Vacation Rentals with Hot Tub in Kailua

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Filtering by: Jacuzzi or hot tub

364 vacation rentals
34

Palione Papalani - Steps to Kailua Beach w/private pool and spa. Sleeps 12.

Oahu / Kailua

Kailua house

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$1,600

Price per night from

$1,600

20

Shangri La By The Sea

Oahu / Kailua

Kailua house

5 10 5 nights min

  • 5 bedrooms
  • sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$1,034

Price per night from

$1,034

26

Plantation at Paradise Point

Oahu / Kailua

Kailua villa

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Ask about children
  • Ask about pets

Price per night from

$4,516

Responds fast!
avg. 1 hour 3 minutes

Price per night from

$4,516

31

Hale Mokulua - Lanikai Beach! Stunning 5 bd. with private pool and hot tub

Oahu / Kailua

Kailua house

5 14 min stay varies

  • 5 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$2,500

Price per night from

$2,500

37

Hale Mokulua

Oahu / Kailua

Kailua villa

5 14 min stay varies

  • 5 bedrooms
  • sleeps 14
  • min stay varies
  • Ask about children
  • Ask about pets

Price per night from

$1,204

Responds fast!
avg. 1 hour 3 minutes

Price per night from

$1,204

20

Kailua Shores Estate

Oahu / Kailua

Kailua condo

8 18 min stay varies

  • 8 bedrooms
  • sleeps 18
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$7,443

Price per night from

$7,443

27

A Veritable Polynesian Palace

Oahu / Kailua

Kailua house

8 16 min stay varies

  • 8 bedrooms
  • sleeps 16
  • min stay varies
  • Air conditioning

Price per night from

$8,042

Responds fast!
avg. 4 minutes

Price per night from

$8,042

(20) Excellent 

62

Beautiful Kauhale Cozy Large 1 bdrm 1 bath aprt With Sweeping Views. Taxes inc

Oahu / Kailua

Kailua apartment

1 4 5 nights min

  • 1 bedroom
  • sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Child Friendly
“You will be very happy you stayed here” We are very experienced travelers and also rent our vacation home so have a perspective on both sides of this equation. We are a family of four with two teenage daughters (ages 14 and 13 at time of the stay).
…see more

Price per night from

$196

Price per night from

$196

14

Hale Kimo

Oahu / Kailua

Kailua villa

4 10 min stay varies

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

Price per night from

$798

Price per night from

$798

52

Kolea Estate

Oahu / Kailua

Kailua house

6 16 5 nights min

  • 6 bedrooms
  • sleeps 16
  • 5 nights min
  • Child Friendly

Price per night from

$1,264

Price per night from

$1,264

28

Kailua Beach House

Oahu / Kailua

Kailua house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly

Price per night from

$1,250

Price per night from

$1,250

39

Stunning Estate Owned by Paul Mitchell on Lanikai Beach on Oahu!

Oahu / Kailua

Kailua villa

7 14 7 nights min

  • 7 bedrooms
  • sleeps 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$9,000

Price per night from

$9,000

(1) Very Good 

21

Shangri-La By The Sea - Tranquil, Gorgeous Stunning views with pool - ID

Oahu / Kailua

Kailua house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 0.01 mi
  • Swimming pool
  • Child Friendly

Price per night from

$1,230

Price per night from

$1,230

(1) Very Good 

29

Oasis Villa - outdoor kitchen, pool and jacuzzi - ID

Oahu / Kailua

Kailua house

6 18 min stay varies

  • 6 bedrooms
  • sleeps 18
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$1,495

Price per night from

$1,495

Great rentals within 20 miles that match your search

Distance approx 10.1 km from Kailua

33

Gorgeous Estate on the Slopes of Diamond Head

Oahu / Honolulu

Honolulu house

4 9 10 nights min

  • 4 bedrooms
  • sleeps 9
  • 10 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$965

Price per night from

$965

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
…see more

Price per night from

$114

Responds fast!
avg. 1 hour 38 minutes

Price per night from

$114

Distance approx 10 km from Kailua

(6) Very Good 

11

Waikiki Beachwalk Resort - Wyndham Vacation Resort

Oahu / Honolulu

Honolulu apartment

2 8 3 nights min

  • 2 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$309

Price per night from

$309

Distance approx 9.75 km from Kailua

(15) Very Good 

20

Large luxury ocean view condo by Wyndham resorts!

Oahu / Honolulu

Honolulu apartment

1 6 3 nights min

  • 1 bedroom
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Exceptional & affordable condo” The condo was a very nice, clean, spacious, comfortable & affordable place for our annual visit to Waikiki. We enjoyed the nice accommodations, views, and ability to cook in the room. Arvis was exceptional! He was fr
…see more

Price per night from

$173

Price per night from

$173

Distance approx 10.06 km from Kailua

(11) Very Good 

25

Luxury Ocean View condo, Free parking, sleeps 5!

Oahu / Honolulu

Honolulu apartment

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“A very pleasant experience!” Thank you Dainora for providing us with a nice, comfortable and convenient condo for our stay in Oahu! We had a wonderful time in there! We will definitely come back if we are visiting Oahu again and refer it to our friend
…see more

Price per night from

$184

Responds fast!
avg. 2 hours 11 minutes

Price per night from

$184

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 10.18 km from Kailua

39

A View to Die for! 3 bedroom 3 bath right on Waikiki Beach

Oahu / Honolulu

Honolulu condo

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Pet Friendly

Price per night from

$1,029

Price per night from

$1,029

Distance approx 10.02 km from Kailua

19

Ilikai Ocean Front Double Bed -TEST

Oahu / Honolulu

Honolulu house

1 2 1 night min

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

Price per night from

$181

Price per night from

$181

Distance approx 10 km from Kailua

18

Wyndham Waikiki Beach Walk ~ Heart of Waikiki ~ 1B Deluxe ~5 min walk to beach

Oahu / Honolulu

Honolulu condo

1 4 2 nights min

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

Price per night from

$229

Responds fast!
avg. 2 hours 33 minutes

Price per night from

$229

Distance approx 9.72 km from Kailua

24

Honolulu Studio One Block from Waikiki Beach!

Oahu / Honolulu

Honolulu studio

Studio 2 min stay varies

  • Studio
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$126

Responds fast!
avg. 7 minutes

Price per night from

$126

Distance approx 9.93 km from Kailua

23

*OPENING SPECIAL* $155 Waikiki Banyan: Renovated, Parking, Pool, WiFi, AC, BBQ

Oahu / Honolulu

Honolulu apartment

1 5 7 nights min

  • 1 bedroom
  • sleeps 5
  • 7 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$149

Price per night from

$149

Distance approx 9.7 km from Kailua

33

Cozy suite with expansive views, shared pool and hot tub, near beach!

Oahu / Honolulu

Honolulu studio

Studio 4 min stay varies

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

Price per night from

$84

Price per night from

$84

Distance approx 9.23 km from Kailua

45

Ocean House

Oahu / Honolulu

Honolulu house

6 12 7 nights min

  • 6 bedrooms
  • sleeps 12
  • 7 nights min
  • Child Friendly

Price per night from

$6,019

Price per night from

$6,019

Distance approx 10.03 km from Kailua

37

Park Lane Palm Resort

Oahu / Honolulu

Honolulu condo

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child Friendly

Price per night from

$1,505

Price per night from

$1,505

Distance approx 10.02 km from Kailua

40

Banyan House

Oahu / Kahala

Kahala house

8 22 7 nights min

  • 8 bedrooms
  • sleeps 22
  • 7 nights min
  • Child Friendly

Price per night from

$9,028

Price per night from

$9,028

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 10.05 km from Kailua

25

Waikiki Beach Vacation Condo..Steps the the Beach!

Oahu / Honolulu

Honolulu apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

Price per night from

$344

Price per night from

$344

Distance approx 9.94 km from Kailua

(2) Average 

77

Premium Ocean View Condo-Newly Remodeled- $160

Oahu / Honolulu

Honolulu studio

Studio 3 3 nights min

  • Studio
  • sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Car not necessary

Price per night from

$184

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$184

Distance approx 9.77 km from Kailua

(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

$251

Price per night from

$251

Distance approx 3.65 km from Kailua Show on Map

25

Sea Breeze Villa - Beautiful Kaneohe Bay Views/AC/Boat out to Sand Bar

Oahu / Kaneohe

Kaneohe house

3 9 min stay varies

  • 3 bedrooms
  • sleeps 9
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$827

Price per night from

$827

Distance approx 9.77 km from Kailua

(2) Very Good 

18

High-floor Ocean View Designer Upgraded Condo, Spacious, Free reserved parking!

Oahu / Honolulu

Honolulu condo

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 0.3 mi
  • Swimming pool
  • Child Friendly

Price per night from

$251

Price per night from

$251

Distance approx 10.09 km from Kailua

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

$278

Responds fast!
avg. 3 hours 36 minutes

Price per night from

$278

Distance approx 3.67 km from Kailua Show on Map

(8) Excellent 

52

Ali'i Zen Haven-Gorgeous Views of Kaneohe Bay, Luxury home w/Pool, Spa, AC

Oahu / Kaneohe

Kaneohe house

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$1,446

Price per night from

$1,446

Distance approx 3.6 km from Kailua Show on Map

(1) Excellent 

42

Sea Breeze Homes-Beautiful Kaneohe Bay Views/AC/Pool/ 2 homes, 9 bedrooms

Oahu / Kaneohe

Kaneohe manor house

9 20 min stay varies

  • 9 bedrooms
  • sleeps 20
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$1,906

Price per night from

$1,906