Holiday rentals in Pearl City

4.9 out of 5 average rating, 303 reviews

Home in Kailua

Kailua Beach Park - 2 BR Cottage

Kailua Beach is once again been rated as the best beach in the USA for 2019, by Dr. Beach. "The cottage is directly across the street from Kailua Beach Park and less than two minutes walk to step into the ocean at the beach. This a legal vacation rental, license1990/NUC-1758. The property is tucked away one house back from the road into Lanikai, and described by guests as "a little oasis of quiet and calm." The bathroom has been remodeled with a new shower, sink and plumbing fixtures April 2022!

Top guest favourite

5 out of 5 average rating, 12 reviews

26 FREE Parking/Ocean Front 2br-Waikiki/Ala Moana

A piece of paradise, centrally located, near World Largest Open Air Shopping Mall: Ala Moana Shopping Center. Many restaurants, food courts, grocery store 7 convenience store within building or nearby. 2 br 2 ba condo unit has 2 large balconies with spectacular beautiful ocean, beach, Diamond Head, Hilton lagoon, fireworks views, fully stocked kitchen, entire unit newly remodeled, tile flooring. Designated working desk. Walk to sandy beach and take it easy at this unique and tranquil getaway.

4.84 out of 5 average rating, 55 reviews

Upscale Waikiki Condo w/Parking, WD+1000SQFT Patio

This Waikiki Banyan 1BR is truly an absolute gem and rare find. Not only does it come with the added benefit of a free parking space, but it also boasts the convenience of having a washer and dryer right in the unit. In addition to that, it offers an impressive 1000sq feet of private patio space! Inside, you'll be greeted by a stunningly renovated interior that exudes modern elegance and is adorned with upscale furnishings, elevating your living experience to a whole new level of luxury.

4.88 out of 5 average rating, 17 reviews

23FL-Waikiki Gem-1BR w/Partial Ocean Views

Escape to this stunning 23rd-floor Waikiki retreat, perfect for families and groups! Enjoy gorgeous partial ocean views from the private lanai, free parking for ultimate convenience, and a fully equipped kitchen for all your cooking needs. With plenty of sleeping arrangements, this spacious unit ensures everyone stays comfortable. Located steps from Waikiki Beach, top-notch dining, and shopping, it’s the ideal base for your Hawaiian adventure. Book now and experience paradise from above!

4.94 out of 5 average rating, 34 reviews

New! Mid-Century Island Style 1BR Condo~

This beautiful mid-century island-inspired 1 bedroom condo is incredibly bright and spacious, offering a truly comfortable living space with upgraded modern amenities, stylish decor and an abundance of natural sunlight. Nestled in the vibrant neighborhood of central Waikiki, our prime location puts you just steps away from the famous Waikiki Beach! Additionally, this condo offers 1 unassigned parking stall and central AC, ensuring a comfortable atmosphere for the duration of your stay!

4.91 out of 5 average rating, 134 reviews

Stylish, Boho Condo by the Ocean • Newly Renovated

Come stay at this newly renovated studio for a taste of paradise! One block to Waikiki beach, ocean view from your lanai, spacious living room, cozy bedroom with high quality mattress, and a full size kitchen and fridge. Perfect for couple's getaways, remote working, and family vacation! Food, shopping and surfing paradise - under 5 minute walk to: ✔ Musubi Cafe IYASUME (right downstairs) ✔ Marugame Udon ✔ Surf shop Moku ✔ International Market Place ✔ Royal Hawaiian Shopping Center

4.88 out of 5 average rating, 140 reviews

Oceanfront Condo in Paradise + free parking .

Free Parking. Welcome to Paradise at the Famous Luxury Ilikai Hotel. Get ready to Relax with the Whole Family at this Peaceful, Beautiful , and Luxurious Beach Front Condo recently renovated, 500 sq. ft., Located in the Heart of Waikiki near shopping and restaurants. In the courtyard every Friday night there is dancing, and a fireworks display visible from the courtyard on your 120 sq. ft., Lanai. Enjoy your coffee and breakfast and watch the sunrise from your private large lanai.

4.86 out of 5 average rating, 111 reviews

Ocean Views in the Heart of Waikiki Beach

NO POOL or JACUZZI access through JUNE 2026. STUNNING OCEAN VIEWS in the heart of the most famous beach in the world, WAIKIKI BEACH! Just a stone's throw away from white sandy beaches, fun ocean adventures like surfing, SUP, canoes, & all the pampering options of the 5-star resorts. The unit has AC & a lanai with AMAZING VIEWS. Great amenities like pool, jacuzzi, bbq, tennis, etc. Close to food, restaurants, bars, & fun!!! Come enjoy what Hawaii has to offer in the land of ALOHA!

4.75 out of 5 average rating, 108 reviews

Deluxe Corner Studio(Mtn/Ocean View Great for WFH)

20+Fl, Pano View with mountain, canal, ocean in sight. Perfect location. Poke, Sushi, Pizza, Coffee Shop, 24h 7-11 and even a Pub/Bar just downstairs. Walking distance to the beach. SmartCar rental at 1st floor. Rental fee and parking fee is way more affordable than anywhere else.(hard to rent cars in Hawaii recently) Wonderful penthouse with Pool, Hot Tub, Grill. Upgraded Internet. Good for Zoom. Besides, Who doesn't need an Electric Standing Desk for WORKING FROM HAWAII?

Flat in Downtown Honolulu

4.82 out of 5 average rating, 33 reviews

Large, Bright & Beachy+Pool+WiFi

Welcome to our resort-like condoin the heart of downtown! This spacious and inviting condo is perfect for families seeking a memorable vacation. Step right outside your front door and immerse yourself in the ultimate relaxation with a refreshing pool and soothing hot tub waiting for you. Inside, you'll find a wide selection of games and activities that guarantee endless family fun. Indulge your taste buds at the nearby fantastic restaurants. One free parking stalI is included.

4.88 out of 5 average rating, 131 reviews

Spacious and bright 1bd w/ pool & free parking

POOL CLOSED FROM APRIL 7TH UNTIL 2026. Fully equipped, family-friendly 1bd in Waikiki Banyan. 1.5 blocks from Waikiki Beach. Easy self-check-in and free parking, pool, and jacuzzi on the premises. Beach equipment and beach towels were provided. Sleeps 4: 1 Queen bed, 1 Full bed, 1 Full sofa bed. Baby crib and booster chair for request. Cafes and restaurants within 5 min walk. Your family will be close to everything when you stay at this centrally-located condo. STR#439