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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Watermark - Luxury 2BD/2BA/2PA on 36th floor with an Ocean View!

Reviews (2)

Discover a breathtaking retreat perched "on top of the world" with wide-open ocean views that showcase Magic Island and Ala Moana Beach Park. Experience the perfect blend of indoor and outdoor living with a stunning, usable lanai to savor paradise every day.LIVING...

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

Kuilima West Estates 198B

Reviews (68)

Surf's up on the North Shore and our condo is ithe perfect place to Hang Ten! You'll appreciate the attention to detail, modern amenities and the chic, decor when you escape to our Surfer's Paradise. Our location provides easy access to the surrounding amenities, and we...

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

Island Oceanfront Getaway

Reviews (1)

Summary:Relax with the whole family at this peaceful home. Our newly renovated oceanfront property is the perfect island getaway. With ocean and mountain views from your doorstep yet just minutes from the best local food and famous attractions you will enjoy the perfect...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Hauula, Hawaii

Stunning oceanfront cottage

Reviews (172)

This beautifully restored one-of-a-kind oceanfront home has all the charm of yesteryear with the added conveniences and sustainability of today. Meticulously appointed and private, the views and location are spectacular. The Guardian newspaper has listed Kona Moana Hale...

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

Hale Aloha Turtle ~ Bay Golf Course

Reviews (5)

Brand New Listing! Relax in this beautiful and spacious getaway on the North Shore and be the first to review this 5-star Guest Favorite listing that is new to our portfolio!This spacious and newly updated 3-bedroom unit has beautiful lagoon views of the Turtle Bay Golf...

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

Oceanfront Condo W Free Valet Parking & Balcony

Reviews (4)

This luxury apartment lies in the heart of Waikiki and is the perfect place to relax with friends and family. Sit on the balcony and sip a drink while watching the sun set over the horizon and the surfers ride the endless waves.The apartment comes with FREE valet...

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

LUXURY Condo!! One Ala Moana Large 1 bedroom 1 bath, 877 Sf

Reviews (1)

Location: Come experience the very best of island living at One Ala Moana, steps away from Ala Moana Shopping Center. Minutes to Waikiki, downtown.Interior: Features Philpotts designed deep-smoked walnut wide plank flooring. Magnificent floor-to-ceiling windows capture...

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

Modern, 29th Fl, View, Legal

Reviews (2)

Prepare to fall in love! The location of this privately owned, snug 212 sqft studio at the Hawaiian Monarch Hotel is simply perfect, with all the Waikiki attractions within easy walking distance. You'll be delighted to know that the beach is just a short 10-minute...

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

2 bedroom 1 bathroom, walk to world famous Waikiki beach only 0.3mi

Reviews (5)

Cozy 2 bedroom condo 805 sq.ft in Waikiki with great mountain and golf cruise view. North-facing floor plan, cool in summer time. Big balcony/lanai 125sq.ft one parking lot included in garage. Access to rooftop with great view. Shared gym and laundry in the building.

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Ko Olina Beach Villas B103: Spacious Elegance & Oceanfront Views

Reviews (1)

Ko Olina Beach Villas B103 offers a luxurious island escape in Kapolei, HI—where effortless comfort meets the soothing beauty of garden views and ocean breezes. Spanning 1,478 square feet, this thoughtfully appointed three-bedroom, three-bath villa accommodates up to...

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

*Affordable Island Getaway with private yard *

Reviews (2)

We're situated in a prime residential neighborhood, just 2 blocks away from Kailua Beach Park Entrance and Kalapawai Market, as well as downtown Kailua. You'll find an abundance of shops and restaurants, plus two of the world's most beautiful beaches, Kailua and Lanikai...

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

Wailupe Seaside Haven: Beachfront Luxury Home w/ Pool & in City Proximity

Reviews (1)

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Wailupe Seaside 4 Bedroom by...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Honolulu, Hawaii

Lokomaika'i Kailua: Elegant Vacation Home with Pool & AC

Reviews (1)

On Oahu’s sun-kissed Windward side, Lokomaika’i Kailua (meaning “Gracious Kailua”) invites you to slow down, open the sliding glass walls, and let the island breeze transform everyday living into something magical. This single-level home blends open-concept interiors,...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Kailua, Hawaii

Epic Forest View, A/C, Fruit Trees, Beach 5m drive

Reviews (81)

Experience this forest retreat complete with a cozy queen bed, AIR CONDITIONING, vaulted ceilings, convenient kitchenette, half bath, and an outdoor hot/cold shower. Relax on the expansive deck facing breathtaking panoramic views of the untouched jungle. Immerse...

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

Convenient to Waikiki Large 3000 sqft 4br 2ba house in East Honolulu

Reviews (4)

*please read property description thoroughly*Come stay at my large, private, extra-comfortable, 4 bedrooms 3000 sqft house in a located in beautiful East Honolulu - one of the premier neighborhoods on Oahu. Located at only a 20 minutes drive from Waikiki, East Honolulu...

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

GOLFERS DREAM - Located On The Famous Ko Olina #2 Fairway

Reviews (55)

If you are not familiar with the Ko Olina Resort, please Google 'Ko Olina', there are just too many fun things to do, too many beautiful places to see, too many great restaurants and shops to do them justice in this little ad.This condo is arguably in the best location...

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

Beach Theme Home, with 2021 Mercedes SUV, West Oahu, Wai Kai Lagoon resort.

Reviews (6)

Aloha! Beach themed home in west Oahu! Located next to many golf courses (7 courses within 4 mile radius), including the prestigious, Ernie Els designed, Hoakalei Country Club. This 3Br, 2.5Bath 2-story townhome features 1400sq ft of living space, full amenities as you...

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

Condo 1 block from Waikiki Beach

Reviews (5)

This is my timeshare. Please do not try to book this directly. Send me a request for the dates you are looking for so I can check with the timeshare location for availability. This property is a 2 minute walk to the beach. Set moments from Waikiki Beach and offering...

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

'Aloha!' Perfect Location, Near Beach, Sun Deck!! Permit Number: 2210-CCH-0039

Reviews (301)

Aloha! This Beautifully Designed and Renovated (April 2023) Large one bedroom condo unit is Tastefully redone to complement its Natural Surroundings. Located closest to the best beaches, this single level (no stairs) ground floor unit has 6 windows and 2 sliding glass...

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

Completely upgraded, Beach Tower 3 Bedroom. Last minute discounts 4/19-5/21/25.

Reviews (4)

Upgraded 3-Bedroom Beach Villa | Premier Lagoon & Ocean View LocationWelcome to your luxury island retreat at the Beach Villas at Ko Olina. This elegantly upgraded 3-bedroom, 3-bath villa is located on the 4th floor of the Beach Tower, just one building back from direct...

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

2BOF3 Aston Waikiki Beach Tower: 2 Br with Ocean Front Views & Full Kitchen

Reviews (5)

Waikiki Beach Tower: Two-bedroom suite with Ocean Front Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively, this...

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

Ko Olina Beach Villas B506 by Gather: Luxury 2BD 2BTH w/ Ocean Views

Reviews (14)

Ko Olina Beach Villas B506 by Gather offers an elevated blend of comfort, elegance, and breathtaking ocean scenery from its desirable fifth-floor position in the Beach Tower. This beautifully appointed two-bedroom, two-bath villa accommodates up to six guests, making it...

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

Ocean View! Lagoon Tower! Family Friendly Resort! Beautiful Hilton Condo On Waikiki Beach!

Reviews (2)

Set along the breezy coastline of Honolulu, and with all the comforts of home. You will have access to four swimming pools, one with multiple waterslides, a saltwater recreation lagoon, daily planned family activities, Waikiki Beach access, water sports, spa...

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

A Modern Mix Waikiki Edition: 1 Br w/ Free Parking

Reviews (1)

***Amenities recreational deck renovations has begun. The renovation timeline is currently set from April 2025 - for the next 12-14 months (April - June 2026). Pool, hot tubs, grills, etc. will not be available during this time. Price has been adjusted due to...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

Dlx Oceanview Waikiki1Br Condo...Stunning Ocean/Marina Views!

Reviews (2)

Welcome to your own 1br Oceanview Condo in Waikiki...ideally located on the Marina side of Waikiki...near the famous Hilton Hawaiian Village.. Enjoy great ocean & marina views from the privacy of your own lanai from your Waikiki beach vacation condo rental ...just...

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

Hale Kai - Large Enclosed Lanai - Sleeps 2

Reviews (5)

Hale Kai - Spacious Enclosed Lanai - Sleeps 2Welcome to Hale Kai, your “Home by the Sea” in the charming Kuilima Estates East community. This beautifully designed island-style retreat offers 875 square feet of living space, including a large enclosed lanai, perfect for...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Kahuku, Hawaii

Newly renovated, Free Parking, One block to Waikiki Beach

Reviews (85)

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

Ocean Front Condo with Endless Sunset Views

Reviews (18)

Welcome to Paradise! This bright, newly renovated condo will capture your heart and elevate your appreciation for the tropical heaven that Waikiki is known for. When walking into the unit, you’ll feel as if you’re on your own tropical island as you’re surrounded by...

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

Gorgeous Ocean View! Steps to Beach! Centrally located, full kitchen & more!

Reviews (13)

Waikiki Shore #712 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sand of Waikiki Beach!You'll be mesmerized by the incredible ocean views from this beautiful Hawaiian feel contemporary. The open concept...

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

Paradise Awaits in this Luxurious Villa in Ko Olina

Reviews (7)

Luxurious 3 bedroom Villa located in West Oahu. Enjoy all 4 of Ko Olina's ocean lagoons. Walking distance to Four Seasons, Disney Aulani, Marriott Beach Club, Ko Olina Center (shops and restaurants), Ko Olina Golf Club, Roy's Restaurant, and Monkey Pod Restaurant.State...

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

Sky Ala Moana 2908: 2 BR, 2 BA Condominium in Honolulu, Sleeps 4

Reviews (2)

This stunning 2BR/2BA condo is located in the brand-new Sky Ala Moana building, offering breathtaking ocean views and luxurious amenities. The unit features a spacious living room, a fully equipped kitchen with modern appliances, and two elegant bedrooms with...

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

licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage

Reviews (60)

Charming beachfront cottage right on Kailua Beach! licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage. This delightful 2 bedroom/1 bath vacation rental cottage puts you right in the middle of world renowned Kailua Beach. Enjoy ocean views from your living room....

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua, Hawaii

THE GRAND ISLANDER BY HGVC, 2br Premier Ocean View Condo

Reviews (1)

This 2-Bedroom, 2-Bathroom partial ocean view Suite with lanai features a primary bedroom with a king-size bed and a 55-inch flat-panel Smart TV. The spa-inspired primary bathroom includes a sleek shower, a deep soaking bathtub, a private water closet with a TOTO...

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

Modern, Romantic Vibes in the Tropics

Reviews (139)

The SpaceCome enjoy this newly updated, spacious end-unit condo in beautiful Turtle Bay. It is as comfortable as it is beautiful. Whether it's breakfast in bed or a drink on the lanai swing, you may not want to leave. Everything has been updated, including hand-picked...

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

Rare Deluxe Ocean View Gem with Free Parking

Reviews (23)

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...

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

NEW Gorgeous BEACHFRONT Condo with Fabulous Ocean Views! Fully Renovated!

Reviews (62)

Waikiki Shore #702 – 2161 Kalia Rd.FULLY RENOVATED! This condo is perfect for 2 couples or up to 6 guests (STRICT MAX OCCUPANCY, using optional rollaway beds).– Contemporary beachfront condo overlooking famous Waikiki Beach with spectacular OCEAN Views!– Exquisitely...

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

Walker's Lanikai Beach House – Historic Oceanfront Retreat

Reviews (130)

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-1757. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations,...

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

3-Bedroom Available for MAY! 250 Steps to the Beach! MONTHLY DISCOUNT!

Reviews (71)

E komo mai to Hale Makai, our piece of island paradise in Kailua. Beachside and just three houses from Kailua Beach - you are going to love it here.Lying alongside a fabulous three-mile stretch of protected beach, Kailua is a small town on the windward side of Oahu....

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

Ocean View Sky Ala Moana Condo w/Amazing Amenities Near Restaurants & Shops

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.Welcome to The Sky Ala Moana, the newest pinnacle of luxury in Honolulu. This exquisite property, consisting...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 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

North Shore Turtle Bay Hideoutn - Kuilima Estates East

Reviews (11)

BRAND NEW RENOVATION. This unit backs up to the world famous Fazio golf courses with a beautiful view of the 18th hole from the relaxing lanai. Just a five-minute walk from the beaches at Turtle Bay Resort and access to miles of walking and biking trails. Turtle Bay is...

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

Waikiki Shore 1406

Reviews (5)

Your Waikīkī vacation begins in this deluxe one-bedroom one-bathroom ocean view suite, which was updated in 2015. You’ll love the kitchen, which has lovely wooden cabinetry, stainless steel appliances, and a view! You’ll also have indoor eat-in dining for four, which...

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

S&N Lux suite/Free Parking/King Bed/Kitchen/Wi-Fi

Reviews (4)

Experience luxury in our modern suite in Honolulu, Hawaii. Nestled amidst European-style gardens, our resort harmonizes with Oahu's tropical charm. Relax in the outdoor pool, stroll through the garden, stay fit in our gym, or unwind in the sauna. Explore Honolulu's...

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

Surfer's paradise on Oahu's North Shore - Split ACs

Reviews (60)

Aloha & Welcome to our stunning condo located at the Kuilima Condos at Turtle Bay, on the North Shore of Oahu. Our condo is the perfect destination for those seeking a luxurious and relaxing vacation in paradise with two Split AC units that keeps the place cool...

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

Beautiful Mountain Views & Steps to Waikiki Beach

Reviews (1)

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.Experience the charm of this corner unit with lanai on the 29th floor of the Waikiki Banyan, ideally...

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

Boutique 1-bedroom condo in Waikiki! WiFi, AC, Pool, Hot Tub, BBQ Free Parking

Reviews (6)

Enjoy a pleasant stay at this newly rennovated 1-bedroom condo in Waikiki, Honolulu with Free Parking. This 11th floor home features 2 queen beds,a pullout sofa-bed, Japanese tolilet, magnetic arm and rainshower head,perfect for a small group of guests and families....

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

Waikiki Living, 4 blocks from surf, mountain views, king size bed and office!

Reviews (2)

Sunrise on the surf, sunset on the beach, dinner at the top of Waikiki. Enjoy views of Ala Wai canal, Ko'olau mountains and the new park on Aloha Drive from spacious lanais, including your own private lanai. Equipped with A/C, smart TV, microwave and a full kitchen to...

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

Resort Style with Hula Show, Fireworks and even Tiki Torches!

Reviews (108)

The Ilikai is the first hotel-resort condominium developed in Hawaii and is one of the original landmarks of Waikiki. It is best known for being featured in the Hawaii 50 TV series and is loved by tourist and locals alike. Conveniently located in Waikiki next to the...

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

Center of Waikiki - 1 Bedroom 3 Queen Size Beds

Reviews (51)

THOUGHTFULLY CURATED BY OWNER/ARCHITECT TO CREATE A STRONG SENSE OF BELONGING.YOUR ULTIMATE HAWAIIAN RETREAT IN THE HEART OF WAIKIKI31st-floor corner unit in the Island Colony Aqua hotel building. You are in the CENTER of Waikiki, surrounded by shops and shopping...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

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