From $546/night
Makapu’u Hale, Literally oceanfront! VIEWS! A/C, 2 bedroom/2 bath
We are literally oceanfront! E Komo Mai (Welcome) to Paradise!30 Day minimum stay required by Oahu OrdinanceOur homes are fully furnished with...
Search To-Hawaii.com
Windward Beach Town
Waimanalo feels open and peaceful, with Ko'olau mountain views behind long white-sand beaches and quiet homes made for relaxed Windward Oahu vacations. Stay here for beach mornings, scenic drives and more space away from the city.
Waimanalo vacation rentals sit between the Ko'olau mountains and one of Oahu's longest white-sand beach areas, with Waimanalo Beach Park, Bellows Beach, Makapu'u and Kailua all within an easy drive. This side of the island feels open, local and beach-centered, with country roads, mountain views, family homes, cottages and quiet places to settle in after time by the water.
A Waimanalo rental can feel like a real Windward Oahu home: breakfast on the lanai, sandy slippers by the door, a cooler ready for the beach and dinner after a drive along Kalanianaole Highway. Many rentals have full kitchens, yards, lanais, laundry access, parking and space for families or longer visits. The area is peaceful, but it is not a resort strip, so a car and a little planning help a lot.
Waimanalo is the kind of place where the beach can shape the whole morning. Waimanalo Beach Park has a long stretch of sand, ironwood trees, picnic areas and blue-green water that looks especially beautiful against the Ko'olau mountains. It is a favorite area for beach walks, family picnics, photos and time near the water.
Nearby beach stops add more variety. Bellows Beach is just up the coast, while Makapu'u Beach Park, Makapu'u Lookout and Sea Life Park are south of town. Kailua and Lanikai are not far either, which makes Waimanalo a comfortable choice for visitors who want Windward beach time without staying in the busiest part of Kailua.
From Waimanalo, the road toward Hawaii Kai and Makapu'u is one of Oahu's most scenic coastal drives. You can spend the morning at the beach, stop at a lookout, head into Kailua for lunch or add guided activities such as Oahu sightseeing tours, Oahu snorkeling tours, Oahu kayaking tours, Oahu horseback riding tours or Oahu nature tours.
Related rental pages can help compare nearby Windward and east Oahu areas. Browse Kailua vacation rentals for town access and beach parks, Lanikai vacation rentals for a quieter beach neighborhood, Hawaii Kai vacation rentals for marina and southeast Oahu access, or all Oahu vacation rentals if you are still choosing the right area.
Waimanalo is peaceful because it is residential and spread out. Expect quiet streets, local neighborhoods, beach access that varies by rental and fewer restaurants than Kailua or Honolulu. Check the listing for parking, house rules, air conditioning, laundry, outdoor space, road location and how far the home is from the beach. A rental car is usually the best way to handle groceries, dinners, activities and drives around the Windward Coast.
Rental Listings
Map View
Makapu’u Hale, Literally oceanfront! VIEWS! A/C, 2 bedroom/2 bathFrom $546/night · Sleeps 6
"Hale Pohaku" - Waimanalo Beach Front Vacation RentalFrom $1,122/night · Sleeps 8
Just a couple houses away from the nicest beach on...From $250/night · Sleeps 5
Royal Hawaiian Estate – Oceanfront Luxury in WaimanaloFrom $10,809/night · Sleeps 20
Spacious Home Near a Quiet BeachFrom $188/night · Sleeps 5
Waimanalo 4 Bedroom / 3 Bathroom Private HomeFrom $824/night · Sleeps 10
Honu Cottage: Quiet, Oceanfront Comfort + EPIC VIEWS!From $300/night · Sleeps 4
Waimanalo Beachfront Home with 5 Master Suites & Central ACFrom $1,170/night · Sleeps 10
Waimanalo Beach Family Home, 2 Bed, 2 Bath, Steps to...From $317/night · Sleeps 6
Welcome to your Waimanalo retreat!From $279/night · Sleeps 4
Bright 3-bedroom tropical house in Waimanalo Beach LotsFrom $304/night · Sleeps 6
2 Bedroom Cottage With Hot TubFrom $318/night · Sleeps 5
Serene 2-bedroom bungalow in WaimanaloFrom $344/night · Sleeps 6
Beachfront Executive Retreat - The Waimanalo VillaFrom $748/night · Sleeps 8
Mana Kai at Waimanalo: Beachfront Luxury & Tranquility w/ Stunning...From $750/night · Sleeps 10
From $546/night
We are literally oceanfront! E Komo Mai (Welcome) to Paradise!30 Day minimum stay required by Oahu OrdinanceOur homes are fully furnished with...
From $1,122/night
This property is a licensed short-term vacation rental Non-Conforming Use Permit #1990/NUC-1689. It is compliant with Hawaii State Legislation...
From $250/night
This rental is across the street from one of the nicest beaches on the island. Don't take our word for it check out the pictures of Waimanalo Beach...
From $10,809/night
Royal Hawaiian Estate is an extraordinary 9-bedroom oceanfront vacation rental on Oahu's scenic east shore in Waimanalo, blending luxury, privacy,...
From $188/night
Our lovely 2 bedroom surprises most guests with how spacious the rental is with expansive floor plan and the access to a yard to enjoy.The rental...
From $824/night
This Waimanalo vacation rental is a luxurious Oahu retreat combining comfort, privacy, and stunning natural beauty just steps from beautiful...
From $300/night
WE ARE LITERALLY ON THE WATER! E Komo Mai (Welcome) to Paradise!one rental per 30 day period as required by city & county law Honu Hale is a charming...
From $1,170/night
This Waimanalo beachfront villa is a French-inspired retreat set on a pristine, family-friendly beach with stunning ocean views. Featuring 5...
From $317/night
This comfortable Waimanalo Beach home just steps to beach has two large bedrooms. Each with a hi-end pillow top mattress, air-conditioner and ceiling...
From $279/night
Steps from one of Oahu's most stunning, uncrowded beaches. This charming 2-bedroom home blends classic island character with thoughtful modern...
From $304/night
Welcome to our tropical home, a bright and breezy retreat just one block from Oahu's most beautiful beach: four miles of soft sand and gentle waves...
From $318/night
This incredibly located and luxurious ocean-view Hawaiian beach cottage is just steps to 2015's # 1 rated beach in the USA, Waimanalo Beach. In a...
From $344/night
This memorable bungalow is the perfect home base for your trip to Waimanalo. With 2 cozy bedrooms featuring 1 queen bed and 1 twin bed, along with 2...
From $748/night
Wake up to the sound of waves at this luxurious 3BR, 2.5BA beachfront villa on pristine Waimanalo Beach. Enjoy direct access to sweeping ocean views...
From $750/night
Framed by turquoise waters and backed by the rugged cliffs of Oahu’s east coast, Mana Kai at Waimanalo delivers a serene beachfront retreat designed...
Waimanalo is on Oahu's Windward Coast, between Kailua and Makapu'u. It is near Waimanalo Beach Park, Bellows Beach, Sea Life Park and the southeast Oahu coast.
Many rentals are near Waimanalo Beach Park or nearby beach areas, but distance and access vary by property. Check the listing map and beach access notes before booking.
Yes. Waimanalo has a much quieter residential beach-town feel, with local neighborhoods, country roads and fewer restaurants or nightlife options than Waikiki.
Waimanalo is near Kailua, Lanikai, Bellows Beach, Makapu'u Beach Park, Sea Life Park, Hawaii Kai and scenic southeast Oahu drives.
Yes, most visitors will want a rental car. It helps with groceries, restaurants, beach stops, activities and drives to Kailua, Hawaii Kai, Honolulu or the North Shore.