Pet-friendly vacation rentals in Kailua

A breathtaking ocean view is framed by large windows, showcasing vibrant colors of the sunset reflecting on the water. The horizon extends into the distance, where boats can be seen navigating the tranquil sea, alongside nearby high-rise buildings.

5.0 out of 5 average rating, 92 reviews

*RARE* Nami 1BR SUITE | Luxurious Ocean View

Nami, meaning "waves" in Japanese, symbolizing resilience and the ever-changing nature of life, is an integral part of the vibrant Hawaiian and Japanese culture surrounding Waikiki Beach. Our Nami Suite with breathtaking ocean view is 1 block away from Waikiki Beach. The renovated interior and upscale accommodations include a full kitchen in a spacious 600 sq ft one bedroom, beach equipment, and FREE parking. Book your stay with us and create unforgettable memories by the ocean's edge in Oahu

WalkabilityDecorLong stay

4.82 out of 5 average rating, 163 reviews

Waikiki Living

King Size 4 Post Bed, Sunrise on the surf, sunset on the beach, dinner at the top of Waikiki! Enjoy views of Ala Wai canal, Ko'olau mountains and the park on Aloha Drive from spacious lanais, including your own private one. Equipped with A/C, smart TV, microwave and a full kitchen to help make your stay in Waikiki magical! Gaming Chair with adjustable height desk, diffuser. Limited Parking sometimes available at the building for an additional $20/night. Inquire with me for availability!

WalkabilityConditionTV

4.98 out of 5 average rating, 60 reviews

Condo in Kawela Bay

Aloha Surf Condo - Turtle Bay - AC + 2 E-Bikes

Welcome to the Aloha Surf Condo at Kuilima Estates East, located within the Ritz-Carlton Turtle Bay Resort on Oʻahu's North Shore. Our family loves and uses the space ourselves, so we've furnished it with high-end pieces and thoughtful details that make every stay feel personal and cared for. Wake up to palm trees, and golf course views then walk or pedal two RadRunner Premium E-Bikes to legendary surf breaks, beaches, resort restaurants, the pool bar, and Turtle Bay's scenic trails.

WalkabilityOutdoor spacesTV

5.0 out of 5 average rating, 41 reviews

A spacious living area features a large, L-shaped sectional sofa positioned on a colorful rug. Two large windows provide natural light, while white blinds allow for privacy. A small table holds magazines, and a ceiling fan is installed above for comfort.

Home in North Shore

Family Haleiwa home — welcoming 3BR

Aloha. Our Haleʻiwa home has three bedrooms (1 Cal king, 2 queens), AC throughout, and a kitchen for meals together. Relax in the living areas, rinse off after the beach in the outdoor shower, or enjoy quiet evenings outside. Steps from shops and town, our home is cared for and comfortable. Whether you’re visiting home, reuniting with family, or marking a special moment, we welcome you to feel at home here in Haleʻiwa. Listing complies with all local transient accommodation rules.

WalkabilityPetsHospitality

4.95 out of 5 average rating, 146 reviews

Oahu Ocean View • Sleeps 14, Pool, Hot Tub, Beach!

Why guests love our cozy Makaha Valley home: Our home is right next to the resort-style pool, spa, and fitness center. Free parking for up to 4 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

Outdoor spacesWalkabilityTV

4.86 out of 5 average rating, 119 reviews

Waikiki studio with balcony block from the beach

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.

WalkabilityCleanlinessParks

5.0 out of 5 average rating, 19 reviews

Lani Kai Ocean View Villa Sleeps 12 Pool + Hot Tub

Welcome to Lani Kai Villa, your serene sanctuary in the heart of Mākaha Valley! This spacious retreat offers breathtaking mountain and ocean views from every room, blending luxury with serenity. Whether you're prepping local catches in the stylish chef’s kitchen or relaxing in the breezy, open-plan lounge, the home is designed for effortless social connection. Enjoy world-class beaches just minutes away and return to your private oasis to watch the sunset.

WalkabilityPoolIndoor spaces

4.82 out of 5 average rating, 164 reviews

A view from the lanai showcases a parking area with several vehicles, including a red SUV and a white Jeep. In the background, two-story buildings are visible, surrounded by lush greenery and palm trees. The ocean can be seen in the distance under a clear blue sky.

Condo in Waianae

Paradise Found Makaha Valley Comfy Condo

MY CONDO IS NOT CLOSE TO Noisy/crowded downtown Honolulu!! , Roomy 2 bedroom Condo 1 min drive, 10 min walk from beautiful famous Waianae Surfing Beach. You can see the ocean from the lanai. Entire west side of condo has amazing views. The grounds are beautiful with lots great plants and animals to admire. There are 2 pools, 2 hot tubs, tennis courts, basketball court, and lots of walking/jogging trails. The unit has A/C and full size washer/dryer.

WalkabilityOutdoor spacesLocation

5.0 out of 5 average rating, 23 reviews

Villa Aloha · 4 Bedrooms, Pool, Hot Tub Sleeps 12

Welcome to Villa Aloha—your tropical retreat in beautiful Makaha Valley! This 4-bedroom home sleeps up to 10 adults and 2 kids and offers resort-style amenities including access to a sparkling community pool and event center. Enjoy mountain views, open living spaces, and modern island décor. Just minutes from pristine beaches, golf, and scenic trails, Villa Aloha is perfect for families and groups seeking relaxation and the true spirit of aloha!

Outdoor spacesViewFamily

4.96 out of 5 average rating, 131 reviews

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

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.

WalkabilityOutdoor spacesAmenities

4.94 out of 5 average rating, 150 reviews

Private SPA, Sleep 12, Beach 5 min

Why do 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 homes.

PetsOutdoor spacesView

4.84 out of 5 average rating, 333 reviews

A panoramic view of Waikiki beach showcases golden sands and gentle waves lapping at the shore. High-rise buildings line the coast, with Diamond Head peak visible in the background against a clear blue sky.

Guest suite in Honolulu

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

WalkabilityOutdoor spacesFamily

Popular amenities for Kailua pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.87 out of 5 average rating, 82 reviews

A modern living room features a plush gray couch with decorative pillows, complemented by a round coffee table with a wireframe design. Natural light filters through sheer curtains, illuminating the space. A decorative vase and items on a wooden shelf add style to the inviting atmosphere.

Home in Pupukea

A/C Surfer family home 3 minutes walk to the beach

WalkabilityOutdoor spacesQuiet

An outdoor gazebo is furnished with a dark metal table and light-colored cushioned chairs. A decorative platter holds a variety of fresh fruits, including a pineapple and assorted tropical fruits. The background reveals a scenic view of lush greenery and the ocean under a clear blue sky.

4.87 out of 5 average rating, 78 reviews

@ Marbella Lane - Mesmerizing Ocean + MT Views

WalkabilityOutdoor spacesFamily

A cozy living area features a dark gray sofa and a vintage-style loveseat on a patterned area rug. A dining table with white chairs is positioned adjacent. Natural light enters through the windows, while air conditioning units provide comfort.

Home in Kailua

4.63 out of 5 average rating, 16 reviews

cozy relaxing home

WalkabilityBeachIndoor spaces

The kitchen features modern cabinetry and ample counter space. An island with seating for two is complemented by stainless steel appliances, including a refrigerator and microwave. Natural light fills the room through a window above the sink, while light-colored flooring adds to the bright atmosphere.

Home in Kailua

4.76 out of 5 average rating, 110 reviews

Private getaway

WalkabilityOutdoor spacesSleep quality

A sandy beach stretches along the coastline, featuring gentle waves lapping at the shore. The clear blue sky is dotted with soft white clouds, while distant hills and small islands can be seen across the water, creating a serene natural environment.

Home in Kailua

4.53 out of 5 average rating, 15 reviews

Cozy Guest House

WalkabilityLocationNearby

4.86 out of 5 average rating, 7 reviews

Historic 1BR Hideaway- 2 mins to beach!

WalkabilityOutdoor spacesCleanliness

Casa Kaimalu

Rustic Beach House on the Ocean

Pet-friendly home rentals with a pool

4.71 out of 5 average rating, 169 reviews

A lanai offers a direct view of the ocean, with palm trees swaying gently in the breeze. The clear blue water meets the sandy shore, creating a serene coastal scene. A table and chairs are visible on the balcony, inviting guests to relax and enjoy the view.

Condo in Punaluu

"Tropical Beach Vibes" Waterfront Condo w/ Kitchen

WalkabilityOutdoor spacesGetting around

4.93 out of 5 average rating, 29 reviews

Salt & Silk: Rooftop Pool, Sauna, Walk to Beach

WalkabilityOutdoor spacesSolo travel

Apartment in Downtown Honolulu

4.91 out of 5 average rating, 23 reviews

Downtown Spacious 1B Apt Washer Parking Patio!

WalkabilityOutdoor spacesBathroom

4.99 out of 5 average rating, 73 reviews

Panoramic Ocean & Park Views/ convention center

WalkabilityQuietGetting around

The elegant lobby showcases marble floors and high ceilings adorned with decorative moldings. A sparkling chandelier hangs from above, while plush chairs surround small tables placed throughout the space. Fresh flowers add a touch of color to the warm, inviting atmosphere.

4.75 out of 5 average rating, 4 reviews

Studio High floor, Panoramic Views.

ViewLaundryCheck-in

A modern kitchen with warm wooden cabinets and a sleek countertop is complemented by stainless steel appliances. A spacious living area is visible in the background, featuring a comfortable sofa and large windows that allow natural light to brighten the space.

4.83 out of 5 average rating, 23 reviews

FREE parking, w pool, surfboard! NEW RENO! Fits 6

WalkabilityFamilyIndoor spaces

4.67 out of 5 average rating, 21 reviews

Waikiki studio•high rise views•free onsite parking

WalkabilityHospitalityParking

4.86 out of 5 average rating, 14 reviews

Waikiki ilikai Tower with Free Parking

WalkabilityHospitalityLocation

Private, pet-friendly home rentals

A spacious living area is displayed featuring a large gray sofa and a television on a dark console. The sliding glass door opens to a balcony with two turquoise chairs and a small table. Light-colored curtains frame the view of the outdoor space.

4.86 out of 5 average rating, 42 reviews

Waikiki 1 brm with 1 parking 5min walk to theBeach

WalkabilityKitchenCheckout

4.75 out of 5 average rating, 28 reviews

[TOP PICK] Waikiki 2BR Condo | Near Beach & Dining

WalkabilityOutdoor spacesAir conditioning

4.87 out of 5 average rating, 15 reviews

Ocean & Marina View Suite

WalkabilityGetting aroundNearby

4.88 out of 5 average rating, 72 reviews

Condo in North Shore

🏝 North Shore Island Bungalow, Steps to Beach

WalkabilityOutdoor spacesQuiet

4.75 out of 5 average rating, 61 reviews

Romantic Beachside Studio for 2. Walk to the beach

Outdoor spacesWalkabilityCleanliness

A spacious studio is highlighted by a large queen bed adorned with soft linens and decorative pillows. A contemporary television stands on a media console, while a cozy seating area and dining table are positioned near the balcony, which features light curtains framing the outdoor view.