
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!

Hibiscus Hale on Gated Estate + Walk to the Beach
Take it easy at this tranquil getaway on Oahu's North Shore. This eclectic container-turned-guesthouse is insulated & cooled with 2 split A/C units, has a cozy queen bed with all the amenities - Wifi, smart TV, off-street parking right in front of your unit & outdoor dining and gazebo area. Located on a large orchard, you'll be literally surrounded by avocado, mango and lemon trees that are free for the picking. The beach for surfing, snorkeling, shell-collecting is an easy 10 minute walk away.

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.

3BR, Near Beach, Game RM, Private Spa, Pool, Gym
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 #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!

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!

Turtle Bay Condo with Great Amenities
Experience Turtle Bay without resort pricing! - 1-bedroom + loft, 2-bath condo with king bed - Spacious living area with stylish furniture and flatscreen TV - Fully equipped kitchen and washer/dryer - Near beach - Access to 3 pools, tennis courts, and BBQ facilities - Beach gear provided - Close to attractions like Shark's Cove and Polynesian Cultural Center - Spotless unit with smooth communication throughout the stay.
Popular amenities for house rentals near Kailua Beach
House rentals with a pool

Westside Hawaiian Sanctuary-New Home w/ 24hr Gated

Mystic Mermaid Island Retreat

Ocean View Home for Family Fun Getaway Near Beach

4 Bedroom Luxury Home in Makaha Valley

Makaha Hale - Serene 3 BR Home

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

Downtown Honolulu/great views!

Peek-a-Boo Ocean View
Weekly house rentals

Haleiwa Waterfront House

Brand New 4BR Home! Ocean and Mountain View!

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

Misty Mountain - Minutes to Beach!

Sunsetyards/ Sunset pt. 30 day minimum

"Coconut Crest Cottage"

Honolulu Gem

Premium home with stunning ocean & mountain views
Private house rentals

Oceanfront House 30 DAY Minimum

Kaia Villa at Turtle Bay/North Shore Oahu

Waikiki Close To Ala Moana, Pool and Parking!

Honolulu Oasis for your Hawaiian retreat

Relax Hawaiian Style

New Monstera Masterpiece Block To Beach in Waikiki

Haleiwa Dream Location

Serenity Beachfront Cottage- NUC No 90/TVU-0326
Pet-friendly house rentals

Private and Cozy

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

Cozy Guest House

Ocean Breezy Home in North Shore

@ Marbella Lane - Pōmaika'i Ocean Love Paradise

@ Marbella Lane - Serene & Lovely MT + Ocean Views
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
- Rentals with pools Kailua Beach
- Family-friendly rentals Kailua Beach
- Rentals with outdoor seating Kailua Beach
- Rentals with a patio Kailua Beach
- Rentals with beach access Kailua Beach
- Beachfront rentals Kailua Beach
- Beach apartment rentals Kailua Beach
- Rentals with a washing machine and dryer Kailua Beach
- House rentals Kailua
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- Waikiki Beach
- Waimea Bay Beach
- Lanikai Beach
- Kualoa Ranch
- Ala Moana Beach Park
- Banzai Pipeline
- Honolulu Zoo
- Kepuhi Beach
- Kapiolani Park Beach
- Hanauma Bay Nature Preserve
- Kailua Beach Park
- Waimea Valley
- Bishop Museum
- Wet 'n' Wild Hawaii
- Kalama Beach Park
- Dole Plantation
- Polynesian Cultural Center
- Ko Olina Golf Club
- Pyramid Rock Beach
- Sharks Cove
- Waikiki Aquarium
- Iolani Palace
- Turtle Bay Golf
- Waimea Bay Beach




