We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Kaaawa Holiday Rentals

Destination
Revenue impacts this sort order. Learn more

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
40 rentals in Kaaawa.
Recently Update Home!Quiet Beach Community! Come to the Country & Escape Crowds!, holiday rental in Kaaawa
Recently Update Home!Quiet Beach Community! Come to the Country & Escape Crowds!, holiday rental in Kaaawa
Recently Update Home!Quiet Beach Community! Come to the Country & Escape Crowds!, holiday rental in Kaaawa

Recently Update Home!Quiet Beach Community! Come to the Country & Escape Crowds!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Cozy Kaaawa Studio with Mountain Views - 30 Day Min, holiday rental in Kaaawa
Cozy Kaaawa Studio with Mountain Views - 30 Day Min, holiday rental in Kaaawa
Cozy Kaaawa Studio with Mountain Views - 30 Day Min, holiday rental in Kaaawa

Cozy Kaaawa Studio with Mountain Views - 30 Day Min

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
North Shore little Paradise w/ AC, Mountain & Ocean Views: Pali Kai, holiday rental in Kaaawa
North Shore little Paradise w/ AC, Mountain & Ocean Views: Pali Kai, holiday rental in Kaaawa
North Shore little Paradise w/ AC, Mountain & Ocean Views: Pali Kai, holiday rental in Kaaawa

North Shore little Paradise w/ AC, Mountain & Ocean Views: Pali Kai

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Kaaawa Home With Ocean and Mountain Views, holiday rental in Kaaawa
Kaaawa Home With Ocean and Mountain Views, holiday rental in Kaaawa
Kaaawa Home With Ocean and Mountain Views, holiday rental in Kaaawa

Kaaawa Home With Ocean and Mountain Views

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
The Plantation Estate, holiday rental in Kaaawa
The Plantation Estate, holiday rental in Kaaawa
The Plantation Estate, holiday rental in Kaaawa

The Plantation Estate

Holiday Rental House
9 bedrooms
9 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
The following properties within 20 miles of Kaaawa match all your filters:
Oceanfront condo off the beaten path! MIN 30 DAYS, holiday rental in Kaaawa
Oceanfront condo off the beaten path! MIN 30 DAYS, holiday rental in Kaaawa
Oceanfront condo off the beaten path! MIN 30 DAYS, holiday rental in Kaaawa

Oceanfront condo off the beaten path! MIN 30 DAYS

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Absolutely Oceanfront/ SimpleRuralHome/ AC rooms 
 50% off 30 day booking, holiday rental in Kaaawa
Absolutely Oceanfront/ SimpleRuralHome/ AC rooms 
 50% off 30 day booking, holiday rental in Kaaawa
Absolutely Oceanfront/ SimpleRuralHome/ AC rooms 
 50% off 30 day booking, holiday rental in Kaaawa

Absolutely Oceanfront/ SimpleRuralHome/ AC rooms 50% off 30 day booking

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Perfect Location and Comfort, holiday rental in Kaaawa
Perfect Location and Comfort, holiday rental in Kaaawa
Perfect Location and Comfort, holiday rental in Kaaawa

Perfect Location and Comfort

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Special 500/nt Ocean Front 3BR/3BA 4/27/24-5/29/24, holiday rental in Kaaawa
Special 500/nt Ocean Front 3BR/3BA 4/27/24-5/29/24, holiday rental in Kaaawa
Special 500/nt Ocean Front 3BR/3BA 4/27/24-5/29/24, holiday rental in Kaaawa

Special 500/nt Ocean Front 3BR/3BA 4/27/24-5/29/24

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Turtles, Swim Beachfront Ocean view, Air condition, Wash-dryer in unit, parking, holiday rental in Kaaawa
Turtles, Swim Beachfront Ocean view, Air condition, Wash-dryer in unit, parking, holiday rental in Kaaawa
Turtles, Swim Beachfront Ocean view, Air condition, Wash-dryer in unit, parking, holiday rental in Kaaawa

Turtles, Swim Beachfront Ocean view, Air condition, Wash-dryer in unit, parking

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Stunning Oceanfront— Ocean/Sunrise View. Steps to the Beach. AC bedroom, holiday rental in Kaaawa
Stunning Oceanfront— Ocean/Sunrise View. Steps to the Beach. AC bedroom, holiday rental in Kaaawa
Stunning Oceanfront— Ocean/Sunrise View. Steps to the Beach. AC bedroom, holiday rental in Kaaawa

Stunning Oceanfront— Ocean/Sunrise View. Steps to the Beach. AC bedroom

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Deluxe Beachfront Condo with a breathtaking view, holiday rental in Kaaawa
Deluxe Beachfront Condo with a breathtaking view, holiday rental in Kaaawa
Deluxe Beachfront Condo with a breathtaking view, holiday rental in Kaaawa

Deluxe Beachfront Condo with a breathtaking view

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Beachfront Studio Cottage, holiday rental in Kaaawa
Beachfront Studio Cottage, holiday rental in Kaaawa
Beachfront Studio Cottage, holiday rental in Kaaawa

Beachfront Studio Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Luxury Beachfront Condo w/ AC, holiday rental in Kaaawa
Luxury Beachfront Condo w/ AC, holiday rental in Kaaawa
Luxury Beachfront Condo w/ AC, holiday rental in Kaaawa

Luxury Beachfront Condo w/ AC

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Hawaiian plantation-style home, perfect for families., holiday rental in Kaaawa
Hawaiian plantation-style home, perfect for families., holiday rental in Kaaawa
Hawaiian plantation-style home, perfect for families., holiday rental in Kaaawa

Hawaiian plantation-style home, perfect for families.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
An Absolute, Perfect Paradise and Affordable, holiday rental in Kaaawa
An Absolute, Perfect Paradise and Affordable, holiday rental in Kaaawa
An Absolute, Perfect Paradise and Affordable, holiday rental in Kaaawa

An Absolute, Perfect Paradise and Affordable

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Oceanfront Beach House in Paradise, holiday rental in Kaaawa
Oceanfront Beach House in Paradise, holiday rental in Kaaawa
Oceanfront Beach House in Paradise, holiday rental in Kaaawa

Oceanfront Beach House in Paradise

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Aloha Studio – AC, Near Beach, Near PCC, holiday rental in Kaaawa
Aloha Studio – AC, Near Beach, Near PCC, holiday rental in Kaaawa
Aloha Studio – AC, Near Beach, Near PCC, holiday rental in Kaaawa

Aloha Studio – AC, Near Beach, Near PCC

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Magic North Shore Beach House 30 day rental PCC BYU, holiday rental in Kaaawa
Magic North Shore Beach House 30 day rental PCC BYU, holiday rental in Kaaawa
Magic North Shore Beach House 30 day rental PCC BYU, holiday rental in Kaaawa

Magic North Shore Beach House 30 day rental PCC BYU

Holiday Rental House
6 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Location, Location, Location, holiday rental in Kaaawa
Location, Location, Location, holiday rental in Kaaawa
Location, Location, Location, holiday rental in Kaaawa

Location, Location, Location

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Home across the Beach-A, holiday rental in Kaaawa
Home across the Beach-A, holiday rental in Kaaawa
Home across the Beach-A, holiday rental in Kaaawa

Home across the Beach-A

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Breezy Beachfront Getaway w180 degree Oceanview, holiday rental in Kaaawa
Breezy Beachfront Getaway w180 degree Oceanview, holiday rental in Kaaawa
Breezy Beachfront Getaway w180 degree Oceanview, holiday rental in Kaaawa

Breezy Beachfront Getaway w180 degree Oceanview

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Sandy Beachfront Cottage, holiday rental in Kaaawa
Sandy Beachfront Cottage, holiday rental in Kaaawa
Sandy Beachfront Cottage, holiday rental in Kaaawa

Sandy Beachfront Cottage

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Beachfront & Oceanviews - New Furnishings, holiday rental in Kaaawa
Beachfront & Oceanviews - New Furnishings, holiday rental in Kaaawa
Beachfront & Oceanviews - New Furnishings, holiday rental in Kaaawa

Beachfront & Oceanviews - New Furnishings

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Beachfront hideaway with breathtaking views & modern updates - steps to sand, holiday rental in Kaaawa
Beachfront hideaway with breathtaking views & modern updates - steps to sand, holiday rental in Kaaawa
Beachfront hideaway with breathtaking views & modern updates - steps to sand, holiday rental in Kaaawa

Beachfront hideaway with breathtaking views & modern updates - steps to sand

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Oceanfront Unit In Kualoa, holiday rental in Kaaawa
Oceanfront Unit In Kualoa, holiday rental in Kaaawa
Oceanfront Unit In Kualoa, holiday rental in Kaaawa

Oceanfront Unit In Kualoa

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
2Bed Beach Front Home, holiday rental in Kaaawa
2Bed Beach Front Home, holiday rental in Kaaawa
2Bed Beach Front Home, holiday rental in Kaaawa

2Bed Beach Front Home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Kualoa Oceanfront Escape, holiday rental in Kaaawa
Kualoa Oceanfront Escape, holiday rental in Kaaawa
Kualoa Oceanfront Escape, holiday rental in Kaaawa

Kualoa Oceanfront Escape

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Large renovated one bedroom on a white sandy beach! 30 Day minimum rental, holiday rental in Kaaawa
Large renovated one bedroom on a white sandy beach! 30 Day minimum rental, holiday rental in Kaaawa
Large renovated one bedroom on a white sandy beach! 30 Day minimum rental, holiday rental in Kaaawa

Large renovated one bedroom on a white sandy beach! 30 Day minimum rental

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Entire House, Ocean front, White Sand Beach across the street., holiday rental in Kaaawa
Entire House, Ocean front, White Sand Beach across the street., holiday rental in Kaaawa
Entire House, Ocean front, White Sand Beach across the street., holiday rental in Kaaawa

Entire House, Ocean front, White Sand Beach across the street.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Hawaiian plantation-style home, perfect for families., holiday rental in Kaaawa
Hawaiian plantation-style home, perfect for families., holiday rental in Kaaawa
Hawaiian plantation-style home, perfect for families., holiday rental in Kaaawa

Hawaiian plantation-style home, perfect for families.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Home away from home across the street of a beautiful Hawaii Beach!, holiday rental in Kaaawa
Home away from home across the street of a beautiful Hawaii Beach!, holiday rental in Kaaawa
Home away from home across the street of a beautiful Hawaii Beach!, holiday rental in Kaaawa

Home away from home across the street of a beautiful Hawaii Beach!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
WFH in Paradise: Beachfront Hauula Getaway!, holiday rental in Kaaawa
WFH in Paradise: Beachfront Hauula Getaway!, holiday rental in Kaaawa
WFH in Paradise: Beachfront Hauula Getaway!, holiday rental in Kaaawa

WFH in Paradise: Beachfront Hauula Getaway!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Mau Loa Hale: Perfect Location 5 Acres Walk to Bch! Open concept! Breeze & Views, holiday rental in Kaaawa
Mau Loa Hale: Perfect Location 5 Acres Walk to Bch! Open concept! Breeze & Views, holiday rental in Kaaawa
Mau Loa Hale: Perfect Location 5 Acres Walk to Bch! Open concept! Breeze & Views, holiday rental in Kaaawa

Mau Loa Hale: Perfect Location 5 Acres Walk to Bch! Open concept! Breeze & Views

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Modern Oceanfront North Shore House, w/ AC & volleyball net, near Kualoa Ranch, holiday rental in Kaaawa
Modern Oceanfront North Shore House, w/ AC & volleyball net, near Kualoa Ranch, holiday rental in Kaaawa
Modern Oceanfront North Shore House, w/ AC & volleyball net, near Kualoa Ranch, holiday rental in Kaaawa

Modern Oceanfront North Shore House, w/ AC & volleyball net, near Kualoa Ranch

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
BEACHFRONT Condo OCEANVIEW -Quiet, SANDY Beach -Snorkeling, Free Parking, Extras, holiday rental in Kaaawa
BEACHFRONT Condo OCEANVIEW -Quiet, SANDY Beach -Snorkeling, Free Parking, Extras, holiday rental in Kaaawa
BEACHFRONT Condo OCEANVIEW -Quiet, SANDY Beach -Snorkeling, Free Parking, Extras, holiday rental in Kaaawa

BEACHFRONT Condo OCEANVIEW -Quiet, SANDY Beach -Snorkeling, Free Parking, Extras

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Punaluu Paradise Beach House "real ocean front", holiday rental in Kaaawa
Punaluu Paradise Beach House "real ocean front", holiday rental in Kaaawa
Punaluu Paradise Beach House "real ocean front", holiday rental in Kaaawa

Punaluu Paradise Beach House "real ocean front"

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Moana Vista by AvantStay | Private Beach + Views, holiday rental in Kaaawa
Moana Vista by AvantStay | Private Beach + Views, holiday rental in Kaaawa
Moana Vista by AvantStay | Private Beach + Views, holiday rental in Kaaawa

Moana Vista by AvantStay | Private Beach + Views

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
North Shore end unit with wrap around lanai on Secluded Beach, holiday rental in Kaaawa
North Shore end unit with wrap around lanai on Secluded Beach, holiday rental in Kaaawa
North Shore end unit with wrap around lanai on Secluded Beach, holiday rental in Kaaawa

North Shore end unit with wrap around lanai on Secluded Beach

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Hawaiian Hale, holiday rental in Kaaawa
Hawaiian Hale, holiday rental in Kaaawa
Hawaiian Hale, holiday rental in Kaaawa

Hawaiian Hale

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Showing results 1-40 of 40
Frequently Asked Questions about Kaaawa