Hanalei Bay Resort
Verified & Protected

Hanalei Bay Resort

Princeville, Hawaii
Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$7,180 36% off

$4,595 ($599/night)

The Point at Poipu
Verified & Protected

The Point at Poipu

Koloa, Hawaii
Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$3,479 28% off

$2,505 ($325/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

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

$7,672 40% off

$4,603 ($600/night)

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

Marriott's Waiohai Beach Club

Koloa, Hawaii
Dec 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8

$4,589 13% off

$3,993 ($520/night)

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

Marriott's Waiohai Beach Club

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

$7,083 39% off

$4,321 ($563/night)

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

Marriott's Kauai Lagoons - Kalanipu'u

Lihue, Hawaii
Jul 18–25, 2027 (7 nights)
3 bed/3 bath, sleeps 8

$9,566 12% off

$8,418 ($1,100/night)

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

Marriott's Waiohai Beach Club

Koloa, Hawaii
Nov 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 8

$3,834 10% off

$3,451 ($449/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

$5,038 20% off

$4,031 ($525/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

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

$4,972 22% off

$3,878 ($505/night)

Sheraton Kauai Resort Villas
Verified & Protected

Sheraton Kauai Resort Villas

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

$3,957 25% off

$2,968 ($450/night)

Sheraton Kauai Resort Villas
Verified & Protected

Sheraton Kauai Resort Villas

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

$4,611 25% off

$3,458 ($450/night)

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

Marriott's Kauai Lagoons - Kalanipu'u

Lihue, Hawaii
Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$6,544 18% off

$5,366 ($700/night)

The Point at Poipu
Verified & Protected

The Point at Poipu

Koloa, Hawaii
Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$4,602 29% off

$3,268 ($425/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

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

$7,464 23% off

$5,748 ($750/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

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

$2,688 21% off

$2,123 ($275/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 2

$2,691 14% off

$2,314 ($300/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii
Feb 13–20, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$4,966 15% off

$4,222 ($550/night)

Pono Kai
Verified & Protected

Pono Kai

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

$1,778 41% off

$1,049 ($135/night)

Pono Kai
Verified & Protected

Pono Kai

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

$1,766 45% off

$971 ($125/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

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

$2,892 20% off

$2,314 ($300/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii
Feb 5–13, 2027 (8 nights)
2 bed/2 bath, sleeps 8

$5,683 23% off

$4,376 ($499/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

$7,144 25% off

$5,358 ($699/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
Nov 22–29, 2026 (7 nights)
1 bed/2 bath, sleeps 4

$4,141 22% off

$3,230 ($420/night)

The Cliffs at Princeville
Verified & Protected

The Cliffs at Princeville

Princeville, Hawaii
Dec 18, 2026 – Jan 1, 2027 (14 nights)
1 bed/2 bath, sleeps 8

$7,661 20% off

$6,129 ($400/night)

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

Marriott's Kauai Lagoons - Kalanipu'u

Lihue, Hawaii
Nov 22–28, 2026 (6 nights)
2 bed/2 bath, sleeps 6

$5,572 35% off

$3,622 ($550/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii
Nov 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4

$4,466 61% off

$1,742 ($225/night)

Wyndham Kauai Coast Resort at the Beachboy
Verified & Protected

Wyndham Kauai Coast Resort at the Beachboy

Kapaa, Hawaii
Dec 19–27, 2026 (8 nights)
2 bed/2 bath, sleeps 6

$3,521 25% off

$2,641 ($300/night)

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

Marriott's Waiohai Beach Club

Koloa, Hawaii
Dec 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 8

$4,049 24% off

$3,077 ($400/night)

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

Marriott's Kauai Lagoons - Kalanipu'u

Lihue, Hawaii
Mar 27 – Apr 3, 2027 (7 nights)
2 bed/2 bath, sleeps 6

$8,632 29% off

$6,129 ($800/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

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

$1,421 18% off

$1,165 ($210/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$7,086 19% off

$5,740 ($749/night)

Club Wyndham Bali Hai Villas
Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii
Dec 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$3,843 10% off

$3,458 ($450/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

$6,544 18% off

$5,366 ($700/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

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

$6,012 18% off

$4,930 ($643/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii
Dec 12–18, 2026 (6 nights)
2 bed/2 bath, sleeps 8

$3,876 15% off

$3,295 ($500/night)

The Cliffs at Princeville
Verified & Protected

The Cliffs at Princeville

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

$3,348 56% off

$1,473 ($190/night)

Makai Club Resort
Verified & Protected

Makai Club Resort

Princeville, Hawaii
Dec 17–23, 2026 (6 nights)
1 bed/1 bath, sleeps 4

$2,484 20% off

$1,987 ($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

$6,168 13% off

$5,366 ($700/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

$6,261 21% off

$4,946 ($645/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

$6,261 21% off

$4,946 ($645/night)

Wyndham Kauai Coast Resort at the Beachboy
Verified & Protected

Wyndham Kauai Coast Resort at the Beachboy

Kapaa, Hawaii
Dec 20–27, 2026 (7 nights)
Studio/1 bath, sleeps 2

$3,090 35% off

$2,009 ($260/night)

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

Marriott's Kauai Lagoons - Kalanipu'u

Lihue, Hawaii
Jul 25 – Aug 8, 2027 (14 nights)
2 bed/2 bath, sleeps 6

$18,258 33% off

$12,233 ($800/night)

Club Wyndham Bali Hai Villas
Verified & Protected

Club Wyndham Bali Hai Villas

Princeville, Hawaii
Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$3,298 31% off

$2,276 ($295/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
Dec 26, 2026 – Jan 2, 2027 (7 nights)
Studio/1 bath, sleeps 3

$2,761 30% off

$1,932 ($250/night)

Marriott's Kauai Beach Club
Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii
Dec 25, 2026 – Jan 1, 2027 (7 nights)
Studio/1 bath, sleeps 3

$2,761 30% off

$1,932 ($250/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii
Dec 1–10, 2026 (9 nights)
Studio/1 bath, sleeps 4

$3,871 36% off

$2,478 ($250/night)

Westin Princeville Ocean Resort Villas
Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii
Nov 27 – Dec 4, 2026 (7 nights)
2 bed/2 bath, sleeps 8

$4,537 49% off

$2,314 ($300/night)

Lawai Beach Resort
Verified & Protected

Lawai Beach Resort

Koloa, Hawaii
Nov 28 – Dec 5, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$2,504 14% off

$2,154 ($279/night)