Holiday rentals with outdoor seating in Kailua

4.77 out of 5 average rating, 147 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.

Condo in Hauula

"Endless Summer" Beachfront Condo w/ Full Kitchen!

Welcome to the beach! Your little piece of paradise! This 1 large bedroom has a new king bed, and there is a bed in the living room as well. Right on a beautiful white sandy beach that is great for swimming, snorkeling, fishing & kayaking! Sea turtles & tropical fish are right out front! Fully equipped remodeled kitchen, washer/dryer & private lanai looking out at this spectacular beach & amazing ocean views! Incredible sunrises too! Pool, gym & BBQ area, WIFI, cable & onsite FREE parking spot!

A spacious bedroom features a king bed draped with sheer white fabric, creating an airy ambiance. Two stylish chairs are positioned beside large windows that overlook lush greenery. A natural fiber rug covers the hardwood floor, complemented by a simple wooden bench at the foot of the bed.

4.93 out of 5 average rating, 250 reviews

SEArider TWO at Turtle Bay (1 bedroom / 1 bath)

Our number one priority at SEArider is to provide our guests with a luxury Hawaiian experience. This unit has been completely renovated with our main focus being quality and comfort. Nestled in the condominiums that surround Turtle Bay, TWO has a luxurious but minimal feel with a mauka (mountain) inspired theme. Key features include locally made and dyed linens and waffle print towels. TWO sits directly below our other property, SEArider ONE (please search us on Air BnB for photos and reviews.)

A private lanai is shown, featuring a sleek outdoor dining table with two lanterns. The view captures the ocean with sailboats in the distance, alongside lush greenery and palm trees, creating a serene backdrop against the clear blue sky.

4.9 out of 5 average rating, 147 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!

A spacious bed is centered against a vibrant mural featuring tropical leaves and abstract shapes. Soft lighting is provided by two pendant lights on either side, accentuating the warm wooden nightstands. Neutral tones create a serene atmosphere in this inviting bedroom.

4.98 out of 5 average rating, 232 reviews

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

Come to escape to this newly renovated 1,150SF 2 bedrooms/2.5 bathroom townhouse for a soul comforting Northshore stay! Away from hustling downtown, Hale Lulu sits peacefully a few minutes away from iconic Turtle Bay Hotel and the most beautiful secluded beaches and trails! This unit is the biggest model in Kulima West. We offer 2 king size beds and 1 queen bed in three different bedrooms for your restful stay. The best cleaning crew was hired for your luxurious staying experience in Hawaii.

A woman stands on the spacious lanai, enjoying the ocean view framed by a full wall of windows. Comfortable outdoor furniture, including a round table and cushioned chairs, complements the serene atmosphere. Lush greenery is visible, enhancing the coastal setting.

4.96 out of 5 average rating, 120 reviews

Oceanfront Paradise (Car & Parking Available)

* Aloha! Welcome to our beachfront home with a unique design! * Enjoy incredible ocean views, a spacious lanai, a full kitchen, and modern amenities. Sip your morning coffee while watching the ocean, sailboats, surfers, or even whales. You can also watch fireworks directly from the lanai every Friday! The condo is right on Waikiki Beach. Just a short walk to the beaches, restaurants, bars, shopping centers, and more. Hawaii is our happy place. I hope it can bring you some happiness too. :-)

4.91 out of 5 average rating, 358 reviews

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

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.

A person is seen standing on a balcony, gazing out towards Diamond Head and the lush landscape below. The warm hues of the evening sky create a serene backdrop, enhancing the sense of tranquility in this elevated retreat.

4.97 out of 5 average rating, 149 reviews

[Rare] Premier Ocean and Diamond Head Views 33 FL

Celebrating the 2025 Festive Season with: • Complimentary Early Check-in and Late Check-out* • Complimentary Parking included * Based on availability. -- The Honu Suite is a serene, design-forward retreat in the heart of Waikiki - just one block from the beach. Enjoy panoramic Diamond Head and ocean views from the 33rd floor, curated amenities, and five-star touches throughout. Rooted in Hawaiian heritage, it's perfect for discerning couples seeking comfort, style, and a sense of escape.

A modern living space is arranged with a comfortable sofa and a sleek coffee table. A large wall-mounted TV displays a marine scene. The kitchen area features white cabinetry and bar stools, while light wood flooring complements the decor. Natural light highlights the room's openness.

4.91 out of 5 average rating, 315 reviews

NEWLY RENOVATED (2021) Turtle Bay Haven!

NEWLY RENOVATED condo (2021) at Turtle Bay on Oahu's world famous North Shore. Enjoy more than 5 miles of secluded beaches, 2 private swimming pools, 2 private tennis & pickle ball courts, 2 PGA golf courses, horseback riding & fine dining all less than a 5 minute walk from your front door! The condo was completely remodeled in 2021 (Kitchen, Bathrooms, Flooring, decor as well as AC throughout). This 1Bed, 2Bath unit is one of the few Legal and licensed vacation rentals on the North Shore!

5 out of 5 average rating, 104 reviews

A tropical pathway leads from a sandy beach to the bright blue ocean, with gentle waves lapping against the shore. Lush greenery borders the scene, while distant hills are visible on the horizon under a partly cloudy sky.

Place to stay in Kailua

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.

A private balcony features a small round table adorned with a colorful mosaic design and two wicker chairs. The view showcases the scenic Waikiki Beach, the shimmering ocean waves, and the lush lagoon bordered by palm trees.

4.9 out of 5 average rating, 198 reviews

Amazing Waikiki Beach Views!!

Perfect vacation getaway, with amazing views of Waikiki Beach and Lagoon!! Best location, walking distance to many points of interest, Ala Moana Mall/Designer stores and many restaurants! Enjoy visiting Oahu - there's sightseeing, swimming, hiking, surfing or shopping etc! Enjoy watching the fireworks every Friday nights from the patio, sponsored by Hilton Hawaiian Village! Hotel pool is also available for our guests. Also accepting long term stays at special rates.

Guest suite in Makaha Valley

An aerial view captures the sandy beach stretching along the coastline, bordered by lush green hills. Crystal-clear turquoise waters gently lap the shore, with a few beachgoers enjoying the day. Colorful umbrellas are dotted along the beach, creating a vibrant contrast against the natural surroundings.

4.94 out of 5 average rating, 159 reviews

Slice of Paradise-Studio-Sleeps 4-same$ for 2 as 4

Enjoy this beautiful, private, brand new studio nestled in the mountains of Makaha Valley. This is located in a gated community with 24 hour security. Minutes from year round surfing and golfing. This is a LEGAL vacation rental. Private yard on a perimeter lot with unobstructed ocean and mountain views and just a few minutes drive to many clean, sand bottom beaches. Any combination of 4 guests is okay as long as there is a max of 2 adults.

Guesthouse in Makaha Valley

A cozy studio space features a spacious bed with white linens and decorative accents. A kitchenette with wood cabinetry, appliances, and a dining area is visible. An armchair sits nearby, and large windows offer views of the outdoors, contributing to a bright and open atmosphere.

4.93 out of 5 average rating, 132 reviews

Studio- Ocean View Hideaway

Aloha and welcome to our home away from home in Makaha!! Newly built and luxuriously appointed, this beautiful studio with kitchen and patio area, is the ideal spot on the west side of Oahu. Located in the private gated community, with the amazing views of ocean and mountains. This is the most desirable location to escape, relax and enjoy a rejuvenating and memorable vacation! Kick back and relax in this calm, peaceful space.

Popular amenities for Kailua outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.98 out of 5 average rating, 123 reviews

A serene bedroom features a spacious bed with crisp white linens, complemented by soft, natural textures. Large windows showcase ocean views, while two woven light fixtures add warmth. A dresser provides additional storage, and a neutral rug enhances the calming atmosphere.

Home in Waikiki

Waikiki Gem, Stunning Ocean View, Parking Included

4.95 out of 5 average rating, 42 reviews

A bright and compact kitchen is shown, featuring modern appliances, including a microwave and a stove. Shelves hold various kitchen items, while a circular dining table is present in the foreground. Natural light enters through a window, illuminating the space.

Home in North Shore

Waimea Bay Studio With Sauna - Walk to beach!

4.98 out of 5 average rating, 132 reviews

The image captures a modern home set against a vibrant sunset sky, with hues of pink and orange. Lush green grass surrounds the property, which features a welcoming entrance and a three-car garage. Nearby mountains are visible in the background, enhancing the serene atmosphere.

Home in Makaha Valley

Kalo Homes ~ Makaha Valley Oasis!

4.94 out of 5 average rating, 132 reviews

A modern living area is furnished with a sectional sofa, accent chairs, and a coffee table. A spacious dining table is surrounded by white chairs. A ceiling fan and artwork decorate the room, while natural light streams in through the windows.

Home in Makaha Valley

Large family home 5 min from beach- with pool

4.89 out of 5 average rating, 47 reviews

The image captures a wide sandy beach bordered by tranquil turquoise waters, with gentle waves lapping at the shore. Lush greenery and palm trees line the background, while distant islands are visible on the horizon under a bright, partly cloudy sky.

Home in Kailua

Large Kailua Beach Home - Steps To The Beach!

4.96 out of 5 average rating, 117 reviews

Home in Makaha Valley

Family Oceanview Oasis, Hot Tub, 5min to beach

Superhost

Home in Kapolei

5 out of 5 average rating, 9 reviews

"Piece of Paradise!" Luxurious 4-bed

Superhost

Home in Kailua

4.71 out of 5 average rating, 7 reviews

60 second walk to Lanikai Beach. 2 Bedrooms w/ AC

Apartment rentals with outdoor seating

A bar height table set for two is positioned on a lanai, featuring blue floral dinnerware and a vase with white flowers. The backdrop displays a vibrant sunset over the city and ocean, with silhouettes of buildings and the ocean visible beyond.

4.92 out of 5 average rating, 179 reviews

Comfy Studio in Heart of Waikiki with parking

The spacious living area features two queen beds with plush memory foam mattresses. A soft blanket is draped across the bed. The walls are adorned with a tropical design, enhancing the modern aesthetic. Large windows allow natural light to fill the room.

4.97 out of 5 average rating, 123 reviews

Amazing Central Waikiki Wonder

A well-appointed studio showcases a spacious bed adorned with plush pillows and a textured throw. A cozy corner lamp provides soft lighting. In the background, a compact kitchen area is visible, featuring modern appliances and stylish bar stools, enhancing the functionality of the space.

4.85 out of 5 average rating, 291 reviews

Ala Wai

A spacious bedroom features a large bed covered with a bright yellow quilt. Soft lighting is provided by a wall fixture above the bed. A dresser and a mirror are positioned against the wall, with light-colored flooring enhancing the room's open feel.

4.86 out of 5 average rating, 188 reviews

Cute Studio, Close to Beach, WI-FI

4.89 out of 5 average rating, 245 reviews

A two-story building is framed by lush greenery and large windows. A white staircase leads to the upper level, while balconies are visible. The exterior showcases a light-colored facade that blends with the natural surroundings, creating a serene residential setting.

Apartment in Kahuku

Turtle Bay Corner Condo With A Fairway View!

Superhost

A guest is seen from behind, holding a glass while looking out from a balcony. The view showcases a marina filled with boats and a bright blue ocean, framed by palm trees under a clear sky.

4.95 out of 5 average rating, 170 reviews

Ocean views at Ilikai Marina. Parking included!

4.94 out of 5 average rating, 107 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.

Apartment in Waianae

9K Hawaiian Princess - Alii Hale Aina

A cozy studio space features a wall-mounted murphy bed with soft linens and decorative pillows. A dining area with two stools complements the granite-topped kitchen, equipped with modern appliances. Natural light enhances the warm wood flooring and highlights the elegant decor throughout the room.

4.95 out of 5 average rating, 379 reviews

5-Star Upscale Studio - Heart of Waikiki w/Parking

Condo rentals with outdoor seating

A tranquil outdoor seating area features a cozy hanging chair beside a round dining table. The expansive balcony overlooks city views and distant mountains, with soft clouds enhancing the bright sky. Green plants add a touch of nature to the serene space.

4.93 out of 5 average rating, 135 reviews

38th FLR- Luxe King Boutique Studio 1000 Cranes

A tranquil sleeping area features a spacious bed adorned with decorative pillows in shades of blue. Flanking the bed are two nightstands with minimalist designs. A nature-inspired wall art piece brings a calming ocean view to the room, softly illuminated by modern sconces.

4.93 out of 5 average rating, 147 reviews

The Seascape at Turtle Bay

An open living space showcases a dining area with a circular table and metal chairs, surrounded by natural wood accents. A large wall art piece features a world map. A sliding glass door leads to a private lanai offering views of the golf course.

4.92 out of 5 average rating, 487 reviews

RusticLuxe — Go Fully Custom at Turtle Bay

The living room features a dark leather sofa with decorative pillows, positioned beside a wooden coffee table on a plush area rug. Wall art includes wooden paddles and displayed artwork. The staircase leads to the upper level, with a washer and dryer conveniently located in a nearby nook.

4.94 out of 5 average rating, 216 reviews

Turtle Bay Condo. Cozy retreat for two.

A modern studio features a seating area with a gray love seat positioned beside a light wood coffee table. Two botanical prints adorn the pink wall, enhancing the space. A well-lit sleeping area with a spacious bed is visible in the background, offering a relaxed ambiance.

4.98 out of 5 average rating, 288 reviews

Modern Clean Studio w/Free Parking | Walk to Beach

The spacious bathroom features a modern vanity with dual sinks and large mirrors above. A glass shower enclosure offers a view of classic white subway tiles. Decorative accents include a wooden tray with toiletries, a rolled towel, and a flowering plant, complemented by intricate patterned flooring.

4.95 out of 5 average rating, 204 reviews

Modern Condo_Free Private On-Site Parking

The spacious living area features large windows that provide an unobstructed view of the ocean. A queen-sized bed, a twin bed, and a sleeper sofa are arranged in a light-filled room with hardwood-style floors. Decorative elements include a unique ceiling design and coastal-themed accents.

4.98 out of 5 average rating, 168 reviews

Beautiful Oceanfront Paradise Condo

A cozy corner of the studio features a bed with striped linens, accompanied by a wooden bedside table and a lamp. Colorful wall art reading 'beach' and 'Aloha' adds character. A potted plant and decorative items provide a touch of greenery. A gray couch is positioned nearby.