Fall Rentals
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 24–31, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,772 ($229/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Oct 24–31, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,181 ($1,200/night)
Hokulani Waikiki by Hilton Grand Vacations
Honolulu, Hawaii- Oct 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,704 ($220/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,213 ($680/night)
Hokulani Waikiki by Hilton Grand Vacations
Honolulu, Hawaii- Oct 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,010 ($130/night)
Hanalei Bay Resort
Princeville, Hawaii- Oct 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($375/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,031 ($525/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 24–29, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,050 ($555/night)
Hokulani Waikiki by Hilton Grand Vacations
Honolulu, Hawaii- Oct 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $808 ($104/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Oct 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,611 ($470/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Oct 24–31, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,130 ($407/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,595 ($599/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($600/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,917 ($379/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,595 ($599/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,366 ($569/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($425/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,458 ($450/night)
Club Wyndham Royal Sea Cliff
Kailua-Kona, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $901 ($116/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,832 ($499/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,230 ($420/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)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($375/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,780 ($230/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Oct 25–30, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,385 ($250/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($550/night)
Club Wyndham Royal Sea Cliff
Kailua-Kona, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $917 ($118/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,291 ($297/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $5,358 ($699/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,603 ($600/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $4,595 ($599/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($500/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 26–31, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,384 ($800/night)
The Point at Poipu
Koloa, Hawaii- Oct 27 – Nov 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $979 ($126/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 27–30, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,066 ($320/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 29 – Nov 2, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,326 ($299/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Oct 29 – Nov 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($500/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Oct 29 – Nov 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($450/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 30 – Nov 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,595 ($599/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Oct 30 – Nov 6, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,627 ($210/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Oct 30 – Nov 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($500/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)
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Oct 30 – Nov 6, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,742 ($225/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 Vacation Club, Waikiki
Honolulu, Hawaii- Oct 30 – Nov 6, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,764 ($359/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Oct 31 – Nov 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($575/night)