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92 vacation rentals

(5) Excellent 

75

42 feet from Kailua Beach. Exceptional Extended family Getaway

Oahu / Kailua

Kailua house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Private garden
“Best Beach Front Home Yet” We've stayed at several beach front homes in Hawaii and California and this one was our favorite. The layout is perfect for families, the view was awesome, and Kailua Beach is one of our favorite beaches. We also loved the
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Price per night from

$1,000

Responds fast!
avg. 1 hour 10 minutes

Price per night from

$1,000

33

Luxury home(s) just steps away from Kailua Beach

Oahu / Kailua

Kailua house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$1,149

Responds fast!
avg. 1 hour 57 minutes

Price per night from

$1,149

(4) Average 

7

Large Spacious Studio - 5 Min Walk to Kailua Beach

Oahu / Kailua

Kailua house

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$115

Price per night from

$115

14

Beautiful Large Contemporary Island Home with pool, walk to the beach

Oahu / Kailua

Kailua house

9 20 5 nights min

  • 9 bedrooms
  • sleeps 20
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,351

Responds fast!
avg. 1 hour 36 minutes

Price per night from

$1,351

19

Comfortable house right on sandy part of Lanikai

Oahu / Kailua

Kailua house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly

Price per night from

$401

Price per night from

$401

5

Ke'aloha

Oahu / Kailua

Kailua apartment

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • Child Friendly

Price per night from

$585

Price per night from

$585

Great rentals within 20 miles that match your search

Distance approx 8.43 km from Kailua

34

PRIVATE 4 BDRM/4 BATH BEACHFRONT HOME POOL AND SPA

Oahu / Kahala

Kahala house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,034

Responds fast!
avg. 1 hour 48 minutes

Price per night from

$1,034

Distance approx 9.78 km from Kailua

(5) Excellent 

13

WAIKIKI LANAIS $115. Free Wifi & Parking

Oahu / Honolulu

Honolulu condo

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Nearest beach 0.3 mi
  • Swimming pool
  • Child Friendly
“Great Condo” We choose this condo to spend our 16 yr anniversary. It was great!! It's perfectly located to the bridge wakiki beach and local shops. The condo has a nice home feel to I that makes it a great home away from home. I will b staying here ag
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Price per night from

$114

Responds fast!
avg. 1 hour 38 minutes

Price per night from

$114

Distance approx 9.87 km from Kailua

(2) Excellent 

13

Heart of Waikiki

Oahu / Honolulu

Honolulu condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.01 mi
  • Child Friendly
“mrs” It was perfect location and we felt secure and safe. It felt like home. We had 6 adults and it was enough room for all of us. it really is close to a lot of restaraunts and shopping. loved that it is right on main busline
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Price per night from

$229

Responds fast!
avg. 3 hours 31 minutes

Price per night from

$229

Distance approx 10.06 km from Kailua

(19) Excellent 

8

Waikiki Sunset 2BR - DIRECT Diamond Head View!

Oahu / Honolulu

Honolulu apartment

2 5 6 nights min

  • 2 bedrooms
  • sleeps 5
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Clean, comfortable and excellent location.” We were looking forward to our first Christmas in Hawaii and we were not disappointed. We made great time crossing the Pacific and we arrived earlier than we expected, and Clare, the wonderful owner, was the
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Price per night from

$305

Price per night from

$305

Distance approx 9.8 km from Kailua

(13) Excellent 

21

Beachcomber Studio- Full Kitchen, Free Parking. Private Lanai, Block to beach

Oahu / Honolulu

Honolulu studio

Studio 4 2 nights min

  • Studio
  • sleeps 4
  • 2 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child Friendly
“Fabulous Location, would stay here again!!” We stayed in this apartment for 18 nights and were very happy here. It was great to have a bit more room than in a hotel. The apartment is light and has everything you need. We had breakfast here each
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Price per night from

$159

Price per night from

$159

Distance approx 9.9 km from Kailua

20

Kuhio Village Apartment #702

Oahu / Honolulu

Honolulu studio

Studio 2 min stay varies

  • Studio
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$131

Responds fast!
avg. 2 hours 7 minutes

Price per night from

$131

Distance approx 9.76 km from Kailua

(3) Very Good 

27

RENOVATED 1BR/1BA CONDO IN CENTRAL WAIKIKI RESORT

Oahu / Honolulu

Honolulu condo

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
“EXCEPTIONNEL” HI Our stay was great on a beautiful island paradise, people of a free kindness and in regards to housing we didn't lack nothing all was at the location height, downtown with many nice shops I recommend it. Thanks again Nin
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Price per night from

$107

Price per night from

$107

Distance approx 10.69 km from Kailua

38

Tongg's Surf & Beach House, Diamond Head

Oahu / Honolulu

Honolulu house

4 8 21 nights min

  • 4 bedrooms
  • sleeps 8
  • 21 nights min
  • Nearest beach 0.3 mi
  • Child Friendly
  • Car not necessary

Price per night from

$558

Price per night from

$558

Distance approx 9.81 km from Kailua

7

Beautiful Waikiki Condo with Free Parking

Honolulu / Waikiki

Honolulu condo

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool

Price per night from

$201

Price per night from

$201

Distance approx 9.95 km from Kailua

8

16TH FLOOR CONDO -1.5 BLOCK FROM WAIKIKI BEACH

Oahu / Honolulu

Honolulu condo

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly

Price per night from

$145

Price per night from

$145

Distance approx 9.79 km from Kailua

21

REMODELED CENTRAL WAIKIKI 2BR 1BA CONDO WITH VIEWS

Oahu / Honolulu

Honolulu condo

2 5 30 nights min

  • 2 bedrooms
  • sleeps 5
  • 30 nights min
  • Nearest beach 0.3 mi
  • Child Friendly
  • Car not necessary

Price per night from

$107

Price per night from

$107

Distance approx 9.81 km from Kailua

(6) Excellent 

28

Location, Location, Location! Elegant Waikiki Studio at Marine Surf

Oahu / Honolulu

Honolulu apartment

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

Price per night from

$149

Responds fast!
avg. 1 hour 28 minutes

Price per night from

$149

Distance approx 9.81 km from Kailua

(13) Excellent 

20

Palm Studio- Full Kitchen, Free Parking. Private Lanai, Block to beach

Oahu / Honolulu

Honolulu studio

Studio 4 2 nights min

  • Studio
  • sleeps 4
  • 2 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child Friendly
“Lovely unit, great location!” My husband and I stayed in the Palms unit for our stay on Oahu during our honeymoon! The unit was up to date and clean. The condo building included parking, which was fantastic. The pool on the 4th floor roof was perfect,
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Price per night from

$159

Price per night from

$159

Distance approx 9.91 km from Kailua

22

Sweeping Ocean views from prime high floor unit

Honolulu / Waikiki

Honolulu condo

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$174

Responds fast!
avg. 2 hours 57 minutes

Price per night from

$174

Distance approx 9.89 km from Kailua

20

Kuhio Village Condominium 809A

Oahu / Honolulu

Honolulu studio

Studio 2 2 nights min

  • Studio
  • sleeps 2
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$123

Responds fast!
avg. 2 hours 44 minutes

Price per night from

$123

Distance approx 10.66 km from Kailua

25

HAWAII BEACHFRONT CONDO DIAMOND HEAD'S GOLD COAST

Oahu / Honolulu

Honolulu condo

1 4 30 nights min

  • 1 bedroom
  • sleeps 4
  • 30 nights min
  • Beach / lakeside relaxation

Price per night from

$188

Price per night from

$188

Distance approx 10 km from Kailua

12

WYNDHAM WAIKIKI BEACH 25 DECEMBER-1 JANUARY 2019 UNIT B

Oahu / Honolulu

Honolulu villa

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$458

Price per night from

$458

Distance approx 9.8 km from Kailua

32

Waikiki 1 Bedroom Suite with FREE PARKING!!

Oahu / Honolulu

Honolulu hotel apartment

1 6 3 nights min

  • 1 bedroom
  • sleeps 6
  • 3 nights min
  • Child Friendly

Price per night from

$270

Price per night from

$270

Distance approx 8.01 km from Kailua

4

Quiet Hanauma Bay Hideaway

Oahu / Hawaii Kai

Hawaii Kai studio

Studio 3 30 nights min

  • Studio
  • sleeps 3
  • 30 nights min
  • Nearest beach 3 mi
  • Child Friendly
  • Pet Friendly

Price per night from

$138

Price per night from

$138

Distance approx 9.76 km from Kailua

(18) Excellent 

24

Living Aloha! Walk to Beach, Free Parking

Oahu / Honolulu

Honolulu condo

1 5 30 nights min

  • 1 bedroom
  • sleeps 5
  • 30 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$121

Price per night from

$121

Distance approx 10.66 km from Kailua

19

TRUE BEACHFRONT! HAWAII'S "GOLD COAST" CONDO

Oahu / Honolulu

Honolulu apartment

1 6 30 nights min

  • 1 bedroom
  • sleeps 6
  • 30 nights min
  • Nearest beach 0 mi
  • Car not necessary

Price per night from

$340

Price per night from

$340

Distance approx 9.79 km from Kailua

32

SPACIOUS OCEA VIEW CONDO WITH ALL AMENITIES!

Oahu / Honolulu

Honolulu apartment

2 6 90 nights min

  • 2 bedrooms
  • sleeps 6
  • 90 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$112

Price per night from

$112

Distance approx 9.91 km from Kailua

20

Kuhio Village Apartment #708A

Oahu / Honolulu

Honolulu studio

Studio 3 min stay varies

  • Studio
  • sleeps 3
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$134

Responds fast!
avg. 2 hours 5 minutes

Price per night from

$134

Distance approx 10.02 km from Kailua

34

Ilikai #1743

Oahu / Honolulu

Honolulu condo

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$486

Responds fast!
avg. 2 hours 44 minutes

Price per night from

$486

Distance approx 10.01 km from Kailua

32

Ilikai 2002

Oahu / Honolulu

Honolulu condo

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$204

Responds fast!
avg. 2 hours 44 minutes

Price per night from

$204

Distance approx 8.41 km from Kailua

(1) Very Good 

7

Hale Wa'a

Oahu / Kahala

Kahala house

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 0.1 mi
  • Child Friendly
  • Air conditioning

Price per night from

$257

Price per night from

$257

Distance approx 9.9 km from Kailua

(46) Excellent 

Certificate of Excellence

33

Ultimate Luxury Condo! Amazing View!

Oahu / Honolulu

Honolulu condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary
“Fabulous location and accommodation” Our family of four - two adults, one 13y/o and one 17y/o - stayed here for 9 nights. We thought the location was perfect, it was a little quieter down that end of the beach, but still only a 10 minute walk to main
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Certificate of Excellence

Price per night from

$281

Responds fast!
avg. 1 hour 42 minutes

Price per night from

$281

Distance approx 9.8 km from Kailua

32

Executive High-Class Studio, City View, Sleeps 4, Lanai

Honolulu / Waikiki

Honolulu studio

Studio 4 2 nights min

  • Studio
  • sleeps 4
  • 2 nights min
  • Nearest beach 600 mi
  • Swimming pool
  • Child Friendly

Price per night from

$133

Responds fast!
avg. 2 hours 48 minutes

Price per night from

$133

Distance approx 10.02 km from Kailua

(1) Excellent 

20

Luxury Ocean View Condo - Great Location

Oahu / Honolulu

Honolulu condo

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 0 mi
  • Child Friendly
  • Car not necessary

Price per night from

$316

Responds fast!
avg. 1 hour 42 minutes

Price per night from

$316

Distance approx 10.15 km from Kailua

10

Beachfront at Waikiki Shore

Oahu / Honolulu

Honolulu condo

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Nearest beach 0 mi
  • Child Friendly
  • Car not necessary

Price per night from

$166

Responds fast!
avg. 1 hour 8 minutes

Price per night from

$166

Distance approx 10.01 km from Kailua

13

Our Second Home in Waikiki

Oahu / Honolulu

Honolulu condo

1 5 5 nights min

  • 1 bedroom
  • sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$241

Price per night from

$241

Distance approx 9.77 km from Kailua

(8) Excellent 

17

Deluxe Waikiki 2 Bdrm,, Highly Upgraded, Free Reserved Pkng.!

Oahu / Honolulu

Honolulu condo

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 0.4 mi
  • Swimming pool
  • Child Friendly

Price per night from

$250

Price per night from

$250