Fall Rentals
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Nov 29 – Dec 6, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,382 ($440/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 29 – Dec 6, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,001 ($390/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 29 – Dec 6, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $3,840 ($500/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 29 – Dec 6, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,884 ($899/night)
WorldMark Kihei Resort
Kihei, Hawaii- Nov 30 – Dec 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,742 ($225/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 30 – Dec 5, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,886 ($525/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,505 ($325/night)
WorldMark Kihei Resort
Kihei, Hawaii- Sep 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,932 ($250/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($900/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($650/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 4–11, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,886 ($375/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 4–11, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,039 ($395/night)
Pono Kai
Kapaa, Hawaii- Sep 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,049 ($135/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Sep 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($500/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($400/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Sep 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($750/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Sep 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,527 ($459/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Sep 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($750/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 5–9, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($500/night)
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Sep 5–10, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $3,121 ($568/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 5–12, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($500/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 9–16, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,412 ($575/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 11–18, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,367 ($438/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Sep 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,290 ($690/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 12–19, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,028 ($1,180/night)
WorldMark Kihei Resort
Kihei, Hawaii- Sep 12–19, 2027 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,314 ($300/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 12–17, 2027 (5 nights)
- Studio/1 bath, sleeps 2
- $2,368 ($430/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Sep 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,106 ($928/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 18–25, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,367 ($438/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 18–25, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,367 ($438/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Sep 25 – Oct 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($350/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Sep 25 – Oct 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,892 ($900/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 25 – Oct 2, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,367 ($438/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 25 – Oct 2, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,367 ($438/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 1–8, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,181 ($1,200/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 2–9, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,367 ($438/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Oct 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($450/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 2–9, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,562 ($1,250/night)
WorldMark Kihei Resort
Kihei, Hawaii- Oct 2–16, 2027 (14 nights)
- 2 bed/2 bath, sleeps 6
- $3,535 ($230/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($800/night)
Kona Coast Resort
Kailua-Kona, Hawaii- Oct 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,069 ($399/night)
WorldMark Kona Resort
Kailua-Kona, Hawaii- Oct 3–11, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $5,213 ($595/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,480 ($715/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 7–11, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,987 ($450/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Oct 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($500/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 9–16, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,954 ($515/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 13–19, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $5,577 ($849/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 16–23, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,282 ($689/night)