Sherwood Beach

A clear view of a beach with waves, a mountain in the background, and a clear blue sky.
A beach with waves, a clear sky, and distant mountains.
A beach with clear turquoise water, sandy shore, and tall trees providing shade.
A beach with clear turquoise water, sandy shore, and tall trees.
A hammock on a beach with the ocean in the background.
Price found within the past 48 hours. Click for updated prices.
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
Price was HK$15,620, price is now HK$11,906 per person
HK$11,906
per person
27 Jul - 3 Aug
found 13 hours ago
Return flight included
Tallahassee (TLH) to Kailua-Kona (KOA)
8.8/10 Excellent! (89 reviews)
Mind blowing scenery, felt so welcomed, just amazing!

Reviewed on 26 Mar 2026

Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

3.5 out of 5
Holualoa Village
Save 100% on your flight
Price was HK$24,313, price is now HK$15,180 per person
HK$15,180
per person
27 Jul - 3 Aug
found 13 hours ago
Return flight included
Tallahassee (TLH) to Kailua-Kona (KOA)
9/10 Wonderful! (77 reviews)
This place was awesome, it’s right on the beach and we saw eels, crabs, and fish playing in the reef below. Perfect viewing for sunsets as well. Check in and out was a breeze. Having the full kitchen is nice so we could cook breakfast before we went out and explored. Having the beach towels, coolers, and chairs already at the place really helped when packing for the trip. The place is beautiful surrounded with amazing plants all around. Perfect place to stay in Hawaii.

Reviewed on 18 Apr 2026

Sea Village

Sea Village

3.5 out of 5
Holualoa Village
Price was HK$19,843, price is now HK$14,293 per person
HK$14,293
per person
27 Jul - 3 Aug
found 13 hours ago
Return flight included
Tallahassee (TLH) to Kailua-Kona (KOA)
8.8/10 Excellent! (158 reviews)
Nice place, good value. Great overall experience.

Reviewed on 18 Jun 2026

Top Sherwood Beach Hotel Deals

House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more

House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more

Waimanalo HI
House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more
BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!

BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!

Kailua HI
BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!
Less than 1 min walk to Kailua Beach- NUC#1990/NUC-1760

Less than 1 min walk to Kailua Beach- NUC#1990/NUC-1760

Kailua HI
Less than 1 min walk to Kailua Beach- NUC#1990/NUC-1760
Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

Kailua HI
Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
Less than a one minute walk to Kailua Beach, Pool, Bikes, BBQ, A/C, and more

Less than a one minute walk to Kailua Beach, Pool, Bikes, BBQ, A/C, and more

Kailua HI
Less than a one minute walk to Kailua Beach, Pool, Bikes, BBQ, A/C, and more
Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775

Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775

Kailua HI
Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775
Hale Oahu Estate Lic. #1990/NUC-1777 BEACHFRONT KAILUA

Hale Oahu Estate Lic. #1990/NUC-1777 BEACHFRONT KAILUA

Kailua HI
Hale Oahu Estate Lic. #1990/NUC-1777 BEACHFRONT KAILUA
Kailua Kai/Beach Front Licensed Rental #1990/NUC-1780

Kailua Kai/Beach Front Licensed Rental #1990/NUC-1780

Kailua HI
Kailua Kai/Beach Front Licensed Rental #1990/NUC-1780
PRIVATE BEACHFRONT RENTAL

PRIVATE BEACHFRONT RENTAL

Kailua HI
PRIVATE BEACHFRONT RENTAL
See all 5,464 properties in Sherwood Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.