FROM THE CROWDS. THIS UPDATED AND TASTEFULLY FURNISHED GROUND-FLOOR 1-BEDROOM, 1-BATH CONDO IS NESTLED BETWEEN PRISTINE SANDY BEACHES AND BEAUTIFUL MOUNTAINS AT THE TURTLE BAY RESORT. Miles of pristine beaches...