
House rentals near Kailua Beach
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Top-rated house rentals near Kailua Beach
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Kailua Beach Park - 2 BR Cottage
Kailua Beach is 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 two minutes walk to step into the ocean at the beach. This a legal vacation rental, license1990/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 shower, sink 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!

Fast wi-fi, AC, deck, parking, Private entrance
Welcome you to our home, where we made the perfect studio for professionals who work from home. Quiet and private setting with a dedicated Wi-Fi repeater, fast speeds, lots of natural lighting, and AC. Functional and very well thought of. Work from the cozy leather chairs, comfy bed, dining area or even from private gated deck. 2 minute walk to Starbucks. The studio is perfectly located at the entrance of Hale'iwa town in walking distance to the town's center and 10 min from the nearest freeway.

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.

Kalo Homes - Makaha's Hidden Gem
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!

Punalu'u Ocean Paradise - Oceanfront Beach House
Please send us an inquiry with your requested dates if the dates you want to book are unavailable. We will do our best to accommodate you! This is a modern oceanfront North Shore home w/ AC located near Hauula Bay, Kualoa Ranch, and Polynesian Cultural Center. Relax with friends and family with the ocean as your backyard! Full kitchen w/ all the necessities needed to live in comfort. Grocery stores and restaurants - 10-15 min drive Beach access (Punalu’u Beach Park) - 2 min walk

Oahu Perfect Vacation •Pool, Near Beach, Sleeps 14
Aloha! Welcome to Paradise Mahalo! Nestled in stunning mountains and ocean views, enjoy our modern, luxurious and cozy home located in the majestic Mākaha Valley. Whether it's a few rounds of golf, a hiking trails near by or a five minute drive down to the world famous Mākaha Beach - you got it all. From the mountains of Yosemite to the beaches of Gulf Shores, my family and I will provide you with the best experience for any vacation and occasion! (Pool available May 7th, 2025)

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) .

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

Makaha Hideaway by AvantStay | 10 Minutes to Beach

Top 5% Family-Friendly Home By Beach -Honu Hideout

Makaha Hale - Serene 3 BR Home

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

Sunny Heaven 1 Bd Plus Loft

Ocean Pearl

~New~ Hale Kai at Turtle Bay Golf Course
Weekly house rentals

Waimea Bay Studio With Sauna - NS Oahu

Ocean view pool, 5 mins to Beach, Private Backyard

Kailua Vacation Home

Ocean View Vacation Home

"Hina Hideaway", Views, AC, Walkable to Beach

House near Beach, North Shore, Oahu

Premium home with stunning ocean & mountain views

New 4 BR Home 9 Beds - Pool-Gym-Paradise Escape
Private house rentals

Ocean Views Serene Vacation Escape Home Near Beach

Misty Mountain - Minutes to Beach!

Kamalani's Hale, beachfront- 30 day minimum stay

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

Lanikai ocean view home

Ocean and Mountain View/ Gardener’s Dream Gateway

Welcome to the Paradise - Centrally Located Manoa

Relax Hawaiian Style
Pet-friendly house rentals

@Marbella Lane - Blissful Studio in Makaha

Ocean Breezy Home in North Shore

@ Marbella Lane - Pōmaika'i Ocean Love Paradise

@ Marbella Lane - Serene & Lovely MT + Ocean Views

Haleaha Road - Steps to the Beach in Hau'ula

Spectacular Oceanview Cottage

Luxury Island Retreat

Family Haleiwa home — welcoming 3BR
Quick stats about house rentals near Kailua Beach
Total rentals
60 properties
Nightly prices starting at
R1,044 ZAR before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Beachfront rentals Kailua Beach
- Family-friendly rentals Kailua Beach
- Beach condo rentals Kailua Beach
- Rentals with a patio Kailua Beach
- Rentals with pools Kailua Beach
- Rentals with a washer and dryer Kailua Beach
- Rentals with beach access Kailua Beach
- Rentals with outdoor seating Kailua Beach
- House rentals Kailua
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- Waimea Bay Beach
- Kualoa Ranch
- Kepuhi Beach
- Lanikai Beach
- Mālaekahana Beach
- Ala Moana Beach Park
- Honolulu Zoo
- Banzai Pipeline
- Mākoa Beach
- Kalama Beach
- Kapiolani Park Beach
- Hanauma Bay
- White Plains Beach
- Bishop Museum
- Sans Souci Beach
- Kahala Hilton Beach
- Wet 'n' Wild Hawaii
- Diamond Head Beach Park
- Ke Iki Beach
- Pyramid Rock Beach
- Kalani Beach
- Nimitz Beach
- Waimea Valley
- Kaupoa Beach