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.
Luxury Ilikai Ocean View Studio! *NO RESORT FEES! FREE WIFI*
Luxury unit with amazing lagoon/ocean/beach views. Open kitchen, granite countertops, granite bathrooms, and so much more!This unit has a comfortable king bed and queen sized sofa bed, a free wireless work desk, and a 120 s.f of lanai to enjoy the ocean breeze and relax...
White Sands Village #222 Across from Beach
Summary:Welcome to 222 White Sands Village! Ideally situated just steps from Magic Sands Beach and La‘aloa Beach Park, this 2-bedroom, 2-bath condo offers partial ocean views from both the spacious lanai and bedrooms. 5-night minimum stay required.The Space:Located...
🏖️Close to Complex Amenities | Ground Floor | Nice Unit | vrKCV
vrKCV - Casa de Emdeko 109, Professionally Managed by Kona Coast VacationsWelcome to Casa De Emdeko 109 – Your Ideal Garden View Getaway for Couples or Families!Nestled on historic Ali'i Drive in Kailua-Kona, Casa De Emdeko offers a perfect combination of comfort and...
Direct Oceanfront Condo! Sea Turtles & Beautiful Sunsets from the Lanai
If you’re seeking the tropical getaway of a lifetime, look no further than this amazing oceanfront Kailua-Kona vacation rental condo, complete with mesmerizing sunset views over the Pacific! With 1 bedroom, 1 bathroom this unit is the perfect size for a couple out for...
Sweeping Ocean Views! Gorgeously Renovated Luxury Suite! Free Parking & Pool!
Waikiki Beach Tower #1903 – 2470 Kalakaua Ave.INCREDIBLE unobstructed ocean views! Bask in the luxuriousness of this spacious 2-bedroom, 2-bath suite, fully renovated from top to bottom (Dec 2017) with high-end touches including mahogany cabinets and intricately...
2BR/2BA White Sands Village-Ocean View Condo-footsteps from Magic Sands Beach !
This condo is in a wonderful location and has a great view directly across the street from Magic Sands beach. This 2 bedroom, 2 bath fully air conditioned condo has an ocean view, and is fully equipped for a comfortable and enjoyable stay when in Kona. The oversized...
Turtle Bay - Relax In Paradise - Kuilima Estates West
Aloha ! Welcome to my condo located at 57-101 Kuilima Dr. Kahuku Hawaii 96712. My condo is clean, well maintained, and comes with many amenities . Some amenities are Tennis rackets, bodyboards, snorkel and mask sets , beach towels, beach chairs, and more. Full access to...
Modern Suite W/Kitchen and Lanai – Waikīkī Shore #310
Castle Waikīkī Shore #310: Take in the tropical breeze when you open the sliding glass doors and use the fans to circulate the breeze. Here you can sip on coffee as you look out over Fort DeRussy Park and to the left Waikiki Beach as you plan your day of adventure in...
POPULAR ON OCEAN COMPLEX - GREAT AMENITIES AND LOCATION!!!
E komo mai (Welcome)!!!🤙 Kona Isle is known for the beautiful grounds and Lava rock Beach front property. It is managed extremely well and the best part is along the Ocean, with BBQ's, Picnic tables, Lounge chairs, Chairs, Saltwater pool and the Ocean splashing right...
Rare find! Actual 3 bedrooms/2 full bath 1500sf Ocean View corner unit apartment
This year we are celebrating having had over 300 five star online reviews!Minimum age requirement for principal renter: 30 years oldTop of the line 3 bdrm 2 full baths recently renovated corner unit with an ocean view in one of the most distinct buildings located in the...
Touch the Palms! Island-Style Condo w/Free WiFi, Full Kitchen–Waikīkī Shore #316
Lay back and enjoy Waikīkī beach in this bright one-bedroom one-bathroom suite. This unit has tile flooring in the kitchen and living area and carpet in the bedroom, which is furnished with two Twin beds and can be enclosed for privacy. The suite comes with...
KONA MAKAI#2-201 CORNER REMODELED UNIT WITH ALL TILE. BREATHTAKING OCEAN VIEW
Kona Makai#2-201 is a fantastic option for your Hawaiian Vacation. The owners extensively updated the property with beautiful new furnishings, installed tile throughout the entire condo & have upgraded the property with everything any guest may need.This beautiful 2nd...
A Family Favorite on Hawaii's Gold Coast 11th Floor Oceanfront Condo
Legal Vacation Rental2947 Kalakaua Ave. HI. Suite1101** For your health and safety, we utilize additional Sterilization procedures between reservations.The large lanai with an unobstructed view of the ocean comfortably seats seven. You'll love viewing the sunsets from...
Top Floor Cozy Condo Nestled Among Tropical Kailua Kona Treetops
[June 2020: Due to pandemic concerns, we shut down operations April 1 - June 9; the island has "opened up" again, and we are again comfortable hosting Kona guests! Our cleaning person Dianna, best on the big island, is there to make sure our unit is extra clean!]...
Ko Olina Beach Villas B505: Rest & Replenish w/ Pool & Ocean Views
Located on the sunny side of Oʻahu, Ko Olina Beach Villas B505 welcomes you to a refined island retreat where contemporary comfort meets effortless Hawaiian living. This two-bedroom, two-bath villa on the fifth floor of the Beach Tower sleeps six guests and offers...
Quiet 3-bedroom house on 2.5 acres w/ocean and town views, 6 beds
Looking for a secluded home just 10 mins from Kona town? Enjoy the ocean views and sunsets from 970 ft elevation where it's cooler and pick seasonal fruit from the trees on the 2.5 acre shared compound with another home. This 3 bedroom (beds include a king, queen, full,...
5 minutes from Waikiki Beach, Ocean Views, Free Parking, Wifi & Cable TV
Waikiki is Hawaii's number one tourist destination. The penthouse condo has ocean views and is steps away from Waikiki Beach and has a partial view of the iconic slopes of Diamond Head Crater. It is a short walk to the Hilton Hawaiian Village, Hale Koa and Royal...
One of The Best Ocean Views at the Ali'i Cove complex!
Located on Ali'i Drive, directly across from popular local surf spot Honl Beach, Ali'i Cove's gated community, is a beautiful and convenient place to enjoy Big Island living. Offering many amenities and wonderfully landscaped with tropical island plants and flowers,...
Kona Plaza#218 2nd Floor Unit in Heart Of Kona Town: AC & Elevators!
Experience the best of Kailua-Kona from the comfort of Kona Plaza #218! This beautifully remodeled gem is in the heart of Kona Town, offering a central location with immediate walking access to restaurants, the ocean, pristine beaches, boutique shopping, and local...
BEAUTIFUL GARDEN & GOLF COURSE VIEW 2 BEDROOM CONDO
You've never seen such a relaxing and comfortable vacation rental as this Keauhou Surf & Racquet condo. Located with a golf course view on 16 ocean front acres, you'll never want to go home! Ground floor, no stairs with nearby reserved parking. Surf and Racquet is a...
Hale Aina ~ Home of the Land
Welcome to Hale Luana ~ The House of Comfort and Ease, your idyllic retreat nestled in the heart of Kahuku, Hawaii. This charming vacation rental offers a perfect blend of comfort, luxury, and convenience, making it an ideal getaway for families and couples alike. Step...
KKSR#58 INCREDIBLE REMODELED TOWNHOME, OCEANVIEW, AIR CONDITIONING
Keauhou Kona Surf & Racquet Club, Townhome#58 is an incredible 2 bedroom, 2 bathroom Townhome that Knutson & Associates is extremely proud to be representing. This absolutely stunning townhome is immaculate, remodeled and a Guest Favorite! Upon walking in on the main...
Breathtaking Panoramic Ocean Views, Crystal Blue Pool, Hot Tub, BBQ Grill!
The vacation home you have been looking for! You will love this private, permitted vacation home (located on Big Island of Hawaii in Kailua-Kona) with a large crystal blue pool, beautiful 180 ocean views, hot tub, 4 large bedrooms (King beds) each has a full bath...
Turtle Bay 1 bed with Lanai Renovated Corner Unit 101 - Kuilima Estates East
Kuilima Collection | 101 EastPanoramic Golf Course Views | Renovated 1-Bedroom Corner UnitEscape to the lush North Shore of Oʻahu and experience the best of Turtle Bay living at Kuilima Collection | 101 East. Nestled along the 17th hole of the famed Arnold Palmer Golf...
Makaha Beach Front Luxury Bamboo Compound Resort
Take the country road out to West Makaha's Crystal Blue Waters. Feel the ocean breezes where Bethany Hamilton's soul surfer movie was filmed in the waves in front of our very unique new beachfront luxury bamboo compound resort with over 150 feet of sandy beach!! - all...
North Shore Oahu Beachfront Condo, 2BR / 2BA
This fully equipped, ocean front, condo unit is located in Waialua on the beautiful north shore of Oahu. The minimum stay is 30 days at a rate of $185 per day or $5,550.The mountain side master bedroom features a queen size, comfort foam pillow top bed, full on-suite...
Ko Olina Beach Villas O521: Luxury Ocean View, 3 Bedrooms & Grand Lanai
Welcome to Ko Olina Beach Villas O521 by Gather, an exquisite luxury home nestled in the renowned Ko Olina Resort, offering an idyllic Hawaii escape. This beachfront villa with its stunning views is the epitome of island living. This three bedroom, three bathroom villa...
Lovely Studio in the Heart of Waikiki – A/C, Wi-Fi, FREE Parking! Sleeps 2
Marine Surf #1102 – 364 Seaside Ave.Check out this beautifully furnished contemporary 11th floor studio in the heart of Waikiki, complete with resort-style kitchenette, comfortable King size bed, A/C, free high-speed Wi-Fi, and 1 free onsite parking space. Building...
Four Star Boutique Hotel, Luana Waikiki Private Studio with Park View
It is located in the four star boutique hotel, Luana Waikiki Hotel & Suites, adjacent to Fort De Russy Park and a short stroll to Waikiki Beach. The lobby with Hawaiian decor feels a warm welcome and a spacious mezzanine level where guests can relax. The studio is...
Diamond Head Views! Freshly renovated! A/C, Parking and Wi-Fi Included!
Waikiki Banyan #2603-T1 – 201 Ohua Ave.Fresh and modern, you'll love the feel of this contemporary one-bedroom air-conditioned suite (533 sq.ft. plus lanai with table and chairs) at the repeat-guest favorite Waikiki Banyan! Gorgeous Diamond Head, Kapi?olani Park, and...
Ahhhhh...... PARADISE.OCEAN VIEW, nRemodeled Ocean pool A/C, NO Stairs n
Aloha, you have chosen not only beautiful, but safe place to stay. We are in a gated ***PARADISE...PARADISE...PARADISE *** WE JUST LOVE THIS LITTLE GEM AND YOU WILL TOO. This unit B-325, has the perfect location. We are on the third floor for fabulous ocean view and...
Hale La'i: Dreamy Kona Oceanview Estate with Pool, Spa & AC
Aloha & Welcome to Hale La’i - House of Peace and TranquilityFor years, visitors from around the world have traveled in search of a tropical destination offering a relaxing transcendent experience. Our family has found that here, on the Big Island of Hawaii. We have...
Kai Aniani – Beachfront on Oahu's North Shore
Sea of Glass is an architecturally stunning beachfront home on the North Shore of Oahu, completely remodeled in 2018. The A-frame design is accentuated by windows that face Mount Ka’ala, the tallest mountain peak on the island to the south, and wall-to-wall sliding...
Honl’s Beach Hideaway: Luxurious 2BR/2BA Oasis near Ali'i Drive!
Escape to paradise and experience the beauty of Hawaii's Big Island with a stay at Honl’s Beach Hideaway in Kailua Kona ! Nestled in the heart of a lush tropical oasis, this enchanting retreat offers the perfect blend of relaxation, adventure, and comfort. Located...
Beautiful 2 Bedroom Hukilau Beach Apt.
30 days minimum. This newly remodeled rental is located in Laie on Laie Bay on the famous Hukilau Beach. From the second-story front door landing you have a view of the warm waters of the Pacific Ocean. Your view from the bedroom balcony looks out on the Laie Hawaii LDS...
Hualalai Fairway Villa 110C ~ garden level ~ w/signature outdoor shower
This garden level 2 bedroom, 2 bath Fairway Villa overlooks the 15th Fairway of the Hualalai Golf Course with views of the ocean beyond. Located within the master-planned resort community of Hualalai, guests have the option of amenity use privileges at the Four Seasons...
Aloha Condos, Kona Coast Resort, Condo 1-304, Ocean View
Aloha - Our "home away from home" has all the comforts of home with ocean views that are endless. This specatular top floor end unit is a spacious 1 bedroom/1 bath 1453 sq ft Island-style villa. Kona Coast Resort unit 1-304 is located at the highest point of the resort...
Ilikai Hotel - Perfect Waikiki Getaway! Overlooking The Mountains & City Lights!
If you're looking for an AMAZING deal in the most sought after location, look no further! This comfortable unit is located on the 12th floor of the Ilikai Hotel. Enjoy the tropical island breeze from your spacious lanai while taking in the city lights!KITCHEN-...
Heart of Waikiki! Modern 2 bedrooms/1 bath, short walk to the beach!
Regency on Beachwalk #56 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath corner condo (fully renovated in 2024, 693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency...
@ Marbella Lane - Stylish House + Impressive Views
Summary:Welcome to your tropical paradise in the heart of the Makaha Valley. This stylish vacation home offers the perfect retreat for you and your family to unwind and create lasting memories after exciting days of snorkeling, hiking, and sightseeing. Nestled within...
Direct Oceanfront. Tranquility and Seclusion ~ Best Oceanfront Value!
30 DAY MINIMUM RENTALPrivate oceanfront house located on Oahu's West (Waianae) Coast near Makaha Surfing Beach. Enjoy the deep-blue ocean and great sunsets from the lanai and large grass lawn. Nap to the sound of the waves. The property fronts coral reefs and is five...
🏖️Great location | AC & WIFI | Concierge Included! | vrKCV
vrKCV - Kona Makai 4202, Professionally Managed by Kona Coast Vacations.Welcome to Your Tropical Getaway!Enjoy the peaceful ambiance of this beautifully appointed second-floor condo, where you can relax on your private lanai overlooking lush tropical gardens with ocean...
SPECTACULAR OCEAN VIEW! A/C, Wi-Fi, Pool, FREE Valet Parking, Steps to Beach!
Waikiki Beach Tower #2001 – 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 1150 sq.ft. interior living space (and a large 160 sq.ft....
1BR Condo with Beautiful Mountain Views and 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...
KKSR5202 DIRECT OCEANFRONT, 2ND FLOOR, BEST VIEWS IN THE RESORT! REMODELED!
Welcome to #5-202 at the Keauhou Kona Surf & Racquet Club! DIRECT OCEANFRONT RESORT LIVING AT IT'S FINEST!#5-202 at the Keauhou Kona Surf & Racquet Club has 2 bedrooms & 2 baths. Remodeled with Vinyl Plank flooring, New Kitchen & Furniture! It's located on the highly...
Beachfront Condo on best hidden beach on Oahu
Updated condo with all of the conveniences for a relaxing beach vacation (most importantly a beachfront spot on THE most under-rated beach on Oahu). I am from Hawaii and I was stunned when I first discovered this beach and loved it so much that I had to buy a property...
🌴Lovely garden unit within a short walking distance to Kailua town🌴
Located at the edge of Kailua Village, this upgraded 1-bedroom, 2-bath condo at Kona Pacific offers the perfect blend of comfort and convenience. Just a short walk to the ocean, restaurants, shops, nightlife, and essential services.Enjoy air conditioning in both the...
Discover the ultimate Hawaiian retreat at Kanaloa Condominium
Welcome to this spacious and beautifully appointed 3-bedroom condominium at Kanaloa Condominium at Outrigger, nestled in the stunning surroundings of Hawaii. This luxurious unit offers a blend of contemporary design and island-inspired decor. Enjoy breathtaking views of...
Quaint Tropical Cottage w/Pool, Lanai & AC, Walk to Beach: Lanikai Ohana Hale
Charming Cottage in beautiful Lanikai that has been totally renovated in 2021. Everything in the Cottage is new including the furnishings! Short walk to the beach. Enjoy the comforts of home with an efficient kitchen and own washer and dryer. Large lanai to extend the...
Waikiki Banyan Cozy Condo Suite - Ocean View + 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...