Beachfront holiday rentals in Kaaawa

4.79 out of 5 average rating, 107 reviews

Apartment in Waianae

*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

4.85 out of 5 average rating, 264 reviews

Beachside Bliss: Steps to the Sand *legal rental*

Aloha! Only half a block to the beach, you'll enjoy your stay in a modern, luxury condominium located on a charming street in famous Waikiki beach. Spacious and comfortable accommodations easily sleep four. Your only worry will be whether to relax on the beach, surf the waves, have a drink at sunset, dine on local and international cuisine, shop for souvenirs, take a scenic drive around the island or go on a hiking or snorkeling adventure. GE:175-764-9920-01 TA:175-764-9920-01 TMK:260030130004

4.89 out of 5 average rating, 127 reviews

Ocean View w/ 2 private balconies; Steps to Beach

BEST LOCATION & OCEAN VIEWS! Steps to Waikiki Beach & all the action! No car needed Newly renovated condo 1/2 block to the beach on 9th floor of Waikiki Grand Hotel. Across from the Zoo in Kapiʻolani Park. Enjoy 2 private balconieswith Ocean/Diamond Head views. 1 Queen bed & 1 Queen Pull Out. Dividers provided to convert into 1 bedroom if needed. See photos of Full Kitchenette & beach gear included LEGAL VACATION RENTAL All taxes/fees included—your family or solo dream vacation starts here!

4.75 out of 5 average rating, 240 reviews

Apartment in Hauula

Dreamy Beachfront Cottage with Breathtaking Views

Looking for a beautiful, peaceful, beachfront place to stay? This is the place! Enjoy life on a tropical, sandy beach. This cottage has lovely ocean views, a large, covered patio facing the ocean, a newly remodeled galley-style kitchen, and it's furnished with everything you'll need for a great vacation. See giant, green-sea turtles sleep on this beach before heading back out to sea at dawn. This cottage is perfect for those who want privacy, and a quiet, beachfront setting all to themselves.

4.9 out of 5 average rating, 151 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

4.87 out of 5 average rating, 135 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.

4.84 out of 5 average rating, 194 reviews

Flat in Mākaha

Beach Beauty and Comfort in remote Oahu Paradise

This is among the nicest locations in all Hawaii. You are literally over a quiet, beautiful pristine beach. Beautiful valley views East. Sparsely populated beach below. Excellent sand and swimming. Beach amenities on hand. The condo is beautiful, comfortable, and nicely updated. Great local swimming, snorkeling, surfing, hiking, dolphins, turtles. Personally, I do not know a better place in Hawaii to visit if you do not need bars and shopping. Nice facility amenities below.

4.95 out of 5 average rating, 110 reviews

Apartment in Ewa

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

4.89 out of 5 average rating, 125 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

4.93 out of 5 average rating, 128 reviews

Apartment in Ewa

Ko Olina Beach Villa Frontal Oceanview 2 bd/2 ba

Our Villa is close to Aulani Disney Resort and Four Seasons Resort. Many positive reviews on Airbnb & other rental websites for this resort!One of the most reviews for this property! Sharing our Villa with renters since 2010. Rent with confidence and deal with owner directly to ensure a great experience and stay. Airbnb Superhost since 2018! The Beach Villas are a newer resort built in 2007. Unbelievable value at prices less than half of Aulani and Four Seasons!

4.83 out of 5 average rating, 120 reviews

Place to stay in Waikiki

New Reno! Direct Oceanfront @ Waikiki Beach Tower

This incredible suite is steps to the beach, restaurants and dining, & great views. You’ll love this place because of the ambiance, neighborhood, outdoor space, light, etc. Designer custom oceanfront suite, over $200k done in renovations. Spectacular views from all vantage points within the unit, facing the famous Waikiki Beach. Centrally located. See also our other new custom renovated direct oceanfront suites in the same building.