
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 - 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!

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.

Family Oceanview Oasis, Hot Tub, 5min to beach
Why guests LOVE our home? Why guests find it such a great VALUE? - Relaxing single-story 3BR in a gated community with oceanview pool and mountain views - Private hot tub & BBQ backyard for slow mornings and starry-night hangouts - Ideal for group who want comfort and space for kids and grandparents. - Full kitchen, washer/dryer and filtered water help you save on dining and packing - Free parking for up to 5 cars - 5 min drive to uncrowded beaches and a quiet escape from Waikiki crowds

Kalo Homes - Near Beach, Ocean views, Gym, & Pool
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!

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) .

Seabreeze:Oceanfront, AC, Outdoor Shower, 30 Day
Seabreeze is a beautiful newly designed N. Shore home w/ 110' of ocean front, spectacular sunrises & majestic mountain views. Dine on the lanai w/ turquoise ocean water so close you can almost touch it. Our home overlooks the sea & mountains (a rare & gorgeous view). We are at the water's edge w/ a lrg lanai & ample seating where sea life can often be seen. 1 home from ocean access & min. to Pounders & Kokololio Beaches; white sand gems w/ fantastic body surfing.

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

Ocean Views Serene Vacation Escape Home Near Beach

Makaha Hale - Serene 3 BR Home

Mauna View by AvantStay | 10min to Beach, Backyard

Sunny Heaven 1 Bd Plus Loft

Ocean-Sunset Views Home in Gated Makaha Community

Ocean Pearl at Turtle Bay

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

Waimea Bay Studio With Sauna - Walk to beach!

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

Ocean and Mountain View/ Gardener’s Dream Gateway

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

House near Beach, North Shore, Oahu

Peaceful oceanfront getaway

"Coconut Crest Cottage"

Premium home with stunning ocean & mountain views
Private house rentals

Cozy North Shore Retreat | Steps from Turtle Bay

Hibiscus Hale - Perfect for 2!

Holiday Sale! Turtle Bay Kuilima Estates West #104

Golf Course View - 2 Bed and 2.5 Bathrooms

Spacious North Shore Home 3-min. Walk to Beach

Modern Waikiki Retreat – 1 Block from the Beach!

Luxury, Private Kaneohe Bay Home

Relax Hawaiian Style
Pet-friendly house rentals

ML – Aloha Hoʻonani 3BR Home | MT & Ocean Views!

Hawaii Oceanfront Beach House Paradise on the

@Marbella Lane - Blissful Studio in Makaha

Ocean view pool, 5 mins to Beach, Private Backyard

Rustic Beach House on the Ocean

@ Marbella Lane - Mesmerizing Ocean + MT Views

@ Marbella Lane - Pōmaika'i Ocean Love Paradise

Spectacular Oceanview Cottage
Quick stats about house rentals near Kailua Beach

Total vacation rentals
Explore 60 vacation rentals in Kailua Beach

Nightly prices starting at
Kailua Beach vacation rentals start at € 52 per night before taxes and fees

Verified guest reviews
Over 1,060 verified reviews to help you choose

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

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Kailua Beach vacation rentals include wi-fi 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 condo rentals Kailua Beach
- Rentals with beach access Kailua Beach
- Rentals with a patio Kailua Beach
- Rentals with pools Kailua Beach
- Rentals with outdoor seating Kailua Beach
- Beachfront rentals Kailua Beach
- Rentals with a washer and dryer Kailua Beach
- Family-friendly rentals Kailua Beach
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- Bishop Museum
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