
Places to stay near Ka'ena Point Trail
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Top-rated holiday rentals near Ka'ena Point Trail
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Best Kept Secret on Oahu! and WE ARE LICENSED!!!
Hawaii’s Best Kept Secret! The cottage is next to sandy coves, driftwood, shells, and Polo ponies in forested pastures. The ocean is excellent for snorkeling and fishing; there are 2 surf spots, & world-class windsurfing within 2 mile. Mountains behind us offer good hiking trails. The Colony has a nice pool, and a Pickle Ball court. We have TV and WiFi. LICENSE NO. 90/TVU-0108. GE-142-964-5312-01. TMK:1-6-8-009-001-0021. Note: We have NO Air Conditioner, 3 ceiling fans, 2 desk fans & ocean
4.88 out of 5 average rating, 164 reviews
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!
4.94 out of 5 average rating, 173 reviews
9K Hawaiian Princess - Alii Hale Aina
Beautiful remodeled Hawaiian Princess unit on one of the best beaches on Oahu. The view is nothing less than spectacular. The condo has been remodeled with the best of everything. You will not find a better place on the island if you are looking for a beach vacation away from the crowds of Waikiki. This unit has an NUC and is permitted rental Feel free to message me (scroll to the bottom) if you cannot find availability on the calendar. I have other listings on island that may be available
4.95 out of 5 average rating, 122 reviews
Makaha Hale - Serene 3 BR Home
Escape to the beautiful Makaha Valley in Hawaii and experience a truly unforgettable stay at our 3-bed 2.5-bath house. This enchanting Airbnb, nestled within a secure gated community offers a getaway for those seeking tranquility amidst the breathtaking beauty of the island. Enjoy breathtaking views of the Makaha Valley mountainside, modern amenities, and a serene ambiance. Indulge in nearby pristine beaches and immerse yourself in the beauty of the island. Your dream Hawaiian getaway awaits!
4.97 out of 5 average rating, 114 reviews
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.
4.97 out of 5 average rating, 344 reviews
Turtle Bay Corner Condo With A Fairway View!
Resort-style amenities at your doorstep, including snorkeling beach access, pool, tennis courts, & 2 world-class golf courses. East Side of Kuilima Estates, on the Fazio 17th with cool breezes, washer & dryer, and Split A/C in bedroom & living room for comfort. The unit is locally owned and operated by longtime North Shore residents. After you have experienced all of the attractions O’ahu has to offer, check out our place on Molokai. Relax and enjoy a true authentic Hawaiian experience!
4.88 out of 5 average rating, 274 reviews
New 4 BR Home 9 Beds - Pool-Gym-Paradise Escape
Discover luxury and comfort in this brand-new 4BR, 2.5BA home nestled in a secure, 24-hour gated community. Breathe in the serenity of lush mountain vistas from each tropical-themed bedroom. Unwind on the plush Italian leather sofa, a cool refuge after sunny adventures. Delight in gourmet meals from the fully equipped kitchen, followed by movie nights in your home. Moments from golf, trails, iconic surf beaches, and prime snorkeling spots—a perfect blend of relaxation and exploration.
4.95 out of 5 average rating, 115 reviews
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.
4.98 out of 5 average rating, 121 reviews
SEArider TWO at Turtle Bay
Our number one priority at SEArider is to provide our guests with a luxury Hawaiian experience. This unit has been completely renovated with our main focus being quality and comfort. Nestled in the condominiums that surround Turtle Bay, This unit has a luxurious but minimal feel with a mauka (mountain) inspired theme. Key features include locally made and dyed linens and waffle print towels. This unit sits directly below our other property, SEArider ONE(search on airbnb).
4.94 out of 5 average rating, 291 reviews
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!
4.96 out of 5 average rating, 138 reviews
Ocean Views|Game Room|Beach 6 Min|Fruit Trees|BBQ
Ocean views define this three-bedroom home in the gated Mauna Olu Estates in Makaha Valley - every bedroom looks straight out over the water. It sleeps up to 9, with a private hot tub, fruit trees out back, and a one-of-a-kind game room downstairs with a local artist's mural and an arcade. It's an easy fit for a family reunion or a group of friends looking for both quiet mornings and playful evenings - here's everything you'll find inside.
4.94 out of 5 average rating, 187 reviews
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, AC, sauna, an outdoor shower, an outdoor gym, and private access. Located within walking distance to famous Waimea Bay and other beautiful spots, this space offers convenience, comfort, and island charm. Check my profile for other rentals!
4.76 out of 5 average rating, 131 reviewsPopular amenities for holiday rentals near Ka'ena Point Trail
Condo rentals with Wi-Fi

Makaha Dream
4.92 out of 5 average rating, 285 reviews
Modern 1 Bedroom Condo in Downtown Honolulu
4.98 out of 5 average rating, 284 reviews
Modern & Contemporary North Shore Oahu Condo
4.99 out of 5 average rating, 349 reviews
♥ North Shore Paradise at Turtle Bay ♥
4.94 out of 5 average rating, 249 reviews
"Endless Summer" Beachfront Condo w/ Full Kitchen!
4.76 out of 5 average rating, 169 reviews
Legal STR: Aloha at Turtle Bay w/ Loft
4.89 out of 5 average rating, 262 reviews
Beachfront! Upgraded modern w Oceanview (WS1116)
4.9 out of 5 average rating, 137 reviews
Ko Olina Beach Villas Ocean View 2BR 10th Fl B1003
4.97 out of 5 average rating, 177 reviewsFamily-friendly house rentals

3BR New Construction w/Mt views, Close to Beach
4.93 out of 5 average rating, 122 reviews
Condo near Turtle Bay w/pool, beach & BBQ
4.93 out of 5 average rating, 116 reviews
Kailua Beach Park - 1 BR Cottage
4.87 out of 5 average rating, 506 reviews
Slice of Paradise-3BR- Sleeps10-Same$ for 10 as 2
4.9 out of 5 average rating, 157 reviews
Fantastic View, Waikiki DiamondHead
4.86 out of 5 average rating, 231 reviews
Private SPA, Sleep 12, Beach 5 min
4.94 out of 5 average rating, 155 reviews
Oahu Ocean View • Sleeps 14, Pool, Hot Tub, Beach!
4.95 out of 5 average rating, 148 reviews
Tropical Hideaway Near the Beach
4.86 out of 5 average rating, 118 reviewsApartment rentals with air conditioning

39FL-Chic Modern in Waikiki-Upgraded King Studio
4.95 out of 5 average rating, 138 reviews
High FL-Upscale Ocean View w/ Easy Beach Access~
4.95 out of 5 average rating, 184 reviews
37 West 1 Bedroom + Murphy Bed TA-104-613-6320-01
4.98 out of 5 average rating, 117 reviews
Luxury Waikiki Condo w/ Retro Charm & FREE Parking
4.98 out of 5 average rating, 116 reviews
Top FL-Luxury Ocean View King Suite-Waikiki Beach~
4.94 out of 5 average rating, 103 reviews
Oceanvw, walk 2 beach, $0 cleaning & park, kitchen
4.95 out of 5 average rating, 122 reviews
43FL-Modern High-FL Studio w/Ocean & City Views
4.95 out of 5 average rating, 115 reviews
*Remodeled Oceanfront in Waikiki - Ilikai Marina
4.95 out of 5 average rating, 124 reviewsOther great holiday rentals near Ka'ena Point Trail

Island Jewel, North Shore Bliss
5.0 out of 5 average rating, 92 reviews
Sunset Hale
4.94 out of 5 average rating, 67 reviews
Makaha Sunset Haven
4.93 out of 5 average rating, 54 reviews
Beachfront Condo at Makaha
4.95 out of 5 average rating, 21 reviews
North Shore Hideaway
5.0 out of 5 average rating, 30 reviews
Aloha Surf Condo - Turtle Bay - AC + 2 E-Bikes
4.98 out of 5 average rating, 61 reviews
Island Retreat: 2 Master Suites|Ocean & Mtn Views
4.99 out of 5 average rating, 67 reviews
Ocean View Exquisite Home at Cottages at Mauna Olu
4.92 out of 5 average rating, 50 reviewsDestinations to explore
- Waikiki Beach
- Lanikai Beach
- Kailua Beach
- Kualoa Ranch
- Waimea Bay Beach
- Ala Moana Beach Park
- Kapiolani Park Beach
- Honolulu Zoo
- Banzai Pipeline
- Kailua Beach Park
- Polynesian Cultural Center
- Kalama Beach Park
- Ko Olina Golf Club
- Wet 'n' Wild Hawaii
- Waimea Valley
- Hanauma Bay Nature Preserve
- Sharks Cove
- Bishop Museum
- Hawaii Convention Center
- Ala Moana Center
- Dole Plantation
- Turtle Bay Golf
- Waimea Bay Beach
- Iolani Palace





