
Holiday rentals with outdoor seating in Kailua
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Kailua
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Secluded White Sandy beach just 30 steps away
Enjoy the 17% discount (as I pay the taxes out of the proceeds of your payment unlike most other listings that add it on) Don’t be fooled by the other smaller studios with just a niche that barely fits a bed. This is the largest true one bedroom model at Pats. This beautiful beachfront condo is the most preferred unit located at the far end on the ground floor just 30 steps to the powdery white sand beach with the only door facing East. Assigned parking close by. Avoid lengthy elevator waits

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.)

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.

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!

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!

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.

3BR, Near Beach, Game RM, Private Spa, Pool, Gym
Escape to paradise in this beautiful vacation home located in Makaha Valley. Enjoy stunning panoramic ocean views and relax in the tropical backyard. Inside, you'll find a fully equipped kitchen, comfortable furnishings, and ample space for your group. Take a short drive to the beach and spend your days swimming, surfing, or lounging on the sand. Come back and enjoy a BBQ on the outdoor grill. Perfect for families or groups of friends, this vacation home is the ultimate Hawaii getaway!

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! There’s 2 Ilikai pool iavailable for our guests. Also accepting long term stays at special rates.

Honu Suite at La Bella’s | Beach | Lic’d
No detail is overlooked at La Bella’s Bed & Breakfast, a charming and luxurious retreat just a short walk from the beach. The Honu (Turtle) Suite offers extra privacy away from the main living quarters and features a queen bed with luxury linens, air conditioning, a full kitchen, private bathroom, private entrance, and outdoor seating area. Enjoy tropical gardens, island hospitality, and the perfect home base for exploring Oʻahu’s beautiful Windward Coast.

"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.

Condo near Turtle Bay w/pool, beach & BBQ
Experience laid‑back island living on Oahu’s North Shore, just steps from Turtle Bay and the beach. Relax on the patio with sunrise coffee or unwind after surf sessions. - Sleeps 4 | 1 bd + loft | 3 beds | 2 baths - Year‑round pool, tennis & pickleball courts - Beach access, beach essentials & kayak - Private patio/balcony w/ BBQ grill - Kitchen, Wi‑Fi, workspace & in‑unit washer/dryer - Family‑friendly: Pack ’n play, toys & board games

Kailua Palm Studio. Walk to Beach! PERMITTED
Licensed, legal (NUC short term rental #1990/NUC-1819, Tax map key: 43073024) *not impacted by Honolulu ordinances banning short term **RECENTLY RENOVATED BATHROOM AND KITCHENETTE (at end of June 2023)** Peaceful retreat in desirable Kailua! An easy 8-10 minute walk to Kailua Beach. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Pineapple Studio. Walk to Beach! PERMITTED. Property managed by Kupono Services.
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!

Spectacular Oceanview Cottage
Apartment rentals with outdoor seating

Ocean views at the Ilikai - Free Parking!

Charming Waikiki Studio with Parking

Amazing Central Waikiki Wonder

Turtle Bay Bungalow- Parking, AC & Walk to Beach

Waikiki Oceanfront Condo 2 Minutes to the Beach

Ocean views at Ilikai Marina. Parking included!

9K Hawaiian Princess - Alii Hale Aina

Aloha Beach Front Cottage
Apartment rentals with outdoor seating

Luxury Condo with Ocean Views & FREE Parking!

Ko Olina Beach Villa | Beach View | Resort Pool!

RusticLuxe — Go Fully Custom at Turtle Bay

Turtle Bay Condo. Cozy retreat for two.

North Shore Getaway - Newly renovated!

Ocean View w/ 2 private balconies; Steps to Beach

Turtle Bay Condo Lilinoe

9A Cozy Waikiki 1BR | Steps to Beach | Ocean View
When is the best time to visit Kailua?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $290 SGD | $355 SGD | $297 SGD | $289 SGD | $290 SGD | $306 SGD | $290 SGD | $295 SGD | $271 SGD | $252 SGD | $284 SGD | $290 SGD |
| 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 |
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 $77 SGD 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!
Destinations to explore
- Rentals with a patio Kailua
- Rentals with a kayak Kailua
- Rentals with beach access Kailua
- House rentals Kailua
- Pet-friendly rentals Kailua
- Fitness-friendly rentals Kailua
- Waterfront rentals Kailua
- Family-friendly rentals Kailua
- Beachfront rentals Kailua
- Villa rentals Kailua
- Rentals with a washing machine and dryer Kailua
- Rentals with an EV charger Kailua
- Rentals with a hot tub Kailua
- Apartment rentals Kailua
- Rentals with pools Kailua
- Private suite rentals Kailua
- Flat rentals Kailua
- Guest house rentals Kailua
- Beach apartment 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
- Banzai Pipeline
- Kapiolani Park Beach
- Kailua Beach Park
- Bishop Museum
- Kepuhi Beach
- Hanauma Bay Nature Preserve
- Polynesian Cultural Center
- Wet 'n' Wild Hawaii
- Waimea Valley
- Ko Olina Golf Club
- Kalama Beach Park
- Dole Plantation
- Sharks Cove
- Hawaii Convention Center
- Iolani Palace
- Waimea Bay Beach
- Waikiki Aquarium
- Things to do Kailua
- Things to do Honolulu County
- Sightseeing Honolulu County
- Wellness Honolulu County
- Sports activities Honolulu County
- Nature and outdoors Honolulu County
- Entertainment Honolulu County
- Food and drink Honolulu County
- Art and culture Honolulu County
- Things to do Hawaii
- Food and drink Hawaii
- Tours Hawaii
- Nature and outdoors Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Art and culture Hawaii
- Entertainment Hawaii
- Things to do United States
- Tours United States
- Entertainment United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States
- Sightseeing United States
- Food and drink United States







