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.
@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel
Summary:Located in the Gold Coast, a highly desired area between Waikiki and Diamond HeadStudio is spacious with lots of natural light and cool ocean breezesSelf-check-in with easy to find lockbox at the entry gateAdhere to strict CDC guidelines on cleaning and...
Ocean-Marina Yacht Views Condo Steps to the Beach w/Full Kitchen & Free WiFi
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.July 11, 2025ILIKAI MARINA NOTICE — Spalling Work UpdateSpalling repair on the Ocean/Marina-facing side is nearing completion, but...
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...
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...
Ilikai 1827 Ocean / Sunset / Marina Views 2 Double Beds, Sofa Bed
OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. AC, WIFI. 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. Remodeled, Tastefully Furnished & Appointed....
Gorgeous Diamond Head Penthouse Studio Stunning views, Private Balcony.
Legally permitted vacation rental - 2947 Kalakaua Ave, Penthouse 5Stunning style with incredible Ocean & Diamond Head views.The care and attention to detail our owners put in, bringing their pride and joy on Hawaii's Gold Coast to fruition shows in every corner of this...
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...
Ilikai Hotel - No Resort Fees! City-views, condo on the 14th Floor, Prime Waikiki location!
This condo is located on the 14th floor of the Ilikai Hotel. With over 500 sq ft of living space, the condo is extremely spacious and comfortable for couples, friends, or family traveling together. Bye, bye carpets; the condo recently installed new vinyl flooring! Stay...
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...
@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...
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...
Waikiki Sunset Mountain View Near Beach + 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...
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...
Bamboo Waikiki #207. Spacious one-bedroom condo located in a tropical oasis.
Bamboo Waikiki #207. Spacious one-bedroom condo with a Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, (1) Queen sofa sleeper, (1) Twin sofa sleeper; Sleeps 5.Spacious one-bedroom condo located in a tropical oasis in the heart of...
Oahu North Shore Vacation Home @ Kuilima Estates West
Welcome to your elegant Hawaiian home, a spacious retreat offering resort-style living on Oahu’s North Shore. This stunning 3-bedroom, 2-bathroom property comfortably accommodates up to 6 guests, making it perfect for families or groups of friends. Step inside to find...
Ko'olau Mountains & Ala Wai Canal Views - City Lights Sparkle at Night!
Waikiki Banyan #3205-T2 – 201 Ohua Ave.Enjoy beautiful views of the Ko'olau Mountains by day and city lights by night from this contemporary 32nd floor, air-conditioned one-bedroom suite (557 sq.ft. plus lanai with table and chairs). 4-person max.The Waikiki Banyan is...
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...
'Star of Hawaii' Beachside, Pool, Steps to Beach - Great for Families
To comply with Honolulu vacation rental rules, we only rent once in a 30-day period. You may inquire about a shorter stay if our calendar is open for a full 30 days.Please request dates that you would like to book, and we will reply.Warmest Aloha ........You have found...
Breathtaking ocean views Waikiki
LUXURY OCEAN VIEWHigh floor, unit 2112 luxury studio with superior views of the Pacific Ocean. The balcony is spacious • Full Kitchen.500 sq ft interiors with 120 sq ft lanai. My condo, located on the 21 floor of the iconic Ilikai Building in Waikiki, Honolulu, Offers...
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...
Turtle Bay Townhouse Steps to the Beach - Kuilima Estates West
Relax in this beautiful townhouse near Turtle Bay in the exclusive Kuilima Estates West, just a quick walk to several iconic beaches on Oahu’s North Shore. The unit boasts an open kitchen and living area perfect for entertaining family & friends while living the laid...
Honolulu Vacation Rental: Walk to Waikiki Beach!
Discover your Hawaiian paradise with a stay at this 1-bedroom, 1-bathroom vacation rental condo in beautiful Honolulu! Located only moments away from Waikiki Beach, this cozy retreat offers a private balcony with ocean views, access to tennis courts, and more! While...
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...
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...
Hale Kauwela | Ko Olina | Resort Villa w/ Views
Summary:Welcome to Hale Kauwela in Ko Olina. Kick your feet up at this gorgeous villa perfect for your paradise vacation. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Professionally and locally designed, this condo captivates...
Idyllic island gem with pool, beach access, high-speed WiFi & central AC
Ilikai Hotel 838Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get away from the mundane and let all of life's worries slip away here on the beautiful island of Honolulu. Whether...
ALOHA-WAIKIKI 2 blks 2 BEACH - KING BED! 49
Upgraded cozy and quaint unit awaits you just two blocks from the beach! All you need in Waikiki: king bed, kitchenette, cable TV, and Wi-Fi internet, along with not just one, but two balconies to ensure access to nice tropical breezes.Within our CLEAN PRIVATE unit,...
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...
Amazing 2 Bdrm Penthouse with Sea, Diamond Head and Ala Wai Views with Parking.
This magnificent 2 bedroom penthouse apartment has sweeping ocean and Diamond Head views that will enchant you. From the garden feature at the apartment entrance to the granite bench tops, top quality kitchen appliances, leather lounge suite and stone work in the...
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...
Upscale 2BR/2BA Ocean View in 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...
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...
Mountain View with AC, WiFi, parking, short walk to beach!
Waikiki Banyan #2003-T2 – 201 Ohua Ave.You'll feel right at home in this fresh, contemporary air-conditioned one-bedroom suite (582 sqft plus lanai with table and chairs) with beautiful views of the Ko'olau Mountains! Sleeps max 4.The Waikiki Banyan is a favorite of...
GREAT HOME LARGE FAMILIES
Wonderful single family home with three bedrooms plus small den area off of master. Great for a family. Additional 1 BEDROOM Granny Flat has queen with a futon in the sitting area.WIFI upgraded to best Hawaii has to offer.Washer and dryer, wireless internet,...
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...
@ Marbella Lane - Wind'kissed Oceanfront Seascape
Summary:Enjoy Stunning & breathtaking ocean views from this resort-style condo, just a short walk to beaches, shopping, and dining! Start your day with coffee on your private balcony as Waikiki wakes up, or unwind with a sunset happy hour drink. Packed with deluxe...
Ilikai-**New Listing*- Beautiful Ocean and Lagoon Views on high floor
The condo is a 1Bedroom 1bath newly renovated; made up of all stainless appliances, tile floors, California king bed, pull out sofa sleeper, 60" HDTV/DVD player, and air conditioning. There is a full kitchen equipped with a microwave, coffee maker, range/oven, double...
Mountain View, Close to Waikiki Beach w/ 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...
INCREDIBLE OCEAN VIEW! A/C, Wi-Fi, Pool, FREE Valet Parking, Steps to Beach!
Waikiki Beach Tower #1904 – 2470 Kalakaua Ave.If you'd like to be directly across the street from the best swimming and surfing beach in Waikiki, then this two-bedroom, two-bath Waikiki Beach Tower condo with 1092 sf interior living space and a large (171 sf)...
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...
Tropical Escape with Lanai & Private Yard | Walk to Maunalua Bay Beach
Kaiwiki PalaceOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on a quiet cul-de-sac just minutes from the ocean, this 3BR/2BA home is perfect for a serene tropical escape....
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...
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...
20th Floor Ocean and Marina Views at The Ilikai! Washlet! Sleeps 4!
Ilikai #2029 – 1777 Ala Moana Blvd.The beautiful marina and ocean views from this contemporary 20th floor studio at the Ilikai, made famous in the opening credits of the original Hawaii Five-O, will remind you that you're on vacation in one of the most beautiful...
Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast
Hawaii's Hidden Hideaway is an AWARD WINNING Bed and Breakfast. Recipient for two years in a row the MOST ROMANTIC HIDEAWAY AWARD, voted by it's guests. Featured in the TRAVEL magazine and other international publications. We have free parking, free WiFi and NO RESORT...
Fairways at Ko Olina 22H: Golf Course Elegance, Lush Backyard
Welcome to Fairways at Ko Olina 22H by Gather, a remodeled three-bedroom, two-and-a-half-bathroom townhome in one of Oʻahu’s most prestigious neighborhoods. With golf-course frontage, a private backyard lanai, and thoughtful finishes throughout, this two-story villa...
Modern 43rd Floor 1BD - Views of Panoramic Ocean & Diamond Head!
Perfect 1 bedroom in 43rd floor. You may view 180 degree panoramic ocean view from the living room!!As you enter, you will find the fully equipped contemporary kitchen perfectly matching the whole design of the unit.In the living room, you will find designer furniture:...
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...
Private Townhouse on the North Shore - Kuilima Estates West #131
The perfect mixture of resort life in a private home. This spacious 3 bedroom, 2 bath townhome is located adjacent to the Turtle Bay Resort and its two golf courses, the Fazio and Palmer Courses. This unit is located in the Kuilima Estates, which provides access to the...
Ilikai Hotel 2-Bedroom with Views of the City Lights, and Partial Ocean View! No Resort Fees!
*Construction Update* Spall repair and exterior painting will be ongoing outside of the unit from August through mid-October 2025. During this time, access to the lanai will be restricted during work hours: Monday through Friday, 8am to 5pm. Lanai access will be...