
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.

Gateway to Lanikai in Kailua-Steps to Kailua Beach
Live the beach life! An opportunity to live across the street from Kailua Beach Park, with the perfect combination of sandy beach, large grassy areas, tall ironwood trees, and turquoise-blue waters. You will love this generous ground-level one-bedroom, one-bathroom home. Private and separate from the main house with ample living area, bathroom, large kitchen area & outdoor patio, for indoor-outdoor living. The split AC, tile flooring and covered parking make this a comfortable beach retreat.

Family Ocean Oasis, Hot Tub, 5 min drive 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

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)

4 BDRM, Near beach, Ocean Views, HotTub, Pool, Gym
Imagine waking up to breathtaking views of the ocean, mountains, and valley, while surrounded by lush tropical landscaping. You can unwind in the Jacuzzi or fire up the Traeger grill for a tasty BBQ. We've got you covered with all the beach amenities you'll need to enjoy the crystal-clear waters and white sandy beaches. Whether you're looking for a romantic escape or a fun-filled family vacation, our property has everything you need to create unforgettable memories.

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!

Large family home 5 min from beach- with pool
A true taste of Hawaii - You'll find a coastline of endless beaches, limited crowds, and amazing sea life. Makaha beach can be seen from the windows of this new four bedroom home, providing plenty of room for large families to come together and relax after days playing in the sun surfing, snorkeling, and swimming. Nestled in the Makaha Valley, experience the lush mountains out the backdoor and tropical beaches out the front.
Popular amenities for house rentals near Kailua Beach
House rentals with a pool

Westside Hawaiian Sanctuary-New Home w/ 24hr Gated

Le'ale'a by AvantStay | Ocean + Mountain Views!

Makaha Hale - Serene 3 BR Home

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

Ocean View Exquisite Home at Cottages at Mauna Olu

Sunny Heaven 1 Bd Plus Loft

Mauna Olu Resort – He ʻĀina Aloha o Makaha

Ocean View Home Near the Beach and the Golf Course
Weekly house rentals

Brand New 4BR Home! Ocean and Mountain View!

Entire Beach front private home.

Misty Mountain - Minutes to Beach!

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

Peaceful oceanfront getaway

"Coconut Crest Cottage"

Serenity Beachfront Cottage- NUC No 90/TVU-0326

Premium home with stunning ocean & mountain views
Private house rentals

Cozy North Shore Retreat | Steps from Turtle Bay

Panoramic Views | Balcony w/ Full Building Access

Holiday Sale! Turtle Bay Kuilima Estates West #104

Kaia Villa at Turtle Bay/North Shore Oahu

Spacious North Shore Home 3-min. Walk to Beach

Modern Waikiki Retreat – 1 Block from the Beach!

Luxury, Private Kaneohe Bay Home

Mauka Sunrise, Walk to Hau‘ula Beach & Trails, A/C
Pet-friendly house rentals

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

@Marbella Lane - Blissful Studio in Makaha

Ocean view pool, 5 mins to Beach, Private Backyard

Villa Aloha · 4 Bed+Pool · Sleeps 10 adults 2 kids

Cozy Guest House

Ocean Breezy Home in North Shore

Spectacular Oceanview Cottage

@ML - Nohea Stylish Home w/ Perks I Near Top Sight
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 $77 SGD per night before taxes and fees

Verified guest reviews
Over 1,060 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
- Rentals with a patio Kailua Beach
- Family-friendly rentals Kailua Beach
- Beachfront rentals Kailua Beach
- Rentals with pools Kailua Beach
- Rentals with beach access Kailua Beach
- Rentals with outdoor seating Kailua Beach
- Rentals with a washing machine and dryer Kailua Beach
- Beach apartment rentals Kailua Beach
- House rentals Kailua
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