Waterfront vacation 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 favorite

Condo

4.83 out of 5 average rating, 288 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 favorite

Condo

4.8 out of 5 average rating, 101 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

Guest favorite

Villa

4.97 out of 5 average rating, 176 reviews

Ko Olina Beach Oceanfront Views near Disney Aulani

Dec 13th to 21st now available, due to a change in plans. Next is Jan 16th. Note: Hawaii hotel workers strike does not affect our property. An upscale villa, in the prime location, with one of the prettiest views at our resort. With its boutique hotel feel, spacious unobstructed ocean views and beachy style, it's the perfect accommodation for a family or two couples. Our beach bar, along with the golf course, marina, shops, restaurants and luau, are all within walking distance of our home.

Guest favorite

Condo

4.87 out of 5 average rating, 103 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

Rental unit

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 favorite

Condo

4.97 out of 5 average rating, 240 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 favorite

Condo

4.88 out of 5 average rating, 112 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

Condo

4.86 out of 5 average rating, 224 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 favorite

Condo

4.96 out of 5 average rating, 101 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

Condo

4.89 out of 5 average rating, 149 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 favorite

Condo

4.99 out of 5 average rating, 181 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

Superhost

Rental unit

4.89 out of 5 average rating, 246 reviews

Makaha Makai-Oceanfront

Breathtaking beachfront apartment located on the Westside of Oahu. This hidden gem is truly a diamond in the rough. Tucked away on Lahilahi Beach (or Turtle Beach), Makaha Makai is the perfect place for the ultimate relaxation vacation. Get away from the "tourist" Hawai'i and come experience the "untouched" local side that visitors rarely get to experience. Listen to the waves crashing right outside your door as you watch the sun set into the ocean.