Places to stay near Kailua Beach

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Top-rated vacation rentals near Kailua Beach

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Guest favorite
A covered patio area is viewed, featuring a large umbrella providing shade over a small table. The entrance to the unit is visible in the background, framed by a railing and surrounded by greenery.
Home in Kailua
4.87 out of 5 average rating, 504 reviews

Kailua Beach Park - 1 BR Cottage

Kailua Beach was once again been rated as the best beach in the USA for 2019, by Dr. Beach." The cottage is directly across the street from Kailua Beach Park and less than a 2-minute walk to step into the ocean. It is a legal vacation rental, license number 1990/NUC-1758. The property is tucked away one house back from the road into Lanikai, and described by guests as "a little oasis of quiet and calm." The bathroom has been remodeled with a new showers, sinks and plumbing fixtures April 2022!

Guest favorite
A spacious studio suite features a king-size bed centered against a vibrant tropical-themed wall art. A dining area with a glass table and wicker chairs sits adjacent, while a cozy seating area with floral-patterned cushions completes the inviting layout. Ample natural light filters through the windows.
Guest suite in Kailua
4.92 out of 5 average rating, 389 reviews

Kailua Pineapple Studio. Walk to Beach! PERMITTED

Legal, permitted short-term rental (Permit #1990/NUC-1819, Tax map key:43073024) *not impacted by Honolulu ordinances banning Short-term Rentals Hawaiian style, modern appointments. Beautiful 450 sf suite in the one of the most desirable locations in Hawaii, Kailua! An easy 8-10 min. walk to Kailua Beach, top rated in the world. Private residence at the end of a quiet cul-de-sac. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Palm Studio. Walk to Beach! PERMITTED Managed by Kupono Svcs.

Guest favorite
A dining table is placed in front of large windows, offering a view of the ocean and a palm tree swaying gently. The clear blue sky contrasts with the water's gentle waves, creating a serene atmosphere.
Condo in Punaluu
4.88 out of 5 average rating, 124 reviews

"Coconut Cottage by the Sea" Steps to the beach!

Aloha & Welcome to Punaluu on Windward Oahu side! Enjoy a memorable visit when you stay in this unique sandy beachfront cottage! Incredible view of the ocean & you will love amazing sunrises right out your window! This special studio condo has a great little kitchen & new king bed. There is access to free washer and dryer and FREE parking! Perfect for swimming, snorkeling, paddleboarding & just relaxing on the beach! BBQ area, pool & gym! Just steps to the beach and ocean...You will love it!

Top guest favorite
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.
Condo in Makaha
4.97 out of 5 average rating, 342 reviews

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.

Top guest favorite
The image captures a sunset view over the ocean, framed by palm trees and a neighboring cottage's overhang. A grassy area leads to the water’s edge, where calm waves meet the shore. Light reflects off the water, creating a serene ambiance.
Cottage in North Shore
4.88 out of 5 average rating, 160 reviews

Best Kept Secret on Oahu! and WE ARE LICENSED!!!

Hawaii’s Best Kept Secret: The cottage is next to sandy coves, driftwood, shells, and forested pastures filled with polo ponies. The ocean is excellent for snorkeling and fishing; there are two surf breaks within one mile, windsurfers get wind most afternoons, and the mountains behind us offer good hiking trails. The Colony has a nice pool and a large grass chipping green, and a tennis court. We have TV and WiFi. LICENSE NO. 90/TVU-0108. GE-142-964-5312-01. TMK:1-6-8-009-001-0021.

Guest favorite
A spacious living area is showcased with large windows offering views of the ocean and city. A gray sofa with yellow cushions and a black-and-white accent chair are positioned next to a wooden coffee table, enhancing the bright and airy ambiance of the space.
Condo in Waikiki
4.75 out of 5 average rating, 165 reviews

1280 Ilikai Marina • 1BD – Ocean & Fireworks View

Unwind indoors with cool A/C, cook simple meals in the full kitchen, and enjoy Friday nights watching Hilton’s fireworks right from the unit, a special bonus for your island getaway. ✨ What Guests Love Ocean, marina, and city views Friday Night Fireworks – Enjoy Waikīkī’s spectacular Friday night fireworks right from the comfort of your unit King bed with blackout curtains Queen sleeper sofa for additional guests Fast Wi-Fi (approx. 400 Mbps) + Smart TV Fully equipped kitchen

Superhost
The image captures the serene oceanfront view at dusk, with gentle waves lapping against the shoreline. A lush green landscape leads up to the modern home, which features a spacious deck. The sky is painted in soft shades of blue and pink as the sun sets.
Townhouse in Laie
4.84 out of 5 average rating, 261 reviews

Sea Cliff House 2 - Oceanfront Home - 30-day stays

Guests said: "Probably the BEST place I have ever stayed. Not a single downside." "This house is too beautiful for words." "Love love love the place!! Thank you!!" You'll love this oceanfront North Shore Oahu home, too. See the crystal-clear waters of Laie Bay from nearly everywhere in the house. Dine on the lanai with the ocean so close you feel like you can touch it. The Sea Cliff House is on beautiful Laie Point, a unique peninsula on the quiet side of Oahu.

Top guest favorite
Condo in Downtown Honolulu
4.98 out of 5 average rating, 281 reviews

Modern 1 Bedroom Condo in Downtown Honolulu

Aloha and welcome! Newly remodeled, clean and cozy 1 bedroom, 1 bathroom condo is in the heart of downtown Honolulu. Enjoy the views of the harbor and the city. We are a quick 10 min drive to beautiful Waikiki. Come explore all Oahu has to offer - surfing, swimming, snorkeling, relaxing on the beach, hiking, shopping, fine dining and more! Then unwind and relax in the comfort of the condo. We welcome you and hope you enjoy paradise at an affordable price.

Top guest favorite
A sea turtle glides gracefully in the clear, turquoise water, just beneath the surface. In the background, two small islands rise against a bright blue sky dotted with fluffy white clouds, creating a serene coastal atmosphere.
Place to stay in Kailua
4.96 out of 5 average rating, 132 reviews

Tropical Kailua Retreat | Walk to Beach + Gym

Walk to one of Hawaii’s most beautiful beaches, explore Kailua by kayak or bike, and relax in your own tropical retreat. The Honu (Turtle) Suite at La Bella’s Bed & Breakfast offers privacy, comfort, and island charm just minutes from the beach. Enjoy a queen bed with luxury linens, air conditioning, a full kitchen, private bathroom, private entrance, and outdoor seating area surrounded by tropical gardens on Oʻahu’s beautiful Windward Coast.

Guest favorite
A vibrant pink hibiscus flower stands prominently in the foreground, with lush green foliage surrounding it. In the background, a corner of the apartment is visible, featuring a light green exterior and a covered area, enhancing the tropical atmosphere of the property.
Home in Kailua
4.86 out of 5 average rating, 117 reviews

Tropical Hideaway Near the Beach

We live in a quiet neighborhood which is close to the beach, bus stop or shopping. It’s a mile walking to Kailua beach. The apartment has a bedroom, living room/kitchenette and bathroom which are part of the house but has a separate entrance and private yard with a gate. We must rent on a monthly basis according to Hawaii vacation rentals. If you need a different amount of time please contact me. No pets allowed.

Guest favorite
A balcony offers a view of the beach and ocean, framed by palm trees swaying in the breeze. The distant mountains create a serene backdrop. A round table and a chair are positioned on the balcony, providing a space to relax and enjoy the scenery.
Condo in Waikiki
4.91 out of 5 average rating, 254 reviews

Beach Condo with ocean view & private lanai #804

PARKING INCLUDED. The only on-the-beach oceanfront condominium building in Waikiki! This studio features a private lanai with stunning ocean and mountains view. Ocean breeze and breathtaking sunsets are guaranteed! King size bed, split AC, fully equipped kitchen, beach gear, and unbeatable walking distance to top Waikiki attractions, shops, and restaurants. Your perfect beachfront getaway awaits! STR#294

Guest favorite
Guest suite in Kailua
4.91 out of 5 average rating, 162 reviews

Kailua 2 minute drive 2 beach

2015 remodeled studio with private entrance. Clean and new cal king bed, spacious lanai, kitchenette and large contemporary bathroom. Air/conditioning, ceiling fan, wifi, 40" smart TV with lots of cable channels (HBO, NetFlix etc) Private parking. Also beach chairs, beach towels and boogie boards for the waves in Kailua!

Popular amenities for vacation rentals near Kailua Beach

Frequently Asked Questions

  • Where is Kailua Beach located?

    Kailua Beach is on the eastern side of Oahu, surrounded by lush neighborhoods and coastal scenery. The area features gentle sand, turquoise water, and access to outdoor recreational spaces.

  • When is the best time to visit Kailua Beach?

    Late spring and summer are frequently suggested due to sunnier weather and lighter rainfall. Winter brings milder temperatures and occasional rain, but the area remains appealing throughout the year for outdoor activities.

  • What are some things to do near Kailua Beach?

    You can explore water activities like kayaking, paddleboarding, or swimming, and stroll sandy paths along the coast. Nearby, there are opportunities for hiking, shopping, and sampling locally rooted cuisine in the Kailua area.

  • How is the weather near Kailua Beach?

    Kailua Beach has warm temperatures year-round, usually ranging from 68–84°F (20–29°C). Rain is more frequent in winter, while late spring and summer months are often suggested for drier, sunny days.