Flexible Timeshare Rentals in Hawaii

Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Dec 14–19, 2026 (5 nights)
1 bed/2 bath, sleeps 4
$2,532 ($506/night)

Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Jul 4–11, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$5,328 ($761/night)

Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

Mar 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$5,257 ($751/night)

Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Mar 28 – Apr 4, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,802 ($543/night)

Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Jul 3–10, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$4,031 ($576/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Oct 11–18, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$3,295 ($471/night)

Verified & Protected

Pono Kai

Kapaa, Hawaii

Oct 17–24, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,440 ($206/night)

Verified & Protected

Pono Kai

Kapaa, Hawaii

Oct 24–31, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,440 ($206/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Mar 29 – Apr 5, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,456 ($922/night)

The Grand Islander by Hilton Grand Vacations

Honolulu, Hawaii

Dec 19–23, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$2,859 ($715/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 2–9, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,748 ($821/night)

Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,948 ($564/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Feb 14–21, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,385 ($626/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Nov 21–28, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$5,693 ($813/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Nov 21–28, 2026 (7 nights)
2 bed/3 bath, sleeps 8
$7,873 ($1,125/night)

Verified & Protected

Club Wyndham Royal Sea Cliff

Kailua-Kona, Hawaii

Oct 8–11, 2026 (3 nights)
2 bed/2 bath, sleeps 6
$1,314 ($438/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Nov 27 – Dec 3, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$4,603 ($767/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Jun 19–26, 2027 (7 nights)
2 bed/3 bath, sleeps 8
$8,200 ($1,171/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Nov 15–22, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,458 ($494/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Oct 16–23, 2026 (7 nights)
Studio/1 bath, sleeps 2
$3,295 ($471/night)

Verified & Protected

Club Wyndham Kona Hawaiian Resort

Kailua-Kona, Hawaii

Oct 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,821 ($689/night)

Verified & Protected

WorldMark Kona Resort

Kailua-Kona, Hawaii

Oct 7–14, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,428 ($347/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jun 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,655 ($1,094/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Nov 29 – Dec 6, 2026 (7 nights)
Studio/1 bath, sleeps 2
$3,001 ($429/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jun 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,681 ($954/night)

Verified & Protected

Pono Kai

Kapaa, Hawaii

Nov 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,306 ($329/night)

Verified & Protected

Pono Kai

Kapaa, Hawaii

Oct 31 – Nov 7, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,311 ($187/night)

Verified & Protected

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$8,091 ($1,156/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Nov 21–28, 2026 (7 nights)
2 bed/3 bath, sleeps 8
$10,803 ($1,543/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,602 ($657/night)

Verified & Protected

Marriott's Kauai Lagoons - Kalanipu'u

Lihue, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$5,769 ($824/night)

Verified & Protected

The Point at Poipu

Koloa, Hawaii

Feb 14–21, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$4,214 ($602/night)

Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

Jan 30 – Feb 7, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$4,603 ($575/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/3 bath, sleeps 8
$8,036 ($1,148/night)

Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

Oct 30 – Nov 6, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,470 ($781/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

Nov 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,701 ($957/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Dec 13–20, 2026 (7 nights)
2 bed/3 bath, sleeps 8
$4,603 ($658/night)

Verified & Protected

The Point at Poipu

Koloa, Hawaii

Dec 14–20, 2026 (6 nights)
2 bed/2 bath, sleeps 6
$2,968 ($495/night)

Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

Jan 3–10, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$4,058 ($580/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Mar 6–13, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$3,840 ($549/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jun 5–10, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$4,794 ($959/night)

Verified & Protected

Club Wyndham Mauna Loa Village

Kailua-Kona, Hawaii

Oct 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,418 ($631/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Jan 10–14, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$2,074 ($519/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Mar 27 – Apr 3, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$4,603 ($658/night)

Verified & Protected

Sands of Kahana Vacation Club

Lahaina, Hawaii

Nov 22–29, 2026 (7 nights)
3 bed/2 bath, sleeps 8
$2,908 ($415/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Feb 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,366 ($767/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Nov 24–25, 2026 (1 night)
1 bed/1 bath, sleeps 4
$405 ($405/night)

Verified & Protected

Pono Kai

Kapaa, Hawaii

Dec 4–11, 2026 (7 nights)
1 bed/1 bath, sleeps 6
$1,769 ($253/night)