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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AlohaCation - Oceanfront North Shore Oahu - Fast Wi-Fi for Remote Work

Reviews (12)

Work remotely from a true oceanfront home on Oahu’s quiet North Shore — with fast Wi‑Fi and a lanai that works as a full‑day outdoor workspace.The covered balcony stays shaded throughout the day and benefits from a constant, light ocean breeze, making it comfortable to...

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

Fairways at Ko Olina 4A: Luxury Condo w/ Balcony Views & Resort Amenities

Reviews (1)

Fairways at Ko Olina 4A is your serene island retreat, nestled in a quiet corner of the Resort at Ko Olina. This upgraded two-bedroom, two-bath condo offers garden views, modern comforts, and resort-style amenities, all just steps from sandy lagoons and world-class...

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

Adorable 1-bedroom condo with kitchen, pool, WiFi near Waikiki Beach, sleeps 6-8

Reviews (2)

Adorable newly upgraded condo with full kitchen, WiFi, AC and pool in the center of Waikīkī just blocks from Waikiki Beach and International Marketplace filled with famous art galleries restaurants and high end fashion! Furnished with a queen bed, king bed, 2 twins...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 8
📍 Honolulu, Hawaii

Full Ocean View - Steps to the Beach! Free Parking and Wi-Fi

Reviews (169)

Enjoy waking up to paradise right outside your window. Step out on your private lanai and breathe in the sweet tropical air as you watch the graceful surfers ride the gentle breaking waves. Take advantage of your home-away-from-home and prepare a meal from your...

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

NEW Modern Marina Front on Hawaii Quay

Reviews (7)

Enjoy marina-front living in Hawaii Kai at it's finest! This upgraded single-level four bedrooms, four bathrooms home's large lanai with pergola overlooks your own private dock. Watch the ducks swim by or take the kayak and stand up paddle out to the beach. West-facing...

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

3-bedroom townhome in peaceful Ewa Beach with AC

Reviews (2)

Enjoy a peaceful stay at this charming 3-bedroom townhome in Ewa Beach. This terrific property features 2 queen beds, 1 twin bed, and a cozy office space with a futon. With amenities like AC, iron, and a hair dryer, guests can relax and escape close to the ocean in this...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Ewa Beach, Hawaii

Largest 3BR Villa in Turtle Bay Hawaii, nearest beach access!

Reviews (188)

Escape to the breathtaking North Shore of Oahu and indulge in island luxury at its finest. This stunning 3-bedroom villa at Turtle Bay Resort offers spacious comfort for families or groups of up to 8 guests.✨ Highlights:- Wake up to panoramic ocean views from your...

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

Jewel Villa in Ko Olina Resort

Reviews (5)

This newly renovated, luxurious Villa is nestled in the quiet resort of Ko Olina. This Villa has 3 bedrooms and can sleep up to 6 guests. Choose to spend your days on the Ko Olina Championship golf course, one of the four lagoons on the beach, or eat at any of the...

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

Ko Olina Beach Villas 608: Spacious 2BR Luxe Home w/ Ocean Views

Reviews (36)

Ko Olina Beach Villas B608 by Gather offers an elevated island getaway from the sixth floor of the coveted Beach Tower—Ko Olina’s building closest to the ocean. This beautifully appointed two-bedroom, two-bath villa accommodates up to four guests and showcases stunning...

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

Tropical Paradise Getaway Ocean & Lush Tropical Views Pool, BBQ & WI-FI Inn on the Park 1503

Reviews (2)

Tropical Paradise Getaway Ocean & Lush Tropical Views Pool, BBQ & WI-FI Inn on the Park 1503​​​Enjoy relaxing lanai Ocean, Diamond Head & Tropical views Peaking above the Waikiki Skyline. Clean completely remodeled & newly furnished air conditioned studio suite with...

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

Luxury 2 bedroom in Waikiki!

Reviews (1)

Welcome! We hope you enjoy the newly renovated and spacious 2 bedroom/2 bathroom. This high-floor unit has an amazing wrap-up lanai deck featuring 180 views of Diamond Head, the ocean, the mountains, the sunrise, sunset, and metro Honolulu. You’ll be a 10-minute walk to...

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

Kalo Homes ~ Sunset Retreat

Reviews (18)

Where adventure meets relaxation: a gated valley retreat with room for the whole family, Makaha Beach just minutes away, and mountain views.Escape to our tropical getaway in the exclusive Mauna Olu Estates, just two miles from world-famous Makaha Beach. Perfect for...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Waianae, Hawaii

Kailua Beachfront Vacation Home with Pool

Reviews (35)

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-1783. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations,...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kailua, 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

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

Relax, with breathtaking ocean views. Makaha 1-bedroom condo near Ko Olina

Reviews (1)

Nestled in the town of Makaha, our 1-bedroom condo offers a tranquil retreat for your Hawaiian getaway. As you step inside, you'll be greeted by a gorgeous ocean view! A kitchenette, complete with a stove, oven, refrigerator, and all the necessary appliances and...

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

Waikīkī Shore 404 - Studio Waikīkī Beach View

Reviews (1)

Castle Waikīkī Shore Unit 404 offers all the comforts of home on your Hawaii vacation: a fully equipped kitchen, air conditioning, WiFi, mounted flat screen television, washer/dryer, and private lanai. The unit is tastefully furnished with beautiful koa wood furniture...

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

Luxury Honeymoon Villa, mere steps to the beach! Early bird discounts dm us!

Reviews (126)

Designed with romance and island flair in mind, this newly owned 1-bedroom studio villa at Turtle Bay Resort is the perfect retreat for couples, small families, or close friends.Wake each morning to the sound of ocean waves and tropical birds just outside your private...

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

Contemporary Ocean View Suite - In the Heart of Waikiki

Reviews (2)

Thoughtfully appointed studio with contemporary decor. Fully renovated in January 2024! Includes FREE high speed Wi-Fi, cable TV, and various TV apps for streaming services.Check in and out at your convenience with a lock box. Check in after 3pm and check out before...

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

2 Bed 2 Bath Condo - Stunning Ocean views, Spacious, Clean and Comfortable

Reviews (2)

- Ocean Gem - A conveniently located 2 bedroom 2 bath condominium blocks from everything you would need including, Beach, shopping, restaurants, night life, hospitals and bus transportation and Biki Bikes- 10 min walk to large local grocery store Don Quijote.- 15 min...

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

Cottage with Private Salt Water Pool

Reviews (4)

30 night minimum This beautiful recently updated cottage is nestled in the quiet, safe, and upscale neighborhood of Kahala. Excellent location! Just minutes to Waikiki, nearby parks and the pretty white-sand beaches of the East Honolulu coast. Also, in very short...

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

Hale Ohana: Kailua Retreat w/hot tub, Tropical Pool, Walk to Beach

Reviews (1)

Set along Kailuana Loop on Oahu’s beautiful windward coastline, Hale Ohana by Gather offers a spacious, family-friendly retreat designed for easy island living. With nearly 3,000 square feet of indoor-outdoor space, a private pool and hot tub, and a dedicated guest wing...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kailua, Hawaii

Sky Ala Moana 43rd fl PENTHOUSE Ocean & Diamond head view 1 Parking

Reviews (2)

-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...

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

Ko Olina Resort Beach Oasis- Ground Floor 2 bedroom Condo, Near Pool, sleeps 4

Reviews (16)

Coming to Ko Olina for a full month? Come stay in a great condo with a prime location at Ko Olina Kai gated community.This is a wonderful 1,144 sq. ft. two bedroom ground floor end-unit condo, within a 8 to 10 minute walk to the beach lagoons, and directly behind the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Ko Olina, Hawaii

Masterfully Renovated Ocean View Unit in Waikiki

Reviews (1)

One of our best listings! Bright and Light One Bedroom, One Bathroom and One Parking (Max 6ft) at the Waikiki Banyan. Full of natural light during day! This partial Ocean View unit in the heart of Waikiki will make your stay in paradise a memorable one.Total of 3...

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

Bright & Cozy Stay Near Waikiki Beach + Parking

Reviews (7)

Summary:Enjoy Waikiki from this renovated 1-bedroom condo in the Waikiki Banyan, just a block from famous Waikiki Beach and steps from dining and shopping. Located on the 16th floor, it offers stunning mountain and city views and a comfortable space for up to 4 guests!•...

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

Luxurious Ocean View Condo - Steps from the beach! sleeps 6- 3 bedroom- 2 bath

Reviews (47)

Awaiting you in this tropical paradise is a recently remodeled luxurious 3 bedroom 2 bathroom condo that has everything you need to relax and enjoy your time in Hawaii. Nothing was spared in this fully equipped and fabulously appointed condo, whether it be to read a...

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

Marine Surf Waikiki Studio

Reviews (5)

Location, location, location! Our elegantly appointed studio is a block from Waikiki Beach, and at the center of shopping, restaurants, and nightlife. We offer FREE parking, high speed WiFi, and a well-equipped kitchen with essentials for cooking. The lanai offers a...

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

New Owner Special! Ocean View in KoOlina, HI

Reviews (8)

Create magical memories at this unique & family-friendly home. Koolina is a resort community with easy access to fine dining, boutique shopping, entertainment and Nature. We are out of the congestion, traffic and crowds of downtown. We are on the drier side of the...

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

Beautiful Marina Sunset Views, Located In The Ilikai Hotel!

Reviews (2)

This condo is located on the 9th floor of the Ilikai Hotel. You'll have amazing views of the Ala Wai Yacht Harbor and Ala Moana Beach Park, with stunning sunset view. ***Construction Notice: Exterior spall repair and painting work is currently scheduled from 6/29/2026 -...

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

Luxury Moana Lani: Oceanfront Home with Pool & Jacuzzi

Reviews (16)

Experience the relaxed elegance of oceanfront living at Moana Lani by Gather, a captivating six-bedroom, six-and-a-half-bath architectural masterpiece designed by renowned architect Philip “Pip” White. Nestled along the tranquil shores of Maunalua Bay between Kahala and...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 16
📍 Honolulu, Hawaii

Waikīkī Beach Loft Near Restaurants

Reviews (31)

Stay close to Waikīkī Beach, minutes to Fort DeRussy Beach Park. Our 2-bedroom designer loft is in a secure building with a free offsite parking pass. Highlights include a full kitchen, unique wet room, beach gear, kids accessories and onsite laundry room. Find an ABC...

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

Honolulu Condo w/ Private Lanai: Walk to the Beach

Reviews (1)

Experience the perfect blend of beachside relaxation, outdoor adventure, and city exploration when you stay at this 1-bedroom, 1-bath vacation rental. Complete with modern amenities, a private lanai with sweeping mountain views, and a central walkable location, this...

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

2 BDRM w/ 4 Beds + 2 Bath + Parking + Partial Ocean View, 2 mins walk to Beach

Reviews (7)

Legal vacation rental at a fabulous location! This renovated 876 sq ft, 2 bedroom 2 bath with 2 balconies home is across from ‘Alohilani Resort, Steps away from the Waikiki Strip (Kalakaua Ave) and Waikiki beach! There are endless shopping, dining, and activities within...

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

Honolulu Condo Stay w/ Balcony: Walk to Beaches!

Reviews (1)

Embark on your next island adventure and stay at this Honolulu vacation rental located in the Chateau Waikiki community! When you stay at this 1-bedroom, 1-bath condo, you’ll have access to community amenities like outdoor pools, a game room, a fitness center, and more....

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

Incredible secluded beachfront, heart of Oahu's north shore A/C

Reviews (22)

Note: Changes to Hawaii law Jun 2019 limit rentals to 31 days or more on Oahu's North shore (our monthly rate competitive to 8 days at a resort hotel).From the moment you first enter our home, you can just feel a sense of relaxation settle through your body as you hear...

🛏 5 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Haleiwa, Hawaii

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

Reviews (301)

Aloha! This Beautifully Designed and Updated (March 2026) 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

Sunny Kailua Home w/ Covered Lanai 1 Mi to Beach!

Reviews (4)

Say aloha to this beautiful vacation rental in east Oahu! This Kailua home features 3 bedrooms, 2 bathrooms, a well-equipped kitchen, and a peaceful yard, making it the perfect home base to explore the island. Whether you're hoping to hike, swim, or learn to hula dance,...

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

Makaha Ocean Lullaby... The famous Makaha surf beach!

Reviews (5)

Remodeled fourth floor unit in Makaha's ONLY Beachfront Condo! The other condos you will find are located about 2 miles to the South. Our studio has been completely remodeled, and is located on the cool side of the building, with Ocean and Sandy beach views. We look...

🛏 Studio
🛁 1 Bathroom
👤 Sleeps 3
📍 Waianae, Hawaii

Beachfront Paradise North Shore, 4BD, King Beds, AC, Parking.

Reviews (13)

Escape to paradise in this newly remodeled modern Beach House with panoramic ocean views. Step from the back lanai directly onto the sand. Enjoy a private stretch of sand right out front, or take a few steps to the right to a larger, semi-private beach. The home...

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

LUXURY DIRECT OCEANFRONT! Fully Renovated! Free Parking! Sleeps 6

Reviews (51)

Waikiki Shore #700 – 2161 Kalia Rd.TRUE direct beachfront unit overlooking the sandy Waikiki shoreline with breathtaking panoramic ocean views! Gorgeously renovated from top to bottom in 2021 with FREE onsite Parking and everything you need for a luxurious Hawaiian...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 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

Live like a Local. Stay at a Beautiful Boutique Get Away Mokuleia Beach Colony

Reviews (2)

Mokuleia Beach Colony is a perfect country base or north shore retreat in a manicured tropical gated community! 200 yards from the ocean. Easy private beach access, outdoor shower, heated pool, tennis courts, one reserved parking stall and pickball on-site. Fully...

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

Tropical apartment with amazing water views & rooftop pool - prime location

Reviews (28)

Marina Views Studio - Ilikai, 941Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha is abundant at this immaculate Honolulu studio! Centrally located, you can shop, dine, and sit...

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

Hidden Jewel 30-day min stay

Reviews (1)

Your Private Beachfront Retreat in Haleiwa – 30-Day Minimum Stay Escape to your own slice of paradise at Haleiwa Beach on Oahu’s legendary North Shore. This charming one-bedroom, two-bath condo offers the perfect blend of comfort and island charm, with breathtaking...

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

"The Happy Seal" Oceanfront House, watch seals sunbath from our deck while BBQ

Reviews (106)

[A legal rental of minimum 30 days]This is the story of a little beach house doing its part in preserving a sanctuary on this stretch of sand for the endangered Hawaiian monk seals. For many years the beach in front of the house was known as the home of a famously...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Hauula, 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

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

Reviews (67)

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

Oceanfront Beach Condo-Amazing views

Reviews (113)

Upscale Remodelled higher floor unit: High end appliances* Large side x side Stainless steel fridge (with ice maker) * Newer Stove* Brand new LG Front load washer /dryer tower.* Great Quality - Serta Queen Mattress * Patio furniture (high patio chairs / table to enjoy...

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

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