
House vacation rentals in Kailua
Find and book unique houses on Airbnb
Quick stats about house rentals in Kailua

Total vacation rentals
Explore 180 vacation rentals in Kailua

Nightly prices starting at
Kailua vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 3,490 verified reviews to help you choose

Family-friendly vacation rentals
140 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
170 of Kailua vacation rentals include wi-fi 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 house rentals in Kailua
Guests agree: these houses are highly rated for location, cleanliness, and more.

Kailua Beach Park - 1 BR Cottage
Kailua Beach was once again been rated as the best beach in the USA for 2019, by Dr. Beach." The cottage is directly across the street from Kailua Beach Park and less than a 2-minute walk to step into the ocean. It is a legal vacation rental, license number 1990/NUC-1758. The property is tucked away one house back from the road into Lanikai, and described by guests as "a little oasis of quiet and calm." The bathroom has been remodeled with a new showers, sinks and plumbing fixtures April 2022!

Beautiful 4-BR Home| Near Beach| Mountain View
A tastefully designed 4 bed/2.5 bath home in a gated community (built in 2022), nestled in the beautiful Makaha Valley. Private back yard with breathtaking Wai’anae Mountain view and peek-a-boo oceanview. Enjoy quality time with your family and friends at this stylish, cozy home. Experience true taste of paradise on western side of Oahu, away from hustle and bustle of city. The endless beaches along the coastline, amazing sealife, and magnificent mountains will make your vacation memorable!

Waikiki Gem, Stunning Ocean View, Parking Included
Wake up to breathtaking ocean views from our newly renovated 1BR, 1BA condo. Relax on the lanai, let in the gentle breezes, and soak in the picturesque surroundings. With enough space for up to 4 guests, this retreat is perfect for couples, small families, or close friends seeking solace and tranquility. Immerse yourself in the calming ambiance of modern furnishings and a soothing color palette. Convenient parking included. Discover a blissful sanctuary where serenity and relaxation harmonize.

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!

3BR New Construction w/Mt views, Close to Beach
❀ E komo mai ❀ Imagine vacationing in a brand new home set in a peaceful valley. You're surrounded by Ka’ala & Waianae mts, towering palms, mango trees, wild peacocks, & famous beaches. You take a sunrise/sunset stroll around the gated neighborhood (w/24hr security) and return home for a peaceful dinner. Staying in winter? Spot whales & dolphins at the coast & watch waterfalls in the surrounding mountains. Year-round there's surfing, snorkeling, turtle-spotting, rainbows, & nearby hiking.

Oahu Ocean View • Sleeps 14, Pool, Hot Tub, Beach!
Welcome to Ohana Paradise! Why guests love our cozy Makaha Valley home: 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 Uncrowded beaches, hiking trails, and great surf spots!

Loft studio, AC, private entrance, 2min Starbucks
Perfect location for professionals who work from home! Loft studio with living area, bathroom and fully stocked and functional kitchenette downstairs and bedroom with AC upstairs. Conveniently located at the entrance of town in walking distance to the town's center and 10 min from the nearest freeway. Starbucks is a 2 minute walk. From here you can easily visit historical sites, beaches, hikes and lots of local activities. The studio has a dedicated wifi repeater and very strong connection.

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!

North shore Studio with sauna! - Walk to beach!
Legal Nightly Vacation Rental (No 30-day contracts) A cozy, island-style unit with a loft bed, perfect for an authentic Hawaiian getaway. The unit includes High speed WiFi, 65 inch Smart TV, Split unit AC, sauna, an outdoor shower, an outdoor gym, a sun deck, and private access. Located within walking distance to famous Waimea Bay and other beautiful spots, this space offers convenience, comfort, and island charm. Check my profile for other rentals!

Condo w/Turtle Bay, pool & kayak
Experience a relaxed North Shore escape near Turtle Bay with resort‑style perks, free parking, self‑check‑in, and easy beach access. - Sleeps 4 | 1 bd + loft | 3 beds | 2 baths - Year‑round pool, tennis & pickleball courts - Beach access, beach essentials & kayak - Private patio or balcony w/ BBQ grill, free parking & keypad entry - Kitchen, Wi‑Fi, workspace & in‑unit washer/dryer - Family‑friendly: Pack ’n play, toys & board games

Hawaiian Pakele (escape)
Aloha and welcome to our home!! Newly built and luxuriously appointed, this beautiful 3 bedroom and 2.5 bathroom house is the ideal spot on the west side of Oahu. Located in the private gated community, with breath taking views of ocean and mountains and only a 3-min drive to the world famous Makaha beach. This is the most desirable location for families, friends and couples to escape, relax and enjoy a rejuvenating and memorable vacation!

Large family home 5 min from beach- with pool
A true taste of Hawaii - You'll find a coastline of endless beaches, limited crowds, and amazing sea life. Makaha beach can be seen from the windows of this new four bedroom home, providing plenty of room for large families to come together and relax after days playing in the sun surfing, snorkeling, and swimming. Nestled in the Makaha Valley, experience the lush mountains out the backdoor and tropical beaches out the front.
Popular amenities for Kailua house rentals
House rentals with a pool

Ocean View Home for Family Fun Getaway Near Beach

4 Bedroom Luxury Home in Makaha Valley

Le'ale'a by AvantStay | Ocean + Mountain Views!

Haku Hideout ~ Top 5% Home on Airbnb!

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

May Getaway Sale! Turtle Bay’s Kuilima West #104

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

Kaia Villa at Turtle Bay/North Shore Oahu
House rentals with free parking

Westside Hawaiian Sanctuary-New Home w/ 24hr Gated

@ Marbella Lane - 3BR w/ amazing MT & Ocean Vistas

Misty Mountain - Minutes to Beach!

"Pineapple Perch" | Fully Renovated | A/C in Every

Downtown Honolulu/great views!

Ocean and Mountain View/ Gardener’s Dream Gateway

Cozy Guesthouse Central Oahu

Sunny Heaven - 1 Full BD Plus Loft with BD & Bath
Weekly house rentals

Sunsetyards/ Sunset pt. 30 day minimum

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

Cozy Guest House

Sunset Beach Lodge Retreat

Beachfront Condo Ocean View Haven Turtles & Whales

Ocean Paradise Beachfront

Honolulu Oasis for your Hawaiian retreat

Relax Hawaiian Style
When is the best time to visit Kailua?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,135 | ﺩ.ﺇ1,120 | ﺩ.ﺇ1,138 | ﺩ.ﺇ1,205 | ﺩ.ﺇ1,212 | ﺩ.ﺇ1,285 | ﺩ.ﺇ1,271 | ﺩ.ﺇ1,377 | ﺩ.ﺇ1,377 | ﺩ.ﺇ1,194 | ﺩ.ﺇ1,289 | ﺩ.ﺇ1,197 |
| 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
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- Waikiki Beach
- Kailua Beach
- Lanikai Beach
- Kualoa Ranch
- Waimea Bay Beach
- Ala Moana Beach Park
- Honolulu Zoo
- Banzai Pipeline
- Kapiolani Park Beach
- Kepuhi Beach
- Bishop Museum
- Kailua Beach Park
- Hanauma Bay Nature Preserve
- Waimea Valley
- Wet 'n' Wild Hawaii
- Polynesian Cultural Center
- Ko Olina Golf Club
- Kalama Beach Park
- Sharks Cove
- Hawaii Convention Center
- Pyramid Rock Beach
- Dole Plantation
- Waimea Bay Beach
- Turtle Bay Golf
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