Kaaawa Rentals

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1,661 Houses

(2) Excellent 

19

Paradise Privacy for R & R in Kaaawa, HI

Oahu / Kaaawa

Kaaawa house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 0.25 mi
  • Child Friendly
  • Private garden

Price per night from

$148

Responds fast!
avg. 31 minutes

Price per night from

$148

31

A charming HOUSE on the BEACH with an expansive Ocean view!

Oahu / Kaaawa

Kaaawa house

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Air conditioning

Price per night from

$516

Responds fast!
avg. 6 minutes

Price per night from

$516

16

Hawaiian gem paradise by the ocean

Oahu / Kaaawa

Kaaawa house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$395

Price per night from

$395

(6) Excellent 

44

Escape to Paradise –Peaceful, Private, Great for Families,Snorkel gear, Kayak,AC

Oahu / Kaaawa

Kaaawa house

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Private garden

Price per night from

$453

Price per night from

$453

(18) Excellent 

25

Sugar Mill Beach House - Luxury on the Sand!

Oahu / Kaaawa

Kaaawa house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$450

Price per night from

$450

Great rentals within 20 miles that match your search

Distance approx 14.64 km from Kaaawa

(19) Very Good 

38

Sunset Beach Bungalow North Shore Ocean Front Home

Oahu / Haleiwa

Haleiwa house

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“Aloha Paradise off the grid.” Stayed here with my wife and kids in Sept 2013 for almost 2 weeks. Pics reflect the home, and basic amenities are provided. I wasn't looking for a resort style rental, and the house was very clean. I was looking for a ren
…see more

Price per night from

$301

Responds fast!
avg. 53 minutes

Price per night from

$301

Distance approx 18.58 km from Kaaawa

(10) Very Good 

21

Island Paradise Away from Home

Oahu / Waialua

Waialua b and b

3 7 6 nights min

  • 3 bedrooms
  • sleeps 7
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.24 mi
  • Child Friendly
“Truly, A home Away from Home” If you are looking for a place like home search no more. The host family are warm and personable. Their home is one block form a great beach and park. Close to activities of the North Shore Area. The large rooms offer mo
…see more

Price per night from

$354

Price per night from

$354

Distance approx 13.83 km from Kaaawa

(4) Excellent 

24

Villa 103 Beach Level 3 Bed (or 4 Bed with Adjoining Studio) Direct Ocean Views

Oahu / Kahuku

Kahuku villa

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$548

Price per night from

$548

Distance approx 18.8 km from Kaaawa

(58) Excellent 

Certificate of Excellence

20

Gorgeous Beachfront Condo!Great Value all year !Fireworks View every Friday!

Oahu / Honolulu

Honolulu apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
“Location, Location, Location!” The condo is just a short walk to the beach which we enjoyed daily. It's close to many great restaurants offering a variety of cuisines. We caught the bus right outside the door for travel to all of our sightseeing des
…see more

Certificate of Excellence

Price per night from

$113

Responds fast!
avg. 2 hours 11 minutes

Price per night from

$113

Distance approx 14.36 km from Kaaawa

24

NEW! Cozy Kailua Studio w/Access to Pool & Patio!

Oahu / Kailua

Kailua studio

Studio 2 2 nights min

  • Studio
  • sleeps 2
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$155

Responds fast!
avg. 26 minutes

Price per night from

$155

Distance approx 13.17 km from Kaaawa

(4) Excellent 

13

Beachfront Kailua, Oahu

Oahu / Kailua

Kailua house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Ask about pets

Price per night from

$514

Price per night from

$514

Distance approx 18.73 km from Kaaawa

10

Super Host Listing-Ilikai Marina Tropical Paradise

Oahu / Honolulu

Honolulu apartment

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Air conditioning
  • Private garden

Price per night from

$182

Responds fast!
avg. 2 hours 45 minutes

Price per night from

$182

Distance approx 4.64 km from Kaaawa

(14) Excellent 

Certificate of Excellence

30

Hale Halai

Oahu / Hauula

Hauula house

7 25 3 nights min

  • 7 bedrooms
  • sleeps 25
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$639

Responds fast!
avg. 57 minutes

Price per night from

$639

Distance approx 14.31 km from Kaaawa

(3) Very Good 

19

CHARMING STUDIO FOR RENT

Oahu / Sunset Beach

Sunset Beach studio

Studio 2 4 nights min

  • Studio
  • sleeps 2
  • 4 nights min
  • Nearest beach 0.25 mi
  • Air conditioning

Price per night from

$143

Responds fast!
avg. 3 hours 31 minutes

Price per night from

$143

Distance approx 19.11 km from Kaaawa

(1) Excellent 

4

Best Value in Waikiki -

Oahu / Honolulu

Honolulu apartment

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.64 mi
  • Swimming pool

Price per night from

$103

Price per night from

$103

Distance approx 19.57 km from Kaaawa

24

Affordable Luxury; Immaculate, 36th Floor Condo

Honolulu / Waikiki

Honolulu condo

1 5 7 nights min

  • 1 bedroom
  • sleeps 5
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$230

Price per night from

$230

Distance approx 18.77 km from Kaaawa

(4) Very Good 

37

Luxury, Oceanfront, "Birds of Paradise"

Oahu / Honolulu

Honolulu apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$260

Responds fast!
avg. 2 hours 42 minutes

Price per night from

$260

Distance approx 18.92 km from Kaaawa

5

Hilton Hawaiian Village available for 7 nights

Oahu / Honolulu

Honolulu hotel apartment

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$459

Price per night from

$459

Distance approx 18.85 km from Kaaawa

15

Waikiki King Studio

Oahu / Honolulu

Honolulu studio

Studio 3 3 nights min

  • Studio
  • sleeps 3
  • 3 nights min
  • Child Friendly

Price per night from

$171

Price per night from

$171

Distance approx 14.52 km from Kaaawa

15

Pupukea Estate With View of Surf

Oahu / Haleiwa

Haleiwa house

4 8 4 nights min

  • 4 bedrooms
  • sleeps 8
  • 4 nights min
  • Suitable for children age 5+
  • Private garden

Price per night from

$400

Responds fast!
avg. 1 hour 56 minutes

Price per night from

$400

Distance approx 18.63 km from Kaaawa

(1) Average 

27

Updated Honolulu Condo w/ Ocean View - Near Beach!

Oahu / Honolulu

Honolulu apartment

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$286

Responds fast!
avg. 7 minutes

Price per night from

$286

Distance approx 17.27 km from Kaaawa

31

Super Host Listing-Upscale City View-Ilikai Hotel

Oahu / Honolulu

Honolulu condo

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$207

Responds fast!
avg. 2 hours 45 minutes

Price per night from

$207

Distance approx 18.74 km from Kaaawa

(4) Excellent 

62

ilikai Marina - Absolutely Oceanfront-Wow-$220

Honolulu / Waikiki

Honolulu apartment

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Air conditioning
“Best Condo In Waikiki” I think this is the best located condo in Waikiki. It is on a high floor above the traffic and noises, but still close enough for shopping, dinning, and night life. I really enjoyed the fire works every Friday night from the
…see more

Price per night from

$253

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$253

Distance approx 18.74 km from Kaaawa

24

Waikiki Beach Inn on the Park 11th Floor Studio

Oahu / Honolulu

Honolulu studio

Studio 2 1 night min

  • Studio
  • sleeps 2
  • 1 night min
  • Child Friendly

Price per night from

$125

Price per night from

$125

Distance approx 16.88 km from Kaaawa

0

Casa de Makalei

Oahu / Honolulu

Honolulu house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Price per night from

$801

Price per night from

$801

Distance approx 18.73 km from Kaaawa

4

Cove Waikiki Makani

Oahu / Honolulu

Honolulu condo

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly

Price per night from

$301

Price per night from

$301

Distance approx 17.75 km from Kaaawa

15

Honda Element EX Camper, wifi, camping essentials.

Oahu / Honolulu

Honolulu camper van

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Nearest beach 4 mi
  • Child Friendly
  • Air conditioning

Price per night from

$113

Price per night from

$113

Distance approx 18.88 km from Kaaawa

(2) Excellent 

21

High end 3 bedroom/2 bathrooms Ocean View at the Royal Garden in Waikiki

Oahu / Honolulu

Honolulu apartment

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 0.4 mi
  • Swimming pool
  • Car not necessary

Price per night from

$451

Price per night from

$451

Distance approx 19.51 km from Kaaawa

22

For Da Feeling of Hawaiian Living

Oahu / Kahala

Kahala house

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 2 mi
  • Child Friendly
  • Private garden

Price per night from

$225

Responds fast!
avg. 2 hours 48 minutes

Price per night from

$225

Distance approx 17.75 km from Kaaawa

24

BMW Camper for Two, Wifi, Camp Gear & Essentials

Oahu / Honolulu

Honolulu camper van

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child Friendly
  • Air conditioning

Price per night from

$113

Price per night from

$113

Distance approx 19.39 km from Kaaawa

(2) Excellent 

16

Custom Upgraded Waikiki Lanais 2 Bd & 1 1/2 bath

Oahu / Honolulu

Honolulu condo

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 0.3 mi
  • Child Friendly
  • Car not necessary

Price per night from

$250

Price per night from

$250

Distance approx 4.86 km from Kaaawa

9

Homestead House

Oahu / Hauula

Hauula house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly

Price per night from

$270

Price per night from

$270

Distance approx 19.29 km from Kaaawa

27

1 BD 2BATH FULL KITCHEN, USE OF OWNERS PENTHOUSE,100 ft BEACH 5* LOCATION

Oahu / Honolulu

Honolulu studio

Studio 6 7 nights min

  • Studio
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$277

Responds fast!
avg. 3 hours 36 minutes

Price per night from

$277

Distance approx 9.16 km from Kaaawa

(8) Excellent 

36

Hale Ohana -Luxury Home w/AC, Infinity Pool, Cottage, Manicured grounds

Oahu / Kahuku

Kahuku house

7 16 min stay varies

  • 7 bedrooms
  • sleeps 16
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$3,740

Price per night from

$3,740

Distance approx 5.52 km from Kaaawa

27

Tropical Waveside Combo - near beach, PCC - ID

Oahu / Hauula

Hauula house

9 21 min stay varies

  • 9 bedrooms
  • sleeps 21
  • min stay varies
  • Child Friendly

Price per night from

$1,006

Price per night from

$1,006

Distance approx 4.66 km from Kaaawa

(5) Very Good 

23

Seaside Hut- Beach just across the street!!

Oahu / Hauula

Hauula house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Ask about children

Price per night from

$155

Price per night from

$155

Distance approx 13.44 km from Kaaawa

42

Turtle Bay Getaway - 105/night!!! Up to $100 daily adventure credit

Oahu / Kahuku

Kahuku condo

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child Friendly

Price per night from

$132

Price per night from

$132

Distance approx 18.65 km from Kaaawa

12

Premium Ocean View Studio - Modern Stainless steel Kitchen and Washer/Dryer $99

Oahu / Honolulu

Honolulu condo

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$166

Price per night from

$166