
Holiday rentals with beach access in Kailua
Find and book unique rentals with beach access on Airbnb
Quick stats about holiday rentals with beach access in Kailua

Total holiday rentals
Explore 140 holiday rentals in Kailua

Nightly prices starting at
Kailua holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 4,230 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
130 of Kailua holiday rentals include wifi access

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

4.9 Average rating
Kailua stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with beach access in Kailua
Guests agree: these rentals with beach access 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!

Luxury Waikiki Condo w/ Retro Charm & FREE Parking
Welcome to this renovated 20th-floor condo in the iconic Marine Surf, a former 1960s Waikiki hotel. Enjoy vintage charm with modern luxury, including a partial ocean view, FREE underground parking, ultra-fast 1-gigabit internet, AC and a 65" smart TV with Apple TV. Relax in the pool or explore nearby world-class shopping, dining & beaches. With a queen bed and sofa bed, it’s perfect for couples or families. Reserve your slice of paradise today and discover the essence of Waikiki’s island luxury.

Beachfront Getaway - Hawaiian Princess Condo
Mesmerizing sunset views from this sandy beach front condo. Nothing separates you from sparkling turquoise waters but footprints in the sand. Balcony is ideal height for turtle watching. From Nov- April you may spot a whale. This vibrant land is full of surprises. Even dolphins spin by now and then. Escape the crowds of Waikiki to experience a real Hawaiian lifestyle. Snorkel, boogie board or surf right out your door. Awakening to the rhythm of the ocean can change your life forever.

Cottage Nene - Luxury Home by Beaches & Mountains
Modern luxury meets valley tranquility. Built in 2022, this spacious 3-bed, 2.5-bath cottage hosts up to 8. Enjoy an airy living room with 14ft ceilings, premium furniture, and smart TVs. Step outside to a fully landscaped tropical yard with the best mountain views in the community, perfect for morning coffee or evening stargazing. Enjoy community pool, jacuzzi, and gym, all while being minutes away from world-class west-side beaches and hiking trails. Guaranteed cancellation in 48 hrs.

Hawaii Hideout - Top 1% (3 bdr + private studio)
Escape to your ultimate Hawaiian vacation experience at our meticulously crafted Hawaii Hideout. Located just 2 miles from world famous Makaha Beach, Hawaii Hideout boasts unparalleled attention to detail and an ambiance that seamlessly blends opulence and nature's splendor. Immerse yourself in the tranquility of spacious living adorned with carefully selected furnishings inspired by our Island traditions. Enjoy the meticulous thought that went into creating this tropical haven.

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.

"Coconut Cottage by the Sea" Steps to the beach!
Aloha & Welcome to Punaluu! Enjoy a memorable visit when you stay in this unique sandy beachfront cottage! Important! Please keep reading for information about the renovations going on at the property. Incredible view of the ocean & you will love amazing sunrises right out your window! This special condo has a great little kitchen & new king bed. Perfect for swimming, snorkeling, paddleboarding & just relaxing on the beach! BBQ area, pool, gym & security.

♥ North Shore Paradise at Turtle Bay ♥
For the discerning traveler, a designer curated space with every luxury detail thought of. When you step inside, you can feel the love poured into this space, and the exquisite detailed craftsmanship throughout. Nestled on the 3rd green of the famous Georgia Fazio course at Turtle Bay Kuilima Estates West on the North Shore of Oahu. A perfect spot to vacation, honeymoon, or spend some quality relaxation time. This magical space welcomes you with aloha.

Condo near Turtle Bay w/pool, beach & BBQ
Experience laid‑back island living on Oahu’s North Shore, just steps from Turtle Bay and the beach. Relax on the patio with sunrise coffee or unwind after surf sessions. - Sleeps 4 | 1 bd + loft | 3 beds | 2 baths - Year‑round pool, tennis & pickleball courts - Beach access, beach essentials & kayak - Private patio/balcony w/ BBQ grill - Kitchen, Wi‑Fi, workspace & in‑unit washer/dryer - Family‑friendly: Pack ’n play, toys & board games

Tropical Kailua Retreat | Walk to Beach + Gym
Walk to one of Hawaii’s most beautiful beaches, explore Kailua by kayak or bike, and relax in your own tropical retreat. The Honu (Turtle) Suite at La Bella’s Bed & Breakfast offers privacy, comfort, and island charm just minutes from the beach. Enjoy a queen bed with luxury linens, air conditioning, a full kitchen, private bathroom, private entrance, and outdoor seating area surrounded by tropical gardens on Oʻahu’s beautiful Windward Coast.

Kailua Beach Cottage - 1990/NUC-1797
WE HAVE PERMIT - 90/TVU-0287 FROM THE CITY & COUNTY WE WERE RATED BY AIRBNB AS A SUPERHOST. KAILUA BEACH RATED #1 BEACH IN AMERICA! This place is good for couples, business travelers, and families. (On the 2nd floor - upstairs) *Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply. Visit the 8 Bdrm Villa website for a larger family group.

Aloha Hidden Treasure
This is the slice of Paradise. This unique ocean front condo located at the four floor, is steps away from a pristine Hawaiian soft-sand beach. Sit & enjoy the ocean. Take it easy at this unique getaway. The price has a big discount, because building is under construction, can be noisy between 8 to 4, M to F. Better be out to enjoy the beach and the island. TMK#530080020054 TA-075-900-3648-01
Popular amenities for rentals with beach access in Kailua
Apartment rentals with beach access

*Remodeled Oceanfront in Waikiki - Ilikai Marina

Ocean views at the Ilikai - Free Parking!

Oceanvw, walk 2 beach, $0 cleaning & park, kitchen

Turtle Bay Bungalow- Parking, AC & Walk to Beach

Beach Beauty and Comfort in remote Oahu Paradise

Turtle Bay Corner Condo With A Fairway View!

Ocean View Sunset, Free Parking, Pool, 5m to Beach

32F-Penthouse Pacific Monarch Studio-Ocean View
House rentals with beach access

Waikiki Gem, Stunning Ocean View, Parking Included

Large family home 5 min from beach- with pool

North shore Studio with sauna! - Walk to beach!

Hibiscus Hale on Gated Estate + Walk to the Beach

Private SPA, Sleep 12, Beach 5 min

60 second walk to Lanikai Beach. 2 Bedrooms w/ AC

Newly Renovated Villa Walk to Beach + Pool

Oahu Ocean View • Sleeps 14, Pool, Hot Tub, Beach!
Apartment rentals with beach access

Turtle Bay Condo. Cozy retreat for two.

Magical Skies Hale at Turtle Bay

Lovely Getaway in Turtle Bay

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

*Serendipity on the Moana! - Legal & Beachfront!*

Amazing Waikiki Beach Views!!

Dreamy Beachfront Cottage with Breathtaking Views

North Shore Oahu Getaway at Turtle Bay Resort
When is the best time to visit Kailua?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $328 SGD | $396 SGD | $295 SGD | $374 SGD | $385 SGD | $385 SGD | $378 SGD | $332 SGD | $287 SGD | $212 SGD | $300 SGD | $321 SGD |
| Avg. temp | 22°C | 22°C | 23°C | 24°C | 24°C | 26°C | 26°C | 27°C | 26°C | 26°C | 24°C | 23°C |
Destinations to explore
- Rentals with an EV charger Kailua
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- Rentals with beach access Honolulu County
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- Waikiki Beach
- Kailua Beach
- Lanikai Beach
- Kualoa Ranch
- Waimea Bay Beach
- Ala Moana Beach Park
- Honolulu Zoo
- Kapiolani Park Beach
- Banzai Pipeline
- Kailua Beach Park
- Polynesian Cultural Center
- Bishop Museum
- Kepuhi Beach
- Hanauma Bay Nature Preserve
- Wet 'n' Wild Hawaii
- Waimea Valley
- Kalama Beach Park
- Ko Olina Golf Club
- Hawaii Convention Center
- Dole Plantation
- Ala Moana Center
- Sharks Cove
- Turtle Bay Golf
- Waimea Bay Beach
- Things to do Kailua
- Things to do Honolulu County
- Sightseeing Honolulu County
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- Entertainment Honolulu County
- Art and culture Honolulu County
- Wellness Honolulu County
- Sports activities Honolulu County
- Nature and outdoors Honolulu County
- Things to do Hawaii
- Entertainment Hawaii
- Wellness Hawaii
- Nature and outdoors Hawaii
- Art and culture Hawaii
- Food and drink Hawaii
- Tours Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Things to do United States
- Tours United States
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- Art and culture United States
- Food and drink United States
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