Fall Rentals
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 Waiohai Beach Club
Koloa, Hawaii- Oct 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($450/night)
Lawai Beach Resort
Koloa, Hawaii- Oct 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,234 ($159/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Oct 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,810 ($365/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
- $987 ($127/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 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)
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 Waiohai Beach Club
Koloa, Hawaii- Oct 30 – Nov 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,069 ($530/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 Waiohai Beach Club
Koloa, Hawaii- Nov 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($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)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 7–21, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $8,418 ($550/night)
Sheraton Kauai Resort Villas
Koloa, Hawaii- Nov 11–15, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $888 ($200/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($450/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($450/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,557 ($725/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 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 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,148 ($671/night)
Lawai Beach Resort
Koloa, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($350/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($500/night)
The Point at Poipu
Koloa, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($457/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($850/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 Waiohai Beach Club
Koloa, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,977 ($649/night)
Lawai Beach Resort
Koloa, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($286/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,802 ($757/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,764 ($490/night)
The Point at Poipu
Koloa, Hawaii- Nov 21–29, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $2,894 ($329/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,977 ($649/night)
The Point at Poipu
Koloa, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,268 ($425/night)
Lawai Beach Resort
Koloa, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,467 ($320/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,938 ($775/night)
Lawai Beach Resort
Koloa, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($350/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,647 ($999/night)
The Point at Poipu
Koloa, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,886 ($375/night)
The Point at Poipu
Koloa, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($357/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 22–28, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,262 ($495/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($500/night)
Sheraton Kauai Resort Villas
Koloa, Hawaii- Nov 22–28, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,824 ($275/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($800/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($450/night)
The Point at Poipu
Koloa, Hawaii- Nov 22–28, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($400/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,382 ($571/night)