Search results; Over 1,000 places in Kailua

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Guest favorite
Home in Kailua
Tropical Hideaway Near the Beach
Free cancellation
Oct 27 – Nov 1
R10,517 ZAR for 5 nights
for 5 nights
4.86 out of 5 average rating, 109 reviews
Guest favorite
Bed and breakfast in Kailua
Pillows in Paradise, "Lanikai" Private Studio
Free cancellation
Sep 6 – 11
R28,921 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 260 reviews
Tiny home in Kailua
Affordable Hawaii Camping Trip | Gear Included
1 bed
Jun 12 – 17
R7,290 ZAR for 5 nights
for 5 nights
New place to stay
Guest favorite
Home in Kailua
Kailua Beach Park - 2 BR Cottage
3 beds
Oct 3 – 8
R37,334 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 307 reviews
Guest favorite
Guesthouse in Kailua
Kailua Surf Shack: Your Hawaiian Adventure!
2 beds
Jul 7 – 12
R37,670 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 121 reviews
Guest favorite
Home in Kailua
Large Kailua Beach Home - Steps To The Beach!
Free cancellation
Aug 15 – 20
R83,171 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 25 reviews
Superhost
Home in Kailua
Kailua Beach Park - 1 BR Cottage
2 beds
Oct 20 – 25
R31,025 ZAR for 5 nights
for 5 nights
4.86 out of 5 average rating, 424 reviews
Home in Kailua
Lanikai Paradise across the street from the beach!
4 beds
Jul 4 – 9
R174,367 ZAR for 5 nights
for 5 nights
New place to stay
Guest favorite
Guest suite in Kailua
Aloha suite
1 queen bed
Nov 29 – Dec 4
R17,879 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 77 reviews
Guest favorite
Guest suite in Kailua
Kailua Pineapple Studio. Walk to Beach! PERMITTED
2 beds
Oct 4 – 9
R42,572 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 337 reviews
Top guest favorite
Room in Kailua
Stay with GabrieleHosting for 7 years,
Dolphin Suite - Wonderful Location!
Sep 21 – 26
R12,094 ZAR for 5 nights
for 5 nights
4.88 out of 5 average rating, 129 reviews
Top guest favorite
Place to stay in Kailua
Nai’a Suite at La Bella’s-Walk to Beach-Licensed
1 king bed
Jun 17 – 22
R39,438 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 98 reviews
Superhost
Room in Kailua
Stay with BarbaraHosting for 7 years,
Pillows in Paradise, "Tropical" Private Studio
Jun 26 – Jul 1
R26,817 ZAR for 5 nights
for 5 nights
4.8 out of 5 average rating, 20 reviews
Guest suite in Kailua
Lanikai Garden Studio - Licensed Since 1985!
1 king bed
Jun 21 – 28
R58,473 ZAR for 7 nights
for 7 nights
5.0 out of 5 average rating, 15 reviews
Shepherd’s hut in Kailua
The Ohana Island Hut
1 bed
Jun 12 – 17
R9,991 ZAR for 5 nights
for 5 nights
New place to stay
Home in Kailua
Private getaway
5 beds
Jul 2 – 7
R41,836 ZAR for 5 nights
for 5 nights
4.75 out of 5 average rating, 95 reviews
Superhost
Guesthouse in Kailua
Kailua Beach Cottage - 1990/NUC-1797
Free cancellation
Aug 28 – Sep 2
R57,042 ZAR for 5 nights
for 5 nights
4.79 out of 5 average rating, 154 reviews
Guest suite in Kailua
Steps to Lanikai Beach - Tree House - Since 1985!
2 king beds
Jul 16 – 23
R61,629 ZAR for 7 nights
for 7 nights
5.0 out of 5 average rating, 17 reviews