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Holiday rentals in Pearl City

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Top-rated holiday rentals in Pearl City

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Flat in Waikiki
4.98 out of 5 average rating, 102 reviews

Luxury Waikiki Condo w/ Retro Charm & FREE Parking

Welcome to this renovated 20th-floor condo in the iconic Marine Surf, a former 1960s Waikiki hotel. Enjoy vintage charm with modern luxury, including a partial ocean view, FREE underground parking, ultra-fast 1-gigabit internet, AC and a 65" smart TV with Apple TV. Relax in the pool or explore nearby world-class shopping, dining & beaches. With a queen bed and sofa bed, it’s perfect for couples or families. Reserve your slice of paradise today and discover the essence of Waikiki’s island luxury.

Top guest favourite
Home in North Shore
5 out of 5 average rating, 32 reviews

Hibiscus Hale on Gated Estate + Walk to the Beach

Take it easy at this tranquil getaway on Oahu's North Shore. This eclectic container-turned-guesthouse is insulated & cooled with 2 split A/C units, has a cozy queen bed with all the amenities - Wifi, smart TV, off-street parking right in front of your unit & outdoor dining and gazebo area. Located on a large orchard, you'll be literally surrounded by avocado, mango and lemon trees that are free for the picking. The beach for surfing, snorkeling, shell-collecting is an easy 10 minute walk away.

Top guest favourite
A scenic sunset view highlights the horizon over calm waters, with soft waves lapping against the sandy beach. In the foreground, a decorative dolphin sculpture adds a touch of charm to the balcony railing, while lush greenery frames the view.
Apartment in Makaha
4.97 out of 5 average rating, 331 reviews

Beachfront Getaway - Hawaiian Princess Condo

Mesmerizing sunset views from this sandy beach front condo. Nothing separates you from sparkling turquoise waters but footprints in the sand. Balcony is ideal height for turtle watching. From Nov- April you may spot a whale. This vibrant land is full of surprises. Even dolphins spin by now and then. Escape the crowds of Waikiki to experience a real Hawaiian lifestyle. Snorkel, boogie board or surf right out your door. Awakening to the rhythm of the ocean can change your life forever.

Top guest favourite
A spacious living area contains a comfortable sofa, accent chairs, and a coffee table, all arranged on light-colored flooring. Two pieces of wall art adorn the walls, while large glass doors lead to a balcony offering views of the surrounding area.
Apartment in Downtown Honolulu
4.96 out of 5 average rating, 176 reviews

Luxury Condo with Ocean Views & FREE Parking!

Experience all that Hawaii has to offer in this beautifully renovated condo. This high floor unit boasts expansive ocean & harbor views with gorgeous daily sunsets. Conveniently located in central downtown, guests are welcomed to share the many amenities in the same building managed by the Aqua Aston Hotel. Tasty eateries, 24 hour fitness, department stores and open markets are all within walking distance. Whether you're here for business or on vacation, this is a stay you won't forget.

Guest favourite
A spacious room is highlighted by large windows, offering views of downtown Honolulu. A comfortable king size bed is positioned alongside a seating area featuring a round table and two chairs. Soft blue carpet complements the neutral tones of the furnishings.
Flat in Downtown Honolulu
4.88 out of 5 average rating, 106 reviews

Spacious Downtown 1-Bedroom Condo - FREE Parking

Spacious 1 BR/1 BA apartment, approx. 525 sf. Conveniently located in the business district of downtown Honolulu. Walk to shops, convenient stores, gym, & bus lines. About 3.5 miles (25 min-30 min drive) to Waikiki. Full kitchen w/ stainless steel appliances. Very comfy king size bed & a 20" thick queen size self inflating air bed. Jacuzzi tub, washer/dryer, a desk for work space. Whether by bus or in a rental car, if you're plan is to explore the island, this is the perfect location!

Top guest favourite
A modern studio is shown with large windows allowing natural light to fill the space. A spacious bed is positioned centrally, flanked by bedside lamps. A small kitchenette with a microwave and refrigerator is visible, along with a seating area on a private lanai that offers city views.
Flat in Waikiki
4.94 out of 5 average rating, 118 reviews

Charming Studio Heart of Waikiki

Charming studio located in the Heart of Waikiki. Wake up and watch Waikiki come alive on your private lanai. You are just 2 blocks away from the beach and steps from world class shopping, dining, and entertainment. *NOTICE* The hotel is currently modernizing its two elevators, with the project expected to continue through April 2026. During this time, one elevator will remain available for guest use at all times. We apologize for the inconvenience and thank you for your patience.

Guest favourite
Flat in Downtown Honolulu
4.97 out of 5 average rating, 36 reviews

Spacious 1BR Free Parking WiFi

Aloha from your Ohana's home away from home in the heart of downtown Honolulu. Our bright and airy luxury condo is perfect for small families, solo travelers, and business professionals who want comfort, convenience, and a touch of island charm. Centrally located in downtown you will be just minutes away from: -Historic sites like Iolani Palace and Chinatown -The vibrant Honolulu Harbor and Aloha Tower -Ala Moana Beach Park and Waikiki Beach -Shopping, dining, and public transport

Top guest favourite
An entrance is displayed, featuring a smooth wooden deck with two outdoor chairs positioned beside the door. Soft lighting illuminates the entryway, while lush greenery provides a tropical ambiance against the backdrop of a colorful sunset sky.
Guest house in Waianae
5 out of 5 average rating, 33 reviews

Studio Nene - Ocean, King bed, Tropical Garden

Aloha! Welcome to Studio Nene, a serene, luxury guesthouse retreat in breathtaking Makaha Valley. Perfect for couples or solo travelers, this stunning space features a plush king bed, high-end finishes, and a private tropical garden. Wake up to stunning mountain views, enjoy your morning coffee surrounded by trade winds, and stargaze at night. Enjoy resort-style community pool, jacuzzi, and gym. Just minutes away from pristine west-side beaches. Guaranteed cancellation in 48 hrs.

Top guest favourite
An outdoor dining area features a fire-pit dining table set against a vibrant sunset. The table is arranged with plates and utensils, surrounded by lush tropical landscaping and the majestic mountain in the background, creating a serene ambiance for al fresco dining.
Home in Waianae
5 out of 5 average rating, 145 reviews

Hawaii Hideout - Top 1% (3 bdr + private studio)

Escape to your ultimate Hawaiian vacation experience at our meticulously crafted Hawaii Hideout. Located just 2 miles from world famous Makaha Beach, Hawaii Hideout boasts unparalleled attention to detail and an ambiance that seamlessly blends opulence and nature's splendor. Immerse yourself in the tranquility of spacious living adorned with carefully selected furnishings inspired by our Island traditions. Enjoy the meticulous thought that went into creating this tropical haven.

Guest favourite
A private balcony features a small round table adorned with a colorful mosaic design and two wicker chairs. The view showcases the scenic Waikiki Beach, the shimmering ocean waves, and the lush lagoon bordered by palm trees.
Apartment in Waikiki
4.91 out of 5 average rating, 221 reviews

Amazing Waikiki Beach Views!!

Perfect vacation getaway, with amazing views of Waikiki Beach and Lagoon!! Best location, walking distance to many points of interest, Ala Moana Mall/Designer stores and many restaurants! Enjoy visiting Oahu - there's sightseeing, swimming, hiking, surfing or shopping etc! Enjoy watching the fireworks every Friday nights from the patio, sponsored by Hilton Hawaiian Village! There’s 2 Ilikai pool iavailable for our guests. Also accepting long term stays at special rates.

Top guest favourite
Apartment in Downtown Honolulu
4.98 out of 5 average rating, 269 reviews

Modern 1 Bedroom Condo in Downtown Honolulu

Aloha and welcome! Newly remodeled, clean and cozy 1 bedroom, 1 bathroom condo is in the heart of downtown Honolulu. Enjoy the views of the harbor and the city. We are a quick 10 min drive to beautiful Waikiki. Come explore all Oahu has to offer - surfing, swimming, snorkeling, relaxing on the beach, hiking, shopping, fine dining and more! Then unwind and relax in the comfort of the condo. We welcome you and hope you enjoy paradise at an affordable price.

Guest favourite
A spacious bedroom offers floor-to-ceiling windows with city views. The neutral-toned bedding is paired with a decorative pillow that includes the word 'love.' A stylish red lamp provides subtle lighting, and a decorative bench sits at the foot of the bed.
Apartment in Downtown Honolulu
4.88 out of 5 average rating, 119 reviews

2BR High Floor Free Parking

Conveniently located in Downtown Honolulu; central AC, 650 sqft/61 sqm at high floor with floor to ceiling windows. Save $40 a night with secured free parking in the building plus free wifi and a fully equipped kitchen. Walk to the best restaurants and bars, Chinatown, and visit historic Iolani Palace. The building has great amenities including a lap pool and hot tub, 24/7 security. Starbucks/711/Paris Baguette/UPS on the ground floor for your daily needs.

Popular amenities for Pearl City holiday rentals

When is the best time to visit Pearl City?

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Avg. price$196 SGD$192 SGD$199 SGD$133 SGD$186 SGD$214 SGD$210 SGD$215 SGD$191 SGD$194 SGD$191 SGD$204 SGD
Avg. temp23°C23°C24°C25°C26°C27°C28°C28°C28°C27°C26°C24°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Pearl City?

    Pearl City has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Pearl City?

    Experience the best of Pearl City with our apartment rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Pearl City?

    Yes! Work meets play with ease at over 10 vacation rentals in Pearl City featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Pearl City have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Pearl City. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pearl City have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Pearl City. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pearl City have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Pearl City. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pearl City have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Pearl City. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Pearl City?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 30 homes with wifi, over 20 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Pearl City

  • Total holiday rentals

    Explore 50 holiday rentals in Pearl City

  • Nightly prices starting at

    Pearl City holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    50 of Pearl City holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Pearl City rentals

  • 4.8 Average rating

    Pearl City stays are highly rated by guests – averaging 4.8 out of 5!

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