Waterfront holiday rentals in Kailua

4.77 out of 5 average rating, 168 reviews

A private lanai is seen through sliding glass doors, featuring two chairs and a small table overlooking the ocean. Lush palm trees are visible, with water glistening under the clear sky. The space has green turf flooring, providing a vibrant touch.

Apartment in Punaluu

"Endless Summer" Beachfront Condo w/ Full Kitchen!

Welcome to the beach! Your little piece of paradise! 1 bed w/ king bed & queen bed in the living room too! Directly on a beautiful white sandy beach that is great for swimming, snorkeling, fishing & kayaking! Sea turtles & tropical fish are right out front! Fully equipped kitchen, washer/dryer in the condo & private lanai looking out at a spectacular beach with amazing ocean views! Enjoy incredible sunrises too! Pool, gym, BBQ area & WIFI. Close to may attractions like PCC, Kualoa Ranch & More!

An inviting balcony space is visible, featuring a round, cushioned chair beside a small, white table. The ocean stretches out in the background, framed by palm trees and gentle waves lapping against the shore, creating a serene coastal view.

4.93 out of 5 average rating, 104 reviews

Dreamy Beachfront Home (Car & Parking Available)

* Aloha! Welcome to our happy place - our beachfront home! * Featuring a direct ocean view from an entire wall of windows, where you can see the ocean, beach, lagoon, surfers, whales, sunsets, and more. The location is right on Waikiki Beach. You are within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls and more. Every time I come to Hawaii, I am happy. I hope our place can bring you happiness too. :-)

4.95 out of 5 average rating, 123 reviews

A panoramic view captures the marina bustling with boats, with clear blue waters reflecting the sky. Lush palm trees line the area, and a sandy beach is visible in the distance, framed by the vibrant horizon and scattered clouds.

Flat in Waikiki

*Remodeled Oceanfront in Waikiki - Ilikai Marina

Welcome to our oceanfront home offering stunning ocean views and Hawaiian sunsets, all within walking distance to the beach. Whether you're seeking adventure, family fun, or relaxation, this is the perfect destination while visiting Oahu. On Friday nights, enjoy spectacular fireworks right from your balcony. We look forward to sharing recommendations for local restaurants, beaches, and activities to make your time in Hawaii unforgettable. Book now and start planning your island getaway with us!

A sweeping view of a lagoon bordered by golden sand, with gentle waves lapping at the shore. Lush palm trees line the beach, while a clear blue sky meets the horizon, enhancing the serene coastal landscape.

4.84 out of 5 average rating, 365 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).

Superhost

Two individuals float in calm, clear ocean water, each using a brightly colored inflatable inner tube. The water appears inviting and tranquil, and the sandy bottom is visible beneath the surface.

Apartment in Punaluu

Dreamy Beachfront Cottage with Breathtaking Views

Dream away in this romantic, sandy beachfront cottage. Perfect for couples and families! Enjoy life on the beach, in the water, or relax on the patio facing the ocean. This charming little cottage features a remodeled bathroom and galley-style kitchen. No A/C, but trade winds and ceiling fans keep you comfortable. Price temporarily reduced due to construction on the main condo complex. See spectacular sunrises, moonrises, and giant green-sea turtles sleep on this sandy beach at night until dawn.

4.77 out of 5 average rating, 277 reviews

4.95 out of 5 average rating, 122 reviews

A bright living area features large sliding glass doors offering unobstructed views of the ocean. Comfortable seating is arranged around a coffee table, with a TV mounted nearby. Tropical decor and tile flooring create a relaxing atmosphere, inviting guests to enjoy the coastal scenery.

Flat in Makaha

9K Hawaiian Princess - Alii Hale Aina

Beautiful remodeled Hawaiian Princess unit on one of the best beaches on Oahu. The view is nothing less than spectacular. The condo has been remodeled with the best of everything. You will not find a better place on the island if you are looking for a beach vacation away from the crowds of Waikiki. This unit has an NUC and is permitted rental Feel free to message me (scroll to the bottom) if you cannot find availability on the calendar. I have other listings on island that may be available

4.79 out of 5 average rating, 125 reviews

Two lounge chairs are positioned on a manicured lawn, offering views of the turquoise ocean and clear blue sky. Lush greenery surrounds the area, and palm trees provide gentle shade, creating a serene outdoor setting.

Flat in Punaluu

Blue Hawaii Sandy Beachfront Cottage

Peaceful, beachfront 2nd floor cottage. Ideal for 1-4 guests. Price Includes taxes, parking, resort, and wifi. Galley kitchen with marble countertops, 2-burner cooktop, and beach house charm. NO A/C, but trade-wind breezes and ceiling fans provide comfort in this tropical paradise. This upstairs unit is 1 part of a 2-story, 4-plex building. Amenities include: BBQ, pool, fitness room, and lawn chairs. Rates reduced due to construction onsite, but no construction in the unit or on the beachside.

4.9 out of 5 average rating, 244 reviews

A multistory beach cottage is viewed from the shoreline, showcasing its white and turquoise façade. Lush palm trees line the beachfront, complementing the soft sand. The clear turquoise waters reflect the building, creating a serene coastal scene.

Flat in Punaluu

Aloha Beach Front Cottage

This is the slice of Paradise you are looking for. This unique beach cottage (NO AC) at the second floor is steps from a pristine Hawaiian sand beach. It is extremely calming to sit & enjoy the ocean while your loved ones play in this secret sandy beach, protected by the reef. Is a perfect getaway. Enjoy the secret beach and all the island attractions. Price has discount, because main building is under construction, can be very noisy between 8 to 4, M to F. TMK#530080020132 TA-143-890-4320-01

4.97 out of 5 average rating, 343 reviews

A scenic sunset view highlights the horizon over calm waters, with soft waves lapping against the sandy beach. In the foreground, a decorative dolphin sculpture adds a touch of charm to the balcony railing, while lush greenery frames the view.

Apartment in Makaha

Beachfront Getaway - Hawaiian Princess Condo

Mesmerizing sunset views from this sandy beach front condo. Nothing separates you from sparkling turquoise waters but footprints in the sand. Balcony is ideal height for turtle watching. From Nov- April you may spot a whale. This vibrant land is full of surprises. Even dolphins spin by now and then. Escape the crowds of Waikiki to experience a real Hawaiian lifestyle. Snorkel, boogie board or surf right out your door. Awakening to the rhythm of the ocean can change your life forever.

A serene lanai features two turquoise lounge chairs beside a small round table. A view of the marina and ocean is visible in the background, showcasing boats and a clear blue sky. A decorative pineapple sits atop the table, accompanied by two cups.

4.96 out of 5 average rating, 326 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 (500 sqf + 120 sqf lanai) has everything you need within a walking distance of Waikiki. Restaurants with many kinds of food , convenient stores and bus stops. *Free parking ($45/night value) 10 minutes walk from Ala Moana Mall and just steps away from Hilton lagoon (Duke Kahanamoku ) **Legally permitted STR GET-068-001-7920-01 TA-068-001-7920-02

The open-concept living area is highlighted by a modern kitchen with sleek white cabinetry and a stainless-steel appliances, including a refrigerator and dishwasher. A spacious living room features a dark sectional couch and a dining table, with large windows offering ocean views.

5.0 out of 5 average rating, 236 reviews

Ocean/Fireworks View Waikiki Top Floor 1BR

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 $35 a day. Five minute walk to Waikiki beach, Hilton hotel, Duke lagoon, and Ala Moana mall