The Point at Poipu
Verified & Protected

The Point at Poipu

Koloa, Hawaii
Mar 14–24, 2027 (10 nights)
2 bed/2 bath, sleeps 6

$7,165 35% off

$4,658 ($425/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/2 bath, sleeps 4

$4,313 26% off

$3,191 ($415/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/2 bath, sleeps 4

$22,524 86% off

$3,153 ($410/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/2 bath, sleeps 4

$4,261 26% off

$3,153 ($410/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
Jan 10–15, 2027 (5 nights)
1 bed/2 bath, sleeps 4

$3,320 18% off

$2,723 ($495/night)

The Point at Poipu
Verified & Protected

The Point at Poipu

Koloa, Hawaii
Nov 21–29, 2026 (8 nights)
2 bed/2 bath, sleeps 6

$3,964 49% off

$2,022 ($229/night)

Marriott's Waiohai Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Waiohai Beach Club

Koloa, Hawaii
Mar 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$6,879 22% off

$5,366 ($700/night)

Marriott's Waiohai Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Waiohai Beach Club

Koloa, Hawaii
Mar 14–21, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$7,275 21% off

$5,748 ($750/night)

Marriott's Waiohai Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Waiohai Beach Club

Koloa, Hawaii
Mar 27 – Apr 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$7,666 30% off

$5,366 ($700/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
Dec 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$4,966 15% off

$4,222 ($550/night)

Kauai Beach Villas
Verified & Protected

Kauai Beach Villas

Lihue, Hawaii
Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 3

$2,330 50% off

$1,165 ($150/night)

Marriott's Waiohai Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Waiohai Beach Club

Koloa, Hawaii
Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$7,572 11% off

$6,739 ($880/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii
Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4

$6,288 45% off

$3,458 ($450/night)

Sheraton Kauai Resort Villas
Verified & Protected

Sheraton Kauai Resort Villas

Koloa, Hawaii
Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$7,073 36% off

$4,527 ($590/night)

Hanalei Bay Resort
Verified & Protected

Hanalei Bay Resort

Princeville, Hawaii
Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8

$3,846 20% off

$3,077 ($400/night)

Lawai Beach Resort
Verified & Protected

Lawai Beach Resort

Koloa, Hawaii
Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4

$2,691 14% off

$2,314 ($300/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii
Nov 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8

$4,963 38% off

$3,077 ($400/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii
Jan 2–9, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$5,198 32% off

$3,535 ($460/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
Sep 11–18, 2027 (7 nights)
1 bed/2 bath, sleeps 4

$2,274 15% off

$1,932 ($250/night)

Sheraton Kauai Resort Villas
Verified & Protected

Sheraton Kauai Resort Villas

Koloa, Hawaii
Nov 29 – Dec 5, 2026 (6 nights)
2 bed/2 bath, sleeps 6

$3,856 12% off

$3,393 ($515/night)

Marriott's Kauai Lagoons - Kalanipu'u
Verified & Protected

Marriott's Kauai Lagoons - Kalanipu'u

Lihue, Hawaii
Nov 27–29, 2026 (2 nights)
2 bed/2 bath, sleeps 6

$2,227 23% off

$1,714 ($775/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii
Dec 13–20, 2026 (7 nights)
1 bed/1 bath, sleeps 4

$4,911 49% off

$2,505 ($325/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
Dec 18–25, 2026 (7 nights)
1 bed/2 bath, sleeps 4

$3,846 20% off

$3,077 ($400/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
Nov 27 – Dec 4, 2026 (7 nights)
1 bed/2 bath, sleeps 4

$3,287 18% off

$2,696 ($350/night)

Club Wyndham Bali Hai Villas
Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii
Nov 17–22, 2026 (5 nights)
2 bed/2 bath, sleeps 6

$2,312 64% off

$832 ($150/night)

Marriott's Waiohai Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Waiohai Beach Club

Koloa, Hawaii
Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8

$4,622 26% off

$3,420 ($445/night)

Marriott's Waiohai Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Waiohai Beach Club

Koloa, Hawaii
Jan 7–10, 2027 (3 nights)
2 bed/2 bath, sleeps 8

$3,506 41% off

$2,069 ($625/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
Nov 21–28, 2026 (7 nights)
1 bed/2 bath, sleeps 4

$2,722 29% off

$1,932 ($250/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii
Nov 17–24, 2026 (7 nights)
Studio/1 bath, sleeps 4

$1,553 25% off

$1,165 ($150/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
Feb 13–20, 2027 (7 nights)
Studio/1 bath, sleeps 2

$2,196 12% off

$1,932 ($250/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii
Nov 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8

$5,001 31% off

$3,451 ($449/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii
Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/1 bath, sleeps 4

$4,589 13% off

$3,993 ($520/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
Dec 18–25, 2026 (7 nights)
1 bed/2 bath, sleeps 4

$3,860 45% off

$2,123 ($275/night)

Marriott's Waiohai Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Waiohai Beach Club

Koloa, Hawaii
Dec 19, 2026 – Jan 2, 2027 (14 nights)
2 bed/2 bath, sleeps 8

$16,428 26% off

$12,157 ($795/night)

WorldMark Kapaa Shore
Verified & Protected

WorldMark Kapaa Shore

Kapaa, Hawaii
May 24–31, 2027 (7 nights)
1 bed/1 bath, sleeps 4

$3,127 26% off

$2,314 ($300/night)

WorldMark Kapaa Shore
Verified & Protected

WorldMark Kapaa Shore

Kapaa, Hawaii
Jul 3–10, 2027 (7 nights)
1 bed/1 bath, sleeps 4

$3,085 25% off

$2,314 ($300/night)

Marriott's Waiohai Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Waiohai Beach Club

Koloa, Hawaii
Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8

$7,659 40% off

$4,595 ($599/night)

Marriott's Waiohai Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Waiohai Beach Club

Koloa, Hawaii
Jan 2–9, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$5,352 14% off

$4,603 ($600/night)

Lawai Beach Resort
Verified & Protected

Lawai Beach Resort

Koloa, Hawaii
Nov 21–28, 2026 (7 nights)
1 bed/1 bath, sleeps 4

$2,679 71% off

$777 ($100/night)

Pono Kai
Verified & Protected

Pono Kai

Kapaa, Hawaii
Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4

$1,767 21% off

$1,396 ($180/night)

Marriott's Waiohai Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Waiohai Beach Club

Koloa, Hawaii
Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8

$4,393 25% off

$3,295 ($429/night)

Marriott's Waiohai Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Waiohai Beach Club

Koloa, Hawaii
Nov 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8

$5,270 49% off

$2,688 ($349/night)

Marriott's Waiohai Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Waiohai Beach Club

Koloa, Hawaii
Jul 4–11, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$6,154 19% off

$4,984 ($650/night)

Marriott's Kauai Lagoons - Kalanipu'u
Verified & Protected

Marriott's Kauai Lagoons - Kalanipu'u

Lihue, Hawaii
Nov 22–28, 2026 (6 nights)
3 bed/3 bath, sleeps 8

$5,585 41% off

$3,295 ($500/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/2 bath, sleeps 4

$4,951 34% off

$3,268 ($425/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii
Feb 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$7,296 16% off

$6,129 ($800/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/2 bath, sleeps 4

$4,521 10% off

$4,069 ($530/night)

Marriott's Waiohai Beach Club
Voted Top Pick 2026 Verified & Protected

Marriott's Waiohai Beach Club

Koloa, Hawaii
Jul 10–17, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$21,909 80% off

$4,382 ($571/night)