Fall Rentals
The Bay Club at Waikoloa Beach
Waikoloa Village, Hawaii- Oct 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,204 ($155/night)
Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Oct 20–25, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($500/night)
Club Wyndham Kona Hawaiian Resort
Kailua-Kona, Hawaii- Oct 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,434 ($185/night)
Kona Reef
Kailua-Kona, Hawaii- Oct 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $777 ($100/night)
Kona Coast Resort
Kailua-Kona, Hawaii- Oct 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,165 ($150/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)
Club Wyndham Royal Sea Cliff
Kailua-Kona, Hawaii- Oct 25 – Nov 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $917 ($118/night)
Club Wyndham Royal Sea Cliff
Kailua-Kona, Hawaii- Nov 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,342 ($173/night)
Club Wyndham Royal Sea Cliff
Kailua-Kona, Hawaii- Nov 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,334 ($172/night)
Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Nov 4–10, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,288 ($499/night)
Kona Coast Resort
Kailua-Kona, Hawaii- Nov 8–15, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,542 ($199/night)
Kona Coast Resort
Kailua-Kona, Hawaii- Nov 13–27, 2026 (14 nights)
- 1 bed/2 bath, sleeps 4
- $3,977 ($259/night)
Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Nov 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($200/night)
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Nov 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $16,375 ($2,143/night)
Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Nov 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($200/night)
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Nov 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $971 ($125/night)
Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,619 ($340/night)
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Nov 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,311 ($169/night)
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Nov 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,319 ($170/night)
Kona Coast Resort
Kailua-Kona, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,280 ($165/night)
Kona Coast Resort
Kailua-Kona, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,458 ($188/night)
Club Wyndham Royal Sea Cliff
Kailua-Kona, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,350 ($174/night)
Club Wyndham Royal Sea Cliff
Kailua-Kona, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,358 ($175/night)
The Bay Club at Waikoloa Beach
Waikoloa Village, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,069 ($399/night)
The Bay Club at Waikoloa Beach
Waikoloa Village, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,238 ($290/night)
Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Nov 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $6,579 ($859/night)
Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($450/night)
Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,542 ($199/night)
Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Nov 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $6,236 ($814/night)
Club Wyndham Kona Hawaiian Resort
Kailua-Kona, Hawaii- Nov 21–25, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $888 ($200/night)
Club Wyndham Mauna Loa Village
Kailua-Kona, Hawaii- Nov 22–28, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,889 ($285/night)
Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($250/night)
Club Wyndham Kona Hawaiian Resort
Kailua-Kona, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($214/night)
Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($800/night)
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Nov 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,854 ($895/night)
Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Nov 25 – Dec 2, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,984 ($650/night)
Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Nov 25 – Dec 1, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $999 ($150/night)
The Bay Club at Waikoloa Beach
Waikoloa Village, Hawaii- Nov 26 – Dec 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($300/night)
Club Wyndham Royal Sea Cliff
Kailua-Kona, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($400/night)
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $8,745 ($1,143/night)
Kohala Suites by Hilton Grand Vacations
Waikoloa Village, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,505 ($325/night)
WorldMark Kona Resort
Kailua-Kona, Hawaii- Oct 3–11, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $5,213 ($595/night)
Kona Coast Resort
Kailua-Kona, Hawaii- Oct 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,069 ($399/night)