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

4.83 out of 5 average rating, 294 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

4.8 out of 5 average rating, 104 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

4.9 out of 5 average rating, 145 reviews

Waikiki Amazing Views 1/1 Beachfront Condo

CONDO-Our 1 Bed/1 Bath 600 Sqft renovated Beachfront Condo provides all the comforts of home. Beach is steps away, city views at our beachfront location. Enjoy the tropical vibes & chic design, Fully Stocked chef kitchen, air conditioning, oversized private outdoor balcony, located just steps away from historical & world-famous Waikiki Beach! Our building offers a surfing shop in the lobby and a fantastic area for surfing lessons. There are TWO amazing pools for your use. 100% Legal Rental

Guest favourite

Apartment

4.88 out of 5 average rating, 107 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

4.82 out of 5 average rating, 117 reviews

Modern Ilikai Marina, Lanai and Direct Water 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.

Guest favourite

Apartment

4.97 out of 5 average rating, 248 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

4.87 out of 5 average rating, 124 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.

Guest favourite

Villa

4.97 out of 5 average rating, 181 reviews

Ko Olina Beach Oceanfront Views near Disney Aulani

March 14th-20th next available. Note: We are homeowners, no affiliation with Vacasa or other troubled rental agencies. 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 favourite

Apartment

4.95 out of 5 average rating, 105 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

4.89 out of 5 average rating, 152 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

4.99 out of 5 average rating, 187 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

Flat

5 out of 5 average rating, 3 reviews

Oceanfront Sunsets! Refreshed Dec 2024

Enjoy the ultimate Hawaiian getaway in this condo with stunning ocean and sunset views from your private balcony. Imagine yourself relaxing on the patio in the new lounge chair with artificial grass underfoot - perfect for soaking in the sunset. Your stay includes free parking (normally $45/day), plus a welcome gift of local Hawaiian cookies, water, and coffee. Modern design, prime location, and thoughtful perks make this the perfect retreat!