Kaaawa vacation rentals

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Top-rated vacation rentals in Kaaawa

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Kahuku

4.91 out of 5 average rating, 152 reviews

SEArider TWO at Turtle Bay (1 bedroom / 1 bath)

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, TWO has a luxurious but minimal feel with a mauka (mountain) inspired theme. Key features include locally made and dyed linens and waffle print towels. TWO sits directly below our other property, SEArider ONE (please search us on Air BnB for photos and reviews.)

Mar 14 – 21

G$83,874 GYD per night

Guest favorite

Home in Kailua

4.91 out of 5 average rating, 246 reviews

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!

Oct 14 – 21

G$76,014 GYD per night

Guest favorite

Condo in Hauula

4.89 out of 5 average rating, 221 reviews

Secluded White Sandy beach just 30 steps away

Enjoy the 17% discount (as I pay the taxes out of the proceeds of your payment unlike most other listings). Rate reduced from $399 during construction . Do not be fooled by the other smaller studios with just a niche that fits a bed. This beautiful huge 1 bedroom beachfront condo is located ground floor just 30 steps to the powdery white sand beach. Assigned parking close by. Avoid lengthy elevator waits. Ground floor corner unit the most accessible to the beach. Please check the reviews.

Mar 27 – Apr 3

G$74,870 GYD per night

Guest favorite

Apartment in Kahuku

4.98 out of 5 average rating, 192 reviews

N Shore Turtle Bay Kuilima Condo Getaway! Reviews!

North Shore Condo at Turtle Bay- this vacation home is just that! Enjoy resort amenities w/o the resort price! Quiet and tucked against the golf course, we have a beautiful pool & tennis court on site. Just a few minutes walk to Turtle Bay Resort which has great beaches to snorkel and swim, restaurants,bars, 2 golf courses, the Arnold Palmer &George Fazio, biking/walking trials. Sunset beach, Waimea Bay, Haleiwa, Banzai Pipeline, Polynesian Culture Center, world famous food trucks all near by.

Nov 4 – 11

G$83,902 GYD per night

Guest favorite

Condo in Kahuku

5.0 out of 5 average rating, 126 reviews

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

Come to escape to this newly renovated 1,150SF 2 bedrooms/2.5 bathroom townhouse for a soul comforting Northshore stay! Away from hustling downtown, Hale Lulu sits peacefully a few minutes away from iconic Turtle Bay Hotel and the most beautiful secluded beaches and trails! This unit is the biggest model in Kulima West. We offer 2 king size beds and 1 queen bed in three different bedrooms for your restful stay. The best cleaning crew was hired for your luxurious staying experience in Hawaii.

Aug 21 – 28

G$101,001 GYD per night

Guest favorite

Condo in Kahuku

4.98 out of 5 average rating, 109 reviews

Honu Hideout at Turtle Bay

Come escape to Honu Hideout on the exclusive North Shore of Oahu, and enjoy this newly renovated ground floor unit situated just a short walk away from the iconic Turtle Bay Resort and the most breathtaking and secluded beaches on Oahu. Far away from the hustle and bustle of Honolulu, this unit offers the peacefulness of the country and the proximity to infamous attractions for the vacation of your dreams. Relax and restore or adventure and explore, you choose, all within minutes of your door.

Aug 12 – 19

G$99,196 GYD per night

Guest favorite

Condo in Waianae

4.97 out of 5 average rating, 220 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.

Jan 21 – 28

G$77,693 GYD per night

Guest favorite

Condo in Kahuku

4.86 out of 5 average rating, 110 reviews

The Coloradoan

One bed, one bath, close to parking, walk out lanai to large yard area facing 18th hole of Fazio golf course. Five minute walk to beach. Hawaiian country furnishings are deceptively simple but supremely comfortable. Owned by retired Colorado couple that spend winter months in Turtle Bay. Sleeps two only. Lots of amenities. Sorry, no pets, kids or surf boards. Can be rented for 1 to 3 months by tourists for deep discount. Has been popular with seniors and newly weds.

Dec 16 – 23

G$40,734 GYD per night

Guest favorite

Condo in Waialua

4.94 out of 5 average rating, 146 reviews

True Jewel - Oahu North Shore

A true jewel on the North Shore of Oahu, this cottage is situated right on the water in a quiet, serene and peaceful setting. Surrounded by palms and gentle trade winds, the cottage is located in a gated old-style Hawaiian setting, offering all the amenities you’ve come to expect, including cable TV, wireless internet, a fully equipped kitchen, patio area and outdoor shower, washer and dryer (we provide laundry soap). Maximum occupancy 4 individuals.

Jun 24 – Jul 1

G$102,802 GYD per night

Guest favorite

Apartment in Makaha

4.97 out of 5 average rating, 133 reviews

OCEANFRONT PARADISE Tennis Pool Jacuzzi A/C W/D

BEACHFRONT. Highly upgraded and completely renovated. Enjoy a unique open floorplan. Direct oceanfront views! Tastefully done with state of the art appliances, teak wood cabinets and the finest touches. The condo is sparkling clean! Our condo does not operate as transient quarters. Per Honolulu County laws, we may only book one rental per 30 day period. Our minimum requirement is 7 nights. We hope to hear from you soon. Aloha!

Feb 22 – Mar 1

G$60,320 GYD per night

Superhost

Home in Hauula

4.83 out of 5 average rating, 252 reviews

Hauula Studio

Hauula Hale Studio quietly sits against the mountains in the small town of Hauula, which is just a 5 minute drive from Laie and the Polynesian Cultural Center. Located in the charming country setting of Oahu's windward coast, you can enjoy a quiet and relaxing stay in our comfortable studio. With only a 5 minute walk to hiking trails or the beach or a 20 minute drive to the beautiful North Shore, there is plenty to explore and do.

Oct 29 – Nov 5

G$43,136 GYD per night

Guest favorite

Condo in Kahuku

4.99 out of 5 average rating, 201 reviews

Modern & Contemporary North Shore Oahu Condo

Welcome to our beautiful condo tucked inside the dreamy North Shore of Oahu. Our place is located within the charming and gated community at Turtle Bay Resort called Kuilima Estates West. You will be within a 5-10 minute walk of breathtaking shorelines, world-class surfing, romantic dinners, and many adventures on both land and sea. Kuilima Estates is the only area of the north shore that allows legal vacation rentals.

Feb 24 – Mar 3

G$83,769 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Kaaawa vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Kaaawa's top sights

Ahupua'a O Kahana State Park4 locals recommend

Swanzy Beach Park5 locals recommend

Uncle Bobo's31 locals recommend

Other great vacation rentals in Kaaawa

Guest favorite

Condo in Kahuku

4.86 out of 5 average rating, 255 reviews

Turtle bay retreat

Jan 27 – Feb 3

G$52,701 GYD per night

Guest favorite

Villa in Kapolei

4.9 out of 5 average rating, 163 reviews

Studio Suite Ko Olina and MARRIOTT Beach Club

Apr 22 – 29

G$102,066 GYD per night

Guest favorite

Condo in Kahuku

4.94 out of 5 average rating, 146 reviews

North Shore Oahu | Turtle Bay - Hale Kahakai

Oct 9 – 16

G$111,775 GYD per night

Guest favorite

Condo in Kahuku

4.92 out of 5 average rating, 125 reviews

Tropical and Romantic Retreat with Inspired Design

Aug 8 – 15

G$90,813 GYD per night

Guest favorite

Apartment in Kahuku

4.89 out of 5 average rating, 163 reviews

Turtle Bay Corner Condo With A Fairway View!

Apr 11 – 18

G$57,015 GYD per night

Superhost

Apartment in Hauula

4.86 out of 5 average rating, 21 reviews

Beach Front Sunrise Studio

Sep 24 – Oct 1

G$34,707 GYD per night

Superhost

Home in Hauula

4.93 out of 5 average rating, 14 reviews

North Shore Beach Bungalow!

Jan 3 – 10

G$60,078 GYD per night

Guest favorite

Home in Haleiwa

5.0 out of 5 average rating, 36 reviews

Haleiwa Waterfront House

Oct 24 – 31

G$148,692 GYD per night

Show all

Other great vacation rentals in Kaaawa

Guest favorite

Home in Hauula

4.94 out of 5 average rating, 35 reviews

House near Beach, North Shore

Jul 4 – 9

G$60,951 GYD per night

Guest favorite

Treehouse in Honolulu

4.96 out of 5 average rating, 68 reviews

Secluded Mahina Treehouse

Jan 3 – 10

G$164,821 GYD per night

Guest favorite

Bungalow in Haleiwa

4.99 out of 5 average rating, 78 reviews

Bird Of Paradise TVU-1868 - Ke Iki Beach Bungalows

Jan 9 – 16

G$225,522 GYD per night

Guest favorite

Villa in Kailua

5.0 out of 5 average rating, 59 reviews

Nai’a Suite at La Bella’s-Walk to Beach-Licensed

Feb 20 – 27

G$143,801 GYD per night

Guest favorite

Cottage in Haleiwa

4.97 out of 5 average rating, 89 reviews

Tiny living! Quaint Haleiwa cottage

Apr 18 – 25

G$42,056 GYD per night

Guest favorite

Apartment in Hauula

5.0 out of 5 average rating, 11 reviews

Turtle Cove - Beachfront, Sleeps 6, AC, Wi-Fi

Sep 18 – 25

G$59,396 GYD per night

Guest favorite

Townhouse in Hauula

4.94 out of 5 average rating, 33 reviews

Mea Kanu Paradise, Beach Access, A/C, Sleeps 6

Feb 19 – 26

G$118,110 GYD per night

Guest favorite

Cottage in Kailua

4.91 out of 5 average rating, 35 reviews

Kailua Ohana Cottage close to beach

G$65,672 GYD per night

Show all

Quick stats about vacation rentals in Kaaawa

Total rentals
10 properties
Wifi availability
10 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
330 reviews
Nightly prices starting at
G$22,933 GYD before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Kaaawa?
Yes! Work meets play with ease at over 10 vacation rentals in Kaaawa featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Kaaawa?
Experience the best of Kaaawa with our house rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Kaaawa have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Kaaawa. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Kaaawa?
Kaaawa has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Kaaawa have wifi?
Absolutely! We offer over 10 house rentals with wifi in Kaaawa. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Kaaawa?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Kaaawa vacation rentals

Top-rated vacation rentals in Kaaawa

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Kaaawa vacation rentals

Stay near Kaaawa's top sights

Other great vacation rentals in Kaaawa

Condo in Kahuku

Villa in Kapolei

Condo in Kahuku

Condo in Kahuku

Apartment in Kahuku

Apartment in Hauula

Home in Hauula

Home in Haleiwa

Other great vacation rentals in Kaaawa

Home in Hauula

Treehouse in Honolulu

Bungalow in Haleiwa

Villa in Kailua

Cottage in Haleiwa

Apartment in Hauula

Townhouse in Hauula

Cottage in Kailua

Quick stats about vacation rentals in Kaaawa

Total rentals

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Kaaawa?

How much does it cost to stay in house rentals in Kaaawa?

Do house rentals in Kaaawa have air conditioning?

Are there family-friendly house rentals in Kaaawa?

Do house rentals in Kaaawa have wifi?

What are the most popular amenities for House Rentals in Kaaawa?

Destinations to explore