Holiday rentals in Maunawili

Kailua Beach Park - 1 BR Cottage

Kailua Beach was 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 a 2-minute walk to step into the ocean. It is a legal vacation rental, license number 1990/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 showers, sinks and plumbing fixtures April 2022!

Beautiful Ilikai Condo with City and Ocean Views

Settle into island living at the iconic Ilikai in this beautifully updated 5th-floor residence. The unit features two queen beds, a fully equipped kitchen, and a spacious private balcony where you can relax in the tropical breeze while taking in city and ocean views! Modern finishes, stylish furnishings, and thoughtful touches create a bright atmosphere throughout. Offering convenience and a prime location in the heart of Waikiki, this inviting retreat is perfect for a relaxing Hawaiian getaway.

Large Kailua Beach Home - Steps To The Beach!

Spacious home for the entire family to enjoy! Just a few minutes walk to the soft sand & clear water of Kailua beach. Spend your days at the beach with your private, air conditioned oasis awaiting you for rest and relaxation. A short bike ride to Kailua Town with restaurants and shops. Lanikai Beach is less than a 5 minute drive away. Hike, bike ride, snorkel, swim, surf, boogie board, kayak, paddle board, kite surf, wind surf, and much more!! Some dates not shown - reach out to confirm avail!

Absolutely Oceanfront-60'Waterfall Pool-Legal

Kailua Absolutely Oceanfront Deluxe Vacation Rental The closest house to the Ocean in Kailua Hear waves breaking just outside Located in a quiet uncongested upscale neighborhood 60ft salt-sanitized waterfall lap pool Attached Ocean-View Deck 16-foot vaulted ceilings Wall-mounted Fujitsu air conditioning Tide pooling steps away Dramatic Sunrises Refreshing Tradewinds No Bedbugs here/Bed Bug Protective Queen Mattress and pillow covers Ozone sanitized between rentals NUC: Certificate 90-BB-0060

Cute Private Studio in Waikiki

Fully renovated to modern-retro style, with breathtaking views of ocean, Diamondhead and mountains. Desirable location -in Waikiki - minutes walking distance to Convention Center, beach, shopping, dining, entertainment... Sleeps two in full size bed. With kitchenette, suitable for long- and short-stays. Condohotel with 24/7 security, pool, jacuzzi, BBQ, laundry, shops, bar, ATM.... Parking and fitness is available, but must be paid separately. TA-029-819-2896-01

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Guest favourite

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.

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Guest favourite

Tropical Kailua Retreat | Walk to Beach + Gym

Walk to one of Hawaii’s most beautiful beaches, explore Kailua by kayak or bike, and relax in your own tropical retreat. The Honu (Turtle) Suite at La Bella’s Bed & Breakfast offers privacy, comfort, and island charm just minutes from the beach. Enjoy a queen bed with luxury linens, air conditioning, a full kitchen, private bathroom, private entrance, and outdoor seating area surrounded by tropical gardens on Oʻahu’s beautiful Windward Coast.

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Guest favourite

Kailua Palm Studio. Walk to Beach! PERMITTED

Licensed, legal (NUC short term rental #1990/NUC-1819, Tax map key: 43073024) *not impacted by Honolulu ordinances banning short term **RECENTLY RENOVATED BATHROOM AND KITCHENETTE (at end of June 2023)** Peaceful retreat in desirable Kailua! An easy 8-10 minute walk to Kailua Beach. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Pineapple Studio. Walk to Beach! PERMITTED. Property managed by Kupono Services.

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Guest favourite

Home away from home!

Escape to our cozy and stylish hotel room in the heart of Honolulu. Nestled in Ala Moana hotel, this modern retreat offers amazing views that will leave you captivated. Perfect for a romantic getaway or a peaceful solo escape, our condo provides all the comforts you need, from chic interiors to a private balcony for soaking in the beauty of the island. Book your stay now and experience the aloha spirit in style!

Kailua Beach Cottage - 1990/NUC-1797

WE HAVE PERMIT - 90/TVU-0287 FROM THE CITY & COUNTY WE WERE RATED BY AIRBNB AS A SUPERHOST. KAILUA BEACH RATED #1 BEACH IN AMERICA! This place is good for couples, business travelers, and families. (On the 2nd floor - upstairs) *Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply. Visit the 8 Bdrm Villa website for a larger family group.

*Oceanfront Renovated Getaway in Waikiki

Renovation COMPLETE! New Everything (Bathroom, Kitchen, Flooring, Appliances, Furniture, Paint). Pictures updated 1/16/25 Please find examples of our Beach Vibe design in our other oceanfront listings. We can't wait to share our top picks for local dining, hidden beaches, and activities to make your stay truly unforgettable. Book now and start planning your dream Hawaiian escape!

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Guest favourite

Best Location | Renovated Studio | 2 Lanais

Welcome to the Hale Lanai. Location beats!! Stay in the heart of Waikiki, just a 5-minute walk to the world-famous beach and minutes from some of the island’s best food trucks and local eateries. Whether it’s sunrise surf sessions or late-night poke runs, this studio gives you the best of Oahu right outside your door. Perfect for Solo Trips, Couples, or a Small Family of 3!