Vacation Rentals

Sorted by Default
18890 B
18891 B
18892 B
18893 B
18894 B
26 B
27 B
28 B
29 B
30 B

This beautiful beachfront luxury home is situated just steps from the tranquil waters of Anini Beach

4-bedroom

6-bathroom

8 guests

20427 B
20701 B
20702 B
20703 B
20704 B
20705 B
20706 B
20707 B
20708 B
20709 B

Beachfront home with detached guest studio on Anini Beach

4-bedroom

4-bathroom

8 guests

1283 B
1284 B
1285 B
1286 B
1287 B
1288 B
1289 B
1290 B
1291 B
1292 B

This beautiful oceanfront luxury home is situated overlooking the stunning Anini Beach

1-bedroom

7-bathroom

10 guests

18992 B
13368 B
13369 B
13370 B
13371 B
6851 B
18993 B
18994 B
18995 B
18996 B

Stunning, expansive home with pool, jacuzzi, waterfall and ocean views

5-bedroom

6-bathroom

10 guests

19106 B
19107 B
19108 B
19109 B
19110 B
1552 B
1553 B
1554 B
13407 B
13408 B

Impeccable estate on 15 acres with private pool, jacuzzi, private beach, gym and much more!

4-bedroom

6-bathroom

8 guests

19111 B
19112 B
19113 B
19114 B
19115 B
19116 B
19117 B
19118 B
19119 B
19120 B

A charming sanctuary in the heart of Hanalei, Hale Aku is an ideal beach house for multiple families

4-bedroom

4-bathroom

9 guests

879 B
880 B
881 B
882 B
883 B
884 B
885 B
886 B
887 B
888 B

This incredible gated estate is perched above Rock Quarry Beach with panoramic views

6-bedroom

4-bathroom

12 guests

18874 B
18875 B
18876 B
18877 B
18878 B
18879 B
18880 B
18881 B
18882 B
18883 B

A charming beachfront oasis on the famous Hanalei Bay

4-bedroom

4-bathroom

8 guests

19152 B
19153 B
19154 B
19155 B
19156 B
19157 B
19158 B
19159 B
19160 B
19161 B

Beachfront Vacation Rental with AC throughout

3-bedroom

2-bathroom

6 guests

19164 B
18550 B
19165 B
19166 B
19167 B
19168 B
19169 B
19170 B
19171 B
19172 B

Impeccable 2-Bedroom Villa near Hanalei Bay's Pristine Sands

2-bedroom

2-bathroom

4 guests

19174 B
19175 B
19176 B
19177 B
19178 B
19179 B
19180 B
19181 B
19182 B
19183 B

Beachfront Hanalei Bay plantation-style estate

4-bedroom

4-bathroom

8 guests

13505 B
19195 B
7421 B
19196 B
19197 B
19198 B
19199 B
19200 B
19201 B
19202 B

This beautiful beachfront Hanalei Bay home is located steps from the sand

3-bedroom

2-bathroom

6 guests

42191 B
42192 B
42193 B
19210 B
19211 B
19212 B
19213 B
19214 B
19215 B
19216 B

4-Bedroom Home overlooking Hanalei Bay & Bali Hai

4-bedroom

4-bathroom

10 guests

1060 B
1061 B
1062 B
1063 B
1064 B
1065 B
1066 B
1067 B
1068 B
1069 B

A 2-story hilltop estate overlooking Kalihiwai Bay & Anini Beach

3-bedroom

4-bathroom

8 guests

1081 B
1082 B
1083 B
1084 B
1085 B
1086 B
1087 B
1088 B
1089 B
1090 B

Located on a bluff between Anini Beach and Kalihiwai Bay

3-bedroom

4-bathroom

6 guests

19283 B
19284 B
19285 B
19286 B
19287 B
19288 B
19289 B
19290 B
19291 B
19292 B

Large Princeville home with pool and jacuzzi on the Makai Golf Course

6-bedroom

5-bathroom

14 guests

1123 B
1124 B
1125 B
1126 B
1127 B
1128 B
1129 B
1130 B
1131 B
1132 B

This extraordinary 30-acre estate perched on the bluff above Kahili bay, offers expansive ocean view

7-bedroom

6-bathroom

14 guests

25544 B
25545 B
25546 B
25547 B
25548 B
25549 B
25550 B
25551 B
25552 B
25553 B

Immaculate 6+ bedroom estate with pool and jacuzzi overlooking Secret Beach

7-bedroom

6-bathroom

14 guests

33161 B
33162 B
33163 B
33164 B
33165 B
33166 B
33167 B
33168 B
33169 B
33170 B

Private home on 12 lush acres, ocean views, path to beach, two bedroom main house!

2-bedroom

4-bathroom

4 guests

19391 B
19392 B
1478 B
1479 B
1480 B
1481 B
1482 B
1483 B
1484 B
1485 B

Beauty and modernity meet in this standout oceanfront home perched above Secret Beach.

4-bedroom

4-bathroom

8 guests

18810 B
18705 B
18706 B
18707 B
18708 B
18709 B
18710 B
18811 B
18812 B
18813 B

Beautiful, large 5 bedroom house with pool and jacuzzi overlooking Kalihiwai Bay

5-bedroom

5-bathroom

12 guests

1661 B
1662 B
1663 B
1664 B
1665 B
1666 B
1667 B
1668 B
1669 B
1670 B

Luxury two bedroom barn style home

2-bedroom

3-bathroom

4 guests

19139 B
19140 B
19141 B
38877 B
38878 B
38879 B
38880 B
38881 B
38882 B
38883 B

Spacious and modern 3 bedroom home with pool in Princeville

3-bedroom

4-bathroom

6 guests

5514 B
5515 B
5516 B
5517 B
5518 B
5519 B
5520 B
5521 B
5522 B
5523 B

Massive estate on 40 acres. 5 bedroom main house, 2 bedroom Gate House, studio, and 4 bedroom guest

14-bedroom

12-bathroom

24 guests

19419 B
5599 B
19420 B
10244 B
10245 B
10246 B
15534 B
15535 B
19421 B
19422 B

Beachfront Paradise: Spectacular Hanalei Bay Retreat with Stunning Views

5-bedroom

4-bathroom

10 guests

40010 B
40011 B
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40013 B
40014 B
40015 B
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40018 B
40019 B

Beautiful 5 bedroom with pool above secluded beach

5-bedroom

5-bathroom

10 guests

40094 B
40095 B
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40097 B
40098 B
40099 B
40100 B
31469 B
40101 B
40102 B

Waterfalling Estate is an oceanfront compound on the Big Island unlike any other.

6-bedroom

6-bathroom

18 guests

5762 B
5763 B
11630 B
11631 B
11632 B
11633 B
11634 B
11635 B
11636 B
11637 B

This beautiful beachfront luxury home is just steps from the world famous Hanalei Bay.

4-bedroom

4-bathroom

8 guests

The Most Amazing Home

4-bedroom

4-bathroom

14 guests

18920 B
26027 B
14425 B
26028 B
26029 B
26030 B
26031 B
26032 B
26033 B
26034 B

Newly renovated beachfront paradise steps away from the tranquil shores of Anini Beach!

3-bedroom

2-bathroom

8 guests

12384 B
12385 B
12386 B
12387 B
12388 B
12389 B
12390 B
12391 B
12392 B
12393 B

Spacious four bedroom home and guest house on lush land in Kalihiwai Ridge

4-bedroom

4-bathroom

10 guests

18951 B
18952 B
18953 B
18954 B
18955 B
18956 B
18957 B
18958 B
18959 B
18960 B

Beautiful 5 bedroom estate, beachfront on Anini Beach

5-bedroom

4-bathroom

10 guests

30328 B
30329 B
30330 B
30331 B
30332 B
30333 B
30334 B
30335 B
30336 B
30337 B

Modern home overlooking Kalihiwai Bay

6-bedroom

6-bathroom

20 guests

32692 B
32661 B
32662 B
32663 B
32693 B
32694 B
32695 B
32696 B
32697 B
32698 B

Kamalani Modern

3-bedroom

3-bathroom

6 guests

35943 B
35944 B
35945 B
35946 B
35947 B
35948 B
35949 B
35950 B
35951 B
35952 B

Private estate on 12 lush acres, ocean views, path to beach, main house plus two guest cottages!

4-bedroom

6-bathroom

8 guests

35992 B
35993 B
35994 B
37419 B
37420 B
37421 B
37422 B
37423 B
37424 B
37425 B

Private home on 12 lush acres, ocean views, path to beach, 2 bedroom main house plus guest cottage!

3-bedroom

6-bathroom

6 guests

36884 B
36885 B
36886 B
36887 B
36888 B
36851 B
36852 B
36853 B
36854 B
36855 B

Private 5-Acre Estate

5-bedroom

7-bathroom

10 guests

42285 B
42303 B
42255 B
42256 B
42257 B
42258 B
42259 B
42260 B
42261 B
42262 B

Brand new home perched above Hanalei and only a short walk to the bay

4-bedroom

4-bathroom

8 guests