
Places to stay near Kailua Beach
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Top-rated vacation 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!

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.

NEWLY RENOVATED (2021) Turtle Bay Haven!
NEWLY RENOVATED condo (2021) at Turtle Bay on Oahu's world famous North Shore. Enjoy more than 5 miles of secluded beaches, 2 private swimming pools, 2 private tennis & pickle ball courts, 2 PGA golf courses, horseback riding & fine dining all less than a 5 minute walk from your front door! The condo was completely remodeled in 2021 (Kitchen, Bathrooms, Flooring, decor as well as AC throughout). This 1Bed, 2Bath unit is one of the few Legal and licensed vacation rentals on the North Shore!

STUNNING PENTHOUSE - 100FT TO BEACH - LEGAL!!
Location, Location, Location! Stunning penthouse just a block from Waikiki Beach. Top-floor at Waikiki Grand Hotel—2 studios combined into 1 spacious, renovated retreat! Enjoy breathtaking ocean & Diamond Head views from your suite. Sunrise & sunset magic awaits just outside on the sundeck. Kitchenette + beach gear included. FREE PARKING, though a car isn’t needed—walk to beach, shops & nightlife! Ideal for families, business, or solo stays. LEGAL VACATION RENTAL All Fees INCLUDED in rate

Kailua - Ocean/Mtn Views - 60' Pool - 2 Decks
Kailua Absolutely Oceanfront Deluxe Vacation Rental One of the few Legal short-term rentals (Less than 30 days) The closest house to the Ocean in Kailua Located in an upscale Kailua neighborhood The quiet uncongested North side of Kailua Only 8 minutes to the center of Kailua Town 60ft salt-sanitized waterfall lap pool 16-foot vaulted skylight ceilings with a loft Two outside covered decks, one overlooking the pool and the mountains. The other has a partial ocean view between the houses

Nai’a Suite at La Bella’s-Walk to Beach-Licensed
La Bella’s B&B is a High End Luxury home filled with charm and a touch of farmhouse/beach elegance. Two Suites are available for booking. Owners live onsite. Starbucks, Safeway, Gas Stations and Eateries are right across the street. Nai’a (Dolphin) Suite Offers: -Kitchenette -Private Bathroom -Separate Entrance -AC and Powerful high end fan -King size bed w/luxury bedding If you want a beautiful garden, great host family and a short walk to the beach this is the place for you.

Amazing Waikiki Beach Views!!
Perfect vacation getaway, with amazing views of Waikiki Beach and Lagoon!! Best location, walking distance to many points of interest, Ala Moana Mall/Designer stores and many restaurants! Enjoy visiting Oahu - there's sightseeing, swimming, hiking, surfing or shopping etc! Enjoy watching the fireworks every Friday nights from the patio, sponsored by Hilton Hawaiian Village! Hotel pool is also available for our guests. Also accepting long term stays at special rates.

Sea Cliff House 2 - Oceanfront Home - 30-day stays
Guests said: "Probably the BEST place I have ever stayed. Not a single downside." "This house is too beautiful for words." "Love love love the place!! Thank you!!" You'll love this oceanfront North Shore Oahu home, too. See the crystal-clear waters of Laie Bay from nearly everywhere in the house. Dine on the lanai with the ocean so close you feel like you can touch it. The Sea Cliff House is on beautiful Laie Point, a unique peninsula on the quiet side of Oahu.

[Rare] Premier Ocean and Diamond Head Views 33 FL
The Honu Suite is a serene, design-forward retreat in the heart of Waikiki - just one block from the beach. Enjoy panoramic Diamond Head and ocean views from the 33rd floor, curated amenities, and five-star touches throughout. Rooted in Hawaiian heritage, it's perfect for discerning couples seeking comfort, style, and a sense of escape. Limited-time: Complimentary early check-in and late check-out, based on availability.

Kailua Palm Studio. Walk to Beach! PERMITTED
Licensed, legal (NUC short term rental #1990/NUC-1819, Tax map key: 43073024) *not impacted by Honolulu ordinances banning short term **RECENTLY RENOVATED BATHROOM AND KITCHENETTE (at end of June 2023)** Peaceful retreat in desirable Kailua! An easy 8-10 minute walk to Kailua Beach. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Pineapple Studio. Walk to Beach! PERMITTED. Property managed by Kupono Services.

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.

Special Waikiki Beach Condo with ocean view
The only on-the-beach oceanfront condominium building in Waikiki! This spacious studio features a private lanai with stunning ocean and mountains view. Ocean breeze and breathtaking sunsets are guaranteed!King size bed, split AC, fully equipped kitchen, beach gear, and unbeatable walking distance to top Waikiki attractions, shops, and restaurants. Your perfect beachfront getaway awaits! STR#294
Popular amenities for vacation rentals near Kailua Beach
Condo rentals with wifi

Spectacular Ocean and Lagoon View- Free Parking

Free Parking/Ocean View/Steps to Beach & Mall 33F

32nd Floor Penthouse. 3min walk to Waikiki Beach

38th floor Waikiki condo for 3 - amazing views

NEW*STUNNING Luxury 1BR Ocean View*Central Waikiki

♥ North Shore Paradise at Turtle Bay ♥

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

Spectacular Views - Spacious 2BR Waikiki Penthouse
Family-friendly house rentals

Waikiki Gem, Stunning Ocean View, Parking Included

Kalo Homes ~ Makaha Valley Oasis!

Large family home 5 min from beach- with pool

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

Private Kaneohe Bay suite-separate entry

Punalu'u Ocean Paradise - Oceanfront Beach House

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

Beautiful 4-BR Home| Near Beach| Mountain View
Apartment rentals with air conditioning

Comfy Studio in Heart of Waikiki with parking

Amazing Central Waikiki Wonder

17F-Beautiful & Upscale-Waikiki Beach 1BR/Parking~

29FL-Modern & Chic Ocean View 1BR w/Free Parking~

Million Dollar view in paradise-A , free parking

34FL-Upscale Mountain View 1BR-Waikiki w/Parking

Fully Renovated 1bdrm @ Waikiki Banyan w/parking

32FL-Upscale Luxury Penthouse Ocean View Studio~
Other great vacation rentals near Kailua Beach

Haleiwa Waterfront House

13th Fl Waikiki Shore Condo | King Bed |Ocean View

Living Local Style with Aloha

Sunset Hale

Elegant Luxe OceanView&Fireworks@IlikaiResort+Park

Floor-to-Ceiling Oceanfront Home (Car Available)

Seabreeze:Oceanfront, AC, Outdoor Shower, 30 Day

Stunning Views. To inquire please contact owners.
Quick stats about vacation rentals near Kailua Beach
Total rentals
90 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
60 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- Rentals with outdoor seating Kailua Beach
- Rentals with a patio Kailua Beach
- Rentals with a washer and dryer Kailua Beach
- Beachfront rentals Kailua Beach
- Family-friendly rentals Kailua Beach
- Rentals with pools Kailua Beach
- House rentals Kailua Beach
- Beach condo rentals Kailua Beach
- Rentals with beach access Kailua Beach
- Waimea Bay Beach
- Ko Olina Resort
- Kualoa Ranch
- Lanikai Beach
- Kepuhi Beach
- Mālaekahana Beach
- Honolulu Zoo
- Ala Moana Beach Park
- Banzai Pipeline
- Mākoa Beach
- Kalama Beach
- Hanauma Bay
- Kapiolani Park Beach
- White Plains Beach
- Sans Souci Beach
- Bishop Museum
- Kahala Hilton Beach
- Wet 'n' Wild Hawaii
- Nimitz Beach
- Diamond Head Beach Park
- Pyramid Rock Beach
- Ke Iki Beach
- Kalani Beach
- Waimea Valley
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