
Holiday rentals with outdoor seating in Kailua
Find and book unique rentals with outdoor seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Kailua

Total holiday rentals
Explore 150 holiday rentals in Kailua

Nightly prices starting at
Kailua holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 5,730 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
150 of Kailua holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kailua rentals

4.9 Average rating
Kailua stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with outdoor seating in Kailua
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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. :-)

Honu Hideout at Turtle Bay
Come escape to Honu Hideout on the exclusive North Shore of Oahu, and enjoy this newly renovated ground floor unit situated just a short walk away from the iconic Turtle Bay Resort and the most breathtaking and secluded beaches on Oahu. Far away from the hustle and bustle of Honolulu, this unit offers the peacefulness of the country and the proximity to infamous attractions for the vacation of your dreams. Relax and restore or adventure and explore, you choose, all within minutes of your door.

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.

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.

Makaha Hale - Serene 3 BR Home
Escape to the beautiful Makaha Valley in Hawaii and experience a truly unforgettable stay at our 3-bed 2.5-bath house. This enchanting Airbnb, nestled within a secure gated community offers a getaway for those seeking tranquility amidst the breathtaking beauty of the island. Enjoy breathtaking views of the Makaha Valley mountainside, modern amenities, and a serene ambiance. Indulge in nearby pristine beaches and immerse yourself in the beauty of the island. Your dream Hawaiian getaway awaits!

Turtle Bay Corner Condo With A Fairway View!
Resort-style amenities at your doorstep, including snorkeling beach access, pool, tennis courts, & 2 world-class golf courses. East Side of Kuilima Estates, on the Fazio 17th w/cool breezes, new washer & dryer, and A/C in bedroom & living room for comfort. The unit is locally owned and operated by longtime North Shore residents. After you have experienced all of the attractions O’ahu has to offer, check out our place on Molokai. Relax there and enjoy a true authentic Hawaiian experience!

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.

Cottage Nene - Luxury Home by Beaches & Mountains
Modern luxury meets valley tranquility. Built in 2022, this spacious 3-bed, 2.5-bath cottage hosts up to 8. Enjoy an airy living room with 14ft ceilings, premium furniture, and smart TVs. Step outside to a fully landscaped tropical yard with the best mountain views in the community, perfect for morning coffee or evening stargazing. Enjoy community pool, jacuzzi, and gym, all while being minutes away from world-class west-side beaches and hiking trails. Guaranteed cancellation in 48 hrs.

3 BR, Near Beach, Free Prkng, 1 LVL, Pool/Spa, Gym
Escape to paradise in this brand new vacation rental located in the secluded Makaha Valley. Just a short drive away from some of the world's most beautiful beaches, enjoy endless opportunities for hiking, golfing, and soaking up the sun. Surrounded by lush mountains and pristine nature, this rental offers the perfect retreat from the hustle and bustle of everyday life. Take in the breathtaking ocean and mountain views and create unforgettable memories in this ultimate tropical getaway.

SEArider TWO at Turtle Bay
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, This unit has a luxurious but minimal feel with a mauka (mountain) inspired theme. Key features include locally made and dyed linens and waffle print towels. This unit sits directly below our other property, SEArider ONE(search on airbnb).

Nai‘a Suite at La Bella’s-Walk to Beach-Lic. B&B
La Bella’s B&B is a luxury island retreat on O‘ahu’s beautiful windward side, blending farmhouse charm with beach elegance. Two private suites are available, each with a private entrance, bathroom, kitchenette, AC, luxury bedding Wi‑Fi, and parking. The spacious Nai‘a Suite features a king bed and relaxing atmosphere perfect for couples or small families. Enjoy beautiful gardens, beach gear, nearby shops and eateries, and a short walk to the beach with warm onsite hosts.

"Coconut Cottage by the Sea" Steps to the beach!
Aloha & Welcome to Punaluu! Enjoy a memorable visit when you stay in this unique sandy beachfront cottage! Important! Please keep reading for information about the renovations going on at the property. Incredible view of the ocean & you will love amazing sunrises right out your window! This special condo has a great little kitchen & new king bed. Perfect for swimming, snorkeling, paddleboarding & just relaxing on the beach! BBQ area, pool, gym & security.
Popular amenities for outdoor seating rentals in Kailua
House rentals with outdoor seating

Waikiki Gem, Stunning Ocean View, Parking Included

Large family home 5 min from beach- with pool

Large Kailua Beach Home - Steps To The Beach!

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

Slice of Paradise-3BR- Sleeps10-Same$ for 10 as 2

3BR New Construction w/Mt views, Close to Beach

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

Hale Hoomalie- Peaceful Manoa Valley Retreat near
Apartment rentals with outdoor seating

Oceanvw, walk 2 beach, $0 cleaning & park, kitchen

Comfy Studio in Heart of Waikiki with parking

Amazing Central Waikiki Wonder

Turtle Bay Bungalow- Parking, AC & Walk to Beach

Ocean View Sunset, Free Parking, Pool, 5m to Beach

N Shore Turtle Bay Kuilima Condo Getaway! Reviews!

9K Hawaiian Princess - Alii Hale Aina

Niihau Lux
Apartment rentals with outdoor seating

Luxury Condo with Ocean Views & FREE Parking!

RusticLuxe — Go Fully Custom at Turtle Bay

Ocean/Fireworks View Waikiki Top Floor 1BR

Turtle Bay Condo. Cozy retreat for two.

Magical Skies Hale at Turtle Bay

Secluded White Sandy beach just 30 steps away

North Shore Getaway - Newly renovated!

Amazing Waikiki Beach Views!!
When is the best time to visit Kailua?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £169 | £206 | £172 | £168 | £169 | £178 | £169 | £172 | £157 | £146 | £165 | £169 |
| Avg. temp | 22°C | 22°C | 23°C | 24°C | 24°C | 26°C | 26°C | 27°C | 26°C | 26°C | 24°C | 23°C |
Destinations to explore
- Rentals with beach access Kailua
- Guest house rentals Kailua
- Apartment rentals Kailua
- Fitness-friendly rentals Kailua
- Waterfront rentals Kailua
- Luxury rentals Kailua
- House rentals Kailua
- Villa rentals Kailua
- Rentals with a washing machine and dryer Kailua
- Rentals with pools Kailua
- Beach apartment rentals Kailua
- Rentals with a kayak Kailua
- Pet-friendly rentals Kailua
- Rentals with a hot tub Kailua
- Beachfront rentals Kailua
- Private suite rentals Kailua
- Rentals with a patio Kailua
- Family-friendly rentals Kailua
- Rentals with an EV charger Kailua
- Flat rentals Kailua
- Rentals with outdoor seating Honolulu County
- Rentals with outdoor seating Hawaii
- Rentals with outdoor seating United States
- Waikiki Beach
- Kailua Beach
- Lanikai Beach
- Kualoa Ranch
- Waimea Bay Beach
- Ala Moana Beach Park
- Honolulu Zoo
- Kapiolani Park Beach
- Banzai Pipeline
- Kailua Beach Park
- Polynesian Cultural Center
- Bishop Museum
- Kepuhi Beach
- Hanauma Bay Nature Preserve
- Wet 'n' Wild Hawaii
- Waimea Valley
- Ko Olina Golf Club
- Kalama Beach Park
- Hawaii Convention Center
- Ala Moana Center
- Sharks Cove
- Dole Plantation
- Turtle Bay Golf
- Waimea Bay Beach
- Things to do Kailua
- Things to do Honolulu County
- Art and culture Honolulu County
- Nature and outdoors Honolulu County
- Food and drink Honolulu County
- Sports activities Honolulu County
- Wellness Honolulu County
- Entertainment Honolulu County
- Sightseeing Honolulu County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Tours Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Food and drink Hawaii
- Art and culture Hawaii
- Entertainment Hawaii
- Things to do United States
- Nature and outdoors United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States







