Holiday rentals in Kailua

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Top-rated holiday rentals in Kailua

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Superhost

Home in Kailua

4.85 out of 5 average rating, 344 reviews

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!

3–10 Oct

£260 per night

Superhost

Apartment in Kahuku

4.91 out of 5 average rating, 151 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.)

4–11 Dec

£510 per night

Superhost

Home in Hauula

4.81 out of 5 average rating, 148 reviews

Beachfront Sunrise Home/Snorkel/Sunrise/Car Rental

Work remotely on the beach! A/C, WiFi, Netflix! Private 1+1 (1 bedroom + 1 living room that converts to a bedroom) cozy beach house in beautiful Punalu'u, away from Honolulu city but close enough to drive into town. ALL rooms have ocean views & A/C. Direct walkout ONTO secluded sandy beach. Watch the sunrise every morning. Swim/ snorkel in the calm, clear waters. Hear the waves. Close to PCC, Kualoa Ranch, North Shore, grocery stores, restaurants. Best for couple/families. Great WiFi speed.

24 Feb – 3 Mar

£464 per night

Superhost

Guest house in Haleiwa

4.78 out of 5 average rating, 249 reviews

Walk to Beach Large Studio

1 Block to Beach, Spacious Studio. *Inquire available dates!!* Comfortable, Safe neighborhood. Has queen bed, Hotel style kitchen with toaster/convection oven, microwave, coffee maker, mini fridge/freezer and Outdoor shower. The toilet is inside unit behind carved bali privacy screen. Private Entrance, & FREE off street parking, which is quite a Privilege! (street parking is also an option, if available). It is a very comfortable, clean, affordable place to stay in Most Desirable Location.

18–25 Dec

£185 per night

Guest favourite

Apartment in Waianae

4.97 out of 5 average rating, 217 reviews

Beachfront Getaway - Hawaiian Princess Condo

Mesmerizing sunset views from this sandy beach front condo. Nothing separates you from sparkling turquoise waters but footprints in the sand. Balcony is ideal height for turtle watching. From Nov- April you may spot a whale. This vibrant land is full of surprises. Even dolphins spin by now and then. Escape the crowds of Waikiki to experience a real Hawaiian lifestyle. Snorkel, boogie board or surf right out your door. Awakening to the rhythm of the ocean can change your life forever.

23–30 Jan

£372 per night

Guest favourite

Guest suite in Hauula

4.98 out of 5 average rating, 230 reviews

"Local Aloha Living" Waterfront !

Stay at Our Local peaceful private Studio bedroom suite attached to our house with separate entrance is the perfect getaway spot to experience real beauty of Oahu. Enjoy your own private studio with bathroom and shared semi private outdoor deck. Enjoy gazing at the river and the fresh air. Located on the North East Shore, escape the noise of Honolulu and enjoy the quiet, secluded, serene beaches and hikes nearby, 45 min. from the airport. Retreat into the countryside & see the real Hawaii.

27 Jan – 3 Feb

£185 per night

Superhost

Guest suite in Kailua

4.87 out of 5 average rating, 101 reviews

COOL, BREEZY KAILUA ESCAPE ****

Your Home away from Home! Cool, comfy, clean fully furnished 2 bd/1 ba with a complete kitchen, livingroom, separate entry (entire upstairs). New SPLIT A/C's in both bedrooms(very quiet). In nice culdesac. 5-min drive to Kailua Beach and Kailua Town. Enchanted Lake Cntr is only 3 min away... a Safeway, Cinemas, McDonald's, Round Table Pizza, The Shack, Starbucks, etc. Also, Gas Stations, Nail/Hair Salons, Churches, etc! In Kailua Town, a Target, Whole Foods, cute boutique shops.

4–11 Mar

£250 per night

Guest favourite

Cottage in Waialua

4.96 out of 5 average rating, 118 reviews

Luxurious Beach Front Oasis Steps to the Ocean

A hidden gem on the North Shore. The cottage is located on a private, gated, 2 acre ocean front property in the quiet and peaceful area of Mokuleia. The beach is the most secluded on the North Shore as there is no public access so at times it is just you and the lone turtle sunbathing on the beach. The cottage has top of the line appliances, sub-zero and viking. The bed feels like heaven and you have your choice of soaking in the free standing tub or showering under the stars.

24–31 Oct

£498 per night

Superhost

Guest house in Kailua

4.86 out of 5 average rating, 139 reviews

Kailua's Premier Private Luxury Beach Bungalow

Kailua's Original Beach Bungalow premier private luxury bungalow getaway ~ Modern design mingles with traditional elegance in this newly renovated bungalow. Beautifully furnished with comfort and ease-open floor plan that features large floor to ceiling windows. Very private - with a large gated spacious patio - hot and cold running outdoor shower, outdoor private dining and just steps from your bungalow down the path to the most beautiful beach in the world.

26 May – 2 Jun

£564 per night

Superhost

Hotel room in Honolulu

4.81 out of 5 average rating, 853 reviews

Cute Private Studio in Waikiki

Fully renovated to modern-retro style, with breathtaking views of ocean, Diamondhead and mountains. Desirable location -in Waikiki - minutes walking distance to Convention Center, beach, shopping, dining, entertainment... Sleeps two in full size bed. With kitchenette, suitable for long- and short-stays. Condohotel with 24/7 security, pool, jacuzzi, BBQ, laundry, shops, bar, ATM.... Parking and fitness is available, but must be paid separately. TA-029-819-2896-01

17–24 Mar

£118 per night

Guest favourite

Apartment in Waialua

4.94 out of 5 average rating, 144 reviews

True Jewel - Oahu North Shore

A true jewel on the North Shore of Oahu, this cottage is situated right on the water in a quiet, serene and peaceful setting. Surrounded by palms and gentle trade winds, the cottage is located in a gated old-style Hawaiian setting, offering all the amenities you’ve come to expect, including cable TV, wireless internet, a fully equipped kitchen, patio area and outdoor shower, washer and dryer (we provide laundry soap). Maximum occupancy 4 individuals.

3–10 Jul

£420 per night

Superhost

Guest house in Kailua

4.78 out of 5 average rating, 135 reviews

Kailua Beach Cottage - 90/TVU-0287

WE HAVE PERMIT - 90/TVU-0287 FROM THE CITY & COUNTY WE WERE RATED BY AIRBNB AS A SUPERHOST. KAILUA BEACH RATED #1 BEACH IN AMERICA! This place is good for couples, business travelers, and families. (On the 2nd floor - upstairs) *Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply. Visit the 8 Bdrm Villa website for a larger family group.

1–8 Feb

£541 per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Kailua holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Kailua's top sights

Kailua Beach Park200 locals recommend

Whole Foods Market370 locals recommend

Pillbox Hike178 locals recommend

Boots & Kimo's Homestyle Kitchen51 locals recommend

Kailua Beach Adventures40 locals recommend

Buzz's Steakhouse136 locals recommend

Other great holiday rentals in Kailua

Guest favourite

Guest house in Kailua

4.95 out of 5 average rating, 62 reviews

Kailua Surf Shack: Your Hawaiian Adventure!

5–12 Nov

£297 per night

Guest favourite

Cottage in Kailua

4.95 out of 5 average rating, 98 reviews

The Windsurfer Cottage- by Kailua Beach

7–14 Dec

£251 per night

Guest favourite

Cottage in Kailua

4.91 out of 5 average rating, 35 reviews

Kailua Ohana Cottage close to beach

22–29 Mar

£332 per night

Guest favourite

Villa in Kailua

4.98 out of 5 average rating, 64 reviews

Honu Suite at La Bella’s-Walk to Beach-Licensed

11–18 Sept

£515 per night

Superhost

Guest house in Kailua

4.78 out of 5 average rating, 27 reviews

Kailua cottage

15–22 Feb

£249 per night

Guest favourite

Guest house in Kailua

4.93 out of 5 average rating, 43 reviews

Lanikai Oasis, 2 beds, 5 min walk to the beach!

21–28 Jan

£498 per night

Superhost

Home in Kailua

4.88 out of 5 average rating, 50 reviews

Tropical Cottage w/Pool, Lanai & AC, Walk to Beach

1–8 Feb

£968 per night

Guest favourite

Home in Kailua

5.0 out of 5 average rating, 34 reviews

Cute & Charming, Minutes to Town and Kailua Beach

31 May – 7 Jun

£595 per night

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Quick stats about holiday rentals in Kailua

Total rentals	390 properties
Rentals with dedicated workspaces	180 properties have a dedicated workspace
Rentals with a pool	100 properties have a pool
Pet-friendly rentals	50 properties allow pets
Family-friendly rentals	210 properties are a good fit for families
Total number of reviews	12K reviews

Holiday rentals in Kailua

Top-rated holiday rentals in Kailua

Home in Kailua

Apartment in Kahuku

Home in Hauula

Guest house in Haleiwa

Apartment in Waianae

Guest suite in Hauula

Guest suite in Kailua

Cottage in Waialua

Guest house in Kailua

Hotel room in Honolulu

Apartment in Waialua

Guest house in Kailua

Holiday rentals for every style

Houses

Cottages

Flats

Popular amenities for Kailua holiday rentals

Stay near Kailua's top sights

Other great holiday rentals in Kailua

Guest house in Kailua

Cottage in Kailua

Cottage in Kailua

Villa in Kailua

Guest house in Kailua

Guest house in Kailua

Home in Kailua

Home in Kailua

Quick stats about holiday rentals in Kailua

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

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