Waterfront holiday rentals in Kailua

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Top-rated waterfront rentals in Kailua

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

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Guest favourite

Apartment in Waikiki

4.83 out of 5 average rating, 291 reviews

Amazing Ocean & Beach Views - Only Steps to Beach!

There are few units closer to the ocean than this one!! Enjoy nearly ocean front at the best rate in Waikiki! Swimming pools, Lagoon, Beach & Ocean all at your doorstep. Watch the Friday Night Fireworks at 7:45pm every Friday from the comfort and privacy of your own condo! Close to Ala Moana Center - only 5 min walk! You’ll love this condo because of the Great Views, the kitchen, the comfy King bed and all of the amenities that the building offers (pool, restaurants, convenience stores, etc).

Guest favourite

Apartment in Waianae

4.81 out of 5 average rating, 103 reviews

*Serendipity on the Moana! - Legal & Beachfront!*

Gorgeous, Fully Furnished, Beachfront one-bedroom condo with over 740 square feet in Maile on Oahu. Maili Cove is a hidden gem and has easy access to golf courses, amusement parks, restaurants, shopping centers, financial and medical facilities and other services located on the west side of the island. Just 15 minutes down the road is the Disney Resort & Ko Olina. *This is a LEGAL vacation rental, so no stress! 90/TVU-0073 Owner a licensed real estate agent. Hawaii tax ID TA-147-153-1008-01

Superhost

Apartment in Hauula

4.76 out of 5 average rating, 239 reviews

Dreamy Beachfront Cottage with Breathtaking Views

Looking for a peaceful, beachfront place to stay...this is the place! Go back in time to the real Hawaii on a tropical, sandy beach, with a protective reef off-shore that keeps waves from coming onshore. This cottage has a comfortable feeling with a galley-style kitchen and large, covered patio. Only $99 per day, with 30 day booking. Inquiries welcome. Rates discounted due to construction renovations on site. Perfect place for remote workers and traveling staff who want to stay at least 30 days.

Guest favourite

Apartment in Waikiki

4.88 out of 5 average rating, 105 reviews

🏄‍♀️ BEST WAIKIKI BEACH~OCEAN VIEWS~Legal Rental

Very Comfortable, Beachy, Condo ~2 Ocean View Balconys! BEST LOCATION IN WAIKIKI ! Everyone enjoys this space! Corner 10th floor unit with Comfortable/Safe Balconys/Great Breezes & Only 1 Block to Waikiki Beach & Food! Security, Store, Surfboard Storage in Lobby. Full Size Fridge, Beach Chairs, Snorkels, Cooler, in Unit. On Prince Edward st. Permit #2211-CCH-0021 TMK#1260230450085002 The Community Fee is Hawaii State Short Term Rental Taxes: TAT 10.25%, OTAT 3%,GET 4.712%. No other Fees!

Superhost

Apartment in Waikiki

4.82 out of 5 average rating, 114 reviews

XMAS Special! Modern Ilikai Marina, Great View

Tastefully and fully remodeled one bedroom condo overlooking the water at the Ilikai Marina! Nicely furnished with tropical, hardwood and classic modern furnishings, and fully outfitted for a comfortable stay. This legal short-term rental is in a very versatile location. This spacious one bedroom suite features quality furnishings, central air conditioning, a 50" 4K Smart TV for entertainment, and fast Spectrum Wifi. It's a short 4-5 minute stroll to the Lagoon and Waikiki beach.

Superhost

Flat in Waikiki

4.92 out of 5 average rating, 76 reviews

1BR Ilikai Marina Ocean View 5 Star Location

Take a stroll along Waikiki beach and enjoy the warmth on your skin and the beach sand between your toes. This cute and upgraded 17th-floor ocean view studio is in the Ilikai Marina, an ocean front building located in the quieter side of Waikiki. The property is walking distance to a lot of shopping, places to eat and an easy ride away from nature, such as hiking, snorkeling and surfing. Enjoy both tropical and urban style living from this thoughtfully appointed and beautiful property!

Guest favourite

Apartment in Waikiki

4.97 out of 5 average rating, 245 reviews

Waikiki Ocean & Sunset View Condo-free parking

Welcome to the pearl of Waikiki. Situated at the world famous the Ilikai Hotel. This charming and spacious studio condo has everything you need within a walking distance of Waikiki. Restaurants with many kinds of food , convenient stores, banks and bus stops. *Free parking ($45/night value) 10 minutes walk from Ala Moana mall (biggest outdoor mall in the U.S.A), and just steps away from Hilton lagoon (Duke Kahanamoku ) **Legally permitted STR GET-068-001-7920-01 TA-068-001-7920-02

Guest favourite

Apartment in Waikiki

4.89 out of 5 average rating, 117 reviews

Oceanfront Condo in Paradise + Million Dollar View

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.

Superhost

Apartment in Waikiki

4.86 out of 5 average rating, 225 reviews

Ocean View in Paradise - TA-083-345-6128-01

Watch the fireworks (Friday night @8) from the Balcony! Our unit is an exquisitely PREMIUM large 1BR suite, adjustable king bed, queen sofa bed, and twin air mattress ( sleeps 4) w spectacular Ocean views from balcony, kitchen and bedroom, located at The Ilikai Marina Condo. Bright and meticulously maintained. Walking distance to Waikiki Beach and Kalakaua Av, local groceries, parks, restaurants and dining. You’ll love our apt because of the views, kitchen, and location.

Guest favourite

Apartment in Ewa

4.95 out of 5 average rating, 103 reviews

Ke Ola Nani "Beautiful Life" Beach Villas

Beach Villas at Ko Olina is a beach front privately owned condo complex that provides a family friendly luxurious experience. Spacious 3 bedroom 3 bath condo. Everything is BRAND NEW. All designed with Hawaiian Island flair. Inside: all new furniture mattresses linens 4 smart tv's appliances dishes pots and pans Outside ocean front lagoon 3 hot tub spas lap pool sandy bottom wading pool family pool fitness center sauna and steam tropical gardens Koi ponds beach bar

Superhost

Apartment in Waikiki

4.89 out of 5 average rating, 151 reviews

Steps From Beach! Partial Oceanview! Free Parking!

Partial ocean/sunset views from the 15th floor! Enjoy walking distance to Waikiki Beach with the best location in Waikiki! The fraction of the price of Waikiki hotels! Newly renovated condo with granite countertops and custom cabinetry. Spectacularly comfortable beds with high quality linen along with all new kitchen, bathroom and living room essentials. Parking/pool/hot tub/BBQ/cabe/STARZ movie package with high speed WI-FI and much more included with your stay!

Guest favourite

Apartment in Waikiki

4.99 out of 5 average rating, 182 reviews

Top Floor Ocean View 1 BR in Waikiki

Renovated 1 bedroom/1 bathroom top floor apt in Waikiki. Beautiful 180 unobstructed panoramic ocean views from the Juliet balcony. See the Friday night fireworks and the sunset from the top! Queen size bed in bedroom. Bathroom has double sink, glass walk-in shower. Fully stocked kitchen. 24/7 security on site. Central A/C, Cable, WiFi included. Garage parking available for $33 a day. Five minute walk to Waikiki beach, Hilton hotel, Duke lagoon, and Ala Moana mall