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.
Coconut Plantation Luxury Rental! Ground Floor - Golf Cart Available!!
PERFECTLY PARADISE! 406/670-7307.Rates vary by season and length of stay and are subject to change without notice.SINCE VRBO'S INSTANT QUOTE FEATURE IS NOT ALWAYS 100% ACCURATE, PLEASE CONTACT OWNER VIA EMAIL OR PHONE FOR CORRECT DETAILED QUOTE. Located in the most...
on THE SAND! Chuns Reef Beach House - Oceanfront Main House - A/C - Beach Toys
****Please note this property may not be rented for less than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied. Please inquire regarding availability for stays from 5 to 30 days.Chuns...
Contemporary Hawaii Living, Calm North Shore Beach
Experience Hawaii in its purest form in this beautifully built custom home, sitting on an exclusive beachfront property on the North Shore of Oahu. Built with the idea of taking in the gorgeous ocean and mountain views, and maximizing the flow of the trade winds, this...
Beautiful Marriott's Ko Olina Beach Club 2BR/2BA, Free Full Resort Access
*** Concerned about COVID-19? Vacation with Confidence at Marriott Vacation Clubs. Learn about Our Next Level of Clean at: https://clean.vacationclub.com/ ** As inventory changes constantly, please contact the owner for availability and price prior to booking. * Free...
3BR & Honeymoon Ocean Villas Getaway at Turtle Bay
New Year’s Special: 25% OFF Your StayValid for stays January–March 2026. Book now!This villa is a unique combination of our existing two villas; our 3-bedroom (VRBO 3722129) and our one-bedroom (VRBO 3722906) villas. These two units are separated by adjoining doors....
Hale Pono- Oceanfront, private, gated, great views, AC, large property
Welcome to Hale Pono!The North Shore of Oahu’s premier luxury getaway.Please message me with any questions about available bookings.This hidden, elegant beauty sits on pristine property within the exclusive, gated community of the Sunset Beach Colony. Surround yourself...
Golf Course Serenity at Turtle Bay, near beach
Escape to our serene, ground-floor condo nestled along the scenic Turtle Bay Golf Course. With captivating views and a prime location near Turtle Bay Resort, beaches, and dining, it`s the perfect retreat for couples, adventurers, and business travelers alike.Split...
Ko Olina Beach Villas 410: 4th Floor Ocean Front, Gourmet Kitchen, Private Lanai
Step into oceanfront luxury at Ko Olina Beach Villas B410, a fourth-floor sanctuary overlooking the Pacific in the heart of Ko Olina Resort. This 2-bedroom, 2-bath villa offers 1,315 square feet of thoughtfully designed indoor-outdoor living, complete with a private...
Kalo Homes ~ Tropical Makaha Sanctuary
Imagine waking up to breathtaking views of the ocean, mountains, and valley, while surrounded by lush tropical landscaping. You can unwind in the Jacuzzi or fire up the Traeger grill for a tasty BBQ. We`ve got you covered with all the beach amenities you`ll need to...
Nalu Collection 2/2 Oceanfront Living~Luxurious Amenities OPEN 4/18-29
LOOK FOR EARLY BOOKING DISCOUNTS & COMBINE WITH OTHER DISCOUNTS.The Nalu Collection is a premier group of boutique, luxury villas within Ko Olina Resort. Our properties are consistently top rated, and upgraded with custom-made furniture, natural materials, appliances,...
Unique, Top of the Line Ocean View in Makaha
Locally owned and operated. Newly renovated with upcycled local accents and eco friendly products. All new premium wood cabinets combine with one of a kind solid cement coulter tops, stainless steel appliances, and mango wood shelving in the kitchen. A premium sofa...
Charming 2-Bedroom Townhouse Close to the Beach in enchanting KoOlina
Book your perfect KoOlina getaway! Stay in a freshly remodeled, resort-style townhome just 1 mile from KoOlina’s famous lagoons and steps from world-class hotels, dining, and shopping. This bright and welcoming Townhouse Kapolei retreat is designed for comfort and...
30Fl Renovated w/ Parking | Short Walk to Beach
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Enjoy your tropical getaway in this beautifully renovated 600 sq ft 1-bedroom condo for up to 4 guests at...
Sky Ala Moana 43rd fl PENTHOUSE Ocean & Diamond head view 1 Parking
-Luxurious Penthouse Retreat in the Heart of HonoluluIndulge in the ultimate urban oasis with our luxurious 43rd-floor penthouse condo, perfectly situated in the vibrant Ala Moana Center area between Waikiki and Kaka'ako. This prime location offers unparalleled...
Oceanfront Luxury Home in Lanikai- sleeps 8
Hale Mokulua is perfectly situated in front of the iconic Mokulua Islands. Relax as you watch the sun and moon rise over the turquoise water. Lounge next to the pool or dine in the outdoor dining area. Close to shopping and dining, this 4-bedroom, 3 bath home is perfect...
Luxurious 3BR Fairways at Ko Olina 20G with Golf Views
Fairways at Ko Olina 20G offers a luxurious retreat in Kapolei, HI, where vibrant island life meets modern comfort. This beautifully maintained three-bedroom, two-bath townhome spans 1,289 square feet and provides an inviting haven for families or groups seeking a...
The Pool House: 6 BR Kailua Home with Pool, Walking Distance to Kailua and Lanikai
The Pool House in Kailua offers 3,200 sq ft with 6 bedrooms, 4 baths and one amazing pool. Located in a peaceful and lush neighborhood with views of the Ko’olau Mountain range, it is an easy walk to Kailua Beach, Lanikai Beach and Buzz's Steakhouse. The home offers a...
KING BED, Spacious, Legal, VIEW
Experience the splendor of a contemporary, privately owned Waikiki Studio Condo boasting remarkable views! This unit has undergone renovations, featuring exquisite granite countertops, and a built-in cooktop. Catering to the discerning traveler, this condo offers a...
5 Minutes to the Beach! Oahu Ocean View + Family retreat
☆☆☆ Why guests LOVE our home? Why guests find it such a great VALUE?- Free parking for 5 cars (save $40–$100/car nightly)- Private SPA & BBQ in backyard, full kitchen to cut dining costs, - Spacious single-story for large family with senior and kids, 3 bedroom, 9 beds...
Tidepool Getaway: 5 BR Oceanfront Estate - Sleeps up to 17
Tidepool Getaway is a unique and peaceful oceanfront escape located in Kahuku, Oahu. This expansive property features 3 living spaces featuring 5 bedrooms, 5 bathrooms, and 2 kitchens—ideal for families, multi-family gatherings, or groups of friends seeking both...
Private, Pet-friendly, Newly Renovated Rainforest retreat close to Waikiki.
Welcome to our fully renovated (2024) 2B/1B free-standing guest house! Walk to Manoa Falls, community pool, courts (tennis, pickleball), and wellness classes. Full shopping center (groceries, dining, banks) is in the valley. We allow pets & long-term stays. Quick access...
Ilikai Hotels Best Kept Secret!! Updated & Furnished with Yacht views!
Conveniently located on the 3rd floor of the Ilikai Hotel, this condo is perfect for your time on Oahu. With the convenience of full kitchen, two bedrooms, two bathrooms and two spacious lanai this is a great choice when traveling with friends or bringing your family....
You're Resort Home! Walk to Disney, Beach & Pool!
It can’t get any better than Hawaii resort living in Ko’olina! Make yourself at home in this beautiful, bright, fully equipped family home. There are plenty of comfortable work-friendly spaces & fast reliable WiFi. Soak up the sun at the pristine Ko’olina beach lagoons...
Corner Unit Beachfront Condo with Wrap-around Lanai at Makaha
30 day minimum, contact owner for additional details. Secluded beach, the Pacific surf, beautiful sunsets, mountains, whales, turtles... Enjoy them all from your spacious (nearly 400 sf) covered lanai. Swim in the salt water pool, soak in the hot tub, lounge on the...
"Hale Pohaku" - Waimanalo Beach Front Vacation Rental
This property is a licensed short-term vacation rental Non-Conforming Use Permit #1990/NUC-1689. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations, License # TA-059-395-6864-01. TMK 410040420000."Hale Pohaku" - Waimanalo is a...
Cool retreat at the entrance to Lanikai-Very Close to Beach-3 Primary Bedrooms
Live your best life! An opportunity for beach living in this renovated and updated luxury rental with views of Kailua Beach and Kailua Beach Park - it's brilliant turquoise blue ocean, sandy beach, large grassy areas and tall ironwood trees. Fine craftsmanship abounds...
A Piece of Paradise at The Beach Villas in Ko Olina 2 Bedroom 2 Bath
Aloha and welcome to the Beach Villas at Ko Olina!The Beach Villas at Ko Olina are in the World-Famous Ko Olina Resort and Marina on the second of the four spectacular lagoons. You’ll enjoy the mile-and-a-half walkway along the lagoons, passing the Four Seasons Resort,...
Serene Lanikai House Near the Beach w/Full Kitchen and Great Outdoor Space
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional...
Top-Floor Luxury: Rare 3 Lagoon View, 2 Lanais near Disney Aulani, Avail Jun15th
Lagoon 2 Top Floor – 3 Hot Tubs, Pools & Beach Bar – Next available date April 18th & April 25thOceanfront 2BR/2BA villa next door to Disney's Aulani and Four Seasons Resort (not affiliated). Top-floor, front-corner unit with two ocean-view lanais and a private guest...
COVID Free Quaint 3 bedroom 2 1/2 Bathroom condo located in Ko' olina Fairways. Perfect place to unwind and relax. Two story with 3 bedrooms and two full bathrooms upstairs and kitchen, living room dining room and half bath downstairs. All the comforts of home to...
Boutique 1-bedroom condo in Waikiki! WiFi, AC, Pool, Hot Tub, BBQ Free Parking
Enjoy a pleasant stay at this newly renovated 1-bedroom condo in Waikiki, Honolulu with Free Parking. This 11th floor home features 2 queen beds, a pullout sofa-bed, Japanese toilet, magnetic arm and rain-shower head, perfect for a small group of guests and families....
Beachfront Paradise/Ocean Views & 5 Star Reviews/ Shared pool. Steps to the Sea!
paradisesandshawaiirentals.com8083828016E komo mai — welcome to our Turtle Bay Ocean Villa! Nestled within the iconic Turtle Bay Resort, this newly updated and beautifully redecorated 1,700 sq. ft. villa is designed to make your Hawaii vacation dreams come true. Located...
May Sale - Stunning End Unit with Amazing Lanai Views at the Beach Villas Resort
Escape to paradise in this beautifully appointed high-floor villa at the exclusive Beach Villas Resort in Ko Olina. View our walk thru Video by searching for the Aloha Nui Properties Channel on YouTube.This spacious end unit offers panoramic ocean views, refreshing...
World Famous Kailua Beach Charming Cottage
Studio Cottage near Kailua Beach and Beach Park! Large, 200 square foot lanai, fully furnished. Nice neighborhood setting. You won't believe how close this is to the beach! Also close to Kalapawai Market and other Beach Shops & Food. All utilities - A/C, Cable,...
Luxury Penthouse at Beach Villas at Ko Olina
This penthouse villa has 3 bedrooms and 3 baths and is located on the top/4th floor in the Ocean Tower (O426). The villa has an unobstructed full front ocean view and the private lanai overlooks the peaceful and tranquil koi pond area of the resort. Open the large glass...
Coconut Villa Entire home in Koolina Walking distance to the shops and beaches
Enjoy your morning coffee or evening cocktails out on our lush tropical lanai with the tranquil backdrop of the Ko Olina golf course. Take in the stunning sunsets from this perfect vantage point.Our villa is located in an ideal location; everything is within walking...
Kuilima Estates West - 3 Bedroom Vacation Home
NEW LISTING! This newly renovated 2-story 3 bedroom condo is located at Turtle Bay in the gated community. This is the ONLY condo with split AC downstairs and central AC upstairs. This beautiful island condo sleeps 8 guests.This condo is just steps away to two...
Beach Front Estate With Guest Cottage Sandy Beach Heated Pool/Spa:Please Inquire
30 Night ContractImmerse your family in the breathtaking beauty of Hawaii’s North Shore! Enjoy two fully equipped living spaces with top-notch amenities, ensuring a comfortable and memorable vacation.Unlock the gates to our Sandy Beach and sink your toes into the soft,...
Unique 8th Floor King bedroom condo Full kitchen Sleeps 3
Legally Permitted Rental - WAIKIKI GRAND HOTEL®815 One-bedroom Suite 2 Rooms in 1 Space1 King Bed1 Sofa BedFULL KITCHENGrab this one if it pops up for your dates! It is seldom available and often booked far in advance. Some years ago, a much-loved radio personality from...
Waikiki Shore 1404: The Full Beachfront Experience w/ Incredible Ocean Views!
Waikiki Shore #1404 – 2161 Kalia Rd.Bask in cool trade wind breezes as you enjoy your morning coffee on the lanai or as you walk along beautiful Waikiki Beach! With its incredible ocean and sunset views, this 14th-floor condo (1 floor below Penthouse level) is unique...
Popular Ground Floor 2BR/2BA villa Ko Olina Beach Villas
This spacious Villa is located in the more secluded Beach Tower. Villa faces the sunset side of the Beach Villas at Ko Olina's 2nd Crystal Clear Beach Lagoon. This ground floor villa is the FIRST unit behind the direct front end caps. Away from the main entrance of the...
"This tastefully decorated island suite is fully equipped with everything you need to have a fantastic Waikīkī vacation. With a stellar location, you’ll enjoy gorgeous views of the Pacific Ocean and Waikīkī beach from your furnished, screened-in lanai. You’ll also love...
15 Steps to the Beach! Ground Floor Completely Renovated on the North Shore
Escape to our brand-new, ground-floor North Shore condo, just 15 steps from the sand! This beautifully renovated beachfront unit sleeps 4 and offers direct access to a pristine, turtle-populated beach from your private lanai. Enjoy modern amenities, ocean sounds, and...
Luxurious 2-Bedroom Retreat in the Heart of Waikiki.
Waikiki Landmark Unit 2901. Escape to paradise in this spacious and luxurious 2-bedroom, 2.5-bathroom condo at Waikiki Landmark, Unit 2901. Located in the heart of Waikiki, this expansive unit offers everything you need for an unforgettable Hawaiian vacation. Fully...
Newly Remodeled Ocean View Steps to Waikiki Beach
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...
Discover Serenity: Rooftop Bliss, Pool, Sauna, Minutes from Waikiki Beach!
Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 1772 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high definition 32-inch TV, available with Premium cable, ensuring...
Newly Renovated Waikiki Beach 1 Bedroom/1 Bath Condo
Just 2 blocks from the world-famous Waikiki Beach. Short-term 1 to 6 month rental (28 day minimum). Completely renovated 1 Bedroom, 1 Bath condo at Waikiki Lanais with a private lanais with golf course and mountains views. Unit features all new kitchen with granite...
Monthly- Discovery Bay 2203 Ocean/Sunset/Marina/City Views - Q Bed/Twin Sofabed
Sweeping Ocean Views High Floor Corner Unit, PremTV HBO, Remodeled. 5 Min to Beach, Ctrl AC, Furnished, Prking Incl, Spacious Lanai, Pool, HotTub, Utilities, WiFi, BBQ, Gym, Washer/Dryer, Beach Chairs/Boogie Board. Non smoking. Queen bed/Queen Sofabd.Sweeping Ocean...
Zero bedroom apartment in United States of America, Honolulu
Enjoy breathtaking ocean, city, and mountain views from this newly upgraded penthouse studio in Waikiki. Perfect for up to 4 guests, this modern space features two queen beds, split AC, WiFi, a well-equipped kitchenette, and a private balcony for sunset and Friday...
Spacious 3BR/2.5BA Townhome in Quiet Ko Olina - Pool, Beaches & Golf Nearby
Our comfy 3-bedroom, 2.5-bath townhouse is located in the quiet Hillside Villas community at Ko Olina. Our home is minutes away from world-class beaches, golf, and restaurants. Our place offers comfort and convenience for your tropical getaway. Nestled in a quiet,...