
House rentals near Kailua Beach
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Top-rated house rentals near Kailua Beach
Guests agree: these stays 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!

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. **Please note bookings after may 15th the sauna will be removed for renovations!

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.

Large Kailua Beach Home - Steps To The Beach!
Spacious home for the entire family to enjoy! Just a few minutes walk to the soft sand & clear water of Kailua beach. Spend your days at the beach with your private, air conditioned oasis awaiting you for rest and relaxation. A short bike ride to Kailua Town with restaurants and shops. Lanikai Beach is less than a 5 minute drive away. Hike, bike ride, snorkel, swim, surf, boogie board, kayak, paddle board, kite surf, wind surf, and much more!! Some dates not shown - reach out to confirm avail!

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.

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.

Oahu Perfect Vacation #1 Booked Home, Pool Hot Tub
Why guests love our cozy Makaha Valley home: Free parking for up to 3 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 Short drive to uncrowded beaches, hiking trails, and great surf spots!

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 (35 minute drive to the airport) .

Cozy 1 Bedroom Loft Near Beaches
Welcome to our cozy 1-bedroom loft, perfect for relaxation. - Comfortable interior with a queen bed and loft sleeping area - Short walking distance to the beach - Access to a pool just steps away - Full kitchen and additional bathroom - Provided beach chairs, snorkeling gear, and kids beach toys - Comfy chair on the balcony for morning coffee - Explore local attractions like Kahuku Shrimp Trucks and Waimea Bay Beach Park - Gated entry with on-site security

Slice of Paradise-3BR- Sleeps10-Max 8 Adults
Enjoy time w/family at this new 3 bdr 2.5 bath house in the mountains of Makaha Valley in a gated community. Minutes from year round surf&golf. This is a LEGAL vacation rental. Private yard on perimeter lot with unobstructed ocean&mountain views & just a few min. drive to clean, sand bottom beaches. Please note there is an attached studio on the property but everything is separate&private. Any combination of 10 guests is OK as long as no more than 8 adults.

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!
Popular amenities for house rentals near Kailua Beach
House rentals with a pool

Westside Hawaiian Sanctuary-New Home w/ 24hr Gated

4 Bedroom Luxury Home in Makaha Valley

Ocean View Home in Gated Makaha Valley Near Beach

Makaha Hale - Serene 3 BR Home

Ocean View Exquisite Home at Cottages at Mauna Olu

Sunny Heaven 1 Bd Plus Loft

Beachfront Condo w/ Pool & Balcony | Hale Hoaloha

Mauna Olu Resort – He ʻĀina Aloha o Makaha
Weekly house rentals

Brand New 4BR Home! Ocean and Mountain View!

Ocean Views, Steps from Beach - 3 Bedroom/2 Bath

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

Misty Mountain - Minutes to Beach!

Sunsetyards/ Sunset pt. 30 day minimum

Ocean and Mountain View/ Gardener’s Dream Gateway

Ocean View Oasis Million$ Resort Pool Spa Gym

"Coconut Crest Cottage"
Private house rentals

Oceanfront House 30 DAY Minimum

Spring Break Sale! Turtle Bay’s Kuilima West #104

Kaia Villa at Turtle Bay/North Shore Oahu

Spacious North Shore Home 3-min. Walk to Beach

Waikiki Close To Ala Moana, Pool and Parking!

Modern Waikiki Retreat – 1 Block from the Beach!

Honolulu Oasis for your Hawaiian retreat

Relax Hawaiian Style
Pet-friendly house rentals

Historic Mountainside Hideaway- 2 mins to beach!

Oahu 5 Min to Beach, Ocean View, Pool, Hot Tub NEW

@Marbella Lane - Blissful Studio in Makaha

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

@ Marbella Lane - Mesmerizing Ocean + MT Views

Ocean Breezy Home in North Shore

@ Marbella Lane - Pōmaika'i Ocean Love Paradise

Spectacular Oceanview Cottage
Quick stats about house rentals near Kailua Beach

Total holiday rentals
Explore 60 holiday rentals in Kailua Beach

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

Verified guest reviews
Over 1,090 verified reviews to help you choose

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

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Kailua Beach holiday rentals include wifi access

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

4.9 Average rating
Kailua Beach stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Beach apartment rentals Kailua Beach
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- Rentals with pools Kailua Beach
- Rentals with a patio Kailua Beach
- Family-friendly rentals Kailua Beach
- Rentals with a washing machine and dryer Kailua Beach
- Beachfront rentals Kailua Beach
- Rentals with outdoor seating Kailua Beach
- House rentals Kailua
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- Waikiki Beach
- Lanikai Beach
- Waimea Bay Beach
- Kualoa Ranch
- Ala Moana Beach Park
- Banzai Pipeline
- Honolulu Zoo
- Kapiolani Park Beach
- Hanauma Bay Nature Preserve
- Bishop Museum
- Kailua Beach Park
- Waimea Valley
- Wet 'n' Wild Hawaii
- Kalama Beach Park
- Polynesian Cultural Center
- Sharks Cove
- Ko Olina Golf Club
- Dole Plantation
- Pyramid Rock Beach
- Turtle Bay Golf
- Iolani Palace
- Waikiki Aquarium
- Waimea Bay Beach
- Makapuʻu Beach




