Pet-friendly holiday rentals in Kailua

Oahu Perfect Vacation #1 Family Home, Pool Hot Tub

Ohana Paradise! Why guests love our cozy Makaha Valley home: Free parking for up to 5 cars (hotels charge $40–$100 per car) Full kitchen—cook your own meals and save on dining out 4-stage reverse osmosis drinking water—no need to buy bottled water Private backyard with a BBQ grill—perfect for outdoor dinners Washer and dryer in the garage—travel light! Gated community with pool, hot tub, gym, and scenic mountain views Short drive to uncrowded beaches, hiking trails, and great surf spots!

Newly Renovated Waikiki 1 Bedroom in Nice Location

A perfect getaway for couples or small families! This newly renovated, bright and breezy condo is ideally located just steps away from Waikiki Beach and Kapiolani Park. Enjoy from the large balcony, you'll be treated to breathtaking panoramic views of Hawaii's mountain and city life. Have fun with the whole family at this stylish newly renovated place. Just steps from Waikiki Beach and Kapiolani park - a true Hawaiian paradise. Enjoy a clean, cozy place where ocean, park and paradise meet.

YAMA 1 BR SUITE | Diamond Head View + Ocean Peek

Aloha and welcome to Yama (山)—your laid-back island hideaway named after the Japanese word for “mountain,” with Diamond Head standing proud and a peek of the ocean just outside your window. One block from the beach, this one-bedroom condo brings big island vibes with sage green and gold tones, high-end furniture, and cloud-soft 680+ thread count bedding. Stretch out with a king bed, queen sofa bed, 70” and 43” smart TVs, a chill workspace, and free garage parking. Paradise, upgraded.

Nai’a Suite at La Bella’s-Walk to Beach-Licensed

La Bella’s B&B is a High End Luxury home filled with charm and a touch of farmhouse/beach elegance. Two Suites are available for booking. Owners live onsite. Starbucks, Safeway, Gas Stations and Eateries are right across the street. Nai’a (Dolphin) Suite Offers: -Kitchenette -Private Bathroom -Separate Entrance -AC and Powerful high end fan -King size bed w/luxury bedding If you want a beautiful garden, great host family and a short walk to the beach this is the place for you.

Hawaii Hideout - Top 1% (3 bdr + private studio)

Escape to your ultimate Hawaiian vacation experience at our meticulously crafted Hawaii Hideout. Located just 2 miles from world famous Makaha Beach, Hawaii Hideout boasts unparalleled attention to detail and an ambiance that seamlessly blends opulence and nature's splendor. Immerse yourself in the tranquility of spacious living adorned with carefully selected furnishings inspired by our Island traditions. Enjoy the meticulous thought that went into creating this tropical haven.

Waikiki studio with balcony block from the beach

No extra fee Value-packed studio with lots of amenities in this well-maintained and secure building in Waikiki. Centrally located in popular Waikiki--a short 5-minute walk to the best beaches and the upscale Ala Moana Shopping Mall and Kakaako districts and then come home and relax on your private lanai. Lots to do within easy walking distance from this studio, including many free tourist attractions, popular sightseeing tours, dining, theaters, beaches, and shopping galore.

Waikiki Magic

Sunrise on the surf, sunset on the beach, dinner at the top of Waikiki. Enjoy views of the Ko’olau Mountains, Ala Wai Blvd and the new park on Aloha Ave from spacious lanais. Equiped with A/C, a smart TV, microwave, stove, sink and on tap filtered water to make you're stay magical! Newly renovated with stone floors and cedar plank ceiling, your cozy spot in the sky awaits! Limited Parking sometimes available for additional $20/night. Inquire of availability ahead of time

Explore | Waikiki Walkable Escape~Surf, Hike, Dine

🌺 Aloha and Welcome to the top floor studio in Kuhio Village Tower 2—just steps from the best of Waikiki! Enjoy your own private condo with a King-size bed, private lanai, full bath, and free beach gear. Perfect for couples, solo travelers, or those seeking a convenient island home base. 🌴 Surrounded by amazing restaurants, local food trucks, and just a short stroll to Waikiki Beach and the International Marketplace—you can’t beat this location for the price!

Sleep 12, Hot Tub, Beach 5 min | Oahu West Side

Why guests LOVE our home? Whole house in Makaha Valley, Oahu's West Side, Leeward Coast — sleeps 12, private hot tub, backyard pool, mountain and ocean views, Makaha Beach 5 minutes away. All for under $100 per person per night. The less-touristed, more-local Hawaii. Perfect for multi-generational families and friend groups who want the whole house, not adjacent hotel rooms. Pets welcome. Top Airbnb 5% Guest Favorite home

King Bed | Ocean View | Steps to Waikiki Beach

Best of Waikiki! Located in the Waikiki Grand Hotel. Just steps to ocean & Honolulu Zoo ½ mi to Waikiki Aquarium (5-10 min walk) ½ mi to International Marketplace (5-10 min walk) 1 ½ mi to Diamond Head State Monument Hike ☀Diamond Head and OCEAN VIEWS, amazing Lanai views ☀Steps to the beach, great running, & swimming areas. ☀King-sized bed ☀Microwave & mini fridge, Keurig Coffee Maker ☀Walk to Surf Lessons

DIAMOND ON DIAMOND HEAD

Located on the slope of Diamond Head, our apartment is at a walking distance of Waikiki beach, restaurants, nightlife, public transport. You’ll love my place because of the coziness, the location. I put a special attention on having the mattress spray monthly for bugs and also the apartment for insects. It is very important for me to offer a super clean, cozy, comfy and secure apartment. TA-182-790-8096-01

Modern Waikiki Studio 210, 30-Day Minimum Stay

7 minute walk to the beach! This Studio is at the Ala Wai House property located in the less busy part of Waikiki. Quick walking distance to bus stops, grocery stores, shopping and restaurants. Guests enjoy amazing views of the Ko'olau Mountain Range and Ala Wai Canal from the rooftop deck. Unit doesn’t come with parking, there’s free street parking along the Ala Wai Canal.