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.

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Breathtaking 180-Degree Ocean Views, Ilikai Marina, Full Kitchen!

Reviews (1)

Construction Notice 10/20/25: Exterior painting work is currently scheduled from 10/29 - 12/12/2025. 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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Monthly- Discovery Bay 2203 Ocean/Sunset/Marina/City Views - Q Bed/Twin Sofabed

Reviews (1)

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Ho'omaika'i

Reviews (32)

Welcome to Hoomaikai ~ Give Thanks, your serene retreat nestled in the heart of Kahuku. This charming 2-bedroom, 2-bathroom vacation rental offers a perfect blend of comfort and elegance, ideal for a family getaway or a romantic escape. Step inside to discover a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

BEACH FRONT Paradise With A/C, Pool & Jet Tub

Reviews (68)

House, 5 Bedrooms + Den, 4.5 Baths, Central A/C (Sleeps from 2-16)~Special COVID 19 cancellation/full refund policy available. Please see details in Rental Agreement. -Concierge and Grocery Shopping Services Provided Upon Request5 bdrm 4.5 bath home with Central AC,...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 16
📍 Waianae, Hawaii

First Class Luxury Beach Front Resort Condominium

Reviews (176)

Located in the World-Famous Ko Olina Resort and Marina on the 2nd of four lagoons, you’ll enjoy the mile and a half walkway along the four lagoons as you pass the newest 4 Seasons in Hawaii, the Disney Aulani Hotel & Spa, the Marriot Ko Olina Beach Club and us, The Ko...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Ko Olina Beach Villas - Beachfront - Beach Tower 709

Reviews (43)

Our spacious 1,500 square foot suite is the only beach-front penthouse available for rent at the prestigious Beach Villas Resort in Ko Olina and the only privately rentable condo with panoramic ocean views from every room.Watch the video of our property -...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Ko Olina Beach Villas O1402: Spectacular 14th Floor Penthouse w/Ocean Views

Reviews (4)

Welcome to Ko Olina Beach Villas O1402 by Gather, a 14th-floor penthouse where sophistication and comfort meet Hawaii’s natural beauty. Overlooking the Pacific Ocean and Ko Olina’s tranquil lagoons, this luxurious three-bedroom, two-and-a-half-bath villa accommodates up...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Free parking marinesurf Comfort central Waikiki

Reviews (1)

Aloha our unit have free reserve parking ,5-10 minutes walk to the beach , heart of Waikiki, International market, DFS , Royal Hawaiian shopping center. You stay in a very convenient and comfortable place .

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Ko Olina Beach Villas O1006: Luxe Penthouse w/Pool, Golf, & Ocean Views

Reviews (30)

Welcome to Ko Olina Beach Villas O1006 by Gather, a luxurious two-bedroom, two-bathroom penthouse on the tenth floor of the exclusive Ocean Tower. Designed for up to six guests, this elegant villa offers panoramic ocean views, serene vistas of the resort pools and koi...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Spectacular golf course front, steps from the beach

Reviews (12)

Enjoy the amazing experience of staying at Turtle Bay without resort pricing! Our Kuilima West condo is ideally situated just steps from the Turtle Bay Ritz Carlton Resort, and has all the amenities you need, parking, AC, free wifi, washer and dryer.More than 5 miles of...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kahuku, Hawaii

Upscale Ocean View 1BR, Steps to Beach, w/ Parking

Reviews (2)

Summary:Luxurious Waikiki Escape! Just 1 block from Waikiki Beach, this upscale, fully remodeled corner condo at the Waikiki Banyan features breathtaking ocean and Diamond Head views. Relax in style with a plush king bed, sleeper sofa, and private lanai. Includes free...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Stunning Home w/Ocean-Mountain Views in East Oahu Serene Family Vacation

Reviews (1)

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...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Brand New 2 Bedroom House

Reviews (2)

Experience local-style living in the cool, quiet, and tranquil Pupukea. This brand new house is a perfect place to relax.Enjoy a private entrance and free parking. 5 minutes from Waimea Bay and other famous surf spots.Family-friendly, ideal for 4 people with the option...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Haleiwa, Hawaii

Aqua Aloha Surf Waikiki 402 Superior Studio with Lanai and Partial City Views

Reviews (1)

Aqua Aloha Surf Waikiki 402 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Fantastic Ocean View Unit- close distance to the beach, lagoon, mall, and more

Reviews (13)

Experience the elegance and comfort of this ocean-view one-bedroom unit, featuring two queen-size beds and a refined renovation. You can walk to the famous Ala Moana Shopping Center, the stunning beach park, and the lagoon. Many restaurants are nearby, and an ABC store...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Waialua Beachfront Home, 5 bed/4 bath-Northshore

Reviews (1)

Welcome to our private, beachfront home on the North Shore of Oahu in Waialua. Wake up to panoramic ocean views on your own secluded estate just steps to the sandy beach. This single story family home has 4 bedrooms and 3 full baths with an additional bonus studio with...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 9
📍 Waialua, Hawaii

Makaha-465 Farrington: Spacious 4BR Oceanfront Haven with Modern Amenities

Reviews (1)

Set your sights on paradise at Makaha – 465 Farrington Hwy by Gather, a timeless beachfront retreat on Oahu’s serene west shore. Once a cherished family getaway and now lovingly reimagined for modern comfort, this four-bedroom, three-and-a-half-bath home offers a...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Waianae, Hawaii

SEArider ONE at Turtle Bay (2 bedroom / 2 bath) - Kuilima Estates East

Reviews (22)

~ You just found your Base Camp to explore the North Shore of Oahu ~Our condo has just been completely remodeled and redecorated with two brand new bathrooms as of September 2021. We are situated alongside the Palmer Golf Course and are a short 5-10 minute walk to the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kahuku, Hawaii

Steps To Kailua Beach

Reviews (5)

Our beautiful home has been featured in Hawaii Home Magazine and has received a best in class award from the Hawaii Builders Association. The home is within a 2 minute walk to Kailua Beach Park, the Kalapawai Market and Buzz's Steak house. There is ocean, mountain and...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kailua, Hawaii

PARADISE PROMISED! Spacious 6 bedroom home. Minimum Stay

Reviews (108)

This property will only be made available once every 30 days to comply with the Hawaii rental laws. Rental contracts will reflect a 30 day rental period and no other guests may occupy the home during that time period. Please contact us for further information prior to...

🛏 6 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Honolulu, Hawaii

Place in Paradise - Kailua Beach Oceanfront Vacation Home

Reviews (228)

This property is professionally managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1802 It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations,...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 14
📍 Kailua, Hawaii

Royal Hawaiian Estate – Oceanfront Luxury in Waimanalo

Reviews (37)

“Notice: In compliance with the Revised Ordinances of the City and County of Honolulu, the Property will be made available for your use and occupancy for a period of thirty (30) days.” Experience Hawaii in an exquisite beachfront mansion with panoramic ocean views on...

🛏 9 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 20
📍 Waimanalo, Hawaii

Corner Unit 1 Block to Beach in Heart of Waikiki! FREE Parking & Wi-Fi, AC!

Reviews (6)

Ni'ihau Apartments #605 – 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! Beautiful corner unit (673 sqft)...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

Exclusive Beachfront Home in Private Gated Community

Reviews (1)

Welcome to Hale 4 U! Step through the front door and be captivated by breathtaking panoramic views of one of the most unique coastlines in the Hawaiian Islands. Nestled within an exclusive gated community with access to a private bay, this beachfront retreat offers 5...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 9
📍 Haleiwa, Hawaii

Ko Olina Beach Villas 410: 4th Floor Ocean Front, Gourmet Kitchen, Private Lanai

Reviews (5)

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Kahala Beachfront Estate – Private Resort-Style Living

Reviews (23)

For discounted rates on Main house only, please inquire. 7 Night Minimum over any major holiday except Christmas. 10 Night Minimum over the Christmas/New Years Holiday Season at $7,500 per night.Spacious beachfront estate is situated on lush tropical grounds, nestled in...

🛏 7 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 14
📍 Honolulu, Hawaii

Coconut Plantation Luxury Rental! Ground Floor - Golf Cart Available!!

Reviews (45)

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Hilton Hawaiian Village Rental

Reviews (6)

We are please to provide our Suite units by Hilton Grand Vacations. The resort gives guests ideal access to the best stretch of Waikiki's famous white-sand beach and the extensive entertainment, shopping and dining options within the renowned Hilton Hawaiian...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Fairway Villa 2417

Reviews (26)

Fairway Villa #2417 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)HIGH FLOOR! TOP TO BOTTOM RENOVATION! Your Home Away from Home! Enjoy this recently renovated two-bedroom, two-bath condo (723 sqft plus 151-sqft lanai) with all...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Honolulu, Hawaii

Hale Mahina: Gorgeous Remodeled Pupukea Home with Private Hot Tub & Ocean Views

Reviews (1)

Welcome to Hale Mahina by Gather, a serene four-bedroom, three-and-a-half-bath sanctuary set in the emerald hills of Pupukea on Oʻahu’s North Shore. Blending panoramic coastline views with refined modern design, this single-level estate spans 3,798 square feet and...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Haleiwa, Hawaii

Executive Balinese Vacation Home in Hawaii Kai

Reviews (2)

Find serenity,luxurious style, at Hale Maluhia. This Oahu vacation rental, whose Hawaiian name translates to "house of tranquility," is a beautifully contemporary resort close to some of the island's best beaches and east oahu coastline. Invite up to eight friends or...

🛏 6 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Honolulu, Hawaii

Diamond Head Surf House: Gold Coast Oceanfront Home w/AC & Gorgeous Views

Reviews (1)

Completely immerse yourself in oceanfront island living at the stunning three-level retreat known as the HLH Team, a spacious 3BR luxury home positioned along Oahu’s coveted Gold Coast between Diamond Head and Waikiki. This monthly rental delivers panoramic shoreline...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Breathtaking Studio Ocean Views! Pool! Beach!

Reviews (1)

Summary:🌺 Experience the Ultimate Hawaiian Retreat! 🌺Escape to paradise in this beautifully renovated high-floor unit offering breathtaking panoramic views of the Pacific Ocean, Diamond Head, and the vibrant Waikiki skyline. Whether you're here to relax 🌊 or explore 🌺,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Aqua Aloha Surf Waikiki 305 Moderate Studio with Partial City Views, Sleeps 2

Reviews (1)

Aqua Aloha Surf Waikiki 305 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 175 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

30Fl Renovated w/ Parking | Short Walk to Beach

Reviews (1)

Summary:Beautifully renovated 1-bedroom unit managed by Midway Vacations. Steps from Waikiki Beach, top dining, and Royal Hawaiian Center shopping. Perfect for couples, solo travelers, or families, it sleeps 4. Enjoy free parking and stunning mountain & city views from...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Sans Souci 1106 - A Studio above the Beach

Reviews (1)

You'll find bicycles, golfing, and more on site at this smoke-free apartment. Waikiki Beach and Kaimana Beach are just a short walk away, so leave your car at the property, which offers covered onsite parking. After you return, unwind on the balcony and enjoy the...

🛏 Studio
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Beachfront Paradise/Ocean Views & 5 Star Reviews/ Shared pool. Steps to the Sea!

Reviews (13)

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...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kahuku, Hawaii

Coconut Plantation 1086-1: Upscale 3BR Condo in the Serene Ko Olina Resort

Reviews (2)

Coconut Plantation 1086-1 by Gather offers a relaxing and beautifully updated retreat within the gated Coconut Plantation neighborhood of Ko Olina Resort. This spacious two-story home features 1,715 square feet of island-inspired living, three comfortable bedrooms, two...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Downtown Luxury Penthouse, Free Parking, Washer/Dryer

Reviews (1)

Welcome to your stunning getaway in the heart of downtown Honolulu! This spacious, High-Ceiling two story Penthouse is perfect for families, large groups, or anyone looking to experience the best of the city with comfort and style. With 8 beds distributed across 3...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 12
📍 Honolulu, Hawaii

Newly renovated, Free Parking, One block to Waikiki Beach

Reviews (95)

See my other Properties # 1503692 and #3156864 and #3512192 for my 5-STAR reviews and to book multiple units in the same building.Located in the Waikiki Sunset with beautiful mountain and city views this condo offers enough beds to sleeps 6. 1 bedroom (king bed and twin...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Ko Olina Beach Villas O905: 3BD Luxe Villa w/ Stunning Sunset Views

Reviews (1)

Welcome to Ko Olina Beach Villas O905, a refined 3-bedroom, 2.5-bath ocean-view retreat set high on the 9th floor of the Ocean Tower in Ko Olina Resort. Spanning 1,507 sq ft of open, airy living space with room for up to 8 guests, this villa blends luxury comfort with...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Beach, City lights and Mountain Views 180 degrees view & centrally located

Reviews (9)

Discover this charming 3-bedroom gem in Honolulu. This excellent condo features 1 king bed, 1 queen bed, 2 full beds and another queen queen blow up bed that can be use in the living room, perfect for a group getaway. With 2 bathrooms equipped with hair dryers and...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Hale Keani O-1203 stunning Views to relax

Reviews (1)

Welcome to Penthouse Hale Keani O-1203 at the Beach Villas at Ko Olina – Your Luxury Hawaiian EscapeIndulge in the splendor of our breathtaking two-bedroom, two-bath penthouse, located on the twelfth floor of the Ocean Tower at the prestigious Beach Villas at Ko Olina....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Jewel Of Sunset Point <br>at world famous Sunset Beach

Reviews (95)

A Kaimaina home that is nestled on a quiet dead end street in the coveted neighborhood of Sunset Point. This one of a kind home has been in our family for over 70 years. Remodeled and completely refurbished, this is “country living” at its best. This two bedroom one...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Haleiwa, Hawaii

!New Remodel Oceanview Waikiki AlaWai AlaMoana

Reviews (1)

New remodeled private, high rise studio in a secured apartment on Niu Street (Waikiki) with ocean view, Diamond head, city light, Ala Wai Canal view. Walking distance to Convention Center, Ala Moana, beaches, shops and eateries.Please inquire about other listings in...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

15 Steps to the Beach! Ground Floor Completely Renovated on the North Shore

Reviews (6)

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...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Haleiwa, Hawaii

Tranquil 2-Bedroom Getaway at The Cove Waikiki

Reviews (1)

Stay in seclusion & serenity at one of Waikiki's newest gems, The Cove Waikiki. This private community is nestled 2 short blocks from Duke Kahanamoku Bay and among Discovery Bay's ample shops, cafes and activities, and easy access to Waikiki, Magic Island Beach Park,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Luxury Ko Olina Beach Villa B109 by Gather w/ Stunning Ocean & Kapolei Views

Reviews (3)

Ko Olina Beach Villas B109 is a ground-level oceanfront retreat in Kapolei's Ko Olina Resort. With two bedrooms, two baths, and sleeping space for six, this villa blends comfort, luxury, and direct access to the lagoons, making it the perfect escape for families,...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Corner Oceanfront 1BR Condo w/ Panoramic Views

Reviews (2)

Enjoy a serene beachfront experience at this 1-bedroom condo in Waianae’s Hawaiian Princess Makaha. Perfect for couples, this peaceful escape offers a private lanai with ocean views, direct beach access, and all the comforts of home. Wake up to the sound of waves and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Waianae, Hawaii

Walk to the beach! North Shore Surf House

Reviews (3)

Step into your newly remodeled condo (one of the largest on property). Walk to the beach, restaurants and more. Indulge in luxury with 2 private pools, tennis and pickleball courts, and 5+ miles of pristine beaches just moments away. Dive into adventure with surfing,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

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