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House holiday rentals in Kailua

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Top-rated house rentals in Kailua

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Home in Kailua

4.85 out of 5 average rating, 350 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!

Guest favourite

Home in Haleiwa

4.89 out of 5 average rating, 35 reviews

North Shore Beach House with Ocean View

Peaceful and centrally-located beach house along the Seven Mile Miracle, the surfing mecca on Oahu stretching through Waimea Bay and Sunset Beach. Large 2 bedroom/1 bathroom with high ceilings, off-street parking with spectacular ocean and sunset views and direct beach access, steps to beautiful Ke Iki beach. Three-minutes' walk to world-famous snorkeling at Shark's Cove and Foodland supermarket is right around the corner. Take morning walks or bike along the 3-mile Ke Ala Pupukea Bike Path.

Home in Kailua

4.97 out of 5 average rating, 103 reviews

Hale Nanea

Hale Nanea (House of relaxation) is steps away from the world famous Kailua Beach and conveniently located to the Pali and Likelike Highways, and the H3 Freeway. Simple, clean and comfortable house to enjoy and make memories while in beautiful Kailua. Unwind and embrace the aloha found only in these islands. We are kama'aina (locals of the land) and look forward to sharing this sacred and special place with you. It is our privilege and with great pleasure that we welcome all to paradise.

Guest favourite

Home in Hauula

4.99 out of 5 average rating, 157 reviews

Moeʻuhane Kai Beach Front Home

Amazing beach front property on the East Shore of Oahu. 30-day minimum rental. Hear the waves from every room in the house. Very comfortable home, window units available, but you might rather open the five sets of French Doors & sliding glass door to enjoy the trade winds and ocean sounds. Great fishing right outside the back of the house. Ten minutes from the Polynesian Culture center and great food options. Great Thai food, malasadas, and Dole ice cream. Short drive to North Shore.

Guest favourite

Home in Haleiwa

4.97 out of 5 average rating, 38 reviews

Haleiwa Waterfront House

Location, location, location! This lovely duplex home is perfectly situated on a beautiful white sandy beach and at the end of a quiet cull de sac. You will find all the space and privacy that one needs to enjoy a nice peaceful holiday. Historic Haleiwa Town rests in the heart of the north shore with Haleiwa being a 3 minute drive away and all the beautiful surf/swim beaches if not in front of the house then a mere 5 - 15 minute drive away (30 minute drive to the airport) .

Home in Laie

4.78 out of 5 average rating, 107 reviews

3 Bdrm, Beach view, Family friendly, A/C, 30-Day

This newly updated cozy 3 bedroom, 2 bath is steps from Hukilau Beach. It has an ocean view and sleeps 6-7 comfortably so it's great for family or friends. It also comes with a fully equipped kitchen. There are caretakers on the property in case you need anything. This is family friendly home and has good, reliable internet for working remotely. The home has a studio downstairs that can also be rented. Look for listing title 'Studio Apt close to Hukilau, AC, monthly'

Home in Hauula

4.83 out of 5 average rating, 257 reviews

Hauula Studio

Hauula Hale Studio quietly sits against the mountains in the small town of Hauula, which is just a 5 minute drive from Laie and the Polynesian Cultural Center. Located in the charming country setting of Oahu's windward coast, you can enjoy a quiet and relaxing stay in our comfortable studio. With only a 5 minute walk to hiking trails or the beach or a 20 minute drive to the beautiful North Shore, there is plenty to explore and do.

Guest favourite

Home in Honolulu

4.88 out of 5 average rating, 111 reviews

Beautiful Two Bedrooms, Gated & Private Entrance

TA-212-170-1888-01 This 2-bedroom Cottage is attached to the main house with its own private entrance. Enjoy amazing sunsets; incredible ocean view. You'll be close to just about every convenience (Starbucks, Costco, Safeway and Walgreens, etc.), and near many natural wonders (Halona Blowhole, Makapu'u Lighthouse), hikes (Koko Head trail) and beaches (Hanauma Bay, Sandy Beach, and more). Every room is equipped with split AC!

Home in Kailua

4.88 out of 5 average rating, 17 reviews

Amazing Lanikai Beachfront Guest House!!

Bordering on Lanikai beach this Beautiful two story, three bedroom home has plenty of room to spread out. Panoramic view from Mokulua Islands to Kailua Bay, with breath taking Sun Rises. Taxes are included in the Daily Rate, Weekly Rate and Monthly Rates. There is a 30 day minimum stay. GE Tax 4.712% and Transient Tax 14.25% these are local and state taxes. TA# (PHONE NUMBER HIDDEN) (URL HIDDEN) GE# (PHONE NUMBER HIDDEN)

Guest favourite

Home in Kailua

4.82 out of 5 average rating, 188 reviews

The Red Ginger: Large 1 Bedroom

The Red Ginger is newly renovated with a spacious living room that opens up to a private yard. Just added AC. Short 5 minute walk to the Enchanted Lake Shopping Center where you can find a grocery store, Starbucks coffee, tons of restaurants, a sports bar, and a movie theater. Three miles or five minute drive to kailua town and beach. Pet free. Great Location!

Home in Kailua

4.89 out of 5 average rating, 53 reviews

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

Charming Cottage in beautiful Lanikai that has been totally renovated in 2021. Everything in the Cottage is new including the furnishings! Short walk to the beach. Enjoy the comforts of home with an efficient kitchen and own washer and dryer. Large lanai to extend the living space and room to BBQ and dine. One split AC unit adequate to quickly provide comfort.

Guest favourite

Home in Kahuku

4.89 out of 5 average rating, 226 reviews

Hawaiian Country Retreat - 30 day stays

This is a brand new house with new furnishings built and finished in April 2019. It is situated in the quiet country of the North Shore of Oahu just minutes from world famous beaches and surf breaks. Located in a gated community that is family friendly and safe, nestled up against the local golf course and amazing stretches of wide open deserted beaches.

Holiday rentals for every style

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Bungalows

Intimate homes, inviting architecture

Flats

Convenient locations with everyday essentials

Hotels

Stylish accommodation and amenities

Popular amenities for house rentals in Kailua

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Honolulu

4.98 out of 5 average rating, 51 reviews

Waikiki Gem, Stunning Ocean View, Parking Included

Guest favourite

Home in Kapolei

5.0 out of 5 average rating, 24 reviews

Fam Boho Style Resort Home, Walk to Beach & Shops!

Home in Kahuku

4.89 out of 5 average rating, 36 reviews

Spectacular golf course front steps from the beach

Guest favourite

Home in Makaha Valley

4.97 out of 5 average rating, 29 reviews

Kalo Homes ~ Surfside Serenity

Guest favourite

Home in Makaha Valley

4.9 out of 5 average rating, 72 reviews

Slice of Paradise-3 Bedrms-Sleeps 10-Max 8 Adults

Home in Kapolei

4.88 out of 5 average rating, 24 reviews

Large Apartment at Marriott Ko Olina Beach Club

Home in Honolulu

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

Guest favourite

Home in Kahuku

5.0 out of 5 average rating, 5 reviews

Largest honeymoon villa! Memorial Day discounts!

Weekly house rentals

Guest favourite

Home in Waianae

5.0 out of 5 average rating, 49 reviews

Hawaiian Pakele (escape)

Guest favourite

Home in Waianae

5.0 out of 5 average rating, 36 reviews

Makaha Hale - New 3 BR Home

Guest favourite

Home in Makaha Valley

4.98 out of 5 average rating, 50 reviews

Private Hot Tub, Ocean Views, 5 mins to beach

Home in Hauula

4.93 out of 5 average rating, 14 reviews

North Shore Beach Bungalow!

Guest favourite

Home in Waianae

5.0 out of 5 average rating, 31 reviews

Premium home with stunning ocean & mountain views

Home in Haleiwa

4.79 out of 5 average rating, 14 reviews

Hale Log Cabins* Beachfront* North Shore Oahu

Guest favourite

Home in Kahuku

5.0 out of 5 average rating, 16 reviews

NEW Cozy Hideaway Home

Home in Kapolei

5.0 out of 5 average rating, 3 reviews

Your Aloha Retreat

Private house rentals

Guest favourite

Home in Hauula

4.85 out of 5 average rating, 20 reviews

Tropical Paradise Retreat

Home in Waianae

4.91 out of 5 average rating, 33 reviews

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

Home in Hauula

4.67 out of 5 average rating, 3 reviews

Private Beach Front Backyard/Luxury/Ocean View

Guest favourite

Home in Waianae

5.0 out of 5 average rating, 13 reviews

Paradise Mountain - Minutes to Beach!

Guest favourite

Home in Haleiwa

4.94 out of 5 average rating, 35 reviews

SURFERS PARADISE!!!

Guest favourite

Home in Waianae

4.93 out of 5 average rating, 92 reviews

Large family home 5 min from beach- newly built

Guest favourite

Home in Waianae

4.95 out of 5 average rating, 41 reviews

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

Guest favourite

Home in Waianae

5.0 out of 5 average rating, 18 reviews

Ocean and Mountain View Brand New Home Oasis

Quick stats about house rentals in Kailua

Total rentals
210 properties
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Rentals with a pool
70 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
160 properties are a good fit for families
Total number of reviews
4K reviews

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