Fall Rentals
Marriott's Kauai Lagoons - Kalanipu'u
Lihue, Hawaii- Oct 18–25, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,886 ($375/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Oct 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($450/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Oct 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,390 ($310/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Oct 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,993 ($389/night)
Lawai Beach Resort
Koloa, Hawaii- Oct 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,234 ($159/night)
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)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Oct 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,810 ($365/night)
Hanalei Bay Resort
Princeville, Hawaii- Oct 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($375/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Oct 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,802 ($495/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,832 ($499/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,583 ($728/night)
The Point at Poipu
Koloa, Hawaii- Oct 27 – Nov 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $979 ($126/night)
The Point at Poipu
Koloa, Hawaii- Oct 27 – Nov 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $987 ($127/night)
The Point at Poipu
Koloa, Hawaii- Oct 29 – Nov 2, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,326 ($299/night)
The Point at Poipu
Koloa, Hawaii- Oct 30 – Nov 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,196 ($154/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Oct 30 – Nov 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,069 ($530/night)
The Point at Poipu
Koloa, Hawaii- Oct 30 – Nov 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,204 ($155/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Oct 31 – Nov 7, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $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)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Oct 31 – Nov 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($450/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Nov 1–8, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,085 ($270/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($550/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 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($575/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,276 ($295/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 7–21, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $8,418 ($550/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($400/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)
WorldMark Kapaa Shore
Kapaa, Hawaii- Nov 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($200/night)
Sheraton Kauai Resort Villas
Koloa, Hawaii- Nov 11–15, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $888 ($200/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Nov 13–21, 2026 (8 nights)
- 1 bed/2 bath, sleeps 4
- $3,504 ($399/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($450/night)
Sweetwater Kauai at Alii Kai
Princeville, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,165 ($150/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($450/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,276 ($295/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Nov 14–21, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,123 ($275/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,031 ($525/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,054 ($397/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Nov 15–22, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $9,562 ($1,250/night)
Hanalei Bay Resort
Princeville, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($375/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,832 ($499/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,595 ($599/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,557 ($725/night)
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Nov 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($300/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,145 ($671/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Nov 20–27, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($500/night)