Fall Rentals
The Cliffs at Princeville
Princeville, Hawaii- Oct 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,165 ($150/night)
Club Wyndham Ka 'Eo Kai
Princeville, Hawaii- Oct 23 – Nov 1, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $2,840 ($287/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Oct 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,802 ($495/night)
Hanalei Bay Resort
Princeville, Hawaii- Oct 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($375/night)
Hanalei Bay Resort
Princeville, Hawaii- Oct 31 – Nov 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($375/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($575/night)
Makai Club Resort
Princeville, Hawaii- Nov 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,627 ($210/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,276 ($295/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 7–13, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,987 ($300/night)
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Nov 8–15, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,165 ($150/night)
Sweetwater Kauai at Alii Kai
Princeville, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,165 ($150/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,276 ($295/night)
Hanalei Bay Resort
Princeville, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($375/night)
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Nov 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($300/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,238 ($290/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,925 ($249/night)
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,299 ($298/night)
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,421 ($314/night)
Hanalei Bay Resort
Princeville, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($400/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,290 ($690/night)
Hanalei Bay Resort
Princeville, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($400/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,336 ($565/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,290 ($690/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,512 ($195/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,339 ($696/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,908 ($640/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,619 ($340/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,595 ($599/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,542 ($199/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,464 ($713/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($350/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($714/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,023 ($655/night)
Hanalei Bay Resort
Princeville, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $995 ($128/night)
Hanalei Bay Resort
Princeville, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($400/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($400/night)
Hanalei Bay Resort
Princeville, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,085 ($270/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($575/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,543 ($330/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($650/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 22–28, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,987 ($300/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 23–29, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,987 ($300/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 23–27, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($625/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 24–29, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,478 ($450/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,832 ($499/night)
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,421 ($314/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 29 – Dec 6, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,465 ($189/night)