We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Homes in Waimanalo

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Distance from
1 km
Price per night
R 0
R 1 000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighbourhood
50 rentals in Waimanalo.
Sort by:
Tripadvisor Sort
Luxury Estate~Spectacular Location~Heated Pool~Private Beach Access!, holiday rental in Waimanalo

Luxury Estate~Spectacular Location~Heated Pool~Private Beach Access!

9 bedrooms
8 bathrooms
Sleeps 20
Match: Sleeps
More info
Check-in
Check-out
Island Beach Cottage with a deck !! Gated, Air Conditioning,steps to beach, holiday rental in Waimanalo

Island Beach Cottage with a deck !! Gated, Air Conditioning,steps to beach

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
LUXURY BEACH ESTATE/BEACH FRONT/GATED AND PRIVATE// JUST LISTED !, holiday rental in Waimanalo

LUXURY BEACH ESTATE/BEACH FRONT/GATED AND PRIVATE// JUST LISTED !

3 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Beautiful Island Beach Home, Steps To Beach. Make memories!, holiday rental in Waimanalo

Beautiful Island Beach Home, Steps To Beach. Make memories!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Secluded garden cottage a half block from Waimanalo Beach, holiday rental in Waimanalo

Secluded garden cottage a half block from Waimanalo Beach

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
All the TOYS: Kayaks, surf&boogie boards, snorkeling, chairs, cooler & more., holiday rental in Waimanalo

All the TOYS: Kayaks, surf&boogie boards, snorkeling, chairs, cooler & more.

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
LARGE COUNTRY HOME ON THE BEACH /5 Master Suites/Central Air conditioning /, holiday rental in Waimanalo

LARGE COUNTRY HOME ON THE BEACH /5 Master Suites/Central Air conditioning /

5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Beachfront Waimanalo Home w/ Pergola & Ocean Views, holiday rental in Waimanalo

Beachfront Waimanalo Home w/ Pergola & Ocean Views

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Lanikai Cottage on Secluded Quiet Beach with Amazing Views, holiday rental in Waimanalo

Lanikai Cottage on Secluded Quiet Beach with Amazing Views

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Steps to Kailua Beach - Heated Pool - Air Conditioned - Ask Owner/Rates, holiday rental in Waimanalo

Steps to Kailua Beach - Heated Pool - Air Conditioned - Ask Owner/Rates

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Save time - get the best Waimanalo rentals sent straight to your email!
Barefoot living on Lanikai Beach -- BEACHFRONT!, holiday rental in Waimanalo

Barefoot living on Lanikai Beach -- BEACHFRONT!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands., holiday rental in Waimanalo

Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Kailua Beach Vacation Cottage, holiday rental in Waimanalo

Kailua Beach Vacation Cottage

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Minutes to Largest,Bluest Swimming Pool on the Planet, Amazing Hiking, holiday rental in Waimanalo

Minutes to Largest,Bluest Swimming Pool on the Planet, Amazing Hiking

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Beautiful Kailua Home, looking for a family to share it's Aloha, holiday rental in Waimanalo

Beautiful Kailua Home, looking for a family to share it's Aloha

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
SUITE ALOHA – Romantic Island Retreat 2 Blocks from Kailua Beach Park & Downtown, holiday rental in Waimanalo

SUITE ALOHA – Romantic Island Retreat 2 Blocks from Kailua Beach Park & Downtown

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Luxury Home in Gated Community Steps from Kailua Beach, holiday rental in Waimanalo

Luxury Home in Gated Community Steps from Kailua Beach

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
New Lanikai Oceanfront Listing, Just Steps Away From Secluded White Sand Beach!, holiday rental in Waimanalo

New Lanikai Oceanfront Listing, Just Steps Away From Secluded White Sand Beach!

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Kailua Beach Park Cottage - 1BR, holiday rental in Waimanalo

Kailua Beach Park Cottage - 1BR

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
CHRISTMAS DATES AVAILABLE!! Prime Location Across from Kailua Beach Park w/AC, holiday rental in Waimanalo

CHRISTMAS DATES AVAILABLE!! Prime Location Across from Kailua Beach Park w/AC

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Walk to Beach,  Bright, Spacious studio. Upstairs w/ mountain view, holiday rental in Waimanalo

Walk to Beach, Bright, Spacious studio. Upstairs w/ mountain view

0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
3 Bedroom Kailua Fire Captain's Home, Simple & Clean with Max Speed WiFi, holiday rental in Waimanalo

3 Bedroom Kailua Fire Captain's Home, Simple & Clean with Max Speed WiFi

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Prime Location! Sleeps 8 next to BEST beaches in Kailua & Lani Kai, holiday rental in Waimanalo

Prime Location! Sleeps 8 next to BEST beaches in Kailua & Lani Kai

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
$4500/30-day off-season rate in Lanikai (30-day minimum stay), holiday rental in Waimanalo

$4500/30-day off-season rate in Lanikai (30-day minimum stay)

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Kailua Beach Park Cottage - 2BR, holiday rental in Waimanalo

Kailua Beach Park Cottage - 2BR

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
4 Bedroom/ 2 Bath Unit -5 Min Walk to Kailua Beach, holiday rental in Waimanalo

4 Bedroom/ 2 Bath Unit -5 Min Walk to Kailua Beach

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Cozy Cottage 5 Minute Walk to Kailua Beach, holiday rental in Waimanalo

Cozy Cottage 5 Minute Walk to Kailua Beach

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Nice 2bd/1bath. 3blk. Walk to beach. Private entry& bathroom, holiday rental in Waimanalo

Nice 2bd/1bath. 3blk. Walk to beach. Private entry& bathroom

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Seabreeze Vacation Home - Quiet/Pool/Free Wi-Fi/Parking, holiday rental in Waimanalo

Seabreeze Vacation Home - Quiet/Pool/Free Wi-Fi/Parking

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Orchid House | Your Hawaiian home awaits your arrival for the Holidays!, holiday rental in Waimanalo

Orchid House | Your Hawaiian home awaits your arrival for the Holidays!

3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Large Spacious Studio - 5 Min Walk to Kailua Beach, holiday rental in Waimanalo

Large Spacious Studio - 5 Min Walk to Kailua Beach

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Relaxing Private Room- 5 Min Walk to Kailua Beach, holiday rental in Waimanalo

Relaxing Private Room- 5 Min Walk to Kailua Beach

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Kailua Surf Paradise Hale, pool, holiday rental in Waimanalo

Kailua Surf Paradise Hale, pool

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Kailua Suite, holiday rental in Waimanalo

Kailua Suite

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Kailua, Entire 3 Bedroom Home, carport, yard, BBQ, holiday rental in Waimanalo

Kailua, Entire 3 Bedroom Home, carport, yard, BBQ

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Hale Mokulua ~ with private pool & spa~steps to Lanikai Beach~3 living spaces, holiday rental in Waimanalo

Hale Mokulua ~ with private pool & spa~steps to Lanikai Beach~3 living spaces

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Mokulua Aina~Lanikai tropical retreat with pool ~ steps to Lanikai Beach, holiday rental in Waimanalo

Mokulua Aina~Lanikai tropical retreat with pool ~ steps to Lanikai Beach

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Cozy Beachtown Getaway, holiday rental in Waimanalo

Cozy Beachtown Getaway

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Perfect Beachtown Retreat, holiday rental in Waimanalo

Perfect Beachtown Retreat

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
D+D's Cottage - Best Location in Kailua, holiday rental in Waimanalo

D+D's Cottage - Best Location in Kailua

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
D&D's B&B- sweet island style Studio, holiday rental in Waimanalo

D&D's B&B- sweet island style Studio

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Kapaka Cottage with 2 bedroom & 1 bath - Central Air & full kitchen, holiday rental in Waimanalo

Kapaka Cottage with 2 bedroom & 1 bath - Central Air & full kitchen

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Sunny Apartment in excellent location - short walk to Kailua beach & town, holiday rental in Waimanalo

Sunny Apartment in excellent location - short walk to Kailua beach & town

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Immaculate, private, fully furnished studio in Beautiful Lanikai, holiday rental in Waimanalo

Immaculate, private, fully furnished studio in Beautiful Lanikai

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
New Listing! 3-Unit Waterfront Ocean House, Steps to Kailua & Lanikai Beaches, holiday rental in Waimanalo

New Listing! 3-Unit Waterfront Ocean House, Steps to Kailua & Lanikai Beaches

6 bedrooms
4 bathrooms
Sleeps 21
Match: Sleeps
More info
Check-in
Check-out
All-Suite Oceanside Retreat w/ Private Deck, 5-Minute Walk to Kailua Beach!, holiday rental in Waimanalo

All-Suite Oceanside Retreat w/ Private Deck, 5-Minute Walk to Kailua Beach!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
New Listing! Scenic Oceanfront Estate w/ Bonus Apartment - Steps to Beaches, holiday rental in Waimanalo

New Listing! Scenic Oceanfront Estate w/ Bonus Apartment - Steps to Beaches

5 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
More info
Check-in
Check-out
Charming Ohana Studio - Walk Lanikai & Kailua Beaches!, holiday rental in Waimanalo

Charming Ohana Studio - Walk Lanikai & Kailua Beaches!

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
New Listing! Dreamy Oceanfront Haven w/ Big Views - Steps to Beaches, holiday rental in Waimanalo

New Listing! Dreamy Oceanfront Haven w/ Big Views - Steps to Beaches

4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Lanikai Beach Front - Sunrise over the 'Mokes', holiday rental in Waimanalo

Lanikai Beach Front - Sunrise over the 'Mokes'

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
PreviousNext
1